Find Your Waterfront Oasis

Beautiful Waterways Abound...

The Chesapeake region is full of a variety of waterways to explore... kayaking, sailing, power sports, yachting and watching all the life that fills the areas. We live this life and know the areas and the unique characteristics of waterview and waterfront homes. Let us be your guide on this adventure!

there's no better way to ENJOY the water than to LIVE on the WATER

$2,685,000
5 Beds 5 Baths
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

$875,000
4 Beds 4 Baths
The Landings at Piney Point is a highly sought-after waterfront community offering exceptional amenities and a true coastal lifestyle. Residents enjoy one of the most beautiful private beaches in Southern Maryland, along with a community pool, tennis court, playground, harbor with boat slips, boat trailer storage, and more. Whether you enjoy boating, fishing, kayaking, or simply relaxing by the water, this community offers something for everyone. Conveniently located just a short commute from Naval Air Station Patuxent River, The Landings provides the perfect balance of peaceful waterfront living and everyday convenience. This home offers numerous upgrades and exceptional features, including new shingles, siding, gutters, a stone-front garage, and beautiful hardscaping in both the front and back yards. On the waterfront side, a fire pit creates the perfect setting for relaxing evenings by the water and space for grilling. The home is filled with natural light, thanks to dramatic wall-to-wall windows topped with transom windows that showcase the stunning water views. There are two spacious primary suites, one on the main level and one on the upper level—both with soaking tubs, dual sinks, and separate showers. The upper level has a balcony for enjoying lovely sunsets. Situated on one of the largest lots in The Landings, this beautiful, level 0.409-acre property overlooks the harbor and includes a deeded boat slip # 69 with a lift is located directly in front of the home. The slip size is 25 ' x 10'. Water source available. Seller is unsure of the capacity of the boat lift; it appears to be 8,000-10,000 LBS. The wooden platform that is on top of the lift is for launching kayaks. Additional features include an in-ground electric fence for pets and recent landscaping with beautiful trees and shrubs that enhance the property’s charm and privacy. The main level features a wide-open floor plan with wall-to-wall windows to enhance the view. The spacious bedrooms offer comfort and character, each with its own special features, making this waterfront home truly one of a kind.

17597 Whitestone Dr, Tall Timbers

Listing courtesy of O'Brien Realty ERA Powered. Contact: 3018632400

$775,000
3 Beds 3 Baths
Enjoy effortless waterfront living in Southern Maryland from this premier end-unit condominium on Oakwood Lodge Lane in Piney Point, offering expansive views across the Potomac River to Virginia and a white sandy beach just steps from your door. Nestled within an exclusive 6-unit condominium community, this maintenance-free waterfront retreat offers over 3,500 square feet of beautifully designed living space with 3 bedrooms, 2 full baths, and a convenient main-level half bath. The main-level primary suite provides comfort and convenience, while hardwood floors, a chef’s kitchen, gas fireplace, and panoramic river views create the perfect setting for everyday living and entertaining. Upstairs, you'll find an additional primary suite featuring a private balcony overlooking the Potomac River and sandy beach—an ideal spot to enjoy morning coffee, watch boats pass by, or take in spectacular sunsets. The upper level also includes a a third bedroom, a spacious bunk room, and an additional full bath, providing plenty of room for family and guests. Step outside and sink your toes into the sandy beach, launch your boat from your deeded slip equipped with a 12,500-pound boat lift, or relax on the expansive deck overlooking the river, beach, and community pier. An attached 2-car garage provides ample storage for vehicles and beach gear. For boating enthusiasts, the property is located just minutes from the mouth of the Potomac River and approximately 15 minutes by boat from the Chesapeake Bay, providing easy access to some of the region's best fishing, cruising, and waterfront destinations. Located within walking distance of the Piney Point Lighthouse Museum, this exceptional waterfront residence offers a rare opportunity to enjoy one of the finest waterfront lifestyles in Southern Maryland, where boating, fishing, beach days, and unforgettable sunsets become part of everyday life.

17295 Oakwood Lodge Ln Unit #6, Piney Point

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$750,000
4 Beds 2 Baths
Wake up to panoramic views of the Bush River and spend your days enjoying everything waterfront living has to offer. Whether it's boating, kayaking, paddleboarding, jet skiing, swimming, or simply relaxing by the water, this property puts it all just steps from your back door. The private dock, with portions replaced in April 2026, accommodates larger boats and includes a boat lift, while the new bulkhead (2024) adds peace of mind. From here, you'll have easy access to the Chesapeake Bay and countless waterfront destinations. Inside, the open floor plan is designed for gathering, with hardwood floors, a gas fireplace, and water views that carry throughout the main living spaces. The sunroom is the perfect place to enjoy your morning coffee or unwind at the end of the day while overlooking the river. The primary bedroom opens directly onto the deck through sliding glass doors, creating an easy connection to the outdoors and offering beautiful water views to start and end each day. The home offers four bedrooms and two full baths, along with thoughtful updates that make ownership easier, including dual-zone heating and air, owned solar panels, and a new roof, gutters, and siding completed in 2020. A detached two-car garage provides additional parking and workspace, while the separate bath house offers extra storage for all your boating and outdoor gear. There's even a large attic storage area, easily accessed through the upstairs bedroom closet. An added bonus is the voluntary HOA, giving owners the opportunity to participate in the community without mandatory association fees or restrictions. If you're looking for a home where weekends revolve around life on the water instead of traffic to get there, this Bush River property delivers the lifestyle you've been waiting for.

2028 Park Beach Dr, Aberdeen

Listing courtesy of American Premier Realty, LLC. Contact: 4435120090

$799,000
4 Beds 3 Baths
Buy the home with NO INCOME VERIFICATION!! SAILBOATERS bring your SAILBOATS here with this 15’ water depth! WATERFRONT LIVING AT ITS FINEST! Nestled along Rock Creek & directly across the creek from the Maryland Yacht Club & the famous Mike's North Restaurant, this beautifully UPDATED 4-bedroom, 3-bath home offers the perfect blend of comfort, convenience, and BOATING lifestyle. With over 2,400 square feet of living space and a FULLY FINISHED WALK OUT BASEMENT, there's plenty of room for family, guests, and entertaining! The heart of the home features a stunning renovated kitchen with QUARTZ countertops, DUAL ISLANDS, INDUCTION Cooktop, DOUBLE OVENs, Under-cabinet lighting, Pantry, and WET BAR. Recent improvements throughout include UPDATED FLOORING THRU-OUT, Fresh paint, NEW LIGHTING, Newer WINDOWs, BRAND NEW CARPETING, and Beautifully RENOVATED BATHROOMS. Step outside to enjoy incredible WATER VIEWS from the expansive 600-sqft deck complete with CABLE RAILINGS, PRIVACY SCREEN, UPGRADED ELECTRIC & WATER Service, and plenty of space for gatherings. Follow the path to your private waterfront retreat featuring a 115' PIER with ELECTRIC & WATER, SANDY BEACH AREA at low tide, fire pit, 10,000 lb BOAT LIFT, and Swim Platform. BOATERS will love the easy access to the Chesapeake Bay & the convenience of fueling up just across the creek at the Maryland Yacht Club! Additional features include a new sidewalk and extended driveway accommodating up to SIX VEHICLES, waterproofed lower level, exterior paint, boat storage area, second laundry area in the primary suite, and numerous thoughtful UPGRADES THRU-OUT. This is more than a home—it's a WATERFRONT LIFESTYLE opportunity you won't want to miss- You deserve it!!

222 Bar Harbor Rd, Pasadena

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$999,000
3 Beds 2 Baths
Tucked away at the end of a quiet cul-de-sac on over an acre of waterfront property, this beautifully renovated home offers a rare opportunity to enjoy the waterfront lifestyle without the time, expense, and uncertainty of a major renovation. Situated along peaceful Lerch Creek, just off the West River, the property combines privacy, natural beauty, and a truly turnkey living experience in one of Southern Anne Arundel County’s most desirable waterfront communities. Since purchasing the home in 2021, the current owner has completed a comprehensive transformation, thoughtfully updating nearly every aspect of the property. A stunning new kitchen, updated bathrooms, new flooring, fresh paint, new appliances, new siding, and a new roof create a home that feels fresh, modern, and completely move-in ready. The result is a property where the hard work has already been done, allowing the next owner to simply move in and start enjoying life on the water. Inside, natural light pours through oversized windows and a dramatic skylight, creating bright and inviting living spaces throughout. The main level offers an easy, comfortable flow between the living room, dining area, and renovated kitchen, making everyday living and entertaining equally enjoyable. A standout feature of the home is the main-level bedroom and full bathroom, offering exceptional flexibility for guests, multigenerational living, or convenient single-level living. Whether used as a primary suite option, private guest space, or home office with full bath access, this main-floor layout is a rare and valuable feature in a waterfront setting. One of the home’s most inviting spaces is the climate-controlled sunroom, providing year-round enjoyment of the waterfront environment. It serves as a peaceful extension of the living space, ideal for morning coffee, quiet reading, or simply watching wildlife along the creek. From here, step out to the deck and patio areas that overlook the expansive yard as it gently transitions toward the water. Upstairs, two additional bedrooms and a full bath provide comfortable private accommodations, offering separation and space for family or guests. Life in Galesville is centered around the water. From boating and kayaking on Lerch Creek and the West River to waterfront dining and community amenities, the village offers a relaxed Chesapeake Bay lifestyle with a strong sense of place. Residents enjoy nearby parks, pickleball courts, a fishing pier, playground, marinas, sailing opportunities, and several beloved waterfront restaurants, all contributing to the charm and convenience of the area. Beautifully renovated, meticulously maintained, and perfectly positioned on the water, this is the rare waterfront property where buyers can skip the renovation process and immediately begin enjoying everything that makes Chesapeake Bay living so desirable.

4889 Lerch Creek Ct, Galesville

Listing courtesy of HomeSource Pro Real Estate. Contact: (443) 454-1470

$2,750,000
4 Beds 3 Baths
This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47± picturesque acres, the property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Approximately 42± acres are currently leased to a local farmer, preserving scenic views and agricultural tax advantages. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest.

7543 Bozman Neavitt Rd, Bozman

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

$7,500,000
4 Beds 3 Baths
Nestled within the prestigious St. Jeromes subdivision, this exquisite Bayfront residence offers an unparalleled lifestyle defined by luxury and tranquility. Spanning over 175 acres just with the main house, this coastal architectural masterpiece seamlessly blends sophisticated design with nature's beauty, providing a serene retreat for discerning homeowners. Step inside to discover a harmonious open floor plan adorned with rich hardwood. The expansive family room, complete with a cozy wood-burning fireplace and elegant mantel, invites relaxation and gatherings. The kitchen is a culinary enthusiast's dream, featuring an island, ample pantry space, and an inviting eat-in area. The primary suite is a sanctuary of comfort, boasting a Bayfront view, and a luxurious primary bath equipped with a walk-in shower. Additional highlights include built-ins, recessed lighting, and a dedicated entry-level bedroom, ensuring convenience and style throughout. The exterior of this residence is equally impressive, showcasing extensive hardscaping that enhances the property's aesthetic appeal. Enjoy the ultimate outdoor lifestyle with a private beach, perfect for sunbathing or leisurely strolls along the sandy shore. The roof deck offers panoramic views of the Chesapeake Bay, while the tennis court (should you choose to restore it) provides an active lifestyle option right at your doorstep. Multiple patios and decks create inviting spaces for al fresco dining and entertaining, all set against a backdrop of lush greenery and serene Chesapeake Bay views. This premium lot is a true gem, bordered by trees and offering a secluded atmosphere that feels worlds away from the hustle and bustle. With direct access to the Bay, indulge in fishing, boating, or simply soaking in the natural beauty that surrounds you. Ample parking with an attached garage and expansive driveway. Breathtaking views of the Bay, pond, and wooded areas create a picturesque setting that changes with the seasons. Located just steps from the water's edge, this home offers a unique opportunity to embrace a lifestyle centered around nature and luxury. With over 6,136 feet of water-frontage, this property provides direct access to the Chesapeake Bay, where swimming, kayaking, and water skiing await. This exceptional residence is not just a home; it's a lifestyle choice that embodies luxury, comfort, and the beauty of nature. Experience the ultimate in coastal living, where every day feels like a vacation. Sale includes 91 lots in St. Jeromes shores and 71 lots in Bay Harbor totaling approximately 280 acres. There is nothing else like this in Southern Maryland. Your legacy awaits.

