Beautiful Waterways Abound...

You know you want a piece of the American dream... a condo in Ocean City * Here is your opportunity to make your dream come true * Look at this... 2 Bedroom 2 Bath Condo on the Canal * Included in the quarterly maintenance fee All utilities, property taxes and maintenance * So you have no reason not to jump on this opportunity * Yes you can rent your week(s) * Completely furnished * Full kitchen * Sunsets * Quick strolls to the beach, shopping, restaurants, busline * Oh yes, there is a community pool too * Call me today to schedule a showing *

106 Edward Taylor Dr Unit #208 B, Ocean City

Listing courtesy of Sea Grace @ North Beach Realtors. Contact: 443-614-3901

$129,900

Prime waterfront lot overlooking Schumaker Pond. Owner is currently stepping through site plan approvals so that all can be ready for your new home. Public water & sewer is available.

Schumaker Woods Cir, Salisbury

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$1,250,000

Experience exceptional waterfront living on the beautiful Patuxent River! This stunning ranch-style home offers over 3,300 square feet of thoughtfully designed living space with 4 bedrooms, 4 full bathrooms, and 50 feet of private river frontage complete with a private pier and charming crab shack. Designed for both everyday living and entertaining, the gourmet kitchen features stainless steel appliances, a six-burner commercial-grade range, a butler's pantry, and an open-concept layout that flows seamlessly into the dining area and spacious family room. Elegant shiplap accents, exposed beams, crown molding, and expansive windows frame breathtaking views of the Patuxent River, creating a warm and inviting atmosphere. The main level also features a private in-law suite offering two bedrooms, a full bathroom, a walk-in closet, and laundry room—an ideal setup for multigenerational living, extended family, guests, or a private home office. The luxurious waterfront primary suite, located on the lower level, is a private retreat offering panoramic river views, an oversized walk-in closet, and a cozy gas fireplace. The spa-inspired primary bath features heated floors, a relaxing jetted soaking tub, and luxurious finishes designed for ultimate comfort. Step outside and embrace the waterfront lifestyle. Spend your days boating, fishing, crabbing, or kayaking from your private pier, then unwind in the hot tub or entertain family and friends on the expansive deck while taking in spectacular sunsets. The authentic crab shack adds the perfect touch for enjoying fresh catches and making unforgettable waterfront memories. This exceptional property offers the perfect blend of luxury, comfort, and the unmatched beauty of Chesapeake Bay waterfront living. A rare opportunity to own a private riverfront retreat where every day feels like a vacation.

7737 Patuxent Dr, Saint Leonard

Listing courtesy of Taylor Properties. Contact:

$2,790,000

Welcome to one of Ocean Pines’ most extraordinary waterfront estates, where luxury, recreation, and coastal living come together in a truly one-of-a-kind offering. Situated on a beautifully positioned waterfront homesite with 75 feet of newly bulkheaded shoreline, this remarkable residence encompasses approximately 9,200 square feet of thoughtfully designed living space with 5 bedrooms, 5.5+ baths, and an unmatched collection of resort-style amenities. Designed for entertaining on every level, the home features a spectacular 63-foot indoor pool with a 7-foot depth, private locker room, movie theater, expansive game room with wet bar, sunroom, and an oversized chef’s kitchen that opens seamlessly into light-filled living and dining spaces framed by soaring ceilings and walls of glass overlooking the water. The outdoor living experience is equally impressive. Enjoy expansive waterfront decking, an enclosed brick courtyard with a charcoal grill, multiple spaces for gathering, a rooftop observation deck with panoramic views, and direct boating access from your private dock featuring an 8,000-pound boat lift. Whether hosting family and friends or enjoying a quiet evening overlooking the water, every space has been designed to embrace the coastal lifestyle. Additional highlights include a two-car garage, generous driveway and guest parking, and the home is offered fully furnished (with select exclusions), allowing you to begin enjoying it from day one. Properties of this caliber are exceptionally rare. Whether you’re searching for an extraordinary primary residence, an unforgettable coastal retreat or the ultimate waterfront investment property, 23 Mallard Drive East delivers a lifestyle few properties can match. Schedule your private showing today and discover what life on the water was meant to be!

23 Mallard Dr E, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919

$827,500

Live the ultimate West Ocean City waterfront lifestyle in the highly sought-after Cape Isle of Wight community. Situated on an oversized waterfront lot with approximately 80 feet of bulkheaded canal frontage, multiple deeded boat slips, and panoramic bay and canal views, this exceptional property offers quick navigable access to Assawoman Bay, making it a dream for boaters, anglers, and outdoor enthusiasts. Step from your backyard onto your boat for a day of fishing, cruising to waterfront restaurants, exploring the Ocean City Inlet, or relaxing at nearby sandbars, then unwind with breathtaking sunsets from the covered porch or second-level balcony. Inside, this inviting coastal retreat features 3 spacious bedrooms, 2 full bathrooms, an open-concept floor plan, beautiful wood flooring, an updated kitchen with upgraded countertops and modern finishes, and large windows showcasing incredible water views. Designed for waterfront living, the property also offers an attached two-car garage and a detached garage/carriage house ideal for a workshop, studio, hobby space, or additional storage. There's plenty of room for boats, jet skis, kayaks, paddleboards, golf carts, beach gear, and fishing equipment, plus an outdoor shower, oversized yard, and generous outdoor entertaining space. Just minutes from Ocean City's beaches, Boardwalk, marinas, waterfront dining, shopping, championship golf courses, and Assateague Island, this home offers the perfect balance of peaceful waterfront living and convenient access to the best of Maryland's Eastern Shore. Whether you're looking for a primary residence, vacation home, or weekend getaway, this is a rare opportunity to own one of West Ocean City's premier waterfront properties.

12623 Sheffield Rd, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$750,000

Welcome to Long Beach Estates in Bowley’s Quarters where every day feels like a getaway. This rare half‑acre sandy‑beach waterfront property showcases sweeping, unobstructed views of Middle River that instantly set the tone for relaxed coastal living. As you arrive, the oversized 2‑car garage and expansive parking pad can accommodate up to six vehicles providing convenience for gatherings and weekend visitors. Step inside and you’re greeted by a bright, beach‑inspired living room that flows into an inviting eat‑in kitchen. Just off the living room, enjoy seamless access to the large screened‑in deck, complete with a hot tub and generous space for entertaining, dining, or simply unwinding outdoors. The main level features two spacious bedrooms, a full bath with laundry, and an impressive waterfront family room wrapped in windows and French doors. This showstopper space delivers panoramic river views that make it the heart of the home. Upstairs, you’ll find two additional bedrooms, including the waterfront primary suite with sliding doors leading to a private second‑story deck perfect for sunrise coffee or peaceful evening breezes. A lower‑level basement offers a waterproofing system and sump pump, providing excellent potential storage. Don’t miss this exceptional waterfront opportunity in one of Bowley’s Quarters’ most desirable locations. Homes with sandy beach frontage and views like this are truly rare.

3815 Middle River Ave, Baltimore

Listing courtesy of Keller Williams Gateway LLC. Contact: (443) 318-8800

$1,350,000

Nestled along the shores of the Patuxent River is this very private, custom-built, all brick home with beautiful hardwood floors throughout, modern kitchen and baths situated on 5 sprawling acres. Riprapped shoreline, professionally landscaped yard, 4 stall horse barn, dog run and more. Enjoy nature's beauty on the water; conveniently located for a D.C. commute. A great get-away for enjoying peace and tranquility in the Country.

43410 Old Wharf Ln, Hollywood

Listing courtesy of KW Metro Center. Contact: (703) 535-3610

$465,000

This 1,600+ square foot cottage offers the ultimate foundation for your custom coastal retreat. Nestled on the serene shores of McKays Cove, several major exterior capital improvements are already complete. The structure features a brand-new Amish-built roof, new gutters, and premium new Andersen windows throughout. Personal Boat Ramp: Private ramp for seamless watercraft launching and only one in the community. Private Pier: Sturdy, deep-water access steps from your back door. New Rip Rap: Fresh shoreline reinforcement ensures long-term erosion protection. Large propane tank which is almost full for newly installed gas log fireplace & furnace. All supporting floor beams in the crawl space have been addressed. Blank Canvas Interior: Down-to-the-studs flexibility ready for your custom layout. Generous Footprint: Over 1,600 square feet of customizable living space facing a waterfront picturesque view. This home will be perfect for the generational waterman looking to be in the Potomac River within just a few minutes or the city resident who is looking to escape for the weekend. Several homes on the street have had a complete overhaul and the home next door is just about completed. Now is your turn to create your waterfront dream!

18800 Mckays Beach Rd, Leonardtown

Listing courtesy of RE/MAX One. Contact: 4432956123

$4,800,000

A once in a lifetime opportunity to own one of Worcester Counties most prestigious and amazingly well cared for farms. 125 acres of direct waterfront. Over 1 mile of waterfront on Ayres/Trappe Creek. This farm has been transformed into something special many will not see in a lifetime. Multiple barns that have been rebuilt and restored to today's modern standards. Approximately 14,000 sq ft. Roads and waterfowl impoundments have been built to Ducks Unlimited standards by the best in the business. Orion Wildlife. Any and all permits are available. 4 acres of Sunflowers are planted each year, protected from the deer by electrical fencing. Massive restoration of all electrical work completed to standard on entire farm including electric and water which has been run to the brand new 6 slip marina. 3 of those slips have new lifts already installed. Brand new never used 8 stall horse barn with pasture area ready to go. Multiple wells all permitted. 7 permitted duck blind sites in the approximate 30 acres of marshland that conveys as a part of this sale. Deep water pond, with dock in a restocked pond ( large mouth, small mouth, bluegill) Private lane, private roads something like this is never offered. No restrictions, no conservation easements. No government programs. Just 125 acres of incredible farmland in immaculate condition. Call listing agent for all showings. Do not enter this farm without representation.

8416 Burbage Rd, Berlin

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888

$495,000

Waterfront on Smith Creek! Just in time for summer fun, this waterfront rambler, with private pier, will have you fishing and crabbing from morning until night. Hardwood flooring greets you upon entering and flows throughout most of the main level. Tilt-out windows and a screened porch ideal for relaxing and enjoying all the sights and sounds of living on the water. New paint and ceiling fans throughout add a fresh new look. All the electric upstairs has been replaced. Roof is 2 years old. Septic is newer to include drain-fields and distribution box. Washer and dryer and well pump are 2-3 years old. The basement is unfinished and a blank canvas to make your own. Situated on a shaded lot with approximately 100 feet of waterfront, the property also features a paved driveway, generous parking, and a handicap-accessible ramp. Tucked away on a quiet dead-end street, yet conveniently located near Webster Field, this all-electric home offers privacy, comfort, and plenty of potential. Come see everything this waterfront property has to offer! Additionally, this home is not in the flood plain.

17248 Gum Landing Rd, Saint Inigoes

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$485,000

2 Beds ⋅ 1 Baths

Perfect live here year round, and enjoy all the natural beauty of living on the water on Sue Creek. Take time to relax on the deck and watch the Sunsets directly in front. You'll want to stay forever, perhaps take a boatride or row in the calm water. Great home with new Cherry wood kitchen, plenty of cabinet space. Nice dining area, with view to the waterfront. Living room with hardwood floors, and access to the deck. Fully functional lower level has been improved with space for office with built in shelving, and cabinet space. Outside, you'll find the natural secluded deck, with views to the sandy shore, and a walkway, to the water, Launch your Jet Ski, or john boat. Structure of home: Solid 8" Masonry walls to roof peak. Applied insulation and vinyl siding to exterior. Stainless appliances. Existing 80' PIER needs work, but could be replaced, with County Permits as it is " Grandfathered" existing 80 pier. AC unit: Forced-air system; independent duct work from heating system. Located in roof eaves. Electrical: New service upgrade February 2026. 150 AMP with surge protection added. Close to all major waterfront restaurants, Charleys marina & tiki bar, LunaSea, the Middle River Yacht club, Carsons' Creek seafood restaurant. 10 minutes from Middle River. Easy care home, lots of mature plants and trees, landscaping done by Owner, or just put in your Kayak.

2200 Poplar Rd, Baltimore

Listing courtesy of RE/MAX Advantage Realty. Contact:

$3,200,000

Introducing Riverside Lodge, a one-of-a-kind private waterfront sporting estate on Maryland's Eastern Shore. Spanning 386+/- acres overlooking the Honga River and the Chesapeake Bay, this extraordinary retreat is anchored by a beautifully appointed 5 bedroom, 5.5 bath waterfront lodge designed for both entertaining and comfortable extended stays or full time residence. Surrounded by exceptional wildlife habitat, Riverside Lodge blends timeless Eastern Shore tradition with premier waterfowl hunting, Sika deer hunting, world-class fishing, boating, crabbing and breathtaking sunrises and sunsets on Hoopers Island. Along with several established blind sites, an offshore blind, inlets and ponds, the property also features a managed waterfowl impoundment with a dedicated well. Located in the heart of the Atlantic Flyway, Riverside Lodge offers exceptional opportunities to hunt a variety of migrating waterfowl including canvasbacks, bluebills, redheads, black ducks, mallards, teal, wood ducks, buffleheads and Canada geese. The surrounding waters of the Honga River and Chesapeake Bay offer world class fishing for striped bass (rockfish), red and black drum, cobia, speckled trout, bluefish, flounder, perch, spanish mackerel along with outstanding crabbing and oystering from your own shoreline. This exceptional residence is designed for entertaining family and friends and offers business and income potential. Ideal as a private retreat, luxury vacation rental, event or wedding venue or destination for guided hunting, fishing, sporting clays, kayaking and other outdoor recreation, the possibilities are endless.

1713 Doeller Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$7,800,000

4 Beds ⋅ 5 Baths

Grafton Manour Estate—A Rare Chesapeake Waterfront Legacy. Embrace the quiet grandeur of Grafton Manour Estate, an 86±-acre peninsula wrapped by approximately 1.5± miles of shoreline with panoramic water views in every direction. Bordered by Briary Cove to the east, Harris Creek to the southeast, and Waterhole Cove to the west, this extraordinary property blends pastoral elegance with true Chesapeake Bay access. Property Highlights: 86± acres with sweeping water vistas, open fields, and meticulously manicured lawns. Varied shoreline: riprap, sandy beaches, and natural grasses. Deep-water pier with 7' MLW, suitable for larger boats and sailboats; direct access to the Chesapeake Bay. Two subdivided, waterfront lots included: Lot 2: 6± acres on Briary Cove (east side), with prior SDA approval for a 4-bedroom home (re-evaluation required). Lot 3: 5.5± acres is located on Waterhole Cove (west side), with prior SDA approval for a 4-bedroom home (re-evaluation required). Historic Lowes Family Cemetery on the west side, dating to the 1700s. Land mix: approximately 60± acres tillable; balance in timber and lawns along the eastern shoreline. Main Residence: Custom-built in 2004, approx. 7,400 sq ft, four en suite bedrooms. Primary suite in the main-floor north wing with private laundry, library, office/workout room, and sunroom. Dramatic great room and dining room with vaulted ceiling, chestnut beams, cedar ceiling, and a raised-hearth stone fireplace. Signature silo feature: 1st and 2nd floors: full baths serving two bedrooms. 3rd floor: window-lined observatory with 360° views across the estate. Wide-plank wood floors milled from the same chestnut as the great room beams. Exceptional craftsmanship throughout; a must-see for discerning buyers. Guest/Farmhouse: Approx. 2,000 sq ft with three bedrooms and one bath. Two wood-burning fireplaces (living room and dining room). Charming and versatile for guests, caretakers, or rental income. Barns and Outbuildings: Large heated barn with concrete floors, three overhead doors, expansive workbench, and open-loft recreation room. Attached a conditioned office/hunters’ lodge with full bath and hookups for laundry and kitchenette. Adjacent irrigated, fenced raised-bed garden; nearby small apple orchard. Additional smaller barn for equipment or livestock. Lifestyle and Possibilities: Ideal for a family compound, equestrian pursuits, or an exclusive retreat. Premier sporting opportunities: shoreline waterfowl, whitetail deer, and turkey. Ample acreage and infrastructure for hobby farming, vineyards, or conservation. A once-in-a-generation opportunity to own an iconic waterfront estate where open water, open sky, and open fields meet. Follow the country road home to the place you belong—Grafton Manour Estate. By appointment only. Do not enter the property by water or land without the listing agent. The property is monitored by camera surveillance 24/7.

22101 Grafton Manour Ln, Wittman

Listing courtesy of Meredith Fine Properties. Contact: 4107458060

$1,700,000

Western sunsets and timeless waterfront living define this beautifully restored home on Town Creek in Oxford. A waterside pool, expansive entertaining deck, gazebo and private pier create an exceptional setting for relaxing, entertaining and enjoying life on the water. Inside, a gourmet kitchen and inviting family room with a custom built-in bar anchor the home, while warm pine floors add warmth and character throughout. Three bedrooms and three full baths include a spacious waterfront primary suite with a private second-story deck overlooking Town Creek—the perfect place to unwind while taking in spectacular western sunsets. Just moments from Oxford's waterfront park, marina, restaurants and the Oxford-Bellevue Ferry, this distinctive property is privately sited outside the Historic District and features a private pier with approximately 4 feet of mean low water, providing easy access for boating, kayaking and paddleboarding. Property is offered as part of an estate and is being sold as is.

104 Myrtle St, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$350,000

Discover the endless possibilities with this exceptional 30± acre riverfront property offering a rare combination of natural beauty and investment potential. Zoned for agricultural and commercial use, this versatile tract features a blend of level, cleared land ready for immediate use and wooded acreage that provides privacy, recreation, and scenic appeal. With beautiful river frontage and easy access, this property is ideal for farming, a business venture, a campground or RV park, event venue, recreational retreat, or your future dream home (subject to local regulations). Whether you're looking to expand your agricultural operation, develop a commercial enterprise, or invest in a one-of-a-kind piece of land, this property offers the flexibility and space to bring your vision to life. Don't miss this unique opportunity to own a beautiful stretch of riverfront acreage with unlimited potential!

00 Westernport Rd Sw, Westernport

Listing courtesy of Coldwell Banker Home Town Realty. Contact: 125014.lead@leads.leadrouter.com

$965,000

A truly rare opportunity to own 9.63 secluded Bayfront acres overlooking the breathtaking Tangier Sound and the Chesapeake Bay. This extraordinary property offers approximately 500 feet plus of shoreline, reinforced and protected with stone riprap, along with a private sandy beach—an exceptional feature for this Eastern Shore gem. Enjoy spectacular, postcard-worthy sunsets and panoramic views across the pristine coastal waters, where endless horizons create an unforgettable backdrop every day. The property includes an existing old home (no Value), several old outbuildings, and a 100-foot pier that pier requires rebuilding, the existing pilings appear to be in serviceable condition, providing an excellent foundation for restoring your private waterfront access. Comprised of five contiguous parcels with excellent road frontage and private gated driveway. This unique estate offers exceptional privacy, flexibility, and future potential. The surrounding waters are renowned for outstanding recreational opportunities, including abundant Chesapeake Bay blue crabs, striped bass (rockfish), fishing, boating, kayaking, and waterfowl. Whether you envision building a private family retreat, an estate property, or preserving an unmatched waterfront sanctuary, this offering represents a unique opportunities available on Maryland’s Eastern Shore. Properties of this size, privacy, and waterfront quality seldom become available. Experience the beauty, tranquility, and endless possibilities this remarkable bayfront property has to offer.

23145 Edelen Webster Rd, Deal Island

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact: 4105202600

$1,795,000

Nestled on a private peninsula, accessed through a new private automatic gated entrance, this exceptional multigenerational waterfront estate is situated on a gated 1.4-acre lot and includes an additional separately deeded 0.379-acre parcel. Offering an easy commute to Baltimore and Annapolis, this one-of-a-kind property combines luxury, privacy, and resort-style living with breathtaking Chesapeake Bay waterfront views. The thoughtfully designed main residence offers approximately 2,992 square feet of above-grade living space, plus an additional 432 square feet of finished lower-level space. Featuring three spacious bedrooms and four full bathrooms, the home showcases elegant finishes and a layout designed for both comfortable everyday living and effortless entertaining. A charming, detached guest house provides exceptional accommodations with two bedrooms and one full bathroom, making it ideal for extended family, overnight guests, or a private residence for visitors. Designed for those who embrace the waterfront lifestyle, the private deep-water pier features a boathouse, a 20,000-pound boat lift, a 10,000-pound boat lift, and a dedicated jet ski lift, providing direct access to boating, fishing, and endless days on the water. The expansive grounds are complemented by numerous outdoor amenities, including an outdoor kitchen with granite counter tops, built in refrigerator, grill/smoker and a separate eye for steamer crabs. There is also a garden shed with electricity, durable Hardie Plank siding, Trex decking, and a deck equipped with convenient lighting timers. Inside, the spacious primary suite is a true retreat, offering stunning water views, an oversized walk-in closet, and a luxurious en-suite bathroom featuring a jetted soaking tub, separate shower, dual vanities, and a private water closet. Wake each morning to breathtaking waterfront sunrises from the comfort of your own bedroom. The well-appointed kitchen features granite countertops, a new refrigerator, a new microwave, and a dishwasher, creating a functional and inviting space for cooking and gathering. Recent improvements throughout the property include a new roof, two of the three HVAC units replaced, a completely redone hall bathroom, new washer and dryer, new ADT security system with touchscreen controls, new insulation throughout, new windows in great room and office, water leak detection, smoke and carbon monoxide detectors, a new pump for the koi pond, freshly power-washed pier decking, new water lines at the dock, new electrical service to the boat lifts, updated lighting fixtures throughout, new concrete flooring in the basement, a new exterior door, and beautifully renovated hall bathroom and bedroom Two. This home has some other incredible features such as gas fireplaces and custom interior accent walls in the foyer and primary bedroom. The large primary bedroom has an incredible walk-in closet, large primary bath with a jacuzzi tub, toilet room, dual sinks and separate shower. With its expansive waterfront setting, premium boating amenities, versatile guest accommodations, extensive updates, and the added value of a separately deeded lot, this extraordinary estate presents a rare opportunity to own a private waterfront sanctuary where timeless elegance meets the Chesapeake lifestyle.