50645 Holly Point Rd, Dameron

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$12,950,000
6 Beds 9 Baths
Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match, a private oasis where luxury and nature exist in perfect balance. Originally constructed by the renowned Pyramid Builders and later transformed through an extraordinary $7 million top-to-bottom renovation, also completed by Pyramid Builders, the estate has been reimagined to an uncompromising standard. Every space, finish, and amenity was thoughtfully designed and curated to create a residence that is as functional as it is beautiful, blending timeless craftsmanship with modern luxury. State of the art features include the Crestron Home Automation and integrated Lutron lighting systems while the modern luxuries entail top of the line Miele appliances including a built-in coffee maker, microwave and convection oven, BlueStar range, radiant heated floors in all bedroom bathrooms and much more. Here, days can begin with coffee overlooking the pond and its abundant wildlife, followed by a swim in the heated saltwater pool, a match on the tennis or pickleball court, a workout in the gym, or a stroll down to the sandy beach. Evenings are spent gathered with family and friends around the pool and hot tub, watching the game on the hydraulic television that rises from the landscape, enjoying a glass of wine from the tasting room, or simply taking in the stars above the Bay. The ever-changing waterfront scenery, southern exposure, and remarkable sense of privacy create a backdrop that feels more like a luxury resort than a private residence. Designed for those who believe home should be a destination, the property offers an incredible collection of indoor and outdoor amenities rarely found in a single estate. Tennis, pickleball, basketball, a climbing wall, playground, in-ground trampoline, expansive lawns, sandy beach, pond with fountain, indoor racquetball court with basketball and volleyball capabilities, golf simulator, game room, fitness center, indoor lap pool, infrared sauna, wine tasting and cellar area, and countless spaces to gather ensure there is always something to enjoy for every generation. The residence itself is beautifully designed and thoughtfully appointed, with spacious living and entertaining areas, a wraparound screened porch that embraces the waterfront setting, private ensuite bedrooms throughout, and a dedicated guest or in-law suite that welcomes family and friends in comfort and style. Abundant storage, an attached two-car garage, and a detached garage with additional space for vehicles, golf carts, recreational equipment, and storage provide the functionality expected of a property of this caliber. What makes this estate truly special is not simply the remarkable list of amenities—it is the feeling it creates. The extraordinary combination of peace, beauty, privacy, and convenience is increasingly difficult to find. Just minutes from Annapolis, yet seemingly a world away, this is the kind of property where children spend their days outdoors, guests never want to leave, and every sunset reminds you why you chose to call it home. A rare opportunity to own a true Chesapeake Bay waterfront compound where every day feels like a vacation, every detail has been thoughtfully considered, and the lifestyle is every bit as exceptional as the home itself. Welcome Home!

2045 Maidstone Farm Rd, Annapolis

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

$1,450,000
3 Beds 3 Baths
** OPEN HOUSE EVERY DAY, CALL FOR TIMES! ** Discover the possibilities of waterfront living on beautiful Beard’s Creek in sought-after Riva. Offering privacy, boating access, and exceptional long-term potential, this spacious property is ready for its next chapter—and the seller welcomes all offers. The ranch-style home provides comfortable one-level living with three bedrooms and two full bathrooms on the main level. The walkout lower level features high ceilings, a full bathroom, fireplace, and expansive glass doors overlooking the water. This bright and versatile space offers excellent potential for an in-law suite, guest quarters, recreation room, home office, or additional living area. Step outside and enjoy the Chesapeake Bay lifestyle from your private pier, complete with two boat lifts and convenient access to Granville Creek, the South River, and the Chesapeake Bay. The generous waterfront setting provides plenty of space for outdoor entertaining, relaxing by the water, and enjoying peaceful views throughout the seasons. Located in a quiet, non-through neighborhood, the property feels tucked away while remaining just minutes from downtown Annapolis, shopping, dining, marinas, major commuter routes, and popular waterfront destinations such as Mike’s Crab House. It is also located within the South River school district with convenient access to Washington, D.C., Baltimore, and the surrounding region. The large waterfront parcel may also offer the potential for subdivision into two waterfront lots, adding another exciting dimension to this unique offering. Buyers should conduct their own due diligence with Anne Arundel County regarding subdivision possibilities, required approvals, and future development options. Whether envisioned as a primary residence, weekend retreat, multigenerational home, renovation opportunity, or long-term investment, this distinctive waterfront property offers flexibility, location, and tremendous potential. Seller welcomes all offers.

3088 Tudor Hall Rd, Riva

Listing courtesy of RE/MAX Leading Edge. Contact:

$2,750,000
4 Beds 3 Baths
This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47± picturesque acres, the property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Approximately 42± acres are currently leased to a local farmer, preserving scenic views and agricultural tax advantages. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest.

7543 Bozman Neavitt Rd, Bozman

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

$599,900
4 Beds 2 Baths
Welcome to 10431 Brighton Road, your salt-air hideaway tucked along a quiet canal in Ocean City, where your private dock waits for boating, kayaking, or a lazy afternoon with your toes in the water. This furnished three-level home in Cape Isle of Wight in West Ocean City blends coastal comfort with waterfront convenience, offering 4-5 bedrooms, 2 bathrooms, and a fully equipped kitchen designed for easy gatherings and seafood feasts after a day on the bay. The main living area’s large windows overlooking the canal afford plenty of natural light. The kitchen includes all appliances, and is well-stocked with dishware and cookware, while the furnished living areas create a relaxed vacation-home atmosphere. All three levels feature potential sleeping accommodations, making this a flexible home for guests, extended family, or even a home office. Outside, the property offers multi-level decking and balconies, with views of the canal and Ocean City. A private dock provides boating access to the bay. This home also features a freshly painted one-car garage with extra storage space for boating and outdoor equipment. Ideally located in West Ocean City, this home offers easy access to nearby shops, restaurants, and everyday conveniences — many close enough to reach by bike. Enjoy the best of coastal living with the Ocean City Boardwalk, downtown attractions, Assateague Island, historic Berlin, beaches, waterfront dining, and local seafood favorites all just minutes away.

10431 Brighton Rd, Ocean City

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: 4106415000

$575,000
1 Beds 2 Baths
Welcome to Wymont Park, a sought-after waterfront community on picturesque Still Pond Creek, where every day feels like a vacation on Maryland's Eastern Shore. From sipping your morning coffee while watching the sunrise over the water to enjoying breathtaking waterfront sunsets from your private floating dock, this unique property offers the lifestyle you dream about. Nestled on a beautiful waterfront lot, this versatile property features two separate living spaces, making it ideal for multi-generational living, guest accommodations, or potential rental opportunities. The charming waterfront cottage offers 1 bedroom, 1 full bath, and 1 half bath, highlighted by a spacious living room with cathedral ceilings and panoramic views of Still Pond Creek. The kitchen provides abundant cabinet and counter space, making it perfect for entertaining. Adding even more value is the oversized detached garage with a fully equipped second-floor apartment, complete with 2 bedrooms, a full kitchen, living room, and full bath. Whether you're hosting extended family, accommodating guests, or creating a private workspace, this additional living area offers endless possibilities. Step outside and discover what truly makes this property special. A large wraparound deck leads to a gazebo, creating the perfect place to relax and take in the peaceful creek views. Follow the path to your private floating dock, ideal for boating, kayaking, fishing, crabbing, paddleboarding, or simply enjoying life on the water. Located in one of Kent County's most desirable waterfront communities, this property offers the perfect combination of privacy, natural beauty, and Eastern Shore charm. Whether you're searching for a full-time waterfront residence or weekend getaway, this rare waterfront property is ready for its next owner to make it their own. Don't miss your chance to own a piece of Maryland's Eastern Shore waterfront lifestyle on Still Pond Creek.

25133 Wymont Park Rd, Worton

Listing courtesy of RE/MAX Chesapeake. Contact:

$615,000
3 Beds 4 Baths
MOTIVATED SELLER; Modern waterfront living meets everyday comfort at 3145 Baybriar Road. Also available for Sale! Constructed in 2019, this contemporary home sits directly along Bullneck Creek with sweeping water views and a private backyard retreat designed for both relaxation and entertaining. The setting alone sets this property apart. Inside, the home offers a clean, modern aesthetic with an open main level layout that maximizes both natural light and water views. The kitchen is designed to impress, featuring an expansive island, quartz countertops, streamlined cabinetry, and upgraded appliances. Upstairs, three generously sized bedrooms each include their own ensuite bath, offering privacy and functionality. Two bedrooms open to private waterfront balconies, creating the perfect space to unwind and take in sunset views. Upper level laundry adds everyday convenience. The outdoor experience is where this property truly shines. A fully fenced yard leads to a private in ground pool overlooking the water, with ample patio space for gatherings and a grassy lawn that extends to the shoreline. Launch a kayak, paddleboard, or simply enjoy the peaceful waterfront setting. Tucked away on a quiet street yet just minutes from major commuter routes, this home offers the rare combination of privacy, accessibility, and lifestyle. A unique opportunity to own modern construction on the water with resort style amenities.

3145 Baybriar Rd, Dundalk

Listing courtesy of Keller Williams Legacy. Contact: 4436609229

$5,495,000
6 Beds 6 Baths
Luxury lakeview living at its finest. Perfectly positioned in one of Deep Creek Lake’s most desirable communities, this custom-built mountain retreat offers sweeping lake views, exceptional craftsmanship, and thoughtfully designed living spaces throughout. Built with quality and longevity in mind, the home showcases superior construction, soaring vaulted ceilings, exposed wood beams, expansive windows, and a stunning floor-to-ceiling stone fireplace that anchors the heart of the home. Designed for entertaining, the gourmet kitchen flows seamlessly into spacious dining and gathering areas, while multiple covered and uncovered outdoor living spaces invite you to enjoy the lake and mountain scenery year-round. The lower level is built for hosting with an impressive custom bar, recreation space, and additional room for guests. Rich wood finishes, upscale details, and a warm modern mountain aesthetic carry throughout the home. Outside, a spectacular fire pit gathering area creates the perfect setting for evenings under the stars overlooking the beauty of Deep Creek Lake. Located in one of Deep Creek Lake's premier residential communities, this exceptional property offers the perfect balance of luxury, privacy, quality craftsmanship, and lake lifestyle.s, and a warm modern mountain aesthetic carry throughout the home. Striking exterior architecture with stone accents, beautifully landscaped grounds, and an ideal location near Deep Creek Lake amenities complete this exceptional offering. Whether serving as a full-time residence or private vacation retreat, this home delivers luxury mountain living in a truly special setting. NOTE: Private residence. Showings are strictly by appointment only. Please do not access the property or grounds without a confirmed appointment and licensed agent present.