300 Magothy Bridge Rd, Pasadena

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$885,000

Custom-built home in Country Club Estates with beautiful architectural details. Spacious open living space with hardwood floors and wooden beams, glowing with ample natural light! Enjoy time on the large screened porch, finished with Ipe hardwood, overlooking the peaceful creek, woods and park like setting. Five bedrooms and 4 full bathrooms, nicely designed with privacy in mind. There's an entry-level bedroom and full bathroom. The partially finished basement offers a large bedroom or bonus room, a full bathroom, and an oversized workshop space. Upstairs you'll find two bedrooms that share a full bathroom, as well as the primary bedroom, which is nicely situated with a view of the creek/pond. Enjoy peaceful views of the creek from the slate patio, and launch a kayak to explore the water from your backyard. This property leaves little to be desired! Two-car garage, peaceful water view, cozy fireplace, large living space, nicely landscaped, and a hot tub! Under 2 miles from downtown Chestertown and a short stroll to the Chester River Yacht & Country Club.

7680 Country Club Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$2,840,000

Rare Find - 2 houses on one waterfront property! Each with unobstructed views of the water! Privacy without isolation. This will change your mind if you think you need 5 acres or more to have wide open spaces and not have neighbors breathing down your neck! Discover a captivating blend of traditional charm in the vintage cape cod - the main 3-bedroom, 2-bathroom residence, recently updated in spring 2026. Nestled in a serene rural setting, this home boasts picturesque views along the banks of Cox Creek, offering panoramic western vistas that will take your breath away, especially as the sun sets on the horizon. Step inside to find a thoughtfully designed interior featuring rich wood floors and upgraded countertops that elevate the kitchen, a home perfect for gatherings. The cozy living room, complete with a brick fireplace and mantel, invites warmth and relaxation. Enjoy the convenience of an entry-level bedroom and a traditional floor plan that flows seamlessly throughout. The exterior is equally impressive, featuring a private beach and a circular gravel driveway that accommodates ample parking. With 548 feet of waterfrontage, indulge in fishing, boating, or simply soaking in the tranquil surroundings. The property includes a private dock with electric hoist and ramp, making water access effortless. Additional highlights include a guest house(2BR, 1.5 BA, KT,screened porch) and a storage building providing versatility for equipment or hobbies. The secluded parcel offers year-round access, ensuring your retreat is always within reach. This home is not just a residence; it's a lifestyle waiting to be embraced. Don't miss the opportunity to make this serene haven your own! Less than 30 minutes to Annapolis, 50 minutes to Baltimore or DC.. Convenient to area restaurants and points of interest. Not under subdivision restrictions. Perfect for multi-generational living, private guest quarters, or possible rental income. Room for expansion of living spaces, outdoor sports court, horseshoes, bocci, or garden. Former waterside pool could be revitalized, subject to county approval.

300 Woods Point Rd, Chester

Listing courtesy of Tidewater Properties. Contact:

$1,250,000

5 Beds ⋅ 3 Baths

Discover exceptional waterfront living in this remarkable Selby on the Bay residence, offering approximately 100 feet of Chesapeake Bay shoreline with breathtaking sunrises and panoramic water views. Designed for both comfort and entertaining, this spacious home features a large kitchen with dual sinks and ample workspace, flowing into a bright living area with a cozy propane fireplace. A sun-filled waterfront sunroom opens to an additional family room accented by beautiful knotty pine ceilings, creating multiple inviting gathering spaces. A dramatic spiral staircase leads to the expansive upper level, where a skylight fills the space with natural light. The primary suite serves as a private waterfront retreat, showcasing a wall of windows with stunning bay views. Thoughtful details throughout include built-in shelving, a dedicated office space, programmable Honeywell thermostats, and ceiling fans throughout the home and garage. The main residence offers 5 bedrooms and 3 full baths, providing plenty of room for family and guests. Designed for entertaining, the home includes a wet bar with sink, dishwasher, and beverage refrigerator, while outside, a spacious stone patio overlooks the water, creating the perfect backdrop for gatherings. Beautiful landscaping, paver driveways and walkways, fenced front and rear yards, and an elevated vegetable garden add both charm and functionality. For boating enthusiasts, the waterfront amenities are truly extraordinary, featuring a substantial pier, floating dock, bulkhead, and heavy-duty boat lift with direct Chesapeake access. The oversized boathouse offers protected high-and-dry vessel storage plus ample room for a workshop, maintenance, or additional storage, an increasingly rare waterfront feature. Adding even more versatility, the detached two-car garage includes a separate bonus room with a full bath, ideal as a private guest suite, 6th bedroom, or potential Airbnb opportunity. Located in the sought-after Selby on the Bay community, residents enjoy exclusive amenities including a private clubhouse, sandy beach, playground, basketball and pickleball courts, swimming area, and direct South River access for boating, kayaking, and paddle boarding. Conveniently located near shopping, dining, parks, and trails with easy access to Routes 50 and 97 and just minutes to Annapolis, this is Chesapeake Bay living at its finest.

3689 1st Ave, Edgewater

Listing courtesy of Winning Edge. Contact: 4434636009

$720,000

OPEN HOUSES JULY 11 @ 1-3 PM & JULY 12 @ 11 AM - 1 PM*Welcome home to this charming home in an idyllic setting; a nature lover's paradise on just over an acre of land that abuts Hines Pond; one of largest lots in the neighborhood*Remodeled in 2014, it's a great year-round home or vacation home not more than 60 mins. from Baltimore and not more than 90 mins. from Washington, DC; not too far from Ft. Meade or the Naval Academy either*One-level living inside and out is what so many want today*Open floor plan with remodeled baths and kitchen including stainless appliances, granite counters, and an island large enough for bar seating*Huge primary bedroom with built-in king-size bed and headboard plus built-in entertainment center; walk-in closet; double-sink vanity in ensuite primary bath*Long driveway, garage, carport, and extra parking are perfect for multiple vehicles, family and friends*Bonus "she shed" with electricity!*Magical sunsets from the edge of the pond*1/2 block to private, community beach and tot lot*About 10 min. drive to Ft. Smallwood Park; a little longer to Crosspointe golf and several marinas*Extra bonus is delicious food from local restaurants*Lots of photos because of this amazing home and location!*Please note: water frontage is estimated and Venice on the Bay is a civic association.

7654 Bay St, Pasadena

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,895,000

Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. See potential plans in the pictures and meet the builder to discuss your dream home or bring your own builder. Don't miss your chance to own the last remaining waterfront lot in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to design and build your dream home on a premium lot offering 57 feet of serene waterfront on protected Lake Ogleton. Enjoy breathtaking, unobstructed views and the peaceful lifestyle that only true waterfront living can offer. Whether you're envisioning a luxurious modern retreat or a timeless coastal home, this lot is the perfect canvas. Contact the listing agent for insight and inspiration on potential home designs tailored to this exceptional property. Bay Ridge is renowned for its rich history, vibrant community, and unmatched amenities, including a bayfront community pool and newly renovated clubhouse, sandy beaches and scenic waterfront , a large community marina, basketball and pickleball courts, a children's playground, and year-round community events. Located just minutes from downtown Annapolis and Eastport, Bay Ridge offers the charm of a tight-knit neighborhood with the convenience of city access. Experience the perfect blend of tranquility and community in one of the most desirable waterfront enclaves on the Chesapeake Bay. This is more than just a lot—it's the beginning of your dream lifestyle.

48 E Lake Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$875,000

This EXCEPTIONAL 2014 Custom Built Waterfront property in Pasadena Maryland NOW available! Enjoy everything this home has to offer from solid, energy efficient construction to charming designer features to the utmost in outdoor conveniences! With thoughtful planning and design, this home features ICF construction (providing cutting edge Energy Efficiency, Noise Reduction, Safety & Durability), Secure Entryways (for increased energy efficiency), cozy open space layout with beautiful views, excellent flow to outdoor living areas and two primary bedroom suites! From the moment you step under the pergola onto the stone patio feel this home welcoming you, hear the sound of the river calling, see the light reflecting in the refreshing pool THIS, this is home! Entering from the enclosed portico into the foyer notice the quality craftsmanship, designer colors, expert attention to detail. The gourmet kitchen is designed with daily life and entertaining in mind complete with solid surface counters, soapstone sink, range, pantry, wall oven, built-in microwave, mini-fridge for drinks. Notice the port window, hickory island cabinets, the copper bar sink complete with insta-hot. Enjoy meals with a water view and cozy evenings around the wood stove. You will LOVE the big fully screened deck (nice try mosquitos!) complete with ceiling fan/lights and an outdoor kitchen area (propane stove as-is)! The balcony offers another perfect spot to relax with a spectacular view. The masterfully planned primary suite features a media room (convert to a 3rd bedroom??) with pellet stove, a light filled sitting room that walks out onto a covered private stone patio (with views), the spacious bedroom (made private by barn doors) has a 6x12 walk-in closet (built-ins) and dressing area. The spa bathroom has a large jetted soaking tub, walk-in shower, vanity and features heated floors! Conveniently located is the laundry and entrance to the secure storage/utility room (steel door, safe and a fresh air interchange system). A side entrance into the mudroom and lower level suite has a handy sink and additional storage. The spacious upper level bedroom has beautiful views and connects to a full bathroom. Tucked out of sight is a perfect office nook with custom built-in shelving. This property has it all for the outdoor water enthusiast with a .60 acre sloping lot, rare waterfront level space (garden or volleyball?!) a 6' wide private pier complete with party platform and 10k lb boat lift, kayak launch, and the convenience of water & electric at three critical spots! Finished with the river for the day? Cool off in your own private, refreshing waterside in-ground pool outfitted with low chlorine FROG mineral system. The rambling backyard is fully fenced (reinforced to keep pets in and critters out!) Restore the charming 1932 fish pond to add to the charm and magic of this one of a kind property. Mature landscaping and fruit trees are a delight! The oversized 2 car garage features separate 220-volt electric, a lower level walkout storage room, front entry and a convenient side door leading to the gorgeous stone patio shaded by a custom built pergola - a stunning entryway to this spectacular home! Chesapeake schools. Super convenient to Rt 100/97 BWI NSA. There is so much more to this house, be sure to check out the Features Sheet and contact us to schedule your private showing today! Ideally situated at the end of a no-thru street, fortunate will be one to call this gem home!

328 Oakdale Rd, Pasadena

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$3,595,000

Perfectly nestled on 4.96± private waterfront acres between Easton and St. Michaels, this extraordinary estate embodies the very best of Eastern Shore living, anchored by rare deep water dockage (6’+ MLW) for the ultimate Chesapeake boating lifestyle. This Royal Oak home’s western exposure offers amazing sunset views across Solitude Creek.This listing also includes a fully prepaid 96-year recorded ground lease on an adjoining 5.48± acre parcel of land -- featuring a picturesque wildflower pasture, a mature 4± acre maple orchard, and charming outbuildings (detached garage and red barn) -- creating unparalleled privacy, beauty, and tranquility. A winding, tree-lined private drive sets the tone for the peaceful retreat that awaits. Inside, panoramic water views fill nearly every room, while the recently updated home blends timeless elegance with warm, inviting comfort. Soaring ceilings, rich hardwood floors, exquisite custom moldings, and expansive living spaces create an atmosphere that is both refined and welcoming. The formal living and dining rooms, each centered around a cozy fireplace, offer inviting spaces for memorable gatherings and celebrations. The light-filled family room features dramatic volume ceilings, oversized windows, a fireplace, and stunning waterfront views that bring the outdoors in. Designed for both everyday living and effortless entertaining, the gourmet kitchen features slate flooring, stainless steel appliances, a walk-in pantry, and a waterside breakfast area where every meal is paired with breathtaking scenery. The luxurious main-level owner’s suite is a private sanctuary with its own fireplace, spectacular water views, dual walk-in closets with custom built-ins, and a spa-inspired bath designed for relaxation. Upstairs, guests and family are comfortably accommodated with a spacious bedroom suite, two additional guest bedrooms, and a versatile bonus room ideal for a home theater, fitness studio, or playroom. Above the oversized, air-conditioned three-car garage, a separate guest retreat with a kitchenette, full bath, and private balcony with beautiful waterfront views offers the perfect space for visiting friends and family. Outdoor living is equally exceptional. A sprawling slate patio, recently added waterside pool, and enclosed porch with vaulted ceilings and flagstone flooring create inviting spaces to relax, entertain, and take in the serene surroundings. Set on a peninsula with more than 1,000 feet of shoreline, the property offers remarkable privacy and endless water views in seemingly every direction. A private deep water pier on Solitude Creek makes boating effortless and permits a memorable arrival by water for your guests. Enoy fishing and crabbing and direct water access to the Choptank River and Chesapeake Bay. Rarely does a property so gracefully combine timeless architecture, resort-style amenities, and one of Talbot County’s most coveted waterfront settings into a place that truly feels like home.

25610 Chance Farm Ct, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$449,000

Incredible opportunity to own a marina in the village of Ewell on historic Smith Island, Maryland. This recently renovated six slip marina features new construction, with 150 feet bulkhead, three 60-foot deep water docks, a bathhouse, a bait house, and two additional sheds. The marina greets boaters with ample docking space and is perfectly situated between both harbor entrances to the village. Boaters will love the convenience of docking right between two of the islands restaurants and local market. This location, the perfect place for both relaxation and convenience. The property also includes a four bedroom, two bath historic home that requires renovations but could be a vacation rental or primary residence. Call listing agent for more information. Don't miss this rare chance to invest in Island life!

20880 Caleb Jones, Ewell

Listing courtesy of Wilson Realty. Contact: (410) 968-1882

$599,000

Escape to the unspoiled beauty of Hoopers Island, where peaceful waterfront living and world-class fishing, crabbing, and boating are part of everyday life. Situated on a beautifully landscaped 1.06-acre corner lot, this charming 3-bedroom, 2-bath home offers the ideal Eastern Shore retreat with generous indoor and outdoor spaces designed for gathering with family and friends. The heart of the home is a beautifully appointed kitchen featuring granite countertops, abundant cabinetry with under-cabinet lighting, a center island, double wall ovens, cooktop, wet bar, and custom wood ceilings. Original pocket doors, warm wood accents, and pellet stoves add timeless character throughout, while the spacious sunroom with stone hearth creates a cozy place to unwind year-round. A private hot tub room, large covered porch, rear deck, fenced yard, and mature shade trees complete the inviting outdoor setting. Upstairs offers three bedrooms, a full bath, and a loft that comfortably accommodates additional guests, making this an ideal full-time residence or weekend getaway. Two storage sheds provide ample space for boating and outdoor equipment. Included in the sale is a rare additional 0.13-acre Commercial Maritime waterfront parcel featuring a 100-foot pier with approximately 5 feet of water depth, multiple boat slips, and endless opportunities to enjoy the Chesapeake Bay lifestyle. Whether your passion is offshore fishing, crabbing, kayaking, or simply watching the sunset over the water, this property is ready for your next adventure. Located just minutes from local favorites including Old Salty's Restaurant, Hoopers Island General Store, and Madhouse Oysters, this exceptional offering combines authentic Eastern Shore charm with the waterfront lifestyle so many dream of—but few ever find.

2404 and 2407 Hoopers Island Rd, Fishing Creek

Listing courtesy of Sharon Real Estate P.C.. Contact:

$595,000

Ultimate lakefront living awaits at Red Run! This stunning 2-3BR, 2BA condo features a second-floor loft and a versatile den easily used as a 3rd bedroom. Enjoy breathtaking lake views from your gorgeous primary suite and private lakeside balcony. Extensively upgraded with a extensively upgraded kitchen boasting granite countertops and soft-close cabinetry, a newly remodeled laundry room with a new water heater and sink, an upgraded electrical panel, and premium cement-backed luxury vinyl plank flooring for ultimate durability. Stunning new shiplap ceilings with recessed lighting illuminate the freshly painted main living spaces, complete with a cozy wood-burning fireplace. Includes an assigned deep-water boat slip, outdoor storage, and access to 11 acres of incredible amenities: a heated pool, tennis courts, playground, kayak racks, and a stone fire pit. Major community updates include a new metal roof and resurfaced courts. Just minutes from downtown Oakland, Garret Cinemas, and shopping! Seller will sell his 2011 Sea Ray 195 with 4.2 L EFI engine for $4500.00 OBO "As=Is " see photos and dock slip

193 Red Run Rd Unit #1-B-3, Oakland

Listing courtesy of RE/MAX Results. Contact: (301) 698-5005

$734,995

Welcome to your Chesapeake Bay waterfront retreat, where breathtaking views and thoughtful design come together to create the perfect coastal escape. This beautifully renovated home has been completely transformed with quality finishes while embracing its beach-inspired charm. Wake up to stunning Chesapeake Bay views from the kitchen, living room, primary bedroom, and even the primary bathroom, allowing you to enjoy the beauty of the water throughout the day. Every detail of the renovation was carefully considered, including brand-new luxury vinyl plank flooring, a completely remodeled kitchen, stylishly updated bathrooms, and a brand-new septic system, providing peace of mind for years to come. The home's coastal character is evident from the moment you arrive. Its charming beach-inspired pink exterior perfectly complements the waterfront setting, while the interior continues the relaxed coastal aesthetic with light, airy finishes and custom nautical touches. A one-of-a-kind staircase features rope railings anchored by authentic boat cleats, adding a distinctive maritime element that makes this home truly unforgettable. Whether you're looking for a full-time waterfront residence, a weekend getaway, or an investment opportunity, this exceptional property offers the perfect blend of modern updates, coastal style, and panoramic Chesapeake Bay views. Enjoy spectacular sunrises, the soothing sounds of the water, and the waterfront lifestyle you've always dreamed of—all from the comfort of your own home.

145 Chesapeake Ave, Prince Frederick

Listing courtesy of RE/MAX One. Contact: 4437718009

$50,000

Build your dream home on this scenic 3.53-acre wooded lot in the exclusive Heron Harbor community, nestled along Webbs Creek, which feeds into the Choptank River. Surrounded by water and nature, this peaceful setting offers access to a community pier on navigable water—perfect for kayaking, boating, and enjoying fresh Eastern Shore crabs. HOA fees include dock maintenance and BIP septic hook-up access. With easy access to downtown Cambridge, shopping, restaurants, and more, you’ll enjoy the perfect balance of convenience and seclusion. Embrace the best of Eastern Shore living in this quiet, water-oriented community.

5229 Heron Rd, Cambridge

Listing courtesy of Northrop Realty. Contact: (302) 539-0800

$4,600,000

An extraordinary opportunity to own one of Annapolis’ most distinctive waterfront properties, offering some of the finest views on Spa Creek and the rare privilege of owning your own private marina in your backyard with dockside parking. Perfectly positioned to capture breathtaking panoramic vistas, this elegant Nantucket-inspired residence is filled with natural light, featuring walls of glass that showcase the ever-changing waterfront from nearly every room. Multiple balconies and an expansive waterside terrace invite effortless indoor-outdoor living, creating exceptional spaces for entertaining or simply enjoying the beauty of life on the water. A dockside workshop is a great opportunity to work and enjoy waterfront living. The thoughtfully designed floor plan includes spacious living areas, a versatile 1800 square feet (approximate) lower level with an in-law suite or private guest accommodations, and endless opportunities to personalize the home to suit your lifestyle. This home even has a koi pond in the front yard. Whether you’re an avid yachtsman, seeking a multigenerational waterfront retreat, or searching for a truly one-of-a-kind Annapolis property, this exceptional offering combines luxury, privacy, and an unmatched boating lifestyle in one remarkable setting. Additional details and professional photography coming soon.

140 Spa Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$362,000

Calling nature lovers; the private Eastern Shore retreat you've been searching for. This potential AIr BnB home set in the heart of Maryland's Lower Eastern Shore offers the peace, privacy, and wide-open space that outdoor enthusiasts value most. Surrounded by natural habitat and abundant wildlife, the area is well known for frequent sitka deer sightings and exceptional opportunities to enjoy the outdoors right from your own backyard. Whether you're looking for a hunting retreat, recreational property, or full-time residence with room to roam, this property delivers. The home features 4 bedrooms, a dedicated office, and 2 full bathrooms, along with a remodeled kitchen that serves as the perfect gathering place after a day outdoors. Additional amenities include a spacious floore attic, a fenced yard with an above-ground pool, a barn with multiple stalls, and a storage shed, and a brand-new generator, providing both convenience and functionality for country living. Located in Toddville, a community known for its rich watermen's heritage, scenic marshlands, and unspoiled landscapes, you'll enjoy easy access to the outdoor lifestyle the Eastern Shore is famous for. Spend your days hunting, fishing, crabbing, boating, kayaking, birdwatching, or simply enjoying the quiet beauty that surrounds you. Whether you're searching for a basecamp for outdoor adventures, a weekend getaway, or a peaceful place to call home, 1511 Crocheron Road offers the space, privacy, and natural setting to make it all possible.

1511 Crocheron Rd, Bishops Head

Listing courtesy of A Squared Realty. Contact: 804-432-8149

$435,000

Charming waterfront rancher on the Chester River! This move-in ready home features 3 bedrooms, 1.5 baths, and luxury viny plank flooring throughout. Recent upgrades include all-new appliances (2021), a 12' x 20' shed/workshop (2023), and new HVAC and viny siding (2024). Step outside to a spacious deck overlooking the river and your private dock--perfect for fishing, launching kayaks, or docking a small boat. Conveniently located just 15 minutes from both Chestertown, MD and Middletown, DE, this waterfront retreat offers the ideal blend of comfort, convenience, and outdoor enjoyment. A must-see!

31923 River Park Rd, Millington

Listing courtesy of RE/MAX Chesapeake. Contact:

$595,000

**Confirmed Two (2) Building Rights*** Most building lots hand you a number on a street and neighbors close enough to wave at. This one hands you twenty private acres, a shared drive of your own, and a pond no one else can see. Take this and build the property of your dreams or use both building rights and start your family compound. These 20.40 secluded acres rest off Madonna Road in northern Harford County, a few minutes from the village of Madonna and the town of Jarrettsville. A private shared driveway that extends off from Norrisville Rd, leaves the main road and winds back through the trees to the quiet heart of the property. This is where you dreams begin. The interior opens to a possible future, homesite with a three-quarter acre pond in the midst of it all while mature woods wrap around all sides, the kind of setting most people only get to rent for a weekend. The pond is the centerpiece of family life here. It holds bass and catfish, so the kids can fish it on a warm summer evening and actually catch something. It is quiet and private enough to jump in and cool off in, when the day runs hot. Picture the back porch light coming on, a campfire by the water, and children with the run of their own woods instead of a fenced backyard. Building here is realistic, not hypothetical. The land carries a history of soil and percolation testing tied to a homesite, the zoning is agricultural, and access reaches the property from both Madonna Road and Norrisville Road, which is Route 23, so you are never depending on a single way in. There is room for the house, a shop or barn, a garden, and still acres of trees left over. The timber is a real mix of tall white pines and mature hardwoods, and because this is the only sizable block of woods in an area of open agricultural fields, it pulls in wildlife. Deer and wild turkey feed in the surrounding crops and then bed and travel through these woods, leaving trails across the property. For a buyer who hunts, this is merely your own little private wildlife preserve out the back door. For everyone else, it is simply the place where all the deer go and stay. Families also buy based on locations for the schools, and this address sits in the North Harford High School area of Harford County Public Schools, the rural northern end of the county known for its small-town feel and strong community. Jarrettsville, Bel Air, and the I-83 corridor are all an easy drive, while Rocks State Park, Deer Creek, and the wineries and gardens of northern Harford County are close enough for a weekend. Build the home you have been picturing on high, dry, private ground. Let the kids grow up with woods to explore and a pond to fish. Hunt the trails in the fall. A secluded homesite of this size, with water, mixed timber, and two ways in, does not come up often in this part of Maryland. All information is deemed reliable but is not guaranteed. Buyers and their agents are encouraged to perform their own due diligence to verify property boundaries, access, and soil and site suitability for their intended plans. We are happy to help connect you with the right local resources as you plan your project.

Madonna Rd, Jarrettsville

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2372859000

$589,900

Experience coastal luxury at its finest in this beautifully updated 11th-floor end-unit condominium in the sought-after oceanfront Antigua building, where breathtaking bay views, unforgettable sunsets, ocean view and direct beach access combine to create the ultimate Ocean City retreat. Lovingly maintained as a private second home, this exceptional residence has been meticulously cared for and is offered fully furnished, making it truly move-in ready. Designed to maximize natural light and panoramic views, the open-concept floor plan features an impressive wall of windows spanning approximately 40 feet across the living room and primary bedroom. The desirable north end-unit location showcases sweeping views of the bay and coastline views while providing a front-row seat to spectacular sunsets, Northside Park's weekly summer fireworks & holiday light displays. The beautifully renovated kitchen is perfect for everyday living and entertaining, featuring KraftMaid cabinetry with pull-out storage, a built-in pantry, granite countertops, a glass tile backsplash, under-cabinet lighting, and new GE stainless steel appliances (2025). A custom dry wine bar with matching cabinetry, granite counters, under-cabinet lighting, and a built-in wine refrigerator creates an ideal space for hosting family and friends. Thoughtful upgrades continue throughout the home with premium COREtec Pro luxury vinyl plank flooring, crown molding, smooth freshly painted ceilings, recessed lighting, upgraded Decora switches and dimmers, six-panel interior doors with matte black Schlage hardware, updated window treatments, and beautifully renovated bathrooms featuring custom tile, Grohe fixtures, Toto toilets, solid glass shower enclosures, and high-end finishes. Additional improvements include a geothermal HVAC system (2017), upgraded electrical panel (2016), new water heater (2024), smart Wi-Fi thermostat, front-loading washer and dryer, and wall-mounted Samsung televisions in both the living room and primary bedroom. The Antigua offers outstanding amenities, including a secure lobby, multiple elevators, on-site management, on-site parking, a newly renovated heated pool, and a completed exterior façade renovation in 2026. Even better, there are no special assessments, providing added peace of mind for the next owner. Ideally located in the heart of midtown Ocean City on 85th St., Antigua places you just moments from popular restaurants, shopping, entertainment, miniature golf, and countless attractions. Enjoy easy access in and out of Ocean City via Route 90, located just a short drive away, while the world-famous Ocean City Boardwalk is only a few miles from your doorstep. Whether you're searching for a luxurious vacation home, a year-round residence, or a turnkey coastal getaway, this exceptional condominium offers the rare combination of premium upgrades, panoramic views, outstanding building amenities, and one of Ocean City's most desirable oceanfront locations. This is coastal living at its very best! See the 3D Virtual Tour!

8500 Coastal Unit #1101, Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

$1,019,000

Steps to the beach and your own private dock, 103 Channel Buoy Road sits canal-front in the heart of Caine Keys II, one of North Ocean City's most coveted waterfront addresses. A private pier and boat dock sit steps from the back door, with the beach directly across the street — two of the Shore's most sought-after features on a single property. Inside, vaulted ceilings, skylights, and walls of glass create a bright, open atmosphere throughout, anchored by a stone gas fireplace in the great room. The kitchen features granite countertops and a full stainless steel appliance suite, and the waterfront deck offers generous space for outdoor living and entertaining. Four bedrooms, three full baths, and 2,248 square feet across a thoughtfully designed layout — no HOA. Major updates completed within the past two years include a new roof, water heater, appliances, pier, carpet, and all-new living room windows. Turnkey, fully furnished, and ready.

103 Channel Buoy Rd, Ocean City

Listing courtesy of Fred Louis Zamer. Contact: 5712498770

$1,595,000

Waterfront Home in Terns Landing – Ocean Pines Welcome to this beautiful 4-bedroom, 2.5-bath waterfront home located in the highly sought-after Terns Landing section of Ocean Pines. Designed with an open and airy layout, this home features floor-to-ceiling windows that fill the space with natural light from nearly every angle, creating a bright and inviting atmosphere throughout. The spacious kitchen is highlighted by granite countertops, perfect for both everyday living and entertaining. Just off the main living area, step out onto the extra-large deck overlooking the canal, where you’ll enjoy peaceful water views and stunning vistas of the Isle of Wight Bay. The second-floor loft offers additional living space, ideal for a home office or lounge area, while the generously sized game room provides flexibility and could easily serve as a 5th bedroom. A convenient 2-car garage adds to the home’s functionality. Major updates include a bulkhead less than 10 years old, a brand-new roof (2026), and a new driveway (2025), offering peace of mind for years to come. Enjoy all the benefits of this amenity-rich community, ideal for year-round living or as a second home getaway. With everything Ocean Pines has to offer, this is a rare opportunity you don’t want to miss! This home was built above mean High Tide. Schedule your showing today—this one won’t last long! Property is being Sold “As Is”

24 Stacy Ct, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$624,900

Welcome to Sunset Beach, where every day feels like a vacation! This beautifully updated waterfront home is move-in ready and offers spectacular panoramic views overlooking Stoney Creek at its intersection with Nabbs Creek. Relax year-round in the heated and cooled sunroom while enjoying breathtaking water views and some of the community's famous sunsets. This is not a drive-by, the interior and views must be seen to be fully appreciated. Boaters will love this incredible location with easy access to Annapolis, the Magothy River, Rock Hall, and Baltimore's Inner Harbor. The community also features a beach and boat ramp on Granada Road, along with a nearby park and playground. Inside, you'll find numerous upgrades including a whole-house UV-C air sanitizer, towel warmer in the primary bath, stamped concrete driveway, and hardwood flooring beneath the luxury vinyl plank flooring. The main level offers approximately 1,590 finished square feet, including the four-season sunroom with its own HVAC system. The finished lower level adds approximately 1,441 square feet and includes a spacious recreation / family room, full bath, workshop, abundant storage, and flexible living space perfect for entertaining or hobbies. Additional storage is available beneath the sunroom for kayaks and other water toys, as well as in the storage shed. There are no mandatory HOA fees; membership in the Sunset Beach Improvement Association is voluntary and provides access to community amenities including the beach, boat ramp, slips, and community area. Low-maintenance living, extensive updates, incredible boating access, and unforgettable waterfront views make this a rare opportunity to own a piece of the Chesapeake lifestyle.

8 Granada Rd, Pasadena

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

$360,000

Welcome home to your own peaceful lakeside paradise! Nestled along the shoreline of beautiful Lake Lariat, 11639 Sidewinder Lane offers the perfect blend of comfort, charm, and relaxation. This inviting home features 3 bedrooms and 2 bathrooms, along with brand-new kitchen countertops, fresh paint, and new flooring and carpet throughout. Imagine starting your mornings on the deck overlooking the lake with a warm cup of coffee as the sun rises over the water. The spacious back deck provides the ideal setting for outdoor dining, entertaining guests, or simply unwinding while taking in the scenic views. Whether you enjoy kayaking, fishing or relaxing by the water's edge, this property delivers the lakefront lifestyle so many dream of. Whether you enjoy kayaking, fishing, or relaxing by the water’s edge, this property delivers the lakefront lifestyle so many dream of.

11639 Sidewinder Ln, Lusby

Listing courtesy of RE/MAX One. Contact: 4105356291

$415,000

A rare find—Marwood Manor, built in 1955 by local builder “Woody” Dashiell. Originally his family home, this property has preserved its original character and exceptional craftsmanship, a rarity in today’s market. Conveniently located with easy access to Route 50 and Route 13, it’s a commuter’s dream. Tucked into one of Salisbury’s most desirable neighborhoods, you’ll enjoy the perfect balance of proximity and privacy—just minutes from Downtown, dining, Salisbury University, Tidal Health Hospital, and Pinehurst Elementary School. Set on a double lot backing up to Molasses Creek and connecting to the Wicomico River, this home offers truly standout waterfront living. Fish from your own backyard, canoe or kayak to the river, or launch your boat from the Riverside Boat Ramp less than a mile away. Features include new roof, gutter guards and windows. The charm of this home includes a large sunken den with a wood burning fireplace, formal living room with pocket doors and a gas burning fireplace. The attic has a cedar closet with tons of possibilities along with a large unfinished basement. There are truly so many special spots in this home, a cozy little room off the kitchen open to your ideas a sunroom with French doors leading you to the outdoors and a wonderful view.

609 N Pinehurst Ave, Salisbury

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$1,700,000

Welcome to an extraordinary waterfront experience in the Rosebank community of Leonardtown, where panoramic views of Breton Bay, a private sandy beach peninsula, deep-water boating access, and comfort-inspired amenities create one of St. Mary’s County’s remarkable waterfront offerings this year. Perfectly positioned to capture breathtaking water views, this exceptional property offers a rare opportunity to own a private waterfront oasis with an expansive shoreline along both Breton Bay and Combs Creek, extending all the way to the point of its sandy beach peninsula. Enhanced riprap protection, extensive landscaping, and mature surroundings create a truly unforgettable setting. Enjoy 1,545 feet of bay-front water life. Kayakers, yachters, dolphin enthusiasts, fishers, crabbers, and star-gazers are just a few who may find interest in this exemplary waterfront gem. The centerpiece of the outdoor living experience is the spectacular saltwater pool, thoughtfully designed for both relaxation and entertaining. The saltwater pool is finished with premium Wet Edge Premier Stone and Artistic Paver tiles, (featuring embedded seashells sourced from Miami). The tanning ledge measures approximately 8x16' providing the perfect place to lounge and enjoy waterfront views, while a diving board adds to the fun. A dedicated pool pump house and separate dual pool storage unit with its own half bath supports the pool operation. Water enthusiasts will appreciate the exceptional marine amenities. Walking down the hill from the residence leads to a private boathouse and pier system designed with serious boaters in mind. The pier features new stringers, updated power and water service, two slips including the boathouse, and one open slip, a fish cleaning station, and kayak launch area. Low water depth at the end of the pier averages approximately eight feet, making this deep-water location highly desirable for larger vessels and year-round boating. The boathouse, along with the pier, pool house, and detached garage, are all serviced through a dedicated electrical panel system. Water is also available on the pier. Inside, the home has undergone substantial improvements over the years, including a complete transformation of the kitchen and dining areas, creating a stunning gourmet gathering space that serves as the heart of the home. Updated Andersen windows, updated flooring, fresh interior paint, and a beautifully finished laundry and utility room further enhance the home’s appeal. The impressive enclosed sunroom, encompassing approximately 440 square feet, offers year-round enjoyment and flexible living space while showcasing the property’s incredible waterfront views in all seasons. Additional improvements include HardiePlank fiber cement siding, a whole-house generator capable of operating the kitchen and well systems during outages, and a detached 2.5-car garage with a raised floor to improve site grading. The garage offers exceptional storage and future potential for additional finished space should a buyer desire to build up. The well is approximately eight years old. When drilled, the well and pump were upgraded to provide for the additional water needs of the pool, pier and future lawn irrigation. The laundry and utility area features a Navien boiler installed in 2016, providing domestic hot water as well as support for the home’s heating systems. For added value and future convenience, the sellers are in the process of connecting the property to public sewer, which is available within the property. We cannot wait for you to come see the lifestyle that Combs Creek Way has to offer you.

40115 Combs Creek Way, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$430,000

2 Beds ⋅ 1 Baths

Adorable waterfront cottage nestled along the peaceful shores of Hudson Creek., This charming 2-bedroom, 1-bath home features an open-concept kitchen, dining, and living area designed to maximize comfort and showcase beautiful waterfront views and amazing sunsets. Additional features include front and back porches, firepit, fresh paint throughout and a detached storage shed for all your outdoor gear, Experience Eastern Shore waterfront living and spend your days fishing or crabbing from your private pier, launch your kayaks for an afternoon on the creek, or simply unwind on the deck while taking in the spectacular sunsets. This low-maintenance property has been successfully operated as an income generating vacation rental, making it an excellent opportunity as a personal getaway, investment property, or both. The home is being sold fully furnished, including two kayaks, a BBQ grill and deck furniture

915 Hudson Rd, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$389,900

Welcome to 2069 Case Road, nestled in the tucked-away Waterfront Community of The Village of Bear Creek. This beautifully designed and exceptionally maintained three-bedroom, two-and-a-half-bath end of group townhome showcases thoughtful upgrades and pride of ownership throughout—truly a home designed to be enjoyed for years to come. From the moment you step inside, you’ll appreciate the inviting atmosphere and attention to detail. The main level is filled with natural light and features gleaming hardwood floors, recessed lighting, crown molding, a cozy gas fireplace, a convenient powder room, and a separate dining room perfect for hosting gatherings. The customized gourmet kitchen is both stylish and functional, offering Energy-Efficient stainless steel appliances, granite countertops, an upgraded breakfast bar, and abundant cabinetry—ideal for everyday living and entertaining alike. The adjoining lower deck has a natural gas line-never buy propane again for your grill! The first upper level boasts a spacious and private primary suite complete with a deluxe en-suite bath and a large walk-in closet also has crown molding. Two additional generously sized bedrooms and a full hall bath complete this level. Both bathrooms have Homewerks wi-fi exhaust fans with speakers. The second upper level offers a versatile loft with a wet bar that opens to an exceptional rooftop deck with sweeping views of Bear Creek—an incredible space for relaxing evenings or memorable outdoor entertaining. There is also a natural gas line to the roof deck for either a grill or fire feature. The lower level includes a storage room with rough-in plumbing for a full bath and the potential to convert into a fourth bedroom, a dedicated laundry area, and access to the oversized two-car garage with additional storage space. Residents of The Village of Bear Creek enjoy access to a community pier, with slips available for lease at just $750 per year—perfect for embracing the waterfront lifestyle. One of the Lowest priced slips in the area! Conveniently located near shopping, dining, and entertainment, and just minutes from Canton, Fells Point, Harbor East, and Downtown Baltimore. Easy access to I-95, I-895, and I-695 makes travel to Washington, DC, Philadelphia, New York, and beyond a breeze. This is the lifestyle you’ve been waiting for—make 2069 Case Road your next home!

2069 Case Rd, Baltimore

Listing courtesy of RE/MAX Advantage Realty. Contact:

$799,000

Two Homes, One price! Imagine waking up each morning to breathtaking, unobstructed views of the Chesapeake Bay. Here, the water isn’t just something you see—it’s part of your everyday life. Relax on your private pier, launch your kayak, cast a fishing line, or simply watch the sun dance across the Bay. A sandy beach has been thoughtfully created, allowing you to enjoy carefree days by the water regardless of the tide. Nature lovers will appreciate watching the resident ospreys return each year to build their nests, hatch their young, and soar above the shoreline—a front-row seat to one of the Chesapeake’s greatest treasures. The charming waterfront A-frame has been enhanced with a beautifully enclosed porch, creating the perfect space to gather with family and friends for steamed crabs, oysters, and unforgettable waterfront dinners in every season. Expansive decking on the front, rear, and second level provides multiple outdoor living spaces where panoramic bay views become the backdrop to everyday life. Inside, you’ll find a warm and inviting atmosphere highlighted by a cozy fireplace for crisp winter evenings. Recent improvements include updated bathrooms, a renovated kitchen, new kitchen appliances, fresh interior and exterior paint, new pier boards, and updated fencing, making this home move-in ready. A detached carport with an attached storage shed offers covered parking and plenty of room for all your beach gear, boating equipment, and tools. Just across the driveway sits an equally charming one-bedroom, one-bath guest cottage. Whether you use it for visiting family and friends, a private home office, or continue its success as a short-term vacation rental, it offers exceptional flexibility and income potential. Rarely does an opportunity like this come along. Own not one, but two highly sought-after vacation rental homes in the picturesque waterfront community of Scotland, Maryland. Whether you’re looking for a personal waterfront retreat, a family compound, or an income-producing investment, this exceptional Chesapeake Bay property delivers the best of coastal living.

14940 Chesapeake Bay Dr, Scotland

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$625,000

Amazing Waterfront 3-Bedroom, 2-Bath Cottage in Ocean Pines Resort! Experience waterfront living at its finest in this charming 3-bedroom, 2-bath cottage featuring an expansive bulkhead with room for both your boat and Jet Skis. Whether you're heading out for a day on the water or enjoying the peaceful views from home, this property offers the perfect coastal lifestyle. The oversized rear deck and spacious backyard create an ideal setting for entertaining family and friends or simply relaxing while taking in the beautiful waterfront scenery. Inside, you'll find an updated custom kitchen complete with granite countertops, stainless steel appliances, and abundant custom cabinetry. Beautiful hardwood floors flow throughout the main level, leading to a spacious living room with a cozy wood-burning fireplace, built-in wood storage, and remarkable water views. The large dining area provides plenty of space for gatherings and is conveniently located adjacent to the kitchen. Step directly from the living room onto the expansive rear deck, where you can dine outdoors, entertain guests, or unwind while enjoying the tranquil waterfront setting. The main level also features a full bathroom, providing added convenience for family and guests. Upstairs features three well-appointed bedrooms, with the primary bedroom showcasing beautiful water views that provide a relaxing backdrop to start and end your day. Additional features include an attached garage and ample parking with a five-car driveway. Ideally located with easy access to the Saint Martin River and Isle of Wight Bay, this home is nestled within the sought-after Ocean Pines Resort community, offering the perfect combination of waterfront living, boating, fishing, and resort-style amenities. Don't miss this opportunity to own a beautiful waterfront retreat with direct water access and exceptional outdoor living. Schedule your private showing today!

32 Driftwood Ln, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000

$1,750,000

9 Beds ⋅ 4 Baths

Experience some of the most captivating views the Chesapeake Bay has to offer. Perfectly positioned at the first exit off the Bay Bridge, this waterfront property showcases sweeping water views, stunning sunrises, and a front-row seat to the iconic Chesapeake Bay Bridge. The shoreline is ideal for enjoying the Bay lifestyle-launch a kayak, paddleboard, jet ski, or small skiff right from your backyard, spend the day fishing or crabbing, and unwind while watching the backdrop of the Bay Bridge. Like new construction this home was built just three years ago, this remarkable home offers 9 bedrooms plus a den, this includes a private 4-bedroom in-law suite with its own full kitchen/laundry and entry perfect for in-laws, guests or even its own apartment. Public water and public sewer provide added convenience, while the location offers easy access to shopping, dining, and everyday amenities without ever having to navigate Route 50. Whether you're seeking a waterfront family compound, vacation getaway, or year-round residence, this property combines modern living, unmatched convenience, and unforgettable Chesapeake Bay views. Lot next door is included in sale giving home just under 1 acre.