218 Smith Pointe Rd, Swanton

Listing courtesy of Railey Realty, Inc.. Contact:

$1,100,000
4 Beds 4 Baths
Perched above the Chesapeake Bay, this exceptional waterfront home offers sweeping views, and a setting that feels like a retreat every single day. Set on over an acre with 200+ feet of shoreline, the property blends natural beauty with thoughtful upgrades, creating a space that is both refined and relaxed. Inside, you’ll find over 4,000 square feet of living space designed to capture the water from nearly every angle. The main level features a primary suite, making everyday living easy and flexible. The kitchen opens to dining and living areas, all filled with natural light and framed by the Bay beyond. Upstairs and down, the home offers room to spread out, including a finished lower level with a full bath and bar area, ideal for entertaining or extended stays. Step outside and the property truly shines. Professionally designed ornamental gardens surround the home, creating a layered landscape of color and texture. Hardscaped patios, including a slate circular patio and paver terrace, offer perfect spaces to gather. Enjoy evenings by the firepit, quiet mornings on the screened porch, or host on the expansive deck overlooking the water. A shoreline revetment is already in place, and extensive drainage and stormwater systems have been thoughtfully installed to protect and preserve the land. Major systems have been upgraded for comfort and efficiency, including a geothermal HVAC system with three-zone climate control, a new hot water heater, whole-house water filtration with UV sanitizer, and Andersen rear picture windows that frame the view beautifully. Located in the Western Shores community, this property offers a rare opportunity not just as a primary residence, but also as a potential income-producing asset. Short-term rentals are permitted, making this an ideal Airbnb or second home investment in one of Calvert County’s most scenic waterfront settings. There is no HOA, giving you flexibility and fewer restrictions, but the community does have a Civic Association. The annual fee is just $75 for a single-family home. If you choose to take advantage of short-term rental opportunities like Airbnb, the Civic Association fee is $750 per year. Just a short drive to Washington DC, Annapolis, and Solomons Island, you get the best of both worlds. A peaceful waterfront escape with access to everything you need. If you’ve been waiting for a true Chesapeake Bay property that combines views, land, privacy, and flexibility, this is the one. Current shoreline feasibility studies, revetment documentation, and riprap information are available upon request. Buyers and their agents are encouraged to review the available reports and supporting documentation regarding shoreline protection and waterfront improvements completed on the property.

2400 Vern Rd, Port Republic

Listing courtesy of Deep Roots Real Estate. Contact: 4439676687

$4,500,000
5 Beds 3 Baths
94-Acre Equestrian Estate & Event Venue Opportunity – Offered at $4,500,000 Welcome to an extraordinary 94-acre private estate in Charles County, Maryland, where luxury, recreation, equestrian living, and income-producing potential come together. This remarkable property has received Charles County zoning approval for events, making it an exceptional opportunity for a private retreat, horse farm, event venue, agritourism operation, or family compound. The property features approximately 30 acres of fenced pastureland divided into eight separate paddocks, ideal for horses, livestock, or agricultural use. A picturesque one-acre stocked pond offers excellent fishing with bass, bluegill, trout, and catfish. The acreage is further enhanced by valuable timber resources including gum, oak, pine, walnut, maple, and pulpwood. At the heart of the estate sits a spacious 4,270-square-foot residence offering 5 bedrooms, 3 full bathrooms, and 2 full kitchens, making it perfect for multi-generational living, guest accommodations, or event operations. Additional features include a durable metal roof and a large, screened porch overlooking the peaceful surroundings. Supporting the property are five outbuildings, each equipped with a minimum of 300-amp electrical service, providing outstanding flexibility for equestrian, agricultural, workshop, storage, or event-related uses. Privacy is unmatched, with a stunning 2,500-foot private driveway leading to this secluded retreat. A planned 20-foot access road further enhances accessibility and future development potential. Despite its private setting, the property is conveniently located just minutes from downtown La Plata and approximately 30 miles from Washington, D.C., offering easy access to urban amenities while maintaining a true countryside atmosphere. Offered at $4,500,000 Private showings by appointment only. Contact the listing agent for additional information and to schedule your private tour. Property Address: 5745 Cues Favorite Place, Waldorf, MD 20602

5745 Cues Favorite Pl, Waldorf

Listing courtesy of Samson Properties. Contact: 7033788810

$4,995,000
5 Beds 4 Baths
There are places where you visit the water, and there are places where the water becomes part of your everyday life. Perfectly positioned along the shores of Spa Creek in the heart of Eastport, this exceptional waterfront residence offers a front-row seat to one of Annapolis' most coveted lifestyles. Imagine stepping from your back door onto your private pier, casting off for an evening cruise, a sunset sail, or a waterfront dinner in Annapolis Harbor just minutes away. Paddleboards and kayaks launch effortlessly from the floating dock, while the protected waters of Spa Creek become your backyard playground. Life here unfolds both on and off the water. Mornings begin with coffee on the balcony overlooking the creek as the masts in Annapolis Harbor come to life. Afternoons are spent entertaining friends across multiple waterfront terraces, watching sailboats glide past and city lights reflect across the water. Evenings conclude with a short stroll to Eastport's restaurants, marinas, yacht clubs, and waterfront gathering spots. Thoughtfully rebuilt and extensively updated, the home blends timeless craftsmanship with sophisticated coastal living. Wide-plank white oak flooring, custom millwork, designer finishes, and walls of glass frame breathtaking views from nearly every room. The open-concept living spaces flow seamlessly to the waterfront, creating an ideal setting for both intimate gatherings and large-scale entertaining. With a private 40-foot pier, 12,500-pound boat lift, floating dock, and direct access to the Chesapeake Bay, this is more than a waterfront home—it is an opportunity to embrace the Eastport lifestyle that draws people from around the world to Annapolis, . Properties that combine protected deep-water access, exceptional views, and walkability to Downtown Annapolis rarely become available. This is a home best experienced from the waterfront, where the views, the setting, and the lifestyle speak for themselves.

217 Lockwood Ct, Annapolis

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

$379,500
1 Beds 1 Baths
Experience the best of Deep Creek Lake from this beautifully situated 2-story, 1-bedroom, 1-bath condominium at Will O' The Wisp. Offering 636 square feet of comfortable living space and spectacular lake views, this waterfront retreat is the perfect personal getaway, year-round residence, or vacation rental investment. Enjoy your morning coffee while taking in panoramic views of the water, then spend the day enjoying the incredible amenities that make Will O' The Wisp one of Deep Creek Lake's most sought-after destinations. Residents and guests have access to an indoor swimming pool and hot tub, racquetball court, fitness center, and arcade, providing year-round entertainment for all ages. RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. DURING INCLEMENT WEATHER CONDITIONS, PROSPECTIVE PURCHASERS AND THEIR AGENTS ASSUME ALL LIABILITY ASSOCIATED WITH OR BY WEATHER AT THE PROPERTY. Boating enthusiasts will appreciate the community's 22 dock slips available for reservation and 4 dedicated jet ski docks, making it easy to get out and enjoy the lake. When it's time to relax, take advantage of two exceptional waterfront restaurant and bar venues located on-site, both featuring stunning lake views and convenient commercial docking. With professional on-site management, resort-style amenities, and a premier lakefront location just minutes from Wisp Resort, state parks, golf courses, and countless outdoor activities, this property offers an incredible opportunity to own a piece of Deep Creek Lake's waterfront lifestyle. Whether you're looking for a weekend escape or a property with strong rental appeal, this lakeview condo checks all the boxes.

20160 Garrett Hwy Unit #C307, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$675,000
3 Beds 4 Baths
Less than three miles from the iconic Ocean City Boardwalk, waterfront living and resort-style amenities come together at 11100 Crusader Lane, Unit 107. Perfectly positioned within the prestigious gated marina and golf course community of Glen Riddle, this exceptional end-unit townhome offers panoramic marina views, beautifully updated interiors, and an extraordinary coastal lifestyle. Spanning three levels of thoughtfully designed living space, this waterfront residence is perfectly suited for entertaining, gathering with family and friends, or simply enjoying the relaxed rhythm of life on the water. A bright and welcoming foyer introduces the home, where fresh paint throughout much of the interior, custom shiplap accents in the kitchen and dining room, updated lighting and ceiling fans, and abundant natural light create an inviting atmosphere. The main living level showcases an open-concept design centered around a beautifully appointed gourmet kitchen featuring Cambria Montgomery quartz countertops, extensive workspace, under-cabinet lighting, decorative tile backsplash, beadboard-wrapped breakfast bar, and a new refrigerator scheduled for installation prior to July 1. In 2025, new luxury vinyl plank flooring was installed throughout the main living areas, while new carpeting was added to the upper-level bedrooms and lower-level family room. The spacious living room is anchored by a cozy gas fireplace with a custom surround and opens to a waterfront balcony overlooking the marina. Whether enjoying morning coffee, spectacular sunsets, or watching boats glide through the harbor, this outdoor space provides a front-row seat to the beauty of coastal living. A separate dining room, highlighted by a stylish chandelier, offers access through transom-topped doors to a private front balcony. Upstairs, the primary suite serves as a private retreat, complete with magnificent water views and its own waterfront balcony. The spa-inspired ensuite bath features a deep soaking tub, dual vanity, large walk-in shower, and an expansive walk-in closet. Two additional generously sized bedrooms with ample closet space share a well-appointed hall bath, providing comfortable accommodations for family and guests. The lower level offers exceptional flexibility as a family room, recreation space, or guest suite. Two sets of transom atrium doors lead to a private covered patio, creating yet another inviting outdoor living space where the marina setting can be fully appreciated. A full bath enhances functionality, while a dedicated laundry room includes a washer and dryer purchased in 2017 that have seen minimal use. Access to the finished garage provides abundant storage with shelving, storage hangers, a dedicated storage room, and an additional refrigerator. Reflecting the home's meticulous care and maintenance, both HVAC systems were replaced in 2025, providing added comfort and peace of mind for years to come. Residents of Glen Riddle enjoy an impressive collection of resort-style amenities, including a clubhouse, fitness center, outdoor pool with splash pad, tennis courts, marina, boat ramp, kayak launch, and two championship golf courses. Fine dining is nearby at Ruth's Chris Steak House, while shopping, restaurants, medical facilities, and schools are just minutes away. World-class fishing, boating, beaches, and all that Ocean City has to offer complete this remarkable coastal lifestyle. For boating enthusiasts, Boat Slip #54 is available for separate purchase. The slip accommodates up to a 32-foot boat and includes a convenient dock box, making it easy to embrace life on the water! Don’t wait, schedule your private viewing today!