410 Wallman Way, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242

$525,000

Timberloft #7 is an affordable fully furnished three bedroom two and a half bath three story townhome with a deeded boat slip and lift. Pull into your carport and hop right onto your boat, you deserve it! Lots of storage areas for all your water toys and beach chairs. Walk up to your main floor to your upgraded kitchen with granite counters, SS appliances and comfy living room with waterfront deck. You also have a convenient half bath on this floor. Next level includes two bedrooms both with custom closet design and one full bathroom. Top floor is a spacious loft with lots of sleeping areas and an additional full bathroom, some neighbors have converted this great space into a roomy second primary suite. Windows, sliders have also been replaced and HVAC & hot water heater only 4'ish years old and also has built in sprinkler system. Timberloft is a great self managed boating community walking distance to the beach. Bonus.. two parking spots, one covered. It's your time to finally get that vacation home you've always dreamed of and capitalize on some rental income too as there are no rental restrictions!

124 Newport Bay Dr Unit #7, Ocean City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact: 4105202600

$1,000,000

Come see this home and begin dreaming to make it your own custom waterfront retreat. Welcome to the sought-after waterfront community of Loch Haven Beach! Nestled along the South River, 3440 South River Terrace offers expansive water views and an exceptional opportunity to enjoy a waterfront lifestyle. Visit the Loch Haven community website to learn more about this historic waterfront neighborhood and its many amenities. The Loch Haven Civic Association owns the waterfront property extending from the lot to the water's edge. The pier is part of the Pier 11 Club and is not privately owned by the seller. A significant benefit to the new owner is that no voluntary buy-in is required for Pier 11 membership, as the annual $105 pier assessment is included in the property's tax bill. The pier is maintained by the Pier 11 Club. Enjoy an active waterfront community with neighborhood traditions including the annual Fourth of July parade, food truck events, and the beloved Lochtober Fest each fall.

3440 South River Ter, Edgewater

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$345,000

1 Beds ⋅ 1 Baths

The BEST 1-Bedroom in Bradley on the Bay — This Is It! This is the one you’ve been waiting for — the ONLY unit in the entire Bradley on the Bay community with an extra-large deck right over the bay. Completely updated in the last few years with new windows, a refreshed bathroom, and a modern kitchen. Move-in ready and clearly a cut above the rest. The best mid-town location within walking distance to all the hot spots. Coconuts, Shottis, Jolly Rogers, and more. Enjoy bayside living at its finest with community amenities including a bayfront pool, sandy beach area, boat slips, and kayak/paddleboard storage — all just steps from your door. Grab the best before it’s gone.

3701 Coastal Hwy Unit #324F, Ocean City

Listing courtesy of Engel & Volkers Ocean City. Contact: (443) 292-6767

$499,900

Welcome to this beautifully updated top-floor 2-bedroom, 2-bath waterfront condo in Hidden Harbour III, complete with Boat Slip #98. Ideally located just a few blocks from the beach and within walking distance of Northside Park, this fully furnished property is move-in ready and waiting for you to start enjoying the coastal lifestyle. The complex has a pool to enjoy on those hot summer days. The updated kitchen features custom white cabinetry, granite countertops, stainless steel appliances, a breakfast bar, and a custom wine and coffee bar with additional serving space—perfect for entertaining. The dining area flows seamlessly into the spacious living room, where large sliding glass doors frame beautiful canal views and fill the space with natural light. Step outside to the recently replaced oversized composite waterfront deck, complete with an awning for shade and a convenient storage closet. It's the perfect setting for enjoying summer crab feasts, relaxing with your morning coffee, or watching the boats cruise by. Boat Slip #98 is located directly below the deck, providing easy access for boating enthusiasts. You'll also enjoy front-row views of the spectacular Northside Park fireworks throughout the summer. The spacious primary suite offers a king-sized bed, two closets, and an updated en-suite bath featuring a custom-tiled walk-in shower. The second bedroom comfortably accommodates family and guests with a queen-sized bed and easy access to the full hall bath with a tub/shower combination. A full-size washer and dryer are conveniently located in the unit, and the water heater was replaced in 2025 for added peace of mind. Whether you're searching for a primary residence ,or vacation getaway, this exceptional waterfront condo offers the perfect combination of location, comfort, and boating convenience. Conveniently located close to the beach, Northside Park, popular restaurants, shopping, and all that North Ocean City has to offer.

12301 Jamaica Ave Unit #351N, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$1,375,000

3 Beds ⋅ 4 Baths

Set on Cypress Creek in desirable Severna Park, you’ll find a rare combination: deep-water private pier and a 3-bedroom, 3.5-bath home with top-to-bottom modern updates. The flow of the home is excellent, with the kitchen strategically placed between the cozy living room and spacious great room. You’ll love the gorgeous, wide-plank hardwood floors throughout the entire main floor. Step out to the screened porch in the warmer months or gather by the fireplace in the winter. There are two bedrooms and two fully renovated bathrooms in addition to the primary suite. The primary suite includes a huge walk-in closet (former 4th small bedroom!), and new bathroom. The walk-out lower level offers a rec room, overflow bedroom or craft room, laundry and half bath. There is also an optional laundry hook-up on the main level. Inside and out, one can just start enjoying the waterfront lifestyle. A major 2023 renovation modernized the home, including new siding, and created a splendid great room with adjoining waterside screened porch. The same year, there was a full HVAC overhaul: a new heat pump, air handler, and two energy-efficient mini-splits for zoned, year-round comfort. New spray-foam insulation across the full attic (2026) keeps the home tight and efficient, and updated retaining walls (2022) and composite decking mean low-maintenance outdoor living for years to come. Note that the roof is just 10 years old, and the 8,000 lb boat lift is 7 years old. The private dock was dredged to 5' MLW (2019) on the sailboat side, providing a clear, navigable run straight to the main channel — a meaningful advantage for anything beyond a small craft. You’ll easily be out to the Magothy and the Chesapeake Bay beyond. The fully fenced grounds — including a driveway gate — offer privacy and security, while the detached office with wall-to-wall radiant heated floors (and mini-split) makes working from home a genuine pleasure. Add a treehouse, an adjustable in-ground basketball hoop with a glass backboard, and oversized lofted garage storage, and you have a property that works as hard for play as it does for everyday life. Cypress Creek is a water-privileged neighborhood that offers quick access to Severna Park schools and shopping.

718 Dill Rd, Severna Park

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$2,795,000

Welcome to 12355 Southampton Drive, the crown jewel of Lighthouse Sound, one of the Eastern Shore's most prestigious waterfront golf communities. This is a rare opportunity to own arguably the finest homesite in the neighborhood, where this extraordinary custom residence captures sweeping panoramic views of Assawoman Bay and the sparkling Ocean City skyline from nearly every rear-facing room. A dramatic two-story foyer with a graceful curved staircase sets the tone, drawing your eye straight through the soaring great room to the breathtaking water beyond. The two-story family room is anchored by a stunning natural stone fireplace with gas insert, creating an unforgettable gathering space framed by walls of glass. Designed for both everyday living and effortless entertaining, the chef's kitchen features gas cooking, granite countertops, a large center island, breakfast bar, sunny dining nook, walk-in pantry, and a fully equipped butler's pantry complete with wet bar and sink. Every space is thoughtfully connected to the expansive rear decks, ensuring the spectacular views are always part of the experience. The luxurious first-floor primary suite is a true private retreat, offering direct deck access, uninterrupted bay views, two professionally organized walk-in closets, and a spa-inspired bath with dual vanities, soaking tub, and oversized walk-in shower. A private study, spacious dining room, and main-level laundry complete the first floor. Upstairs, an impressive open landing overlooks the great room below and leads to four generously sized guest suites, each with private vanity and dressing areas and convenient en-suite bath access, providing exceptional comfort for family and guests alike. The outdoor living is every bit as remarkable as the interior. Nearly 1,700 square feet of wraparound Trex decking spans the rear of the home across two levels, creating an unparalleled setting for morning coffee, sunset cocktails, entertaining under the stars, or relaxing around the fire pit while watching boats drift across the bay and the Ocean City skyline come alive each evening. During the summer, enjoy a front-row seat to the free fireworks display every Sunday evening, launched from Northside Park just across the bay, a spectacular tradition that can be enjoyed from the comfort of your own deck. Additional highlights include Brazilian cherry hardwood flooring throughout, an oversized three-bay garage with abundant storage for vehicles and water toys, recessed lighting, ceiling fans, and quality craftsmanship throughout. Residents of Lighthouse Sound enjoy championship golf, an elegant clubhouse, dining, and one of the most spectacular waterfront settings on Maryland's Eastern Shore. Luxury. Views. Lifestyle. Rare opportunity. This isn't simply a home, it's a front-row seat to one of the most breathtaking waterfront panoramas on the East Coast. Once you experience the views from 12355 Southampton Drive, everywhere else feels ordinary.

12355 Southhampton Dr, Bishopville

Listing courtesy of Northrop Realty. Contact: (302) 539-0800

$675,000

Please view the Fly-Through Video! Remarkable Wicomico River Waterfront Home! Please view the Fly-Through Video! Kick back and relax Chesapeake style and fulfill your coastal dreams in this elevated 4 bedroom, 3 full bath home on 3.3 scenic acres, with more than 240 feet of waterfront. Enjoy water views from all but one room in the house and soak up the sun and breathtaking sunsets from the upstairs and downstairs covered porches. The River View Acres Community, comprised of only four homes, share a common dock complete with water and electric. Each home conveys with a deeded slip. In addition, this home conveys with two lifts, a 12,500 lb. remote controlled lift and a small lift appropriate for a jet ski, john boat, or kayak. This home offers paradise for the boater, fisherman, crabber, waterfowler, photographer, gardener, writer, artist, bird enthusiast, and nature lover. The river never disappoints! Inside the home, the discriminating chef surely will enjoy cooking from the island, which overlooks the river. A separate drinks/appetizer bar allows guests to interact with the chef, but not interfere with the cooking. The 2015 custom cabinetry, granite countertops, and stainless steel appliances, offer ample room for food prep and culinary tools. Two bedrooms downstairs share a full bathroom while the upstairs boasts two very large en suite bedrooms. The master bedroom has two French doors that lead to a covered porch that overlooks the river. It also includes a large closet that includes the washer (2024) and dryer. The master bath has a Jacuzzi and double shower. Other home updates include a new roof (2017), new hot water heater (2022,) dishwasher (2022), and baths (2017). Underneath the house is a large enclosed workshop for tools and equipment. There is plenty of parking for cars, trucks, boats, and tractors. Abundant cozy light fills this home, located minutes from the historic White Haven Ferry, historic Princess Anne (with grocery store, shops, and restaurants), and Salisbury. A 10-minute boat cruise up river leads to the Wicomico Yacht Club and Bordeleau Winery. A short cruise down river leads to the Chesapeake Bay. The nearby Salisbury Airport offers direct flights to Orlando and Charlotte, among other places. Atlantic Ocean beaches are a 45-60 minute drive away. Large metropolitan areas are 2 - 4 hours away. Change your pace, breathe deeply, enjoy Chesapeake life, and enjoy this home!

13460 Harrison Landing Rd, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$299,500

The perfect getaway! This beautiful 2 bedroom 2 bath waterfront home is located on the quiet St Peter's Creek. This well maintained home has a new well and water filtration system along with new bathrooms and flooring. You will be surrounded by open country side and the soothing sounds of nature for a perfect backdrop for both relaxation and adventure. This peaceful environment invites you to slow down and appreciate the simple joys of life . Entertain on the large deck or just relax with your favorite book. Launch your kayak, canoe or paddleboard from the convenience of your backyard or access the St. Peter's Marina, just a few hundred yards away, with a larger vessel. This home is must see to be appreciated.

27174 Champ Wharf Rd Champ Wharf Unit #27174, Princess Anne

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000

$3,100,000

Set on 28 private acres overlooking Plaindealing Creek along the desirable Easton–St. Michaels corridor, this beautifully remodeled waterfront home offers 4 bedrooms, 4 full baths, and breathtaking panoramic views stretching across to Oxford, the Choptank River, and beyond. Positioned on an exceptional point of land, the property enjoys a rare combination of expansive water vistas, privacy, and direct access to some of the Eastern Shore’s finest boating and sporting waters. A scenic, tree-lined drive leads to the residence, where the water immediately takes center stage. Thoughtfully renovated in 2019, with numerous additional upgrades completed in subsequent years, the home is designed for both relaxed everyday living and effortless entertaining. The main level features a waterside primary suite with an exquisite ensuite bath, along with an additional guest bedroom and adjacent full bath(with sauna). The spacious living room is anchored by a brick fireplace with pellet stove insert, custom built-ins, and sliding doors opening to the waterside patio, creating a seamless connection to the remarkable setting. A well-appointed kitchen with stainless steel appliances and granite countertops adjoins the separate dining room, where spectacular water views provide a memorable backdrop for gatherings. Two other main-level rooms offer flexibility for an office, family room, exercise room, or other living needs, while a generous laundry room with built-ins and a secondary staircase adds everyday convenience. Upstairs are two additional guest bedrooms and two en-suite baths along with an adjoining bonus room ideal for guests or hobbies, and a second staircase. A true sportsman’s paradise, the property offers deep water, excellent fishing, private hunting, and endless opportunities for boating and recreation. The private pier, completed in 2023, features three slips, a boat lift, and a jet ski lift. With approximately 7' MLW, a newly riprapped shoreline, sandy beach, new BAT septic system installed in 2019, and a new roof completed in 2026, this exceptional waterfront retreat is perfectly suited for those seeking the very best of Eastern Shore living. *Approximately 24 acres are enrolled in a Forest Stewardship Plan. * Please do not drive in without an appointment-security monitoring.

26279 Deep Water Harbor Rd, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$519,900

Wake up to breathtaking water views at 737 Shore Drive in Joppa! This beautifully renovated waterfront home offers a rare opportunity to enjoy the best of coastal living while benefiting from modern updates and improvements throughout. From the moment you arrive, you'll be captivated by the property's scenic setting and stunning water views that create a peaceful, resort-like atmosphere. Whether you're enjoying your morning coffee overlooking the water, hosting friends and family, or unwinding at the end of the day, the picturesque surroundings provide an exceptional backdrop for everyday living. Inside, the home has been thoughtfully renovated to blend modern comfort with timeless charm. Updated finishes, refreshed living spaces, and abundant natural light create a welcoming environment designed for both relaxation and entertaining. Large windows help bring the outdoors in, allowing you to enjoy the beauty of the water from the comfort of your home. Step outside and embrace the waterfront lifestyle with opportunities for boating, fishing, kayaking, or simply taking in the serene views. Conveniently located near shopping, dining, and major commuter routes, this property offers the perfect balance of tranquility and accessibility. Renovated waterfront homes with views like these are a rare find. Don't miss your chance to own this exceptional property and enjoy waterfront living at its finest.

737 Shore Dr, Joppa

Listing courtesy of Witz Realty, LLC. Contact:

$749,000

Coastal cottage charm meets waterfront living on picturesque Crab Alley Creek. Offering 120 feet of shoreline and direct access to the Eastern Bay, this beautifully maintained home combines privacy, convenience, and the very best of the Chesapeake lifestyle. A pier permit already in hand provides an exciting opportunity for the next owner to further enhance their waterfront experience. This move-in-ready residence features 3 bedrooms, 2 full baths, and a versatile bonus room that can serve as a home office, guest room, or potential 4th bedroom. Meticulously updated and lovingly maintained throughout, pride of ownership is evident at every turn. Thoughtful upgrades create a warm and inviting atmosphere, including under-cabinet lighting and dimmer switches throughout the home, allowing you to create the perfect ambiance for any occasion. The kitchen is both stylish and functional, featuring an additional beverage refrigerator, making entertaining family and friends a breeze. The bathrooms offer a touch of luxury with heated floors and built-in Bluetooth speakers, creating a spa-like retreat within your own home. Situated on a large, level waterfront lot, the property is designed for both relaxation and recreation. Across the creek, protected conservation land provides a peaceful, natural backdrop and exceptional privacy rarely found on the water. Raised garden beds offer the opportunity to grow your own herbs and vegetables, while the detached garage, two storage sheds, and attic provide ample space for tools, equipment, seasonal items, and all your waterfront essentials. Spend your evenings gathered around the fire pit overlooking the water, launch a kayak from your backyard, or cruise to one of the many waterfront restaurants accessible from the Eastern Bay. Whether you're entertaining guests or enjoying a quiet sunset, this property embraces the laid-back charm of coastal living. Conveniently located just 10 minutes from the Bay Bridge, 20 minutes from Annapolis, and approximately 90 minutes from the beach, you'll enjoy easy access to everything while feeling worlds away. A rare opportunity to own a turnkey waterfront retreat in one of Kent Island's most desirable locations, where every detail has been thoughtfully curated for comfort, convenience, and enjoyment.

205 Riverside Dr, Chester

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$1,775,000

Located on the South River in Riva, within the Greater Annapolis area, this custom-built waterfront home is tucked away on a private lane shared by just three homes, offering the perfect blend of privacy, tranquility, and unforgettable panoramic open-water views. Completed in 2022, it combines timeless design, luxury finishes, and the peace of mind that comes with newer construction, allowing you to spend more time enjoying the waterfront and less time maintaining your home. Designed to make the most of its exceptional setting, every detail reflects thoughtful planning, quality craftsmanship, and timeless style. The main living areas were designed to capture the river views, with expansive windows that fill the home with natural light and create an easy connection to the outdoors. At the heart of the home, the gourmet kitchen features 42-inch cabinetry, stainless steel appliances, a generous center island, abundant pantry storage, and opens effortlessly to the dining and living areas, where the South River becomes the backdrop to everyday living. A dedicated office on the main level provides the perfect work-from-home space and can easily serve as a guest bedroom, adding flexibility to fit your lifestyle. Step outside to the waterside deck and take in the panoramic South River views, where boats, wildlife, and spectacular sunsets create a backdrop that changes every day. The primary suite is a private retreat featuring its own waterfront balcony, a spacious sitting area, oversized walk-in closet, and a spa-inspired bath complete with a luxurious steam shower. The walk-out lower level expands the home's living space with radiant heated floors, a full wet bar, and direct access to the waterfront, providing exceptional flexibility for entertaining, recreation, overnight guests, or multigenerational living. The waterfront lifestyle extends well beyond the home with exceptional community amenities, including a waterfront clubhouse, boat ramp, kayak launch, fishing pier, and community piers, making it easy to enjoy everything the South River has to offer. Here, you'll enjoy the rare combination of waterfront privacy and everyday convenience, just minutes from historic Annapolis, Edgewater, local coffee shops, waterfront dining at Mike's Crab House, and convenient access to Routes 50 and 97. Whether you're searching for a full-time waterfront residence or the perfect weekend retreat, this home offers the very best of South River living. Come experience it for yourself.

20 Shore Walk Rd, Riva

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$1,350,000

WATERFRONT LIVING on Winchester Creek! This wonderful 4 bedroom, 2.5 bath Grasonville estate offers the ultimate Eastern Shore lifestyle, fully refreshed with a newly painted neutral interior, gleaming refinished hardwoods, and carpet. A grand 2-story foyer with a palladium window, transom accents, and elegant French doors welcomes you inside. The main level features 11' ceilings, a great room with fireplace and a bank of windows with water views, a separate dining room, bright breakfast room, and a fabulous kitchen with an island, pantry, and reverse osmosis water filtration. The main floor primary suite boasts a walk-in closet and a no-threshold shower, complemented by a full, hall bath and convenient half bath. Upstairs, a versatile bonus space features custom built-ins— perfect for an office and media space. Your outdoor resort awaits: a Trex deck with built-in benches and retractable awning leads to a custom paver patio and a sparkling 18’ x 37’ saltwater pool with a tranquil waterfall feature. Boaters will love the deeded boat slip (#10), mooring pile, and private boat lift. Rounding out this incredible home is an oversized 2-car garage with storage space, HVAC (2018), buried 500-gallon propane tank, and full water conditioning system and lush landscaping.

104 Port Ct, Grasonville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$399,900

Welcome to Unit 506 at Anchorage Tower—move-in ready waterfront condo living with direct harbor and skyline views from your private balcony, including the iconic Domino Sugar sign, marina, and the Inner Harbor. The main living area is filled with natural light thanks to large windows and sliding doors that frame the view and create an easy indoor-outdoor flow. The kitchen is both stylish and functional with stainless steel appliances, granite countertops, an updated backsplash, tile flooring, and updated lighting over the breakfast bar—perfect for casual meals or entertaining. The primary suite offers peaceful harbor views, three French-door closets plus a linen closet, and an updated en-suite bath featuring a separate tub and stand-up shower, along with an updated vanity, mirror, lighting, and flooring. A second bedroom with a double-door closet is served by an updated hall bath with matching updates. Recent improvements include a new furnace, a brand new washer (2026), and a new water heater (2026). Storage is a standout with multiple interior closets plus a 50 sq ft private storage unit. Anchorage Tower offers 24-hour front desk security and secure access, with concierge-style services including package delivery handling and outgoing mail. Residents also enjoy a fitness room, bike storage, a secured gated walkway, and resident patio space, plus a resident lounge/entertainment room with wet bar and seating. Two assigned parking spaces convey in a secure, private garage, and additional assigned parking spaces may be purchased (subject to availability). All of this in a convenient Canton location near the waterfront promenade, Safeway, coffee shops, Canton Square, Canton Waterfront Park, and an easy mix of nearby shopping and dining.

2515 Boston St Unit #506, Baltimore

Listing courtesy of Redfin Corp. Contact: 3016586186

$899,900

Impeccably maintained and thoughtfully redesigned and rebuilt, this waterfront home features striking curb appeal and an open floor plan on a picturesque 0.53-acre lot. Enter through a dramatic two-story foyer into the entry level which includes a formal dining area, two generously sized bedrooms and a full bath. A half flight of stairs leads to the lofted great room with an open plan that integrates the kitchen with center island (cooktop & wall oven), granite countertops, black French-door refrigerator, dining area and living room beneath soaring cathedral ceilings. The great room's living area features a stacked-stone fireplace with a gas (LP) insert—ideal for Maryland’s cooler months. Sliding doors from the great room open to a large composite deck with vinyl rails overlooking the scenic tributary where waterfowl thrive and owners have enjoyed years of crabbing. The primary suite, positioned for water views, includes a private full bath and cathedral ceilings. The fully finished lower level offers a second living space with an accent wall of stacked stone, stacked stone dry bar, a generous laundry/work room, and walkout access to the waterfront patio, hot tub, yard and private pier. The property features approximately 150' of water frontage on Wharf Creek of the Bodkin, a private pier with a 15,000 lb boat lift, PWC lift (set up for 1 with weight capacity for 2), and average water depth of 4'. Additional amenities include an attached two-car garage, with a private, conditioned room perfect for a home office, a separate workshop/she-shed with A/C unit, an additional storage shed, and a concrete driveway. Generac whole house generator powers most of the house, including the well pump and heat. Roof replaced in 2019. Located near the mouth of the Bodkin and just minutes from the Chesapeake Bay, this home provides convenient access to open water, making it an appealing choice for boating enthusiasts . In 30-50 minutes, boat to Annapolis, Rock Hall, Kent Island, the Magothy River and Baltimore. Enjoy sunrise and sunset anchoring in the basin where Main Creek and Back Creek converge near the mouth of Bodkin Creek. Walk or bike to scenic Downs Park via Green Gables pedestrian access just a few feet from your front door. Downs Park offers trails, picnic pavilions and summer concerts. Convenient to Baltimore, Annapolis and DC, this property is ideal for full-time living or a second home. Make an appointment today and experience the Bay Life!

1876 Potomac Rd, Pasadena

Listing courtesy of Keller Williams Flagship. Contact:

$550,000

Beautiful Townhome in Prestigious Marina Village! This Lovely Unit is situated on a Wide Quiet Canal! Enjoy Sunrises or Sunsets from Your Waterfront Deck (Under the Awning if you so choose) or From the Beautiful Screened 3 Season Room. Stroll to the OP Yacht Club for Dining Al Fresco, Lounge in the Pool or Entertainment. Watch the Wildlife or Crab from Your Watefront Deck This Property boasts $165K in Renovations and Upgrades! In 2O19 New Roof, New Awning, Upgraded Primary Closet. 2O2O Renovation in Primary Bath to include; New Custom Calabria Marble Vanity Top and Backsplash, New Tiled Shower with Custom Marble Inlay, New Dual Shower Head and Built-In Niches, New Access Panel to Gorgeous Soaking Tub , Lux LVF Flooring Throughout Including Stairs, Kitchen Reno included New Granite Countertops with Extended Counter, New Cabnet Faces, Custom Built-in Over Sink, Upgraded Sprinkler Heads, Smoke Detectors and Co2 Detectors. 2O21 Top of the Line Remotely ProgramableTankless Water Heater which converted Stove to Gas, New Kitchen Appliances, 2O22 Completely New PVC Railings on All 4 Decks, In Primary New Exterior Door(to Deck) and Window 2O25 New Driveway include new Pavered Walkway, Stone Edging and River Rock Beds.

945 Yacht Club Dr, Ocean Pines

Listing courtesy of Shoreline Properties. Contact: (410) 524-6688

$115,000

Bring your imagination! Open floor plan with views to the Chesapeake Bay, needs some finishing touches to make this a truly wonderful getaway. Home was renovated in 2022, but has some damage due to a windstorm. Needs a heating/airconditioning system, some drywall and insulation, and skirting around foundation perimeter. Nature lovers and solace seekers could not find a more peaceful place to escape and reconnect with nature. Western exposure for spectacular sunsets. Bring your telescope for views out to the Chesapeake Bay of wildlife and boat traffic.

3401 Marsh Rd, Ewell

Listing courtesy of Wilson Realty. Contact: (410) 968-1882

$559,900

This stunning custom-built waterfront home on desirable Rumsey Island offers the perfect blend of luxury living and waterfront lifestyle. Boasting over 3,000 square feet, this semi-detached residence features 4 bedrooms and 3 full bathrooms, providing ample room for family and guests. Step inside to discover an open, light-filled layout with high-end finishes throughout. The rare fully finished basement adds significant living space and versatility — ideal for a home theater, recreation room, or additional guest suite. Outside, the waterfront paradise truly shines. Enjoy expansive waterfrontage with a private pier with boat lift , and deep water access perfect for boats and jet skis. The generous deck and balcony spaces are perfect for entertaining, watching sunsets over the water, or simply relaxing with coffee in the morning. Beautifully landscaped grounds, mature trees, and a private yard complete this exceptional outdoor retreat. Located in one of the area’s most sought-after waterfront communities, this home offers the ultimate in convenience and recreation. Whether you’re a boating enthusiast or simply dream of waterfront living, this property delivers it all. Don’t miss this rare opportunity! NO HOA and NO Flood Ins. More pics will be added when property becomes active.

124 Ravenswood, Joppa

Listing courtesy of Steen Properties. Contact:

$935,000

This over 5 acre waterfront estate on Churn Creek is a true Eastern Shore recreational property. Besides the home itself, the grounds include a board and batten cabin to serve as base camp for water sports down by the water, dock with direct access to the Chesapeake Bay, barn with a stall for your horse or sheep, and detached 2 car garage with lounge area above. Here you can enjoy the abundance and lifestyle of the Eastern Shore with crabbing, fishing, hunting, water skiing, sailing and hikes on the nature trail all available on site. Outdoor living is huge here with multiple spaces to connect with nature and enjoy the privacy of your own waterfront sanctuary. The home is the perfect size for a weekend getaway or full time residence with a floorplan that has been expanded and opened up to accommodate the amazing views and 2026 lifestyle. Storage is a breeze with a full basement including a shop and rec room for grandkids or guests to go enjoy with privacy. One floor living makes for an easy flow with the primary suite opening to a brick patio with sliders and including both an ensuite bathroom and walk in closet. The blend of amenities on site and proximity to Chestertown's Historic District make this the perfect "magnet house" to attract friends and family or an amazing investment opportunity.

24050 Macs Ln, Worton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$325,000

Welcome to Rigbie Bluff, where coastal charm meets modern comfort. This rare furnished 2-bedroom, 2-bath end-unit top floor condominium offers panoramic views of the upper Chesapeake Bay and Sassafras River, a deeded boat slip with boat lift, and exceptional community amenities. Situated on the third floor and perfectly positioned to capture abundant southern sunlight, this move-in-ready residence features sliding glass doors in both the living room and primary bedroom, opening to a spacious waterfront covered balcony that spans the entire rear of the unit. Enjoy spectacular views of sailboats, yachts, and passing ships while relaxing from the comfort of your home. The bright, open-concept interior includes an updated kitchen with new appliaces, tile backsplash and composit counter-tops, New luxury vinyl plank flooring throughout the home. Outside, residents enjoy easy access to the community's saltwater pool, private pier, and some of the area's finest waterfront recreation. The deeded boat slip, on the deep end of the dock and included boat lift provide immediate access to the Chesapeake Bay and surrounding waterways. A large private storage area on the lower level, complete with its own separate entrance, offers ample space for kayaks, bicycles, boating equipment, or a workshop. The unit also includes a reserved parking space directly in front, along with abundant guest parking nearby.Recent condominium association improvements include comprehensive exterior siding replacement, foundation and deck repairs across all five buildings, installation of dock ice-breaker pilings, conversion of the community pool to saltwater, and replacement of the wood walkways.Ideally located within walking distance of Betterton Beach, a renowned waterfront restaurant, public tennis courts, and a playground, this property provides the perfect setting for both year-round living and weekend escapes. Explore historic waterfront towns, nature parks, and countless rivers, creeks, and coves throughout Maryland's Eastern Shore from your own waterfront retreat.Whether you're seeking a full-time residence, vacation home, or boating getaway, this exceptional Rigbie Bluff condominium delivers comfort, convenience, and breathtaking Chesapeake Bay views.

10 Ericsson Ave Unit #32, Betterton

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3023515000

$600,000

Tucked along the calm waters of Mears Creek, just off the Patuxent River, this immaculate waterfront rambler offers the kind of lifestyle water lovers spend years trying to find. Whether you are looking for a full-time retreat or the perfect second home, this one has the setting and the ease of true waterfront living. Step inside to a bright, open layout designed to bring the outdoors in. The renovated kitchen features clean, modern lines and flows seamlessly into the main living spaces, making it ideal for everyday living or hosting friends after a day on the water. Wood floors add warmth, Italian tile brings a refined touch, and soft carpet keeps the bedrooms comfortable and inviting. A sunroom lined with windows gives you a front-row seat to the water year-round. Step out onto the spacious deck for morning coffee, evening dinners, or simply watching the boats drift by. Outside, the private pier, reconstructed in 2020, is ready for your kayak, paddleboard, or boat, making it easy to head straight out to the Patuxent. One of the most special features of this property is the screened gazebo, which is the perfect place to enjoy a quiet morning coffee, host friends for steamed crabs, or simply unwind with a book while taking in the view. From the gazebo, your eyes travel down Mears Creek, across the sparkling waters of the Patuxent River, all the way to the iconic Solomons Island Bridge in the distance. Whether you're watching boats cruise by during the day or enjoying the lights reflecting off the water in the evening, this peaceful waterfront setting creates a view that never gets old. The large shed offers plenty of space for a motorcycle, water gear, or a workshop. The setting is quiet and tucked away, giving you privacy without feeling isolated. Located in Lusby, you are just minutes from Solomons Island, where you can enjoy waterfront dining, marinas, live music, and local shops. Nearby parks, beaches, and nature trails give you even more ways to enjoy the outdoors. Commuters will appreciate the drive to Pax River Naval Air Station, and weekend trips to Annapolis or DC are within reach. This is a home where life slows down in the best way. Spend your days on the water, your evenings on the deck, and your weekends exactly how you want them.

2602 Chambers Pl, Lusby

Listing courtesy of Deep Roots Real Estate. Contact: 4439676687

$1,500,000

Beautifully positioned along the deep protected waters of the Tuckahoe, this exceptional residence has been transformed through an extensive renovation that blends timeless design with comfortable waterfront living. Every improvement was carefully planned, resulting in a home that feels as inviting as it is impressive. The heart of the home is the custom kitchen, where blue marble countertops, handcrafted cabinetry, a Wolf gas cooktop, Sub-Zero refrigerator, beverage refrigerators, and a generous island create a space that's equally suited for everyday living and entertaining. Rich hardwood flooring, designer lighting, custom window treatments, and beautifully renovated baths continue throughout the home, while the primary suite offers a peaceful retreat complete with heated bathroom floors and access to a private Juliet balcony. The outdoor spaces are every bit as remarkable as the interior. Step outside to an expansive Balau hardwood deck overlooking the heated saltwater pool, surrounded by travertine, luxury stone, and professionally designed landscaping. Whether you're preparing dinner in the outdoor kitchen, relaxing beside the fire table, enjoying the tranquil fountain, or unwinding in the enclosed four-season sunroom, every space was designed to embrace the waterfront setting. A private pier is just steps away, making it easy to spend the day on the water before returning home to watch the sunset. The home was professionally redesigned with the help of Barclay Designs and interiors by Sanctuary Interiors. The home also features extensive upgrades throughout, including Everlast Advanced Composite Siding, updated HVAC 2023, modernized electrical, a custom bunk room, and countless custom finishes that simply must be seen in person. Located just minutes from Routes 50 and 404, you'll enjoy easy access to Annapolis, Easton, Delaware beaches, and the Chesapeake Bay region while still enjoying the privacy and tranquility of waterfront living. As an added bonus, the home is not located within the floodplain—a rare advantage for a property of this caliber.

23071 Tuckahoe Springs Dr, Denton

Listing courtesy of Sharon Real Estate P.C.. Contact:

$535,000

Non-riparian waterfront home offering sweeping, unobstructed views of the Chesapeake Bay. Wake each morning to breathtaking sunrises over the water, best enjoyed from your expansive deck with a cup of coffee in hand—an experience that never gets old. Inside, the home is filled with natural light and features an open-concept layout designed to maximize those stunning bay views. The main level boasts hardwood floors throughout, along with two comfortable bedrooms and a full bath. Upstairs, a versatile loft space with a half bath is ideal for a home office, guest accommodations, or a quiet retreat. Located just steps from the community pier, boat ramp, and additional amenities, this property offers the perfect blend of relaxation and coastal living. Flood insurance is not required.

5211 Al Jones Dr, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

$1,025,000

Experience a hassle-free waterfront lifestyle at The Point on Spa Creek, where this stunning condo offers exceptionally easy living with picturesque views overlooking Historic Annapolis and Spa Creek. This spacious 2 bedroom 2 bath condo with flexible loft space features beautifully appointed rooms and is just steps away from the clubhouse, pool, dock, and scenic walking paths. The expansive Living room with fireplace is the perfect setting to relax and take in the views. The 2 sided fireplace also provides ambiance for the adjacent cozy nook that is ideal for a desk or reading chair. The gourmet kitchen with peninsula is sure to please any chef and the gorgeous water views makes everyday feel like a vacation. Enjoy the covered deck overlooking the waterfront; perfect for entertaining or relaxing while taking in the tranquil surroundings. The primary bedroom features a spacious closet, ensuite bath and covered balcony. With an additional light-filled bedroom, hall bath and loft space, there is plenty of room for family and guests. This vibrant community offers a wealth of amenities and residents enjoy direct access to Spa Creek, including deep-water boat slips and two water-taxi locations for easy trips to Downtown Annapolis. The waterfront pool and deck, complete with a hot tub, are ideal for relaxation, while the clubhouse can be rented for private events. Other community features include tennis and pickleball courts, EV auto chargers, and a kayak/canoe launch with a convenient rack. Social gatherings and a monthly newsletter keep residents connected, while pet-friendly policies ensure all family members are welcome. A dedicated property maintenance supervisor and ample parking make life here seamless and enjoyable. Welcome Home!

6 President Point Dr Unit #B3, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$3,300,000

A truly exceptional waterfront offering, this is one of the finest opportunities to come to market on Glebe Bay. Set on a spectacular 1.71-acre point lot with more than 400 feet of pristine shoreline, this private estate enjoys panoramic water views, gentle topography, and an unparalleled setting at the end of a quiet cul-de-sac. Whether you're seeking an elegant waterfront home to enjoy immediately or envision transforming it into a custom luxury estate, this remarkable property offers endless possibilities. Lovingly maintained over the years, the residence is comfortable and full of character today, while also presenting an outstanding opportunity to renovate, update, or create a custom showcase that takes full advantage of its extraordinary setting. Designed for an exceptional waterfront lifestyle, the property features a private pier with boat and jet ski lifts, a waterside in-ground pool, and a screened porch that invites relaxed entertaining while overlooking Glebe Bay, a premier tributary of the South River. The existing home offers over three finished levels, including a desirable main-level primary suite, luxurious hardwood floors, four spacious bedrooms upstairs, and a fully finished walkout lower level with a full bath, ideal for guests, an au pair, or extended family. While the interiors reflect the current owner's distinctive style, the home's generous footprint provides an outstanding foundation for reimagining the space to today's luxury standards. A detached three-car garage with a full stand-up attic adds tremendous flexibility for storage, a studio, guest quarters, or future expansion. Properties with this combination of acreage, shoreline, privacy, and protected water are increasingly rare. This is a remarkable opportunity to create a legacy waterfront estate in one of Anne Arundel County's most coveted locations. Great value lies in this extraordinary homesite.

1552 Widows Mite Rd, Edgewater

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$650,000

Tucked at the end of a quiet cul-de-sac in Western Shores, this charming Cape Cod feels like a place where time slows down and the Bay takes center stage. Mature gardens frame the home with color and texture, creating a setting that feels both peaceful and a little magical, as if each season brings its own story to life. Step inside and you’re welcomed by warm wood floors that run throughout the home, grounding each space in comfort and character. The kitchen invites connection, with a center island that naturally becomes the gathering spot for morning coffee, late-night conversations, and everything in between. A main level bedroom and full bath add flexibility, perfect for guests, extended family, or easy one-level living when you want it. But the real showstopper waits just beyond the doors. A large deck stretches out toward the Chesapeake Bay, offering sweeping water views that shift with the light from sunrise to sunset. Down at the shoreline, riprap lines the beach, blending function with the natural beauty of the setting and giving you a front-row seat to life on the Bay. And then there’s the studio. Tucked just beyond the main home, the workshop-style shed is something special. With electricity and windows that frame the water, it has already lived a creative life as a writing and art studio. You can feel it the moment you step inside. It’s the kind of space that sparks ideas, whether you’re painting, working, or just taking in the view. Located in Western Shores, where short-term rentals are allowed, this home offers flexibility for both personal enjoyment and investment potential. Whether you’re looking for a full-time escape, a weekend retreat, or a property that can work for you when you’re not there, this one gives you options. It’s not just a waterfront home. It’s a place to breathe, create, and reconnect, all with the Chesapeake Bay as your backdrop. The shoreline has rip-rap revetment from this lot all the way to the community lot.

3508 Hilltop Dr, Port Republic

Listing courtesy of Deep Roots Real Estate. Contact: 4439676687

$175,000

Tucked along the peaceful, navigable waters of Cuckold Creek, this waterfront lot ready to build offers the perfect blend of privacy and possibility! With a recent perc approval (April 2025), it’s ready for your dream home plans! Community pier borders the lot and a perfect spot for fishing, kayaking, or just enjoying the views. Neighboring homes feature piers—buyer to verify any desired water access or improvements with the county.

Ewell Ln, Hollywood

Listing courtesy of CENTURY 21 New Millennium. Contact: 3016099000

$1,595,000

Nestled on Peachblossom Creek in Easton is a property that won’t disappoint if you are one who expects the unexpected. From the one-hundred-year-old oak standing sentinel over the tides to the 42 solar panels creating minimal power bills, this “issue free” home is unexpected, if not actually startling. Ideally located along the desirable Oxford Road corridor, the property offers convenient access to both Easton and Oxford while providing a peaceful waterfront setting. Designed for comfortable one-floor living, with a full second floor, you can expect a lifetime of enjoyment. This home offers 4-bedrooms, 3 full baths, beautiful wood floors throughout, 2 sitting/living room areas, a gas fireplace, an office with built ins, an attractive eat-in kitchen, a beautiful waterside sunroom with separate HVAC, and tons of storage space. There’s even a hot tub! A huge attached garage provides abundant room for vehicles, hobbies, and storage. A yard implemented by an expert environmental gardener (an author on the subject) crafts a haven for birds that is less maintenance—and more attractive to neighbors—than the oh, so very common “all lawn” approach. Watch bluebirds and butterflies while you sip your morning coffee on the expansive Azek deck or large paver patio overlooking the water. Smile at lightning bugs flitting about the yard as you watch the stars come out at night in your private back yard retreat. The open floor plan and large windows keep the home full of light and allow endless views of the water. State-of-the-art solar with 2 large Tesla storage batteries, whole house water purification system and zoned HVAC systems make for healthy living, too. A denitrifying septic system - designed for 4-6 bedrooms - helps keep the Bay clean—in fact, this home's low carbon footprint and thoughtfully designed landscape and rain gardens actually help the environment. Several walk-in storage areas, plus huge unfinished space over the garage. An unforeseen property, even if you expect the unexpected. Don't miss this fabulously easy-care, low maintenance home. All the hard work is done - all that's left is to ENJOY!

28674 Edgemere Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$5,500,000

5 Beds ⋅ 7 Baths

Introducing a masterfully curated waterfront estate that redefines luxury living on the shores of Severna Park. Tucked away within the prestigious, gated community of Bluff Point on the Severn, this magnificent residence offers the ultimate blend of privacy, sophistication, and resort-style amenities. From the grand roundabout driveway that welcomes your arrival to the sweeping, panoramic water vistas framing the rear of the property, every detail has been designed to deliver an uncompromising coastal lifestyle. The Ultimate Waterfront Paradise- The crown jewel of this estate is its seamless, private connection to the water. A beautifully paved path provides effortless access from the home straight down to the shoreline, where your private paradise awaits. Spend your mornings relaxing on your private sandy beach, or step onto the expansive private dock, fully equipped with a heavy-duty boat lift and two Jet Ski lifts offering immediate entry to the region's finest boating and watersports. Resort-Style Outdoor Living- Designed for outdoor entertaining or relaxing, the estate boasts a striking multi-tiered waterfront deck that overlooks a private oasis. At the center of the outdoor experience is a pristine, heated pool equipped with an automated safety cover, hot tub, and a private basketball court—perfect for active afternoons before cooling off in the water. An Entertainer’s Dream & Lower-Level Retreat- Inside, the home’s grand proportions are stitched together by a built-in, multi-zone sound system that flows seamlessly through the main living areas and outdoor decks. This residence features a private elevator providing convenient access across all three expansive levels. The exceptional walkout basement serves as a secondary entertainment hub, designed to mirror the luxury of the main floors. The lower level features a fully equipped second kitchen and custom bar, making it the ultimate venue for hosting formal events, game days, or intimate evenings by the water. Turn-Key Excellence Beyond its breathtaking aesthetic and leisure features, the estate has been meticulously maintained with premium structural updates, including a new synthetic slate roof installed in 2022, offering the timeless elegance of classic slate with modern, high-durability performance.