11100 Crusader Ln Unit #107, Berlin

Listing courtesy of Northrop Realty. Contact: 4105310321

$600,000
3 Beds 4 Baths
🌊 Waterfront Living • 🚤 Private Docks • 🌅 4 Private Decks • 🏡 No HOA or Condo Fees Welcome to 617 Bayshore Court, Unit B, a spacious 3-story semi-detached waterfront home in the sought-after Bayshore Estates community. This fee simple property offers 3 bedrooms, 3 full baths, 2,356 sq. ft. of living space, an attached garage, 4 private decks, and 2 fully owned docks — all with no HOA, no condo fees, and no ground rent. 🙌 Enjoy direct canal-front living with two private docks, including a floating jet ski dock and boat lift. Three of the oversized decks face south over the canal, while the fourth offers a northern view with a peek of the Isle of Wight Bay. The home also features cedar siding, a slab-on-grade foundation, extensive garage shelving, and a hot tub for added outdoor enjoyment. ✨ 🏠 Interior Layout 1st Floor: Flexible multipurpose room currently used as a family room, complete with a pellet stove, utility area, refrigerator, water heater, half bath, and access to the attached garage. 🔥 2nd Floor: Main living level featuring a recessed living room with redwood ceiling detail and a wood-burning fireplace, dining area with counter seating, and a kitchen that opens to a waterfront deck. Kitchen updates include appliances installed in 2021, including a stovetop, wall oven, microwave, and refrigerator with water, ice, and coffee features. 🍳🌊 Guest Bedroom with Full Bathroom. 3rd Floor: Primary suite with private deck, walk-in closet, attic access, and full bath. An additional large bedroom offers three closets, a view of the open bay, and access to another full bath. 🛌🛁 📍 Lifestyle & Location Step outside to your private docks and enjoy easy access to the Isle of Wight Bay for boating, fishing, and watersports. 🚤🎣 The location is close to popular Ocean City favorites including Dry Dock 28, Coins Pub and Restaurant, Buxy’s Salty Dog, Pit & Pub, Fish Tales, Happy Jack’s, and Mother’s Cantina. Jolly Roger Amusement Park, Speedworld, and Splash Mountain are also just minutes away. 🎢💦 💡 Opportunity This home is priced to reflect its current condition, creating an excellent opportunity for buyers looking for direct waterfront living, owned docks, and fee simple ownership in Ocean City. With the right updates, this property offers outstanding potential to build value and create a true coastal getaway. 🌴☀️

617 Bayshore Ct Unit #UNIT B, Ocean City

Listing courtesy of RE/MAX Advantage Realty. Contact: (410) 723-3600

$230,000
This is a beautiful setting and will make a great home site. Note: this is not the house on 7038 this is the vacant lots adjacent to 7038. Great Opportunity to own a waterfront lot in the quiet Twin River Beach Community. The water view from this partially shaded lot faces East. Imagine enjoying your morning watching the sun rise over the River. This is a buildable lot. According to Baltimore County Planning and Zoning setbacks are as follows: there are 2 lots, combined 50 foot wide, one side is 293 feet to the water, the other 250 feet to and easement. approximate dimensions are available in the documents. The Front of house will face the water, 25 ft setback from water's edge, 10 foot set back on each side, rear from road (driveway) is 30 ft. height 55 feet. The house is required to be raised with parking underneath, 2 floors of living space and the roof. They would like windows on the sides of the house as well. Balt. Co Planning and Zoning can answer your questions. The lot is part of the Chesapeake Bay Critical Area. It is a limited development area that is grandfathered under old requirements limited to 25% coverage or 31.25% coverage with mitigation. (2544 sq ft possibly 3180 sq feet with mitigation) This is the area of coverage house, decks, patio, shed, walkways etc, not total for the house as the house will have 2 living levels. This would be a tall, narrow, long house. This can be confirmed through the Balt Co of the Environment. Building regulations can be discussed regarding flood plain building requirements Dept of public works and development plan review. All feasibility studies are the responsibility of the buyer. Water and sewer hook ups are the responsibility of the buyer. This is a beautiful setting and will make a great home site. The Gunpowder River is quite and peaceful. Your home would be away from the hustle of the waterside resturaunts. The Oliver beach community has a community center you could join as a non voting member. No HOA just social activities and the boat ramp accesses. Don't wait to build your dream home.

7038 Lot 142 Pt 141 Greenbank Rd, Middle River

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 879-8080

$1,459,000
5 Beds 3 Baths
Welcome to your private waterfront paradise on the Elk River! In a stunning setting on 30+ acres, the home beckons those seeking serenity and an abundance of land to call their own. A former Christmas tree farm, the property ranges from mature forest with towering trees, to sprawling, tillable meadows, to marshland, a beach area with huge potential, and the Elk River a short distance from the expanse of the Chesapeake. Not in an HOA, and has the potential to be an amazing vacation rental. You'll love the house, designed with an abundance of glass to maximize the views of the sprawling landscape and the bay beyond. It's an Acorn Deck House (learn more at deckhouse.com), which has it's own well-deserved fan base. Entering the front doors, you'll be greeted by a wide open living space with vaulted ceilings and the wall of windows. In this space is the large fireplace, and next to it the spacious, custom kitchen, designed thoughtfully with entertaining in mind. The spacious deck wraps around the rear of the home overlooking the pool, a wonderful place to unwind and take in the views. Also on the main floor is a large space overlooking the water that's been cleared out to make way for what is begging to be a gorgeous primary suite, with large windows overlooking the water. Downstairs, you'll find four spacious, daylight bedrooms, with 3 of them having bay views and patio doors opening at ground level, with the pool just beyond. One features a private bath of its own, along with a second full bath that serves the remaining guest rooms. This level also features a spacious laundry area and the utility room. Note that a major upgrade completed by the owners is the installation of a geothermal system for efficiency of heating and cooling. Back outside, you'll find the pool an incredibly beautiful space; custom designed by the owners, it's practically brand new, a concrete pool build with only the best in mind. Roaming the outdoors, you'll find wildlife to be a part of life here with bald eagles having a nest on the property (imagine being able to say that!), a thriving deer herd, along with lots of other creatures. Fish in the creek and the Elk River, and the bay beyond, or hunt, or just soak it all in. A floating dock is in place for smaller boats, and a new dock can be build for larger boats, and to access to the beautiful beach area beyond the marshland. With your finishing touches, this home can become the haven of your dreams, or a stunning vacation rental. Homes in a setting like this don’t come along often, schedule your private tour today and experience the glory of waterfront living!

85 Green Haven Dr, Elkton

Listing courtesy of Astoria Realty Advisors LLC. Contact: 7174256264

$1,200,000
4 Beds 5 Baths
No HOA. Total square footage of 3520. The house's total sq ft is 2400 with 3 bedrooms and 2.5 baths. A 1120 sq ft apartment with 1 bedroom and 1 bath. The Garage has a 1/2 Bath. The property is in the forest management program for reduced taxes. Tucked along the protected waters of Saint Leonard Creek, this is the kind of property you don’t just visit, you settle into. Deep water, nearly 800 feet of riprapped shoreline, and over 6 private acres set the stage for a true waterfront lifestyle. The creek opens easily to the Patuxent River. Many people say the Best Crabs in Maryland are found in St. Leonard Creek, and this pier is a place to find them! The pier is built for serious water use. New Trex decking gives it a clean, low-maintenance finish. A covered boathouse, multiple slips, floating dock, dock shed, and room to move make this ideal for boaters who want everything in one place. Whether it’s fishing at sunrise or heading out for a cruise, this setup is ready. The 6.24 acres, five of which are in a Maryland Forestry Program, has many tall pines, poplar, and other trees , making this property secluded and private. A large three-car garage built in 2017 topped by a spacious apartment with a bedroom and a full kitchen. On the main level of the garage there's a half-bath, built-in shelving, 3 massive bays, making it functional for hobbies and storage. This opens up options. Live in the apartment while building your dream home, or use it as a private guest space. The main home has been well cared for over the years and offers a solid foundation for someone ready to make it their own and was renovated in ‘97. You can move in now and update at your own pace without pressure. The large gunite swimming pool was redone in the summer of 2024 . Recently installed was a new automatic pool cover. Additional outbuildings include a machine shed and a smaller shed, giving you room for equipment, projects, or expansion of how you use the land. Location matters here, too. You are minutes to Broomes Island, Solomons Island, and local marinas. Easy access to Route 4 keeps commuting to Prince Frederick, Annapolis, DC, or Pax River within reach while still feeling completely removed once you are home. This is not just a house on the water. It is space, shoreline, and flexibility. Use it as it stands, reimagine it over time, or build something entirely new. Properties like this do not come along often, especially with this kind of frontage and deep water access.

2237 Garrity Rd, Saint Leonard

Listing courtesy of Deep Roots Real Estate. Contact: 4439676687

$15,000,000
4 Beds 5 Baths
Private Island at 1546 Teal Drive, Ocean City, Maryland is a truly unique offering — the bay's only island estate. Included is an adjacent buildable waterfront lot just inside the entrance gates before crossing the private bridge. The improved .29-acre parcel features approximately 95 feet of bulkheaded shoreline with boardwalk, paved driveway, irrigation, and landscaping, offering flexibility for a future guest house or single-family residence, additional parking, or expanded waterfront enjoyment. Located off 15th Street in downtown Ocean City, the property offers seclusion and accessibility, 3 blocks to the Boardwalk and beach, minutes to the Ocean City Inlet and Assateague Island by boat, and a block from Harbor Island, home of the world-renowned White Marlin Open. Hidden behind a brick wall and accessed through a 6-foot gate, the arrival continues across a private 120-foot vehicular bridge from Mallard Island. The island encompasses more than 3 acres of native marshlands and coastal landscape with panoramic views of the open bay, the Rt. 50 Bridge to the south, Rt. 90 Bridge to the north, and the rare combination of breathtaking sunrises and sunsets across the water. Architecturally, the home is an iconic shingle-style residence inspired by Nantucket architecture, with exterior renovations and enhancements by renowned Lyman Perry Architects Ltd. of Nantucket, Massachusetts. The approximately 5,000-square-foot home features custom woodworking, Carlisle wide-plank hand-finished pine flooring, new Andersen doors throughout, approximately 3,250 square feet of wraparound decking, and expansive water views. Upon entering, a dramatic 24-foot atrium features a 12-foot by 15-foot overhead skylight and floor-to-ceiling Coral Rock fireplace feature connecting the surrounding living spaces. Designed to maximize open bay views throughout, the main living area features custom built-in cabinetry and flows into the separate dining and gathering spaces. The kitchen/family room creates an inviting area for entertaining, with custom solid birch painted cabinetry by Premier Cabinetry of New Holland, Pennsylvania, and a 5-foot by 8-foot teak island countertop. A custom wood spiral staircase provides secondary access between the main and upper levels. The main level also includes a home office with built-in cabinetry and pull-out file storage, plus an additional guest bedroom and full bath. Upstairs, an open bridge hallway overlooks the atrium while separating the primary suite from two guest bedroom suites. The four-room primary suite includes a bedroom retreat with bayfront deck, sitting/entertainment/dressing room with vaulted ceilings, custom cherry wood built-ins and four closets, en-suite bath with double vanity and dressing table, and a second dressing room with vaulted ceilings, four double-door deep closets, and an arched window with window seat dividing two built-in tall chests. Two additional bedrooms each feature en-suite baths and private decks. Outdoors, an island retreat features a pool and spa by Sea Glass Pools, expansive decking, gazebo bar with cabinetry and quartz countertops, full bath with shower, docking, 10,000-pound boat lift, and fish cleaning station. Significant recent investments include bulkhead improvements, reinforced helical pilings, bridge renovations, active security and surveillance systems, and maintained structural and mechanical systems. Surrounded by abundant birdlife and endless open-water vistas, this distinguished estate embodies timeless elegance.