658 Rock Cove Ln, Severna Park

Listing courtesy of Samson Properties. Contact: 7033493900

$425,000

Rare canal-front 2BR/1.5BA townhome in Holly Point with your own deeded boat slip — units here almost never hit the market! This 17-unit complex has a strong and professionally managed association that just replaced all roofs and resealed the parking lot, plus a low monthly fee. Owners have upgraded with new LVP flooring throughout and rebuilt the 2nd-bedroom balcony and back deck with low-maintenance composite decking and vinyl railings. Lots of secure storage for the beach gear, kayaks and paddle boards under the back deck. Wide canal, deep-water access and southern exposure for stunning sunsets. Easy to get out to the open Bay. Partially furnished and move-in ready. Cain Woods' parks and community feel are right down the street. Perfect as a second home, full-time residence, or short-term rental investment. Won't last — schedule your showing today and start making memories here at the beach! Rentals currently booked up until 8/8 and available to show on Saturdays.

13500 Holly Ln Unit #B5, Ocean City

Listing courtesy of Real Broker, LLC. Contact: 8504500442

$1,150,000

PRICE REDUCTION!! Don't miss this rare opportunity to own a beautifully upgraded waterfront home in the highly sought-after community of Bay View Estates, offering breathtaking panoramic views of the Chesapeake Bay and iconic Turkey Point Lighthouse. This beautiful 4-bedroom, 2-full-bath home has been thoughtfully updated and is designed to maximize both comfort and entertaining. From the moment you enter, you'll appreciate the stunning hardwood floors, abundant natural light, and spectacular water views from nearly every room in the home. The inviting sunken living room features a cozy wood-burning fireplace, creating the perfect gathering space year-round. The spacious kitchen is ideal for entertaining, complete with ample workspace, a wine refrigerator, and seamless flow to multiple indoor and outdoor living areas. Step outside and enjoy true waterfront living with expansive decks stretching across the rear of the home and a large screened porch on the side—perfect for relaxing, dining, or taking in the incredible sunsets over the Bay. The newly finished walk-out basement adds valuable living space, featuring a bedroom and full bath, making it ideal for guests or weekend visitors. With generous sleeping accommodations throughout, this home is perfectly suited for entertaining! Boaters will appreciate the newly upgraded private dock and boat lift, while the new enhanced bulkhead is currently being completed for added peace of mind and long-term shoreline protection. The beautifully maintained landscaping complements the home's natural surroundings, creating a private waterfront retreat you'll enjoy in every season. Bay View Estates residents enjoy access to a private community waterfront area featuring a boat ramp and pier, making it easy to embrace the Chesapeake lifestyle. Spend your days fishing, crabbing, boating, or simply relaxing by the water. Whether you're searching for the perfect weekend getaway or a year-round waterfront residence, this property offers the best of Chesapeake Bay living. Start making memories on the Bay this summer—opportunities like this don't come along often!

155 Edgewater Dr, Earleville

Listing courtesy of Empower Real Estate, LLC. Contact: 3027382300

$1,299,999

Welcome to Mount Solomons! Perched atop one of the most desirable locations on Solomons Island, this extraordinary property has been cherished for over a century. Blending timeless charm with modern comforts, this one-of-a-kind waterfront home offers 4 bedrooms, 2.5 bathrooms, and breathtaking views in every direction. Enjoy a spacious deck overlooking the water, a beautiful garden retreat that feels worlds away from the pace of everyday life, and deep-water access complete with a private slip and riprap shoreline. Take in panoramic views of the Patuxent River and the iconic Governor Thomas Johnson Bridge. Whether you enjoy fishing, sailing, power boating, or personal watercraft, this property offers waterfront living at its finest. Best of all, you’re within walking distance of the island’s restaurants, shops, marinas, and favorite local gathering spots. Oversized garage/ Workshop /Woodshop/Repair shop. Rarely does a property of this caliber and character become available. This is a truly unique opportunity to own a special piece of Solomons Island history.

14760 Patuxent Ave Unit #14760, Solomons

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4103940990

$725,000

Stunning oceanfront location of this 2-bed/2-bath condo in OC's premiere Plaza Condominium. Offering 1,152 square feet of open living space providing light and views from every room. Large living room with balcony access overlooking deck and Atlantic Ocean. Full Dining Room and kitchen open to the space for entertaining. The primary bedroom boasts breathtaking ocean views, allowing you to wake up to the soothing sounds of the waves. Recessed lighting and ceiling fans and ceramic tile flooring provide a warm and inviting atmosphere throughout. The thoughtfully designed layout includes ample storage and counter space. Step outside to enjoy the community's exceptional amenities, including outdoor heated pool, kiddie pool and tiki bar/grill plus year round indoor pool, a hot tub, and a sauna. The beautifully landscaped grounds feature picnic areas, a dog park, and secure storage for your beach gear. With 24-hour security and a welcoming lobby desk, peace of mind is paramount.

9800 Coastal Hwy Unit #910, Ocean City

Listing courtesy of Mary McCracken Realty, Inc. Contact: 4107231895

$395,000

3 Beds ⋅ 1 Baths

Welcome to the kind of property that rarely comes available and can never truly be replicated. Nestled along the shores of historic Battle Creek, this beloved waterfront retreat has been cherished by the same family for generations. More than a home, it is a place filled with stories, traditions, and memories made on the water. Set on nearly an acre of private waterfront land, the property features two cabins and three separate sleeping areas, creating a unique compound perfect for family gatherings, weekend escapes, fishing trips, and unforgettable summers on the creek. A deep-water pier with multiple slips provides easy access for boating, crabbing, kayaking, and waterfront adventures. The cabins have been thoughtfully updated with fresh paint, newer roofing, and luxury vinyl plank flooring while maintaining the relaxed charm that makes this property so special. Here, you'll spend your days exploring the creek, watching wildlife, enjoying the privacy of your wooded surroundings, and ending each evening with breathtaking sunsets and star-filled skies. Perfect as a weekend retreat, vacation rental, or personal waterfront sanctuary, this is an opportunity to own a truly unique piece of Southern Maryland waterfront where the focus isn't on square footage, but on the lifestyle that comes with it.

4189 Hance Rd, Port Republic

Listing courtesy of Deep Roots Real Estate. Contact: 4439676687

$199,900

2 Beds ⋅ 1 Baths

Experience waterfront living at its finest in this stunning penthouse-level condominium offering panoramic water views from the living room, office, kitchen, private balcony, and primary bedroom. Wake up each morning to waterfront vistas and enjoy a front-row seat to breathtaking scenery from the comfort of home. The thoughtfully designed floor plan features an open living and dining area and an updated kitchen with stainless steel appliances, including a five-burner gas range. Two bedrooms with walk-in closets and a full bath provide flexibility for guests, hobbies, or additional workspace. Recent updates include fresh paint, carpet and a brand-new full-size in-unit washer and dryer. Multiple oversized closets offer abundant storage throughout. Residents enjoy an exceptional waterfront lifestyle with access to community amenities including a swimming pool, picnic area, playground, dog park, walking trails, private beach, and direct water access for kayaking, paddleboarding, fishing, and more. Move-in ready and beautifully positioned to capture some of the community's best views, this home offers the perfect combination of comfort, convenience, and waterfront living.

353 Gatewater Ct Unit #G, Glen Burnie

Listing courtesy of Next Step Realty, LLC.. Contact: 4439012200

$1,990,000

6 Beds ⋅ 5 Baths

The location of this property is fabulous! One of the most beautiful spots on the bay, it features a panoramic view across the bay to Annapolis! Watch the ships going in and out of Baltimore, magnificent sunsets, and the Blue Angels, when they perform! In a small neighborhood, just minutes from the Bay Bridge, the property has all you need for a year-round home or for a week-end or vacation retreat! The cement, heated in-ground pool adjoins the deck and porch areas . A small kitchen and full bath are poolside for coming in from the pool, cleaning your "catch of the day" or steaming crabs! The private pier accommodates a boat lift and two jet-ski lifts. There is rip-rap and bulk heading, and depending on the tide, there is a beach! This uniquely-designed home offers multiple living and dining areas, as well as main and second level bedrooms and a separate office. With its many three-season and screened-in porch areas and outside decks, you can entertain rain or shine! And, by the way, the golfers in the family, need not leave the neighborhood as it abuts the Blue Heron Golf Course! Instead of commuting from your primary home to a vacation home, save yourself the trip...this house has it all! There is a video security system at the property.

206 Queen Anne Club Dr, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$549,000

Welcome to a truly enchanting waterfront cottage overlooking the Nanticoke River, where timeless Eastern Shore charm meets modern comfort. Originally built in 1930 and extensively rebuilt and renovated in 2017 with exceptional attention to detail and quality craftsmanship, this one-of-a-kind property offers a rare opportunity to own a turnkey waterfront retreat close to the historic Bivalve Wharf. Set on approximately 0.38+/- acres with 100+/- feet of Nanticoke River frontage, this charming 2-bedroom, 2-bath home is filled with character and warmth. From the moment you enter, you’ll appreciate the thoughtful design featuring arched doorways, exposed brick accents, stucco walls, gleaming hardwood floors, skylights, and a cozy brick fireplace that serves as the heart of the home. The open-concept floor plan seamlessly blends historic charm with modern convenience. The spacious kitchen offers stainless steel appliances, including a dishwasher, microwave, refrigerator, electric range, and tankless water heater, while the adjoining living and dining areas provide the perfect setting for entertaining or relaxing after a day on the water. A main-level bedroom and full bath provide flexibility and convenience, while the upper level offers additional private living space and a second full bath. Outside, the waterfront lifestyle truly comes to life. Enjoy your private dock, ideal for fishing, crabbing, kayaking, or simply taking in the breathtaking river views. An existing permit to extend the dock an additional 20 feet creates even greater boating opportunities. The property also features a spacious deck, fire pit area, greenhouse, and storage shed, offering endless possibilities for outdoor enjoyment. Whether you’re seeking a full-time residence, weekend getaway, vacation rental investment, or peaceful retreat, this home delivers. Located just a few doors from the historic Bivalve Wharf and surrounded by some of the Eastern Shore’s most scenic waterways, you’ll experience the perfect balance of privacy, recreation, and small-town charm. This storybook waterfront cottage is more than just a home—it’s a lifestyle. Priced below appraised value and thoughtfully updated throughout, this is a rare opportunity to own a truly special piece of Maryland’s Eastern Shore. Schedule your private showing today and discover everything this remarkable waterfront property has to offer. MORE PHOTOS COMING SOON!

20800 Bivalve Wharf Rd, Bivalve

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$1,649,000

Experience exceptional lakefront living with 100 feet of pristine shoreline and breathtaking lake views from nearly every room. This stunning waterfront home is designed to maximize its incredible setting, offering a level lakefront lot which boasts a firepit, making an ideal place to enjoy family and friends. Wake up to sparkling water views, relax on spacious outdoor living areas, and enjoy direct access to the lake from your private Type A dock. Whether you're seeking a year-round residence or the perfect waterfront retreat, this property delivers an unparalleled lakeside lifestyle in a truly spectacular setting.

85 Windy Cove Rd, Swanton

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700

$5,250,000

5 Beds ⋅ 7 Baths

Welcome to "Stone Manor", one of Deep Creek Lake's most extraordinary waterfront estates. Custom built in 2023 by renowned builder Don Nemith and beautifully curated by Juniper Interiors, this remarkable lakefront retreat blends timeless craftsmanship, luxury design, and exceptional investment potential. Situated on nearly an acre with 108.9 feet of level lake frontage and a coveted Class A private dock, the property offers over 8,300 square feet of thoughtfully designed living space in one of Deep Creek Lake's most desirable locations. Paying homage to the property's rich history, the owners incorporated stone from the original Stone Manor into the construction and landscape design, creating a one-of-a-kind residence that honors the past while delivering every modern luxury imaginable. Inside, you'll find 5 bedrooms, 6 full baths, 1 half bath, soaring ceilings, expansive gathering spaces, designer finishes, and walls of glass that frame breathtaking lake views throughout the home. The spectacular indoor pool creates a true four-season resort experience, while multiple indoor and outdoor entertaining areas were designed for unforgettable gatherings with family and friends. The exterior is equally impressive, featuring extensive custom hardscaping, an outdoor kitchen, multiple lakeside entertaining spaces, and easy access to the private dock just steps from the home. A massive 4-car garage provides exceptional space for vehicles, boats, lake toys, and storage. Currently operating as the highly successful Stone Manor vacation rental, the property has generated an average of $201,000 in annual gross rental revenue, offering established income potential alongside luxury lakefront ownership. One of the few newer luxury homes on Deep Creek Lake offering a Class A dock, indoor pool, and proven six-figure rental history, Stone Manor presents a rare opportunity to own a private waterfront resort in the heart of Deep Creek Lake. Conveniently located just minutes from Wisp Resort, golf, marinas, restaurants, and year-round recreation. Offered fully furnished and turnkey. Shown by appointment only. Call today for your private tour.

230 Rock Lodge Rd, Mc Henry

Listing courtesy of The KW Collective. Contact: 4435741600

$490,000

SOME OF THE LOWEST CONDO FEES IN OC! Self-managed and we have the Reserve Study on file. Tell us why this isn't the best-priced bayfront condo in this market segment. Seriously! We'd love to hear it, because we think this is (by far) the best option on the market. Direct bayfront. Top-floor end-unit. Southern exposure. Open water views. Assigned boat slip. Completely renovated. Downtown Ocean City location. Well managed Association. And a price point that's hard to argue with. That's what makes this condo at South Shore Condominium so compelling. Located directly on the bay in downtown Ocean City, this top-floor 2-bedroom, 2-bath residence combines something buyers are constantly searching for but rarely find together: views, boating, condition, location, and value. And unlike many bayfront condos that require updating, compromise, or imagination, this one has already been transformed. The interior has been completely remodeled with an open-concept design that immediately changes the entire condo. The kitchen has been reimagined with modern finishes and beautiful finishing touches, while wood-style flooring flows throughout the main living spaces, creates a warm and inviting feeling. The result.....a property that feels comfortable, bright, vibrant, and move-in ready from day one. But let's be honest....You're not buying this condo because of the flooring, or the beautiful kitchen. You're buying it because of what happens when you walk out onto the balcony. (Psssst... It's the VIEW). Open water stretches out in front of you. Boats pass through the bay. The afternoon light reflects across the water. And every evening, the sunset feels like its yours.... and yours alone. We all know, the ocean may get the attention. But the bay gets the Sunsets. And from this top-floor, end-unit location, you have one of the best seats in town. And then there's the boat slip..... Included with the property is an assigned exclusive-use boat slip, allowing owners to step outside and enjoy direct access to the bay lifestyle that draws so many people to Ocean City in the first place. Whether it's fishing, cruising, waterfront dining, or simply spending the day on the water, having your boat just steps from your condo is a huge convenience. And in case you're wondering, "How's the location?"..... Bayshore Drive is conveniently located in downtown Ocean City, you're close to the Boardwalk, restaurants like Blue Crabhouse and Fishtails, marinas, waterfront bars, shopping, fishing, and everything that makes this part of town so unique. Yet unlike many downtown properties, you're enjoying it from the quieter side of the island, where the focus shifts from traffic and crowds to sunsets and waterfront living. This property has been used as a primary residence, and it shows. The care, improvements, and attention to detail are evident throughout. Because while many buyers say they want a bayfront condo, what they're really looking for is the complete package. -- Views. Boating. Location. Condition. Value. -- South Shore #301 checks every box. And in todays market...that's becoming harder and harder to find.

405 Bayshore Dr Unit #301 SOUTH SHORE, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$849,999

Luxury Waterfront Living with Private Deeded Boat Slip in the exclusive gated community of Waters Edge at Seneca Creek! This former model home is just a few years old and loaded with upgrades, premium finishes, and breathtaking water views from nearly every level. This elegant 4-bedroom, 4-bath home offers over four levels of thoughtfully designed living space. The entry level welcomes you with custom built-ins, ceramic flooring, a spacious two-car garage, abundant storage, and a workshop area with walkout access to the yard. The main living level features an open-concept design with hardwood floors, abundant natural light, and spectacular water views. The gourmet kitchen is appointed with granite countertops, stainless steel Energy Star appliances, a gas range, oversized center island, breakfast area, and 42-inch white shaker cabinetry. Step outside to the expansive 26' x 14' composite deck overlooking Seneca Creek—perfect for entertaining or simply enjoying the stunning water views and natural surroundings. Upstairs, the luxurious primary suite includes a private sitting area with water views and a spa-inspired bath. Two additional generously sized bedrooms, a full bath, and conveniently located laundry complete this level. The top-floor loft provides exceptional flexibility as a bedroom, family room, home office, fitness space, or guest retreat. Complete with a wet bar, half bath, and access to a stunning 16' x 12' rooftop deck, this level offers some of the home's most spectacular waterfront views. Boating enthusiasts will appreciate deeded ownership of Slip #2 at the maintenance free community pier. Improvements include four additional pilings creating 2 slips- one with a 15,000-pound Magnum boat lift, and electrical service for both wet and dry dock capabilities, providing direct access to Seneca Creek and the Chesapeake Bay. Never mow another lawn or pull another weed as your HOA takes care of landscaping and lawn maintenance as well as upkeep of the community's private dock and beach area. Rarely does a home combine luxury finishes, panoramic water views, private boating access, and low-maintenance living so seamlessly. Move-in ready and truly one of the area’s premier waterfront offerings.

519 Schmidt Rd, Middle River

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

$650,000

WATERFRONT LIVING ON BEAR CREEK! Welcome to this one-of-a-kind waterfront retreat featuring a private dock, direct water access, an in-ground pool and the ability to keep your boat right in your own backyard. Whether you're enjoying sunrise coffee overlooking the water or spending the day cruising the Chesapeake Bay, this property offers the waterfront lifestyle you've been dreaming of. SMART is the new LUXURY! Control your home from anywhere using your voice or phone - lock doors, adjust temperatures, control lighting, and see who's at the door with the touch of a button. Designed for entertaining, the outdoor oasis features an in-ground pool, hot tub, expansive outdoor living spaces, and stunning waterfront views. Inside, the gourmet kitchen is equipped with stainless steel appliances, quartz countertops, and plenty of space for hosting family and friends. The property is offered fully furnished, including furniture, decor, personal property, and game room amenities, making it completely turnkey. Just bring your suitcase and start enjoying everything this incredible home has to offer. The converted garage has been transformed into the ultimate game room featuring a pool table, foosball, air hockey, basketball arcade game, Xbox gaming system, pac-man, bar area and more. There is also an additional apartment-like bedroom, bathroom, kitchen and lounging area with its own entrance which provides the perfect setup for guests, extended family, or additional income potential. Unwind in the enclosed two-person Jacuzzi after a day on the water and enjoy resort-style living year-round. ATTENTION INVESTORS: This property has operated as a successful short/mid-term rental, averaging $15,000 per month in revenue. Whether you're searching for a primary residence, waterfront getaway, or income-producing investment, this rare Bear Creek property truly offers it all.

7810 Deboy, Dundalk

Listing courtesy of Lazar Real Estate. Contact: (443) 562-8498

$1,995,000

Just 4 miles (five minutes) outside the historic town of St. Michaels, MD, this 15-acre property is located in an area of large, private waterfront estates. Over 400 ft. of protected shoreline. Westerly exposure provides Exceptional Sunset Views across the sparkling waters of Harris Creek! 120' x 6' pile-driven pier provides approximately 4' MLW. Sited near the water at the end of a long, tree-lined driveway, you will find an attractive Dutch Colonial-style home. Constructed in 1966, the house features 4 bedrooms (primary downstairs); 2.5 bathrooms; spacious kitchen/dining/family room w/fireplace; formal living room w/fireplace and a glassed waterside "River Room." The 2-zone HVAC system was replaced with new, efficient system(s) in 2024. The house is dated, but perfectly livable. Some new owners will decide to update. Others might decide to demolish and replace with a new home. The 15-acre site and prime location will support a very substantial home. This is a great boating/fishing/crabbing location. Tilghman Island, with its marinas and waterside restaurants, is just a short, scenic boat ride down Harris Creek from the substantial private dock. The open waters of the Choptank River and Chesapeake Bay are just beyond Tilghman Island.

9020 Bozman Neavitt Rd, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

$1,750,000

7 Beds ⋅ 5 Baths

Opportunities like this don’t just happen—they are discovered. 1100 Cataway Place is a truly special diamond in the rough, a sprawling 13-acre waterfront sanctuary defined by multi-million dollar views that are nothing short of legendary. Situated directly across the Potomac from George Washington’s Mount Vernon, this estate offers a vantage point where history and nature collide in a spectacular, panoramic display. The water is the focal point of the entire experience here. Whether you are wandering the expansive grounds, relaxing in the main residence, or standing on the guest house deck, the shimmering Potomac and the iconic silhouette of Mount Vernon are your constant companions. The property features two beautifully renovated residences that lean into this incredible backdrop. The primary home exudes sophisticated warmth, with four spacious bedrooms and three full baths. Throughout the sun-drenched interiors, rich hardwoods lead the eye toward nearly every window, each perfectly framing a different, breathtaking perspective of the river. Just a few steps away, the guest house is a gem in its own right. Fully updated with three bedrooms and two full baths, its standout feature is a private Trex deck designed specifically for soaking in those wide-angle water views as the sun dips below the horizon. The land itself is a private world of lush woods, a tranquil pond, and expansive open fields that all seem to point back toward the river's edge. It’s a place that feels worlds away from the hustle, yet the energy of Washington, D.C. is reachable in 40 minutes. Whether you envision a private legacy estate, a high-end retreat, or a creative venue, this is a one-of-a-kind chance to own a piece of history with a view that is truly priceless.