1546 Teal Dr, Ocean City

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

$895,000
4 Beds 3 Baths
Welcome to 6011 Sunnyside Court...a true destination! This waterfront sanctuary has been completely refreshed with fabulous interior paint and a brand new 30 year roof! It is complimented by a sparkling saltwater pool and wide-open views of the Warwick River -your own resort! Moreover, this property provides great supplemental income for the astute investor. Enjoy the river-front complex when time allows yet rent "the resort" easily while you are otherwise engaged. This listing is unique in that it is sited on land that provides great views of the river which makes it a very popular airbnb property yet no flood insurance is required. It was designed with generously-sized rooms, a beautiful pool side leisure area and ample gardens. In sum, it is a splendidly built, upscale oasis in East New Market. The house is perfectly sited on a spacious 1.2 acre parcel in which to enjoy all seasons. This stylish hide-a-way has it all. Five bedrooms, upscale finishes and room to play. The first floor is fantastic with a wide open floor plan, 2 full bedrooms, a powder room, covered porch and views galore! A gracious living room has French doors overlooking and leading to the pool area. A modern white kitchen has island seating, tons of counterspace and opens to a large dining space with river and pool views. The sunroom has walls of windows and steps to an inviting patio area. The second floor is upscale with room for friends and family. A private primary suite has wonderful views, a stylish bath and great closet space. Two additional bedrooms and bath and laundry complete this light-filled floor. The third floor has great potential with a soaring ceiling and large windows promising future fun! The waterfront pool, inviting patios, riverfront dock and green gardens await your arrival. The saltwater pool is surrounded by a wrought iron fence, secure, yet allows views from all points. The patio has room for games and lounging. Garden areas and game playing lawns are ready for fun. An uncovered pergola and a top of the line dock is ready for your toys and boats. Parking for everyone and the best view in East New Market can be yours! Restaurants and shopping are close by too.

6011 Sunnyside Ct, East New Market

Listing courtesy of Compass. Contact: (410) 429-7425

$599,900
3 Beds 4 Baths
Experience the best of Kent Island waterfront living in this beautifully appointed home located in the sought-after Bayside community of Chester. Designed for both everyday comfort and effortless entertaining, this residence features an open-concept floor plan with abundant natural light, spacious living areas, and stylish finishes throughout. The gourmet kitchen serves as the heart of the home, offering generous counter space, quality cabinetry, and a seamless flow into the dining and living areas. The expansive primary suite provides a private retreat with a walk-in closet and luxurious ensuite bath. Additional bedrooms and flexible living spaces offer plenty of room for guests, a home office, or recreation. Enjoy outdoor living from the private deck, perfect for relaxing and taking in the peaceful surroundings. An attached garage and ample storage add convenience to everyday life. Residents of Bayside enjoy exceptional community amenities, including a clubhouse, fitness center, swimming pool, tennis courts, walking trails, and marina access. The boat slips at Castle Marina are rented. It can be on a short term up to a yearly basis. There are some slips over on the side where Queens landing condos are that can be for sale. Ideally located near waterfront dining, shopping, golf courses, and major commuter routes, this home offers the perfect blend of Eastern Shore charm and modern convenience. Don't miss this opportunity to enjoy a resort-style lifestyle in one of Chester's premier waterfront communities. Additional parking spaces are located across the street for your convenience.

1012 Auckland Way, Chester

Listing courtesy of Redfin Corp. Contact: 3016586186

$4,995,000
5 Beds 5 Baths
Architect-designed contemporary waterfront home on nearly 18 private acres across two parcels with approximately 1,400 feet of shoreline on Greenwood Creek. Positioned to capture 180-degree western views, the property offers privacy, deep water, and a setting that is increasingly difficult to find on Maryland’s Eastern Shore. A custom pivoting front door creates a striking first impression and sets the tone for the home's thoughtful design. The home was designed to take advantage of the surrounding water and landscape, with floor-to-ceiling windows, open gathering spaces, and strong indoor-outdoor connections throughout. The kitchen opens to the main living areas and features a glass accordion door that connects directly to the screened porch, creating a seamless transition between indoor and outdoor spaces. The layout flows easily between the kitchen, dining areas, family room, porch, and pool area, making the home equally well suited for everyday living and entertaining. The primary suite is set apart from the rest of the home by a glass-enclosed walkway and includes a private office, large dressing room, en-suite bath, and private porch access. In addition to the primary suite, the main level includes three additional bedrooms, each with access to a private bathroom. The finished lower level includes a home theater, billiards room, bar area, workout room, additional bedroom and full bathroom, along with unfinished basement space for storage. Outdoor features include a solar-heated pool, private beach, and deep-water pier with two boat lifts. The protected shoreline and direct access to Eastern Bay make this an ideal property for boating and waterfront living. A three-bay outbuilding with workshop space and additional storage provides room for equipment, hobbies, or car and boat storage. Located just outside Queenstown, the property is convenient to Easton, Annapolis, Washington D.C., Baltimore, and Philadelphia while offering the privacy and pace of the Eastern Shore.

2800 Bennett Point Rd, Queenstown

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

$1,550,000
4 Beds 4 Baths
TO BE BUILT – Exceptional Luxury Home with 1-Acre Waterfront Lot and Private Boat Ramp Experience the rare opportunity to build a custom luxury waterfront home just minutes to the Chesapeake Bay. Nestled on a tranquil wooded lot in West River, this stunning new construction residence offers the perfect blend of refined craftsmanship, modern comfort, and waterfront living. Thoughtfully designed with over 3,500 square feet of finished living space, this 4 bedroom, 3.5 bath home features a highly functional floor plan that lives comfortably for everyday enjoyment while effortlessly accommodating family and guests. The main-level primary suite provides convenience and privacy, while expansive living areas are designed to maximize natural light. Luxury finishes come standard throughout, including 10-foot ceilings, wide-plank White European Oak flooring, furniture-grade custom cabinetry, premium quartz countertops, and a chef's kitchen appointed with Sub-Zero and Wolf appliances. Seamless indoor-outdoor living awaits with a spacious screened porch featuring a cozy outdoor fireplace—perfect for entertaining or relaxing while enjoying the waterfront setting. Enjoy boating, fishing, kayaking, and all that Chesapeake Bay waterfront living has to offer directly from your backyard. Built by the renowned Whitehall Building & Company, buyers are invited to tour the builder's model home by appointment to experience the exceptional craftsmanship, attention to detail, and customization options available. As an added incentive, buyers will receive a $10,000 options credit when using the builder's preferred lender and title company. Qualified buyers may also take advantage of 100% VA financing. A rare opportunity to create your dream waterfront retreat in one of Anne Arundel County's most desirable waterfront communities. Contact LA with any questions or to schedule a tour of the property.

1110 Cherry Point Rd, West River

Listing courtesy of Realty Advantage of Maryland LLC. Contact: 3018819800

$699,000
4 Beds 2 Baths
Amazing waterfront opportunity on beautiful Leason’s Cove! Whether you are looking for a year-round residence, a weekend retreat, or the perfect waterfront getaway, this turnkey property is the complete package. This well-maintained home offers 4 bedrooms and 2 beautifully appointed bathrooms, thoughtfully designed to maximize comfort and waterfront living. Enjoy stunning water views from the balcony overlooking the cove, the perfect spot for morning coffee or evening sunsets. The home is being offered fully furnished, with interior furniture conveying, allowing the next owner to move right in and start enjoying the Chesapeake lifestyle from day one. The upscale kitchen features quality appliances and opens to inviting living spaces enhanced by attractive flooring and water views. The lower level offers additional living space with a full bedroom, family room, and a screened porch that creates the ideal setting for entertaining, enjoying steamed crabs with family and friends, or simply relaxing after a day on the water. Outside, the amenities continue with a private pier offering deep water access, making boating, fishing, kayaking, and waterfront recreation easily accessible. The spacious waterfront yard includes a fire pit area, multiple seating areas, a large shed for storage, and playground equipment, all situated on an oversized lot with plenty of room to enjoy the outdoors. Conveniently located just minutes from Solomons Island, the Patuxent River, and the Chesapeake Bay, this property offers easy access to waterfront dining, marinas, shopping, and entertainment while still providing the peace and privacy of a waterfront retreat. Approximately one hour and fifteen minutes from a major international airport, this home combines convenience with the ultimate waterfront lifestyle. Rarely does a property offer this combination of location, amenities, furnishings, deep-water access, and move-in-ready condition. Don’t miss this opportunity to own the complete waterfront package on Leeson’s Cove.

272 Elkins Ln, Lusby

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

$2,150,000
4 Beds 4 Baths
Welcome to Lanseair Farm – A Private Waterfront Estate with Fly-In Convenience Discover this one-of-a-kind 62.43-acre waterfront sanctuary on the historic Port Tobacco River in Welcome, MD. Boasting 912 feet of pristine shoreline and breathtaking downriver vistas stretching over 7 miles, Lanseair Farm offers unparalleled privacy, recreation, and accessibility by land, sea, and air. The centerpiece is the private Lanseair Farm Airport (MD97) featuring a lighted 2,900-foot asphalt runway, an attached hangar seamlessly integrated into the residence (perfect as an oversized garage or unique entertaining space), and a spacious detached 100' x 50' hangar. Ideal for pilots and aviation enthusiasts, this fly-in estate sits just a short flight from Washington, D.C. The custom-built home ( 5,976 sq ft) is engineered for durability with solid concrete construction. Enjoy an updated kitchen with fresh granite countertops (2023), an open floor plan overlooking the river, a massive fireplace, and a recently refinished pool (2026) that creates a fun whirlpool effect. Expansive grounds teem with wildlife—including nesting bald eagles—offering space for ATVs, boating, family gatherings, or the creation of a legacy compound (subdividable potential). Additional highlights include a large powered storage shed, easy access to Goose Bay Marina, and spectacular night skies far from city lights. Whether as a primary residence, weekend retreat, or private aviation haven, Lanseair Farm delivers an irreplaceable Southern Maryland riverfront lifestyle. Do you want a private showing?.

9100 Lanseair Farm, Welcome

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

$750,000
2 Beds 2 Baths
WATERFRONT! COMMUNITY BOAT SLIPS! LAKE ACCESS & VIEWS! 4TH OF JULY FIREWORKS VIEWS! SKI SLOPE VIEWS! Cabin #5 at The Lodges of Sunset Village is a detached WATERFRONT efficiency unit with two king bedrooms, a fully equipped kitchen, two full baths, and approximately 896 square feet, fully furnished and turnkey. This unit has a deck, hot tub, and porch, too! It's situated on a premier waterfront lot with stunning views! NEW! Your $20,000. Your Way. Ask about our flexible Buyer Choice Program designed to help you structure your purchase around your financial goals. Proven rental income meets the Deep Creek Lake lifestyle. Welcome to The Lodges at Sunset Village, where fully furnished, turnkey cabins offer the rare opportunity to own a vacation home with an established history of short-term rental success. Whether you're looking for a personal getaway, an income-producing investment, or the perfect combination of both, these cabins deliver exceptional value in one of Deep Creek Lake's most sought-after waterfront communities. The Lodges at Sunset Village have a proven history as one of Deep Creek Lake's top-performing vacation rental communities, with historical annual rental income averaging approximately $38,000 to $78,000 and estimated gross rental yields ranging from 11% to 15%, depending on the cabin. Rich in mountain character and designed for easy ownership, each cabin features warm wood interiors, inviting living spaces, outdoor gathering areas, and beautiful lake and mountain surroundings. Community amenities include shared lake access, boat slips, a spacious waterfront dock, a lakeside gazebo, fire pit, playground, abundant parking, and professional on-site management. Owners enjoy community lake access with shared waterfront amenities, including community owned boat slips, a spacious waterfront dock, and areas for kayaking, fishing, swimming, and enjoying everything Deep Creek Lake has to offer. The monthly condominium fee covers cable, internet, water, sewer, electricity, gas, trash service, snow removal, lawn care, exterior maintenance, pest control, and more, creating a truly low-maintenance ownership experience. Owner financing may be available. Call today for current availability, historical rental performance, financing options, and your private tour before these exceptional Deep Creek Lake cabins are gone. Call today for details and your private showing!

1417 Deep Creek Drive, Mc Henry

Listing courtesy of The KW Collective. Contact: 4435741600

$1,999,000
6 Beds 6 Baths
Completed in 2021, this exceptional 6-bedroom, 6 bath waterfront Modern Farmhouse offers an extraordinary blend of timeless architecture, refined finishes, and resort-style living within the prestigious gated community of Glen Riddle. A sweeping circular driveway and expansive wraparound concrete front porch create a striking first impression before you step through the double front doors into a grand foyer, where breathtaking water views immediately capture your attention. Thoughtfully designed for both elegant entertaining and everyday living, the open-concept floor plan is filled with natural light and showcases exceptional craftsmanship throughout. At the heart of the home is a stunning gourmet kitchen featuring an oversized quartz island, abundant custom cabinetry, premium finishes, and seamless flow into the spacious dining area and inviting great room. The family room is anchored by a gas fireplace with custom built-ins, while a separate formal living room offers additional gathering space or the flexibility to serve as a seventh sleeping area. A private home office provides the ideal setting for remote work without sacrificing comfort or style. The first-floor primary suite is a private sanctuary overlooking the pool and tranquil waterfront. Two custom-designed walk-in closets provide exceptional storage, while the luxurious en-suite bath features dual vanities and a spacious roll-in shower. Also on the main level are a generous laundry room, powder room, and direct access to the oversized three-car garage. Designed for exceptional outdoor living, the backyard is your own private retreat. The heated saltwater pool is notably deeper than most in the area, offering an enhanced swimming experience rarely found in coastal communities. An adjacent pool bath adds convenience for family and guests, making entertaining effortless while keeping the home’s interior clean and dry. The second floor offers outstanding accommodations with five additional bedrooms, three full baths, and a spacious loft that enjoys glimpses of the golf course across the street. A versatile bonus suite, currently used as a bedroom with its own full bath and private balcony overlooking the pool and creek, is ideal as a second owner’s suite, guest retreat, or media room. Built with both luxury and longevity in mind, the home was thoughtfully engineered to accommodate a future elevator serving both floors and the garage. Additional premium features include two tankless gas water heaters and dual high-efficiency dual-fuel HVAC systems with gas backup, delivering year-round comfort and energy efficiency as well as a 4ft encapsulated crawlspace. Parking is abundant with both the circular front driveway and an additional concrete driveway leading to the oversized three-car garage. The professionally irrigated lawn is maintained by the HOA, allowing for a truly low-maintenance lifestyle. Residents of Glen Riddle enjoy an exceptional collection of resort-inspired amenities, including a beautifully appointed clubhouse with a state-of-the-art fitness center, locker rooms with saunas, billiards and game rooms, card room, meeting facilities, outdoor swimming pool with integrated spa, children’s splash pad, tennis and pickleball courts, and on-site professional management. Golf enthusiasts will appreciate two championship golf courses and a driving range, with memberships available. Residents may also register personal golf carts for use throughout the community, further enhancing the neighborhood’s relaxed coastal lifestyle. Located just minutes from the pristine beaches, renowned dining, shopping, and entertainment of Ocean City, Maryland, this remarkable waterfront residence offers the rare opportunity to enjoy luxury coastal living in one of the area’s most sought-after gated communities.

11409 Maid At Arms Ln, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$1,100,000
2 Beds 2 Baths
Welcome to this charming waterfront retreat perfectly positioned along the shores of Browns Cove with breathtaking panoramic water views from nearly every window. Originally built in 1940 and thoughtfully renovated in 2008, this contemporary home seamlessly blends timeless character, modern comfort, and an unparalleled waterfront lifestyle. Offering 2 bedrooms, 2 full bathrooms, and over 2,000 finished square feet, the home features an open-concept main level designed for effortless everyday living and entertaining. The spacious living room flows seamlessly into the kitchen, while a separate dining room provides the perfect setting for gatherings. Walls of windows throughout the home fill the interior with natural light and frame the stunning marina and river views. Beautiful hardwood and carpet flooring, along with two cozy fireplaces, create a warm and inviting atmosphere. The main level includes a comfortable bedroom and full bath, while the entire upper level is dedicated to an exceptional primary suite. This private sanctuary features a spa-inspired bathroom, dual walk-in closets, a sitting area, and a private deck overlooking the water—an ideal place to enjoy your morning coffee or unwind at sunset. An upper-level laundry area adds everyday convenience. Outside, enjoy direct water access from your private dock equipped with an electric boat hoist/lift, along with riparian rights and navigable water access right from your backyard. Whether you're an avid boater or simply appreciate life by the water, this property offers a rare opportunity to embrace the Chesapeake Bay lifestyle. An added bonus rarely found in this section of the neighborhood is the abundant off-street parking. The property offers space for up to five vehicles, with four parking spaces in the driveway and an additional gravel parking space out front—an exceptional convenience where parking is often at a premium. Residents of Palisades on the Severn enjoy an array of community amenities, including beaches, a boat ramp, and playgrounds. Combining serene waterfront living with easy access to shopping and dining, this special property offers the perfect place to call home.

993 Round Bay Rd, Crownsville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4433727171

$725,000
5 Beds 4 Baths
You’ve waited your whole life to wake up to views like these. Now is your chance! This home features 5 full bedrooms and 4 full baths on a secluded .36 acre lot at the end of a crepe myrtle lined driveway, approx 74ft of shore line and includes your very own waterfront treehouse!! Over 3400 sq ft of finished living space and over 4600 total sq ft with soaring ceilings, views for days and a massive wrap around deck. Not only can you enjoy the waterfront life, but there is opportunity to earn income to pay for it! There is a full 1BR/1BA suite with separate entrance on the back of the home with AirBNB or in-law potential. The main floor is full of character with an open floor plan, fireplace, soaring ceilings, tons of natural light and windows that take advantage of the views. There are also two generously sized main floor bedrooms and a spacious updated full bath. The upper level is where you want to end your day. A full and private primary suite complete with vaulted ceilings, walk-in closet, custom updated bath and balcony overlooking the waterfront. Also on this level is a huge unfinished but insulated dormer space. It’s a blank slate but would be perfect for an office, gym, studio or whatever your heart desires. The lower level includes a mudroom area with access to the two-car garage, a full bath, additional bedroom and a large family/rec room with pellet stove and sliders to a stone patio. This could be a suite in itself! Amazing potential for multi-generational living. The yard is a peaceful, secluded retreat and the treehouse has four bunks and its own balcony! Step down to your pier with new decking and room for chairs or crab table as well as jet ski lift and plenty of places to dock your boat and for guests to tie up. The natural shoreline protects against erosion AND you don’t have to mow the hill! Enjoy high elevation with NO FLOOD INSURANCE needed. Currently zoned for sought after Sparrows Point Middle and High schools (buyer to verify). All of this with super easy access to 695, minutes to 95, Tradepoint Atlantic, Canton, Hopkins Bayview and nearby waterfront parks. Life is short – Buy the Waterfront!!!

3800 Edgewater Pl, Baltimore

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

$1,150,000
3 Beds 3 Baths
Open Friday, July 10th from 4-6:30 PM! Vacation every day in your stunning two-level condo with exceptional views and amazing privacy! Wonderful open floor plan and walls of glass make you feel like you are on a boat and create outstanding views from every room. Exceptional features include smart technology throughout, a wood-burning fireplace, soaring ceilings, GE Cafe appliances (new in 2024), electric blinds, separate dining area with a glass wall that beautifully reflects the water and accentuates the gorgeous natural light. Designer-selected tones throughout the home reflect the changing moods of the outdoors — soft greys and grey blues echo the water and sky, while subtle sunrise-inspired oranges and purples bring warmth and character to the interiors. Cherry wood floors and rich wood accents create a seamless connection between indoor living and the surrounding waterfront setting. The unit has been redesigned to increase the storage, creating ample closet space. Every day is a new opportunity to experience an incredible sunrise over the Chesapeake Bay Bridge and Eastern Shore, follow the tankers and watch the boat races. Chesapeake Harbour is a gated waterfront resort with outstanding water access, including private beaches, boat launch, and great piers for gathering with friends and neighbors to watch the races or cast a fishing line. Choose which of the two waterside community pools suits your mood (one is heated), enjoy a game of tennis on the multiple available courts, or launch your boat or board from the sandy beach and glide across the water. Take one of the many community paths to the marina (slips at Chesapeake Harbour Marina are available for a fee and NOT part of the HOA) or stop in for drinks or dinner at The Beacon harborside restaurant. Better still, stay home where you have the best view in the community and just relax. This amazing haven is located within a few short minutes of fun Eastport, Downtown Annapolis and its many offerings, dozens of scrumptious close-by neighborhood restaurants, 5 minutes from multiple breathtaking parks (Quiet Waters, Thomas Point, EO Moyer, Carr's), and it truly feels like a world away from it all! Bonus-100% turnkey-furniture included! Ask for more details!

2127 Beach Village Ct Unit #202, Annapolis

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

$6,299,000
9 Beds 9 Baths
A Masterpiece on the Potomac The largest and most iconic sale in Prince George’s County—a breathtaking sanctuary of luxury and distinction. Nestled on 10.57 acres of pristine landscape, this palatial 16,000 plus -square-foot residence offers an unparalleled blend of grandeur and comfort, boasting 700 feet of Potomac River waterfront—the largest in the county. A gated entrance opens to a stately extended driveway, leading to a graceful roundabout and a grand, oversized entrance framed by majestic exterior steps. Inside, a two-story atrium foyer with marble floors and a sweeping double-curved staircase welcomes you to an environment of timeless elegance. The main level is designed for both lavish entertaining and relaxed living, featuring two formal dining rooms, a spacious living room, a game room, and a large open kitchen with an extended island eat-in area adjacent to the family room. Direct access to the rear balcony offers seamless indoor-outdoor flow and panoramic views. The indoor pool, visible from the main level, invites serenity, complemented by a pool deck with steps to the lower pool area. The estate’s expansive layout includes 9 total bedrooms, a bonus room, 7 total full bathrooms, and 1 half bathroom. The upper level showcases five bedrooms, a bonus/sitting room, and an opulent primary suite with a private terrace capturing sweeping views of the Potomac River, the Woodrow Wilson Bridge, and neighboring Alexandria, VA. A fully functional attic space provides versatility with a spacious bedroom, a multi-use flex room, and an upper loft. The meticulously designed basement offers a 2-bedroom apartment with a full bathroom and a large eat-in kitchen, a theater room, a lounge area, and direct access to the in-ground pool area and a side 5-car garage. Embrace the ultimate in luxury living where architectural beauty, sophisticated interiors, and unrivaled waterfront vistas create an extraordinary residence without peer.