1100 Cataway Pl, Bryans Road

Listing courtesy of Compass. Contact: (240) 219-2422

$1,250,000

DESIRABLE LOCATION! Huntingtown's premier Waterfront community, Holland Cliff Shores, is nestled along the banks of the Patuxent River! This show-stopping Cape Cod is more than a home — it’s a lifestyle! With 5 bedrooms, 4.5 bathrooms and 5056 square feet of thoughtfully designed living space (not including the 2 bed 1 bath apartment above the garage leased for $20,700/year)! Located on 1.4 acres, this waterfront retreat pairs timeless craftsmanship with breathtaking natural beauty visible from all bedrooms! We have verified a PIER CAN BE INSTALLED! From the moment you arrive, the stately brick exterior and welcoming front porch set the tone for what’s inside — warmth, comfort, and classic elegance. Step through the double doors into a grand foyer framed by oak and pine finishes, opening to a wide, sun-drenched living space where the river immediately steals the show. Walls of glass invite you to take in panoramic views from nearly every room, while rich hardwood floors, wood framed beams, and a handsome brick fireplace anchor the open-concept main level in charm and sophistication. The kitchen is a dream for both everyday living and entertaining, boasting white cabinetry, granite countertops, stainless steel appliances, and an expansive peninsula that flows into the dining area. As meals are shared and laughter fills the air, the glow of the fireplace and glimmer of the water beyond create a feeling that’s both intimate and grand. Step through the sliding doors to a sprawling covered deck — the perfect place for morning coffee, nature watching, or toast to another stunning Southern Maryland sunset. Upstairs, the very large primary suite offers a front-row seat to the river with access to an upper level full length covered porch and a cozy wood-burning fireplace. The ensuite bath is an indulgent escape featuring a custom tiled two-person shower, an oversized free standing soaking tub, a 9' custom vanity w/ a Calacutta Quartz vanity top, water closet, and access to the walk-in closet w/ custom built-ins. Two additional bedrooms w/ river views and porch access are serviced by a well appointed hall bathroom. Just off the primary bathroom, a large laundry area serves as a pass through to the bonus room/bedroom located above the attached garage. The massive suite offers versatility at its finest. Accessible from inside the home or by a private exterior entrance, this oversized retreat could serve as a guest suite, home office, studio, or teen hideaway. Downstairs, the fully finished walkout basement expands your living and entertaining options. Here you’ll find a large recreation room with a full bar — ideal for game nights or weekend gatherings — plus a wood-burning fireplace that adds warmth and character. Behind the bar, discover a hidden vault room ready for your wine collection, workshop, or secure storage. A full bath and 5th bedroom provide even more flexibility for guests, hobbies, or an office. Step outside and follow the stairs down to your private kayak dock on the Patuxent River. Whether you’re kayaking at sunrise, fishing in the afternoon, or relaxing with a glass of wine at dusk, this is a place where every day feels like a getaway. And just when you think this home couldn’t offer more, it does — with a beautifully renovated 2 bedroom 1 bathroom apartment above the detached garage. This space features a modern kitchen with granite counters, stainless appliances, in-unit washer and dryer, and a private deck. It’s the ideal setup for multi-generational living, an au pair, visiting guests, or rental income potential. From top to bottom, this property exudes craftsmanship, versatility, and serenity. It’s the kind of home where memories are made — gatherings by the fire, sunlit mornings on the deck, and quiet evenings as the river reflects the sky. This isn’t just a house on the water. It’s the life on the water you’ve been dreaming of. Schedule your private showing today!

3017 Abington Manor Dr, Huntingtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 4439689595

$900,000

Whether you're searching for a luxurious vacation retreat, year-round residence, or exceptional investment opportunity, this true “must-see-to-appreciate” property offers the very best of Ocean City living and a rare opportunity to own your own piece of paradise. Experience luxury coastal living at its finest in this exceptional south-corner residence at 11400 Coastal Hwy #8J. Showcasing breathtaking oceanfront and bay views, this stunning end-unit retreat is filled with natural light and offers a rare 3-bedroom, 2-bath layout within the High Point North complex. A true standout feature, the unit enjoys the privilege of witnessing both full Atlantic Ocean sunrises in the morning and serene Assawoman Bay sunsets in the evening—delivering unmatched daily scenery and elevated lifestyle appeal. Completely rebuilt and designer-renovated with no detail overlooked, the residence was reconstructed in 2016 with 6-inch exterior walls and premium craftsmanship throughout. Interior highlights include custom cabinetry, quartz countertops, stainless steel appliances, recessed lighting, pocket doors, updated windows and railings, a tiled lanai entry, and a beautifully finished oceanfront balcony with storm shutters. Modern comforts include updated HVAC units and a fully permitted reconfigured floor plan designed for both elegance and functionality. While the current owners have not rented the condo during their 8 year tenure, the unit is positioned as a high-performing rental opportunity, given that this residence offers strong short-term vacation appeal supported by its premier location, rare layout, and turn-key condition—an ideal asset for investors seeking both lifestyle enjoyment and income potential. Located in a meticulously maintained, self-managed oceanfront building, residents enjoy a large beachfront pool and sundeck, low-density beach access, seasonal security, updated lobby and elevators, abundant open parking, and covered parking space #HA. The condo fee includes basic cable and reserve contributions, further enhancing the value of this exceptional coastal investment.

11400 Coastal Hwy Unit #8J, Ocean City

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$515,000

Opportunity awaits as we welcome you to this beautifully updated waterfront home located on Leonard Mill Pond in the quiet residential neighborhood of Holly Lake Estates. Classic charm meets modern comfort in this three bedroom, three bath residence which offers stunning water views through expansive waterfront windows that fill the home with natural light and showcase the tranquil surroundings. The heart of the home features custom cabinetry and thoughtfully updated living spaces designed for both everyday living and entertaining. Relax year-round on the inviting screened porch complete with a wood burning fireplace, the perfect spot to enjoy peaceful mornings, cozy evenings and picturesque pond views. Sellers are motivated so make an appointment to see this treasure and bring an offer. Additional highlights include a full basement providing ample storage and flexible space, an attached garage with an additional full bathroom. The numerous unique architectural details set this property apart. Whether you are looking for a primary residence or a waterfront retreat, this property offers a rare opportunity to enjoy the beauty and serenity of Lenoard Mill Pond.

8539 E Marlboro Dr, Delmar

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$525,000

Land Only Listing! Build your dream home on this exceptional waterfront lot with a private pier. This cleared, corner lot on a cul-de-sac offers breathtaking panoramic views of both sunrise and sunsets. Enjoy the added benefit of a bulkhead protected by riprap rock, ensuring durability. The property has access to public water and sewer managed by Charles County. Don’t miss this incredible opportunity! As a resident of Swan Point, you'll enjoy a variety of community amenities, including an Olympic-size pool overlooking the water, walking and biking trails, tennis and racquetball courts, a marina, and a sandy picnic area by the Potomac River. The beautiful 18-hole golf course features a putting green and driving range. The Country Club's Restaurant and Bar offers a wonderful dining experience for those evenings when you don’t feel like cooking, along with engaging events such as wine tastings, painting parties, murder mystery dinners, Sunday brunches, and a Summer Concert Series on the veranda. Note*** Just a 25 min drive to Dahlgren Naval Base and an hours drive to Joint Base Andrews and Patuxent River Naval Base. Other exciting conveniences to note, we are a quick 10 minute drive to Cobb Island where there are 4 waterfront restaurants, night life, the Cobb Island Market (offering groceries, fresh produce and a butcher on site) and a Dollar General. Also, Walmart and Target both deliver to the neighborhood! This property isn’t just a home; it’s a lifestyle. Don’t miss your chance to own this exceptional waterfront property! CALL THE LISTING AGENT FOR AN APPOINTMENT TODAY!

11210 Keokee Ct, Issue

Listing courtesy of CENTURY 21 New Millennium. Contact: 3016099000

$1,499,900

**COMPLETELY REIMAGINED WATERFRONT RETREAT ON BACK CREEK IN SOLOMONS!** Set on 3.29 private acres within walking distance to Solomons, Maryland, this completely remodeled 4500sqft waterfront retreat w/ 493 ft of Back Creek frontage blends luxury, privacy, and lifestyle. This exceptional property offers 5 Bedrooms, 4 Full Bathrooms, two primary suites, incredible outdoor living spaces, and a premier boating setup rarely found in Southern Maryland. From the moment you arrive, the setting immediately feels different. Mature trees, expansive lawn space, and panoramic water views create a peaceful waterfront backdrop while the beautifully updated home blends modern coastal finishes with comfortable everyday living. Inside, open living spaces are filled with natural light and designed to maximize the water views. Warm hardwood flooring, custom trim work, recessed lighting, oversized windows, and designer finishes create a home that feels both refined and inviting. The kitchen is the centerpiece of the home with custom cabinetry, quartz countertops, stainless appliances, floating wood shelving, designer fixtures, and a large statement island built for gathering and entertaining. The layout flows effortlessly into multiple living spaces while keeping the waterfront constantly in view. The formal living room offers warmth and character with a beautiful wood-burning fireplace as the focal point, perfect for cozy evenings or entertaining guests. Just beyond, the family room was designed around the views, featuring expansive picture windows overlooking Back Creek and creating a bright, open waterfront gathering space. One of the home's most unique features is the layout itself. The first primary suite is privately positioned toward the rear of the home with a large laundry room separating it from the main living spaces. A stunning breezeway with oversized sliding glass doors on both sides connects the suite to the main part of the home, filling the transition space with natural light and views of the surrounding property. The primary bath feels straight out of a luxury resort with extensive custom tile work, dual vanities, soaking tub, and oversized walk-in shower. The second primary suite offers its own beautifully remodeled ensuite featuring a striking black-and-white design, modern finishes, dual vanity areas including a dedicated makeup vanity, and an oversized custom shower—ideal for guests, multigenerational living, or extended stays. Two additional decent-sized bedrooms and a large hall bathroom complete the main floor. The hall bath is equipped with a large vanity w/ double drawer stack cabinets, quartz countertops, and a beautifully tiled shower. The finished basement offers additional living space, including a bonus room that could serve as a 5th bedroom, guest suite, home office, hobby room, or fitness space, plus a large recreation/media area. Outside, the property transforms into a true waterfront escape. A massive waterside deck overlooks Back Creek and creates the perfect space for entertaining, dining, or simply relaxing while taking in the peaceful setting. A custom paver stone gas firepit with granite surround creates another incredible outdoor gathering space tucked perfectly into the landscape. Near the shoreline, a large 14x16 storage shed with surrounding decking provides ideal space for boating equipment, fishing gear, paddleboards, and waterfront storage while offering another place to enjoy the views. At the water's edge, the private pier is designed for serious boating enthusiasts with an impressive 60x20 slip on one side and a 40x16 slip on the other, offering exceptional dockage rarely available on protected waters like Back Creek. Completing the property is a detached 4-car garage, extensive hardscaping, mature landscaping, and rare acreage with protected waterfront living—all just moments from Solomons' restaurants, marinas, and waterfront lifestyle.

160 Bamboushay Ln, Solomons

Listing courtesy of CENTURY 21 New Millennium. Contact: 4439689595

$389,000

3 Beds ⋅ 1 Baths

Opportunities like this don't come up often. 7607 Chesapeake Ave presents two separate waterfront parcels in Sparrows Point with utilities already at the street and a clear path to development. The existing structure carries no value, the opportunity is entirely in the land. The parcels are separated by a road and are best treated as two independent building sites. That distinction opens the door to a range of strategies: build on one and hold the other, develop both independently, or sell one to offset your cost basis on the second. Buyers should conduct their own due diligence on parcel configuration and permitted uses. Utilities already at the street is a meaningful advantage on a waterfront lot. Extending service from scratch adds real cost and timeline to any project before a single foundation is poured. That groundwork is already done here. The surrounding street tells the story, custom homes built in 2002 and 2023 sit on either side, evidence that buyers who've recognized this waterfront location have acted on it. Whether you're planning a primary residence on the water or evaluating this as a development play, 7607 Chesapeake Ave is worth a close look. Call or text today to learn more.

7607 Chesapeake, Edgemere

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

$450,000

3 Beds ⋅ 1 Baths

COMING SOON. WATERFRONT RAMBLER WITH 3 BEDROOM 1 BATH.

40626 Waterview Dr, Mechanicsville

Listing courtesy of NOVA Brokers, LLC.. Contact:

$1,075,000

Exceptional canal-front home with a pier and direct access to the bay. Thoughtfully updated throughout, this spacious 4-bedroom, 2.5-bath home offers the potential for a 5th bedroom and features new windows, flooring, renovated bathrooms, and an updated kitchen. Modern glass stair railings add a stylish contemporary touch, while the primary suite boasts a generous walk-in closet. Enjoy stunning water views from the spacious living areas, screened porch, and multiple decks. Outside, the beautifully landscaped and fenced yard provides the perfect setting for entertaining or relaxing by the water. Additional features include a fireplace, attached 2-car garage, and pier for boating, fishing, and crabbing right from your backyard. Ideally located just around the corner from one of Ocean Pines waterfront beach clubs, residents can enjoy convenient access to a pool, sandy beach area, and waterfront recreation. Enjoy all the amenities Ocean Pines has to offer, including pools, golf, marina, yacht club, parks, and beach club access. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, this exceptional waterfront property offers the best of coastal living.

9 Harborview Dr, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

$6,995,000

4 Beds ⋅ 6 Baths

Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in 2017 by renowned architect Cathy Purple Cherry, this residence was rebuilt and renovated to an exceptional standard, blending timeless coastal architecture with modern luxury and uncompromising construction quality. Spray-foam insulated walls and roof, steel reinforcement, double plywood construction, four-zone HVAC with humidifiers, gas backup heat, tankless propane water heaters, water treatment systems, generator backup, Sonos audio, and Lutron lighting create a home that is as efficient and functional as it is beautiful. Designed for both grand-scale entertaining and comfortable everyday living, the interior offers over-the-top craftsmanship and thoughtful details throughout. Maple hardwood flooring flows through elegant yet inviting spaces including a dramatic waterfront living room with a custom wet bar, an informal gathering room with built-in bookshelves, a private office with custom cabinetry, wet bar, balcony, and commanding views stretching down the Chesapeake Bay, and a state-of-the-art theater room complete with its own wet bar, refrigerator, and ice maker. The chef’s kitchen is a masterpiece featuring double Wolf ovens, Wolf cooktop, Sub-Zero refrigerator, three dishwashers, wine cooler, ice maker, built-in microwave, instant hot water, walk-in pantry with custom built-ins, and a sun-filled breakfast nook overlooking the water. The luxurious primary suite serves as a private waterfront retreat, highlighted by a stunning spa bath finished with Italian water-cut marble. Three additional bedrooms feature ensuite baths, while a full bath on the main level conveniently serves the pool and outdoor entertaining areas. Outdoor living rivals the finest resorts. Expansive Ipe decking surrounds a heated PebbleTec pool and spa, complemented by an outdoor kitchen, fire pit, integrated sound system, and extensive landscape lighting. The private pier is equipped with water, electric, approximately 4 feet of MLW, a 12,000-pound boat lift, an 8,500-pound boat lift, and a 1,500-pound personal watercraft lift, providing immediate access to the Chesapeake Bay and beyond. Offering 4 bedrooms, 5 full baths, 1 half bath, a dedicated office, and a deep four-car garage, this is a rare opportunity to own one of Annapolis’ premier waterfront properties in a setting where extraordinary architecture, unmatched craftsmanship, and world-class outdoor living come together on the shores of the Chesapeake.

3728 Ramsgate Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$389,000

1 Beds ⋅ 2 Baths

Experience the best of coastal living in the highly sought-after Old Port Cove West community. Situated along a canal with quick access to the open bay, this beautifully maintained bi-level townhouse offers approximately 1,002 square feet, 1 bedroom, 1.5 baths, and an expansive upper-level loft that comfortably functions as a second bedroom, giving the home the feel and functionality of a 2-bedroom property. The main level features an open living and dining area, a half bath, and a kitchen with all brand-new, never-used appliances that can be registered by the new owner. Sliding glass doors lead to a spacious canal-front deck overlooking the water. Boating enthusiasts will appreciate the private boat lift and direct canal access just steps from the back door, offering quick access to the open bay for boating, fishing, waterfront dining, and exploring the coastal waterways. The canal is also ideal for kayaks, paddleboards, and other small watercraft. Residents of Old Port Cove West enjoy access to a community pool, beautifully maintained grounds, and numerous recent community improvements, including repaved parking areas, updated roofs, new siding, recently completed bulkhead, and upgraded decks. Whether you're searching for a full-time residence, weekend retreat, investment property for rental income, or seasonal getaway, this canal-front property offers an exceptional combination of comfort, convenience, and coastal charm.

2819 Plover Dr Unit #43, Ocean City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$7,995,000

8 Beds ⋅ 10 Baths

Set on 20 private waterfront acres with over 800 feet of shoreline along the Chesapeake Bay, this extraordinary estate offers a rare opportunity to own one of Maryland’s most impressive legacy properties. Behind a gated entrance and winding tree-lined drive, the residence combines timeless architecture, exceptional craftsmanship, and resort-inspired amenities designed for both grand entertaining and everyday enjoyment. The shoreline is simply remarkable, featuring riprap protection, a private pier with lifts, sandy beach areas, water and electric service, and panoramic Bay views that deliver spectacular sunsets year-round. Whether enjoying a quiet morning by the water, setting out for a day on the Bay, or gathering with family and friends for an evening by the fire, every aspect of the property has been thoughtfully designed to embrace the waterfront lifestyle. Inside, over 15,000 square feet of finished living space showcases Brazilian cherry flooring, handcrafted millwork, coffered ceilings, custom paneling, seven fireplaces, and beautifully curated living spaces throughout. The gourmet kitchen serves as the heart of the home, featuring premium appliances, an oversized island, sunlit breakfast room, and a fully equipped butler’s pantry designed for seamless entertaining. The residence offers two luxurious primary suites, including a main-level retreat with fireplace, spa-inspired bath, private office, and direct access to the waterfront. Multiple ensuite guest bedrooms, a theater room, game room, exercise suite, expansive third-floor recreation space, and a private apartment above the garage provide exceptional flexibility for hosting family and guests. Outdoor amenities rival those of a private resort. Enjoy a saltwater pool and spa, covered poolside entertaining pavilion with outdoor kitchen and fireplace, regulation tennis and pickleball court, expansive patios and terraces, fire pit, pond with fountain, playground, and extensive professional landscaping that creates a setting of complete privacy and tranquility. This is more than a home—it is a Chesapeake Bay estate designed for generations to gather, celebrate, and create lasting memories. A rare offering where luxury, privacy, recreation, and waterfront living come together on an extraordinary scale.

7328 Kent Point Rd, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$650,000

Welcome to 182 Waldo Road in Pasadena offered at $650,000. An exceptional waterfront redevelopment opportunity on nearly three-quarters of an acre in Pasadena. The existing home is considered a tear-down, creating a rare chance to build a custom waterfront residence tailored to your vision. What sets this property apart is that many of the most expensive waterfront improvements are already in place. The property features a substantial private pier that was constructed in 2022, including multiple slips, providing immediate access to the water and saving a future owner the time, expense, and permitting process associated with new marine construction. In addition, the property includes Anne Arundel County-approved septic plans for a new residence of approximately 2,500 square feet, approved in April 2026. Property Highlights: ✅ .72-acre waterfront homesite ✅ Existing pier built in 2022 featuring: 50' x 6' pier 10' x 20' L-head Multiple finger piers Additional mooring pilings (Originally constructed at a cost of approximately $62,900.) ✅ County-approved septic design for a new 2,500± sq. ft. home ✅ Existing approvals help streamline the path to construction ✅ Rare opportunity to create a custom waterfront retreat in Pasadena Whether you're a builder, investor, or buyer seeking the perfect waterfront homesite, 182 Waldo Road offers the chance to start with valuable infrastructure already in place and focus on designing the home you've always wanted.

182 Waldo Rd, Pasadena

Listing courtesy of Next Step Realty, LLC.. Contact: 4439012200

$550,000

Create your dream waterfront retreat on this exceptional homesite offering both waterfront and water access in a sought-after setting. Build the luxury home you've envisioned with a minimum 2,500 sq. ft. residence requirement. Surrounded by impressive custom homes, scenic shoreline views, and outdoor recreation, this location is moments from Elk Neck State Park and the iconic Turkey Point Lighthouse. Enjoy the perfect blend of natural beauty, privacy, and coastal living.

210 Osprey Cove Ln, North East

Listing courtesy of Redfin Corp. Contact: 3016586186

$1,300,000

Location, location, location! Waterfront contemporary home on Patuxent River tucked in a protected cove. 180 degree view from Solomons Bridge all the way up the Patuxent River. 190' pier with lift and deep water. Home is nestled between Solomons, Leonardtown and a 15 Minute drive to PAX NAS on quiet lane. Spacious, open contemporary floorplan with main level primary bedroom and bath, wood burning stone-faced fireplace and multiple decks. 150 feet of waterfront with riprap. Home is in very good condition. Lovely circular driveway with separate workshop with its own meter. Lots of mature landscaping. No turn around, please no drive-bys.