11501 Riverview Rd, Fort Washington

Listing courtesy of TTR Sotheby's International Realty. Contact: 3015161212

$1,190,000
4 Beds 4 Baths
Welcome to a truly exceptional waterfront retreat set on 2.78 scenic acres along the Wicomico River. This beautifully crafted 3,015 sq. ft. brick residence, custom built by Robert Messick, blends timeless design with thoughtful modern updates—all in an unparalleled setting. The property showcases sweeping, unobstructed panoramic water views, complemented by a clean, rip-rapped shoreline with no marsh. A rare, expansive stretch of flat lawn extends to the river’s edge, adorned with mature shade trees—creating the perfect backdrop for outdoor living. Whether you envision a private pool, an entertainer’s patio, or simply a peaceful riverside escape, this setting offers endless possibilities. A shared pier provides convenient water access, with designated space for your boat, while a structured pine forest at the entrance creates a picturesque, shaded approach. Tucked away on exclusive Cotton Patch Island, this secluded home is accessed by a private road serving only a handful of residences. Despite its serene setting, the property is just 15 minutes from PRMC, Salisbury University, and the vibrant downtown area—offering the ideal balance of privacy and convenience. Inside, the home has been extensively renovated by its current owners. Highlights include a beautifully updated kitchen, fully remodeled bathrooms, new hardwood flooring, enhanced trim and moldings, and a recently added composite deck with shade awnings—perfect for enjoying the breathtaking river views. A significant investment was also made to connect the home to public water and sewer. The spacious layout features 4 bedrooms and 3.5 baths, including a primary suite with two walk-in closets and a private en-suite bath. Additional spaces include formal living and dining rooms, a first-floor office with built-ins, a charming brick sunroom, a full bath on the main level (ideal for future pool use or post-outdoor cleanup), a half bath, and a dedicated laundry room. Upstairs offers three generously sized guest rooms and a large shared bath. A walk-up attic provides abundant storage and potential for future expansion. Additional features include a 2-car attached garage, an expansive blacktop driveway with ample parking, brick walkways, irrigation system, Dry-Tek crawl space, and a roof installed approximately 12 years ago by Spicer Brothers. This property is not part of an HOA (though basic deed restrictions apply), is serviced by city water and sewer, and is located within the Chesapeake Bay Critical Area. Flood insurance is approximately $800/year. Buyers are encouraged to perform due diligence regarding the addition of an in-ground pool. Offered AS-IS, with inspections welcome—this is a rare opportunity to own an extraordinary waterfront property with space, privacy, and exceptional potential.

1113 Cotton Patch Island Isl, Salisbury

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$344,900
2 Beds 3 Baths
Motivated seller! Experience relaxed waterfront living in this beautifully updated townhome condominium overlooking scenic Thompson Creek, where stunning water views, community amenities, and an exceptional coastal lifestyle come together. Thoughtfully renovated and move-in ready, this waterfront retreat blends modern upgrades with inviting indoor and outdoor spaces designed for both everyday comfort and, entertaining.The main level welcomes you with an updated kitchen featuring granite countertops, stainless steel appliances, and abundant cabinetry. Just beyond, the sunken living room creates a warm and inviting atmosphere highlighted by a beautiful brick gas fireplace (ready for propane hookup if desired and easily convertible back to wood-burning), a custom wet bar, and seamless access to the spacious waterfront deck, perfect for enjoying peaceful sunsets over the creek. Recent improvements totaling approximately $20,000 include luxury vinyl plank flooring, new carpet upstairs, fresh interior paint throughout, and new blinds, giving the home a refreshed, modern feel. Upstairs, you'll find two generously sized bedrooms, ample closet space, and 2.5 baths, including a spacious primary suite with a well-appointed ensuite bath. A private balcony off the primary bedroom provides tranquil water views, breathtaking sunsets, and peaceful views of the community walking paths. Outdoor living is truly at the heart of this property. Enjoy boating, fishing, kayaking, swimming, and waterfront recreation just moments from your door. Residents have access to a community pool, clubhouse, tennis courts, scenic walking and jogging paths, nearby marinas, and multiple boat launch options, including Thompson Creek Landing within walking distance and convenient access to Kent Island. Situated along the banks of Thompson Creek, this home offers picturesque views of the water, mature trees, and surrounding natural beauty, creating a peaceful setting perfect for relaxing, entertaining, or simply enjoying the waterfront lifestyle. Additional conveniences include unassigned off-street parking and a well-maintained community offering exterior building maintenance, professional management, and trash service, providing low-maintenance living and added peace of mind. Whether you're searching for a full-time residence, weekend retreat, or investment opportunity, this home offers the perfect blend of comfort, recreation, and coastal charm in an unbeatable waterfront setting.

1102 Marion Quimby Dr, Stevensville

Listing courtesy of Redfin Corp. Contact: 3016586186

$660,000
3 Beds 3 Baths
Welcome to 3 Old Sound Road, a beautifully updated WATERFRONT retreat located in sought after Rumsey Island. This exceptional home offers the perfect blend of modern updates and serene waterfront living. The main level features a spacious primary suite with a new en-suite bath, walk in closet, and ample space for a home office or sitting area. Sliding doors lead to a deck with breathtaking waterfront views. Two additional, nice sized bedrooms are also located on the main level The heart of the home is the large newly updated kitchen, complete with granite countertops, room for a large table, ample cabinet space, and seamless flow into the expansive family room. Vaulted ceilings, abundant windows, and French doors create a bright, open atmosphere and leads to a fully renovated, maintenance free deck that stretches the width of the house. This deck is composite. Take the spiral steps down to the rear yard. The lower level offers a cozy wood burning fireplace, sliding doors to a large, enclosed sunroom, a powder room and a large closet. This space is ideal for entertaining or relaxing after a day on the water. The door to the garage is in the lower level. Additional highlights include new vinyl flooring through most of the house, a new low-maintenance fence, a J-Plug/30 amp outlet for hybrid or electric vehicle, and a lower deck close to the water with newer boards and joists. The pier was replaced in 2025 and features water and electric. Pier is 5 1/2 foot wide and over 50' long. Rear yard hardscaping was complete in 2025, creating an inviting outdoor oasis. Large 2 car garage, extra space for water toys, large driveway and a large inside storage area for your water supplies This turnkey waterfront home is a rare opportunity to enjoy island living at its finest This location is ideal for swimming, paddle boarding, kayaking, boating, jet skiing, etc. Quick access to Gunpowder RIver and out to the bay The house comes with its own dinghy dock with lift

3 Old Sound Rd, Joppa

Listing courtesy of Realty Plus Associates. Contact: 4109144100

$699,000
2 Beds 3 Baths
Exceptional two-bedroom, two full and one-half bath luxury residence offering over 1,900 square feet at the prestigious The Ritz-Carlton Residences with breathtaking harbor and marina views. Formerly the model residence and ideally positioned within the building, this exceptional home showcases extensive recent designer upgrades, blending timeless elegance with sophisticated modern finishes. A gourmet kitchen appointed with premium Viking appliances flows seamlessly into expansive living and dining spaces designed for effortless entertaining and everyday luxury. The private balcony captures stunning waterfront views, while the southern exposure fills the residence with exceptional natural light throughout the day. The primary suite serves as a true retreat, featuring abundant closet space and a luxurious spa-inspired bath. A spacious second bedroom with an en-suite bath completes the residence. Two garage parking spaces and a dedicated storage area are included. Residents enjoy world-class five-star amenities including 24/7 concierge, valet, and security services, an indoor heated saltwater pool, a state-of-the-art fitness center with movement studio, private theater, board and club rooms, guest suites, and more. Ideally located just moments from Baltimore’s vibrant arts district, Ravens and Orioles games, and with convenient access to BWI Airport, I-95, and Penn Station, this residence offers an exceptional blend of luxury, comfort, and accessibility. Discover waterfront living at its finest at The Ritz-Carlton Residences

801 Key Hwy Unit #458, Baltimore

Listing courtesy of Monument Sotheby's International Realty. Contact: (410) 525-5435

$895,000
4 Beds 2 Baths
Presenting 26835 Roland Tyler Road, a distinguished, gated estate encompassing approximately twenty acres with direct waterfront access to Johnson’s Creek, which opens to ape Hole and then Big water of the Sounds. A private asphalt drive, flanked by mature crape myrtles, four brick lighted pillars, and a professionally riprapped drainage swale, establishes a refined approach. The circular drive and dedicated hardscaped parking pad provide ample guest parking. The grounds comprise roughly twelve acres of mature timber with income potential and eight acres of marshland, creating a serene natural sanctuary with direct water access. This property supports a wide range of outdoor pursuits. Sportsmen will appreciate opportunities for deer, turkey, and waterfowl hunting, as well as crabbing, fishing, and boating from the creek. The tranquil setting is equally suited to nature observation, birdwatching, and peaceful walks with sweeping marsh views. Homestead amenities include a chicken coop, raised garden beds, a greenhouse, and extensive landscaping. A private road extends to the water for convenient shoreline access and small-craft launch, and a substantial outbuilding accommodates storage and large-scale outdoor entertaining, including traditional crab feasts. For equestrian interests, there is ample acreage for future pasture, and select existing structures are adaptable for stalls or weather shelter. Approached via a hardscaped walk, the brick-front country porch opens to interiors distinguished by quality construction, custom millwork, and handsome hardwoods. The formal dining room features picture-frame wall detailing, dental crown molding, extensive chair rail, and hardwood flooring. The family room offers a brick fireplace with a gas insert and a wood-beamed ceiling for inviting, four-season comfort. The chef’s kitchen is appointed with brick flooring, a generous seating island, granite countertops, a tiled backsplash, a farmhouse sink, stainless steel appliances including double ovens and a cooktop, a premium refrigerator, dual pantries, and a wood-beamed ceiling. Adjacent to the kitchen, a private four-season laundry suite presents a cathedral wood ceiling, bay and transom windows, LVP flooring, a sliding barn door, custom doors and shutters, abundant cabinetry, and an additional exterior entry, and it is equipped with a front-loading washer and dryer (gas). The primary suite is a restful retreat with hardwood floors, a cathedral wood-beam ceiling, wainscoting below the chair rail, a sliding door to a private deck, pocket and custom barn doors, a large walk-in closet, and an adjoining reading or study room, with the safe conveying. The en suite bath includes a tiled walk-in glass shower, tiled flooring, dual granite vanities, and a soaking tub. On the main level, an additional bedroom currently utilized as an office offers a walk-in closet, a bay window, LVP flooring, and access to a nearby full bath. The upper level provides two additional bedrooms—one with a walk-in closet—highlighted by knotty pine ceilings and floors and knee-wall storage, reached via a custom wood staircase with picture-framed wall detailing. Systems and enhancements include a private generator, an encapsulated crawl space with dehumidifier, recessed lighting throughout, public water service with reverse osmosis filtration, a Rinnai gas tankless water heater for on-demand hot water, an ADT security system, and Andersen and Pella windows. In summary, 26835 Roland Tyler Road offers a rare combination of privacy, recreational opportunity, and craftsmanship in a classic Eastern Shore setting. Private showings are available by appointment.

26835 & 26841 Roland Tyler Rd, Crisfield

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$250,000
1 Beds 1 Baths
Coming Soon! If you’ve been dreaming of waterfront views, low-maintenance single-level living, and resort-style amenities in a vibrant neighborhood, your search ends here. Welcome to 23 Pierside Drive, located in the highly sought-after HarborView Marina and Yacht Club community. From the moment you arrive, the elegant lobby and 24-hour concierge service set the tone for the lifestyle that awaits. Take the elevator to Unit 337, one of the community’s select residences offering captivating waterfront views of Baltimore’s harbor. Inside, the updated kitchen features stainless steel appliances, luxury vinyl plank flooring, a custom tile backsplash, and a convenient breakfast bar. The open-concept layout flows seamlessly into the living room, where engineered hardwood flooring, crown molding, recessed lighting, a statement ceiling fan, and a neutral color palette create a warm and inviting atmosphere. The true centerpiece, however, is the stunning harbor view visible from the main living area. Step through the sliding glass door onto your private balcony and enjoy refreshing waterfront breezes along with panoramic views of the city skyline, including the iconic Domino Sugars sign. The spacious primary suite offers plush carpeting, two closets, including a walk-in closet, and direct access to the waterfront balcony. The renovated en-suite bath showcases a designer tile surround shower with a sleek glass enclosure. A linen closet and full-size washer and dryer add to the home's everyday convenience. Extensive updates completed in 2024 include recessed lighting, kitchen backsplash, carpeting, engineered hardwood flooring, ceiling fans, a renovated bathroom, washer, dryer, stove, refrigerator, and water heater. As a resident of HarborView Marina and Yacht Club, you'll enjoy assigned secure parking, a dedicated storage unit, indoor and outdoor swimming pools, saunas, a fully equipped fitness center, and inviting community gathering spaces, including the Fireside Lounge, Harbor Room, and Baltimore Room. You'll also appreciate the convenient location near DiPasquale's Market, Federal Hill, and Locust Point, with quick access to I-95 for easy commuting. Offering spectacular waterfront views, stylish updates, exceptional amenities, and an unbeatable location, this move-in-ready condo truly checks all the boxes. The HOA fees cover: The Harborview Health Club (at the base of the Tower building) -24 hour access for residents. The HOA outdoor pool: available for residents to use from Memorial Day to Labor Day, daily from 10 am - 8pm. The grounds landscaping. The grounds snow removal. Trash collections. Maintenance Staff.