45842 Patuxent Lane, California

Listing courtesy of KW Metro Center. Contact: (703) 535-3610

$489,900

2 Beds ⋅ 3 Baths

his waterfront townhome offers two levels of comfortable living. Well cared for with recent updates include Freshly Painted with new vinyl floor on main floor, bulk heading, roof siding and porch. Open kitchen and living room, large private new deck with steps down to pier and boardwalk area. Private boat slip with a lift and quiet community. Large bedrooms with plenty of room for guest, and extended family. Walk to the boardwalk, beach, shops, amusements & restaurants. This townhome could rent very well, Small well run association, 2 assigned parking spaces, easy bay access by boat, hazard insurance, and internet-Wi-Fi covered in low condo fee. All Furniture and BOAT included in the sale.

2807 Plover Dr Unit #4, Ocean City

Listing courtesy of Fairfax Realty of Tysons. Contact:

$1,400,000

4 Beds ⋅ 5 Baths

End each day with sweeping sunsets over Madison Bay from this exceptional waterfront compound offering 268 feet of protected, rip-rapped shoreline and 1.12 acres of privacy, ideally positioned with a coveted east-west orientation. A private pier equipped with a boat lift and personal watercraft lift enhances the property’s appeal, delivering immediate access to the water and an effortless boating lifestyle. Designed by renowned architect Burhsar Pathare, the impeccably crafted residence spans over 5,000 square feet across three finished levels, featuring 4 bedrooms and 4.5 baths, all thoughtfully positioned to capture unobstructed water views. Beautiful flooring flows throughout, complementing clean architectural lines and high-end finishes. The entry level welcomes you with a large living space highlighted by high ceilings and an abundance of windows that frame stunning water views. A beautiful, full-service bar—complete with sink, dishwasher, and high-end finishes—creates the perfect setting for entertaining. This level also features a spacious laundry and utility area along with a convenient half bath, and provides direct access to the backyard and waterfront setting for seamless indoor-outdoor living. Take the stairs or the elevator to access the upper levels of the home. The main level is truly striking, showcasing soaring 40-foot ceilings and a dramatic wall of glass capturing panoramic bay views. The open-concept design seamlessly integrates the kitchen, dining, and living areas, anchored by a stone fireplace. The gourmet kitchen features a spacious eat-in area and opens to a full-length wraparound deck overlooking the water—ideal for gatherings of any size. The main-level primary suite offers private deck access and a spa-like bath, with an additional full bath also located on this level. Upstairs, a loft overlooks the main living space, along with three generously sized bedrooms, including two ensuite bedrooms with private baths—each bedroom also features its own private deck overlooking the water, offering a peaceful retreat with breathtaking views. The third secondary bedroom features the added convenience of direct elevator access within the room itself. Outdoor living is equally impressive with multiple decking areas and a beautifully designed paver patio featuring a fire pit and sitting walls—all oriented to take full advantage of the waterfront setting. The property is fully fenced, enhancing both privacy and functionality. A gated entrance with electronic access further enhances privacy and security, while an oversized two-car attached garage provides ample convenience and storage. The property is serviced by public sewer and a private well. The residence is offered as a truly turnkey opportunity, conveying with the majority of its high-quality furnishings for an effortless, move-in-ready experience (select artwork and personal items excluded). The adjoining property at 1250 Old Madison Road is also available for purchase (MDDO2012114), featuring a charming 2-bedroom, 2-bath cottage with additional living space and expansive water views—ideal as a guest house or income-producing rental. An exceptional opportunity to fully embrace the waterfront lifestyle—where every day feels like a retreat and lasting memories are made. Mortgage savings may be available for buyers of this listing.

1252 Old Madison Rd, Madison

Listing courtesy of Redfin Corp. Contact: 3016586186

$699,000

Welcome to 35 Neptune Drive, a stunning 4-bedroom, 3-bathroom home on Rumsey Island with an expansive waterfront. Surrounded by water views and outdoor living spaces, this property offers an opportunity to enjoy the beauty, tranquility, and lifestyle that life on the water provides. Outdoor living is a highlight of this home. Step outside onto the patio, which opens to a spacious backyard and leads to a large waterfront deck overlooking the water. Continue down to your private dock, offering direct access for boating, fishing, kayaking, or simply relaxing while taking in the views. Inside, spacious living areas and tons of natural light create a welcoming atmosphere throughout the home. The primary suite includes a private sunroom overlooking the water, while a second sunroom on the main level provides additional space to relax and enjoy the scenery. Located on historic Rumsey Island, where the Big and Little Gunpowder Falls meet, residents enjoy a community known for its scenic surroundings, rich history, and coastal atmosphere. Whether you're spending the day on the water, entertaining guests on the deck, or enjoying a quiet evening watching the sunset from your backyard, 35 Neptune Drive offers a rare opportunity to enjoy waterfront living on Rumsey Island.

35 Neptune Dr, Joppa

Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 906-3840

$550,000

Priced below tax assessed value, this rare waterfront retreat on beautiful White’s Neck Creek offers a renovated guest house, private dock, and true Southern Maryland charm. Set on over half an acre in the established River Springs waterfront community, 37526 River Springs Road offers the kind of lifestyle buyers wait years to find: peaceful water views, navigable creek access, private outdoor space, and a move-in ready setting that feels tucked away while still being accessible. The main residence is warm, inviting, and tastefully updated with comfortable living spaces, natural light, and serene views of the water and surrounding trees. What truly sets this property apart is the renovated waterfront guest house, creating a rare two-residence setup ideal for visiting family, extended stays, a private office, studio, or flexible guest accommodations. Outdoor living is the centerpiece. Enjoy mornings by the creek, evenings on the deck, and weekends crabbing, fishing, kayaking, or relaxing by the water. The property also features a private dock, crab/oyster shack, and a large storage/workshop building near the front of the property, offering excellent space for tools, equipment, hobbies, waterfront gear, or future possibilities. Located near St. Catherine Island and Bullock Island, this property combines renovated living space, guest accommodations, usable land, private dockage, and memorable water views in one truly special creekside setting. Schedule your showing and experience the waterfront lifestyle for yourself.

37526 River Springs Rd, Avenue

Listing courtesy of Innovation Properties, LLC. Contact: 7037824422

$799,755

Stunning Waterfront Home with Deep Water Access & Exceptional Outdoor Living Experience serene, panoramic water views from this beautifully updated waterfront retreat offering 5 ft MLW, a private pier that could be extended, (see plan in the pictures of a proposed 40 ft+ pier), and space for multiple boats. Blending comfort, style, and functionality, this home is perfect for year‑round living or a luxurious weekend escape. Main Level Highlights Open‑concept living — Spacious family room with a gas fireplace and sliders leading to a 24' x 12' screened‑in porch (2022), built with maintenance‑free materials, two skylights, and sweeping water views. Renovated kitchen — Quartz countertops, stylish backsplash, upgraded stainless steel appliances, and durable LVP flooring. Semi‑formal dining room — Perfect for gatherings and entertaining. Main‑level bedroom — Large full bath with a double vanity. Waterfront office — Generous closet; ideal for work, hobbies, or flexible use. Second Level Features Expansive primary suite — Includes a private 16' x 11' screened‑in covered porch overlooking the water. Luxury primary bath — Seamless‑door 4 ft shower, elegant soaking tub, double sinks, and walk‑in closet. Two additional bedrooms — Well‑sized and full of natural light. Large laundry room — 16' x 8' with potential to convert into a third full bath. ⚙️ Exterior & Mechanical Features Oversized 2‑car garage Concrete driveway accommodating 5+ vehicles Two‑zone HVAC, with one system only 3 years old Natural gas already connected Private pier with new decking Deep water suitable for multiple boats. Prime Location and $10,000 in closing help from the seller This home is within walking distance to restaurants, a shopping center, and numerous local conveniences — offering the perfect blend of waterfront tranquility and everyday accessibility.

40 Johnson Rd, Pasadena

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 544-4000

$329,900

Welcome to 113 NE Isle Dr located in the beautiful, water oriented community of North East Isles. From the second you drive into the community you feel like you are on vacation. This lower level, 2 bedroom, 2 full bath and bonus room will make you feel right at home. From the wood flooring and full glass sliders overlooking the North East Creek to the large owner's suite and soaking tub and built ins, this condo is all you need either for a primary residence or vacation home. This condo also offers a limited, but year round views and the perfect spot to see the Eagles and Heron that make their home in North East Isles, too! Community amenities include 2 tennis/pickleball courts, pool, boat launch and watercraft storage, fire pit and picnic area and opportunities to rent or buy in the community's private marina. Just an hour from Lancaster, Baltimore and New Jersey. SELLER IS OFFERING A $10,000 SELLER ASSITANCE IF HOME GOES UNDER CONTRACT UNTIL 8/3/2026

113 Ne Isle Dr, North East

Listing courtesy of Integrity Real Estate. Contact:

$1,295,000

3 Beds ⋅ 4 Baths

Discover unparalleled waterfront living at 1117 Chester Road, nestled in the coveted Long Beach Estates of Middle River. This stunning 2,600+ square foot residence offers three bedrooms and three and a half bathrooms, all set against breathtaking views of Galloway Creek, mere moments from the Chesapeake Bay. Step inside to a dramatic two-story foyer and high ceilings that lead you into a thoughtfully designed living space featuring a cozy gas fireplace. The kitchen shines with elegant quartz countertops and modern appliances, creating a functional and inviting space for everyday living and entertaining. Enjoy seamless indoor-outdoor living with direct access to a spacious deck, ideal for enjoying the serene surroundings. The main level features a luxurious primary suite, offering comfort and privacy. In addition to the finished living area, the home offers approximately 500 square feet of unfinished space with an existing full bathroom, providing exceptional potential for a future recreation room, guest suite, home office, gym, or additional living area. Experience the ultimate in waterfront amenities with your private pier, boasting navigable water, a dedicated boat lift, and a jet ski lift. Additional conveniences include an inviting front porch and an oversized two-car garage. This exceptional property combines elegant design with a vibrant waterside lifestyle. Schedule your private tour today and envision your next chapter.

1117 Chester Rd, Middle River

Listing courtesy of RE/MAX Components. Contact: 4439921983

$1,795,000

A wonderful opportunity to purchase an amazing one story waterfront home on an expansive 2.5 acre lot with western exposure on Broad Creek. Many upgrades have been done to make this a special home to enjoy your life of relaxation and pure enjoyment on the Eastern Shore of Maryland! Mount Pleasant is a very sought after St Michaels neighborhood with close proximity to the downtown historic area of great restaurants, museums and boutiques but no town taxes! You will love the upgraded gourmet kitchen with granite countertops, large center island, soft close cabinetry, broad water views with Samsung stainless steel appliances where you can make your favorite dishes to enjoy. Besides the kitchen, the large Sunroom is my other favorite room of the home with large windows on three sides for panoramic water views to enjoy nature, sunsets and waterfowl along with great access to the wrap around waterside deck through sliding glass doors. I think you will agree when you see it! You will find a bonus of lovely hardwood floors throughout the home and 2 full upgraded bathrooms as well as a double sided wood burning fireplace for the cooler nights on the Shore and we all know that last winter was colder than most so it was very much enjoyed! The property includes a heated workshop for hobbies as well as 2 other sheds for extra storage should you need it but also a screened waterside Gazebo for entertainment, wraparound deck, partially covered front porch and a deeded private dock on Broad Creek with 3+ MLW with multiple slips, a boat lift and a great place to catch some fresh crabs for dinner! What are you waiting for? This could be the one you have been waiting to come on the market!

23776 Mount Pleasant Landing, Saint Michaels

Listing courtesy of Shore Living Real Estate. Contact: 4102515291

$8,950,000

24 Beds ⋅ 13 Baths

Parsons Creek Farm - A 255+/- Acre, Multi-Residence, Deep-Water, Waterfowl & Wildlife Estate at the Confluence of Parsons Creek and the Little Choptank River This once-in-a-lifetime Chesapeake Bay legacy holding is set upon 255.47 extraordinary acres of waterfront, wetlands, upland forest, and meticulously curated wildlife habitat making Parsons Creek Farm one of the most sophisticated private estates on Maryland's Eastern Shore. Masterfully blending historic charm, modern craftsmanship, high-performance land management, and recreational luxury, this turnkey, multi-residence compound stands unrivaled in scale, ecological design, and architectural execution. Positioned at the union of Parsons Creek and the Little Choptank River, the property enjoys nearly a mile of sandy, private shoreline, deep-water access, expansive water vistas, and complete seclusion - yet remains within a short drive to Cambridge, Annapolis, Baltimore, Washington, and the greater Mid-Atlantic corridor. A series of thoughtfully positioned structures - each with its own architectural identity - combine to create a private compound capable of sleeping more than 24 guests in total comfort. Elegantly sited to capture uninterrupted views across impoundments, woodlands, and water, the primary residence blends historic Maryland character with refined luxury. This meticulously designed, 9,583 sq. ft. luxury residence boasts an impressive array of distinct living areas, creating a home of both grand scale and exceptional comfort for family living and entertaining. The expansive property also features a charming, fully renovated, private 1,500 sq. ft. Cape Cod–style guest house that extends a warm welcome to visitors, and a third two-story residence complete with a full bedroom suite, full bathroom, laundry, and sweeping picture windows overlooking one of the ponds. Part of the estate's recreational opportunities is an over-the-water bar and game room, a gathering place where family and friends can cast a line into the pond while enjoying the comforts of a private lounge. Equestrian enthusiasts and entertainers alike will appreciate the impressive stable complex, complete with second-floor luxurious living quarters, a spacious game room, and full bar. Balconies at each end capture sweeping views of the surrounding woodland and water, creating an atmosphere of timeless elegance. Whether envisioned as a generational family compound, a private sporting estate, a conservation-forward investment property, or an exclusive corporate/hospitality retreat, Parsons Creek Farm offers a combination of luxury, ecological engineering, and rural waterfront beauty unmatched anywhere in the Mid-Atlantic. This remarkable waterfront estate is a unique opportunity that unites world-class waterfowl and upland hunting, meticulous wildlife management, and refined living—enhanced by impressive income potential. Having identified his replacement property, the seller is prepared to move forward and welcomes qualified offers.

964 Taylors Island Rd, Madison

Listing courtesy of National Land Realty, LLC. Contact: 4434128971

$320,000

$10,000 Price Reduction – Rare Chesapeake Bay Waterfront Opportunity! Waterfront homes under $325,000 are becoming increasingly difficult to find, making this well-maintained island retreat an exceptional value. Enjoy sweeping western views across the Chesapeake Bay, spectacular sunsets, and the peaceful waterfront lifestyle you've been dreaming of. Ideal as a full-time residence, weekend getaway, or investment property, the home features an updated kitchen with a center island, gas range, coffee bar, and luxury vinyl plank flooring. Flexible living spaces include a first-floor bedroom and office/playroom, an updated bath, a spacious family room, and a private second-floor owner's suite. Additional highlights include ductless mini-split heating and cooling, hot water baseboard heat, high-speed internet availability, rip-rapped shoreline, and a BAT septic system installed in 2019. A county-owned public boat ramp is just down the street beside a privately owned marina where slips may be available for rent (buyer to verify). A brand-new survey and legal description are available upon request. With a $10,000 price reduction, this is one of the best opportunities to own Chesapeake Bay waterfront without the premium price tag.

1814 Hoopersville Rd, Fishing Creek

Listing courtesy of Sharon Real Estate P.C.. Contact:

$1,350,000

5 Beds ⋅ 2 Baths

The locals called it Keister's Folly. In the mid-1940s, Dr. Keister built a barn on Kent Island overlooking Cox Creek, hoping to raise Black Angus cattle on 25 acres. The acreage was too small for the endeavor — but the barn he built was extraordinary. In the early 1960s, the developer of the Harbor View community converted it into a residence. The current owners' family purchased it in 1965 and has invested over $400,000 in improvements across sixty years of devoted stewardship. This property has never been publicly offered for sale — until now. Situated on 1.65 acres with 205 feet of protected waterfront on Cox Creek, this is one of the largest privately held waterfront parcels remaining in Harbor View. The 75-foot private pier extends into navigable tidal water with approximately 3.5 feet at mean low tide and two boat slips. Shoreline reinforced with professional rip-rap. Maps show Flood Zone X — outside 100-year and 500-year floodplains - buyer and agent should verify. The home offers 3,456 sq ft of living space across two levels including 700+ sq ft of unfinished second and third-level expansion space. Five bedrooms, two full baths. The upper-level primary suite features hardwood floors, panoramic water views, attached full bath, walk-in closet, private coffee bar with refrigerator, and a deck overlooking the creek. Updated kitchen with granite countertops, upgraded cabinetry, and high-end appliances, improvements throughout honor the building's barn heritage. Solid block construction. 200-amp electrical. Well water, public sewer. New Roof will be installed prior to settlement. Ideal for those who are seeking genuine Chesapeake waterfront with privacy, deep water access, and a property unlike anything else on the market. Be sure to download the Home Profile in the documents section for more details on the home including the history of the home.

2513 Cecil Dr, Chester

Listing courtesy of Real Broker, LLC - Chester. Contact: 8554500442

$749,900

Welcome to "Chesapeaks" . a charming weekend retreat nestled above the C&D canal with breathtaking views of the western end of the Chesapeake and Delaware Canal, and beyond towards the head of the Chesapeake Bay. This 2/3 bedroom 2 1/2 bath home invites those hungry souls that seek a natural retreat with abundant wildlife, combined with pleasure boating and the occasional passage of giant commercial marine traffic. Witness the migration of the yachting snowbirds at the change of the season with admiring sunsets that only the head of the Bay can provide. This tranquil property offers the warm charm of natural light in every room. Two pellet stoves add a warming ambiance during the coldest of winter days. Decks galore! Three distinctive decks add more to the "Chesapeaks" experience. One deck attached to the home, another deck serves as a dining platform in the central front yard (remember, this is water front) and the last a multi tiered deck that provides the transition from the home to the boat dock. This is the best place in Cecil County to gaze at the unique sunsets of Chesapeake Bay. Even though this home has a rural "feel" the property is 15 minutes from civilization, including route 95 commuting corridors to Baltimore, Philadelphia and neighboring airports. Be amazed and mesmerized at the boating world and shipping traffic that endlessly passes throughout the summer boating season, and then the quiet splendor of the fall and winter seasons. Enjoy abundant wildlife including deer, eagles, osprey, rabbits, foxes and numerous other mammals. Arrange for your tour today.

64 S Shore Rd, Elkton

Listing courtesy of BHHS Fox & Roach-Christiana. Contact: 3023681621

$1,950,000

Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside. Originally built in 1978, the almost 3600 sq. ft residence recently underwent a comprehensive renovation inside and out while honoring Mid-Century authenticity and maintaining an effortless flow and contemporary preference. From the street side, the home presents a timeless silhouette with a recent 70K Elevator with ramp that serves as a secondary entrance servicing 2 out of the 3 levels. Waterside, the home is the ultimate expression of blurring the line between nature and interior with floor to ceiling glass walls, 8' sliding glass doors and unobstructed views from the deck. This home wasn't designed to look at the water but rather live with it. A massive stone central fireplace is the heart of the living area creating a cozy architectural retreat. Tasteful modernization but true to its mid-century roots, every element of the home has been considered preserving the architectural integrity while offering the comfort and convenience expected today. More than a home, this is a rare opportunity to own a piece of design history- reimagined for modern waterfront living. Email for list of 925K spent on restoration since purchase including brand new private pier and brand new Kitchen and all 3 Full Baths. Epping Forest is a Gated Waterfront Community on the Severn River with a community beach, waterfront clubhouse with restaurant and bar, tennis/pickleball and marina (new marina is currently under construction) Strong neighborhood connections where neighbors treat each other like family and fun happens weekly! Year around community events codify friendships, 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, community chapel, yoga & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around! Epping Forest Inc is a special benefit tax district with bylaws and binding rules and regulations with Non-Riparian Waterfront. Special financing via Pentagon Federal Credit Jumbo 7/6 ARM available to low as 5.50%.

1739 Vineyard Trl, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$2,685,000

Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the Chesapeake lifestyle. Designed for both everyday comfort and effortless entertaining, the home offers an inviting open floor plan with seamless flow between the gourmet kitchen with center island, sunroom, soaring two-story living room, and adjacent family room. Walls of windows frame picturesque water views and fill the home with natural light. A versatile main-level room with an adjoining full bath provides ideal space for guests, a private office, or flexible living needs. Upstairs, the spacious primary suite serves as a peaceful retreat with abundant windows capturing the ever-changing waterfront scenery, a walk-in closet, and an ensuite bath featuring dual vanities, a large shower, and a relaxing soaking tub. Two additional bedrooms share an ensuite bath and a fourth bedroom provides plenty of space for family and friends. The expansive space above the garage has been transformed into a fun Margaritaville-inspired bar and game room complete with a full bath. This exceptional area offers endless possibilities and could easily become a second primary suite, private guest quarters, or an in-law suite. Outside, multiple entertaining spaces invite gatherings with family and friends while the lush lawn gently transitions to the water's edge. Whether hosting summer celebrations, launching a boat for a day on the Bay, or simply unwinding as the sun reflects across Fishing Creek, this property offers a lifestyle that feels like a vacation every day. A side-entry two-car garage and spacious driveway complete this exceptional waterfront offering in one of Annapolis Neck's most desirable communities. Welcome Home!

3733 Thomas Point Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$335,000