23 Pierside Dr Unit #337, Baltimore

Listing courtesy of Northrop Realty. Contact: 4102956579

$10,850,000
4 Beds 7 Baths
An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett Breeding and flawlessly built by Pyramid Builders. A complete refit elevated the home to an uncompromising standard where timeless architecture and modern sophistication exist in perfect harmony. An enchanting winding crushed gravel driveway framed by Belgian block curbing sets the tone for the remarkable experience that awaits. Perfectly positioned with western exposure, the property captures breathtaking sunsets as golden light melts into the horizon across the river and the surrounding landscape. Professionally designed landscaping creates a lush resort like setting that enhances the home’s striking architectural presence. Inside, high lacquered woodwork, bespoke millwork, hidden passage doors, attention to detail, and coffered ceilings create an atmosphere of refined sophistication. Ultra luxe Chesneys fireplace surrounds anchor multiple living spaces with warmth and elegance, while expansive walls of glass frame sweeping water views and seamlessly connect the indoors with the surrounding waterfront setting. A richly appointed wood-clad office with custom built ins offers an executive retreat designed for both privacy and inspiration. At the heart of the residence, the extraordinary St. Charles kitchen rivals those found in internationally celebrated estates, featuring Premier custom cabinetry, a statement Le Cornue range and island, exquisite fixtures, and an artisan-crafted focal point range hood, all designed for elevated entertaining and effortless daily living. Outdoor living reaches resort caliber with an elevated spa and a spectacular four sided overflow vanishing edge pool, where the waterline sits flush with the pool edge, creating a seamless visual connection to the river beyond. Exotic Ipe hardwood decking surrounds the pool and expansive rear terrace, while pergolas and a screened porch provide beautifully designed spaces for entertaining and relaxation. A new private pier, private beach, and panoramic river and pond views complete this extraordinary waterfront lifestyle. The upper level offers four luxurious ensuite bedrooms, including a phenomenal primary suite with sweeping water views, barrel ceiling, a fireside sitting room, a boutique inspired dressing gallery, and a spa quality bath with a soaking tub overlooking the water. Integrated Control4 home automation delivers effortless comfort and convenience throughout. Tucked away on the coveted Annapolis Neck peninsula, Wimbledon Farms offers a rare blend of tranquility, exclusivity, and convenience. Just moments from Downtown Annapolis and major commuter routes, the setting feels worlds away, defined by peaceful surroundings and an unmistakable sense of retreat. Encompassing only 19 estate homesites, this intimate waterfront enclave is gracefully bordered by Harness Creek and the South River, creating a breathtaking backdrop for both sunrise and sunset vistas. Residents enjoy a warm yet private community atmosphere, highlighted by occasional neighborhood gatherings and an expansive marina on protected Harness Creek, a prized deep water haven known for its calm, sheltered waters and exceptional boating access. Welcome Home!

3344 Harness Creek Rd, Annapolis

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

$1,550,000
5 Beds 5 Baths
Wake up to sunrise on the Choptank River and wind down with some of the most stunning sunsets on the Eastern Shore — with Ospreys, Eagles, Herons, and an abundance of wildlife as your daily backdrop. This stunning 4,853 sq ft waterfront estate sits on 2.44 acres with 268 feet of private river frontage, putting you right on the water and just steps from the best of historic downtown Denton. Built in 2006 and extensively renovated in 2016, this 5-bed, 4.5-bath home has been meticulously maintained — nothing to do but move in. Two private primary suites on the main level each offer a serene river view retreat, ideal for multi-generational living or hosting guests in style. Three additional bedrooms upstairs provide room to spread out. Soaring 9-ft ceilings, hardwood floors with a dark walnut finish, maple paneling, and a custom Hagerstown Kitchens kitchen set the tone for quality throughout. Entertain on the brand-new Trex deck (2025) or unwind on the screened porch with spectacular western sunsets — and those views are yours forever. The land across the river is a protected Resource Conservation Area. All major systems are in excellent condition and maintained on yearly service contracts: three Carrier variable-speed HVAC units, dual Rinnai tankless water heaters, closed-cell foam insulation, and Hardie Board siding. The private dock features 8 ft MLW, a boat lift, and dedicated kayak dock with water, 240V power, and security cameras — accessed via hand-laid stone steps. Ospreys, Eagles, Herons, and Owls are regular visitors. A dedicated wellness room with river view includes a voice-command sauna, cold plunge, full shower, and workout space. The 3-bay epoxy-floored garage with LED lighting offers abundant storage for all your gear. A short walk to historic downtown Denton — an Eastern Shore best-kept secret with Eden Town Brewery, award-winning Caroline's Restaurant, Clayton Farms, and Shore Gourmet and the Chesapeake Culinary Center. Easton, St. Michaels, and Oxford are less than 30 minutes away, while Annapolis, Ocean City, Rehoboth Beach, Assateague, and Chincoteague are all within roughly an hour. You're already in the heart of it all.

322 S 2nd St, Denton

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$2,175,000
4 Beds 4 Baths
Discover a serene retreat in the heart of Waverly Island Estates, where a major renovation in 2025 breathes new life into this charming Cape Cod home. Spanning 2.77 acres, this property offers a perfect blend of comfort and nature, featuring 4 spacious bedrooms and 2 full and 2 half bathrooms, ideal for both comfort and relaxation . Step inside to find a beautifully maintained interior with hardwood and ceramic tile flooring, complemented by a cozy fireplace that invites warmth and gatherings. Outside, the allure continues with a personal pool and a stunning view of the Tred Avon River. Enjoy the tranquility of waterfront living with 200 feet of river frontage, complete with a private dock site, perfect for boating, fishing, or simply soaking in the picturesque surroundings. The lot features rip-rap for added stability and a peaceful, no-thru street setting that enhances privacy. With ample parking, including a side-entry garage and driveway space for guests, convenience is at your fingertips. Embrace the lifestyle of riverfront living, where you can kayak, swim, or enjoy a leisurely day on the water. This home is not just a property; it’s a sanctuary waiting for you to create lasting memories. Experience the perfect blend of comfort, nature, and adventure in this exceptional residence. Only a few short miles to downtown Historic Easton, YMCA, shopping and parks.

7272 Waverly Island Rd, Easton

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

$585,000
2 Beds 2 Baths
Welcome to this beautifully updated 2-bedroom, 2-bath condo with a den in the highly sought-after Sea Watch community! This coastal retreat offers a bright and airy feel, featuring an updated kitchen with beautiful cabinetry, granite countertops & stainless steel appliances designed for easy beach living and entertaining. Porcelain tile flooring flows throughout the den, kitchen, and living area, while both bedrooms feature stylish porcelain wood-look flooring that adds warmth and charm. Floor-to-ceiling windows and sliding glass doors invite in natural light from the southern exposure while offering glimpses of both the ocean and bay. Step onto your private balcony to take in Ocean City’s breathtaking sunrises and colorful sunsets, all with the soothing sound of the ocean in the background. Just outside the front door, you’ll also appreciate the convenience of a private laundry and storage room, perfect for keeping all of your beach essentials organized. Sea Watch is known for its incredible resort-style amenities, including indoor and outdoor pools, a fitness center, movie theater, game room, tennis courts, basketball court, beach volleyball, billiard room, parking garage, on-site management, and more. This condo has also been a successful rental property, offering strong investment potential while still providing the perfect personal beach getaway. Whether you’re searching for a vacation home, investment opportunity, or year-round coastal retreat, this exceptional condo captures the best of Ocean City living!

11500 Coastal Hwy Unit #918, Ocean City

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

$2,495,000
3 Beds 3 Baths
Tucked away on approximately 3 private acres along Plaindealing Creek just off the Tred Avon River, this striking waterfront retreat offers the perfect blend of Mid-Century Modern style, open-concept living, and exceptional Eastern Shore lifestyle amenities. With approximately 5’ MLW, a private dock with boat lift and floating dock, and sweeping water views from nearly every room, this property is designed for effortless waterfront living. The 3-bedroom residence features a desirable main-level primary suite with expansive creek views and direct access to the rear deck. The updated kitchen is a showpiece, centered around a massive U-shaped island with gas cooktop, abundant seating, and seamless flow into the light-filled living spaces. Hardwood flooring runs throughout most of the main level, while soaring ceilings and expansive windows create an airy, open feel that beautifully captures the surrounding waterfront scenery. Upstairs, two additional bedrooms share a full bath, accompanied by an open loft overlooking the foyer and living room — could be used as an office space or sitting area. Outdoor spaces are equally impressive. A sprawling rear deck stretches across the back of the home with access from the primary suite, living room, and kitchen, creating effortless indoor-outdoor living. The in-ground pool, mature landscaping, attached 2-car garage, and detached garage/workshop/storage building complete this exceptional waterfront offering. A rare opportunity to enjoy privacy, boating, and timeless architectural style in one of Talbot County’s most desirable waterfront settings.

26282 Deep Water Harbor Rd, Easton

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

$2,475,000
7 Beds 6 Baths
"Tranquil Waters" is a rare Chesapeake Bay waterfront retreat on Tilghman Island, comprehensively renovated to the highest standard and designed to capture panoramic water views from nearly every room. This extraordinary residence blends refined coastal architecture with the relaxed elegance of Eastern Shore living. Dramatic walls of glass, soaring ceilings, and open living spaces flood the home with natural light while framing endless Bay views, spectacular sunrises, and unforgettable sunsets. The fully renovated interior includes a redesigned chef's kitchen, spa-inspired baths, new windows and sliding doors, updated trim and fireplace features, and extensive system upgrades throughout. Exceptional waterfront amenities include expansive Trex decking, deep-water dockage, a heated indoor pool and spa pavilion, and seamless indoor-outdoor living designed for entertaining and year-round enjoyment. Major capital improvements include new HVAC systems, roof replacement, hot water heater, air purification system, decking, windows, doors, and more, offering true turnkey peace of mind. Beyond its appeal as a private waterfront retreat, "Tranquil Waters" has enjoyed a successful luxury vacation rental history, creating an appealing opportunity for buyers seeking both lifestyle and investment potential. Equally suited as a luxury primary residence, waterfront getaway, or private retreat, "Tranquil Waters" delivers the ultimate Eastern Shore lifestyle: water, light, privacy, and complete escape.

21642 Chicken Point Rd, Tilghman

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$4,395,000
4 Beds 4 Baths
This West Ocean City waterfront home is all about the setting. The views, the boating access, and the location come together in a way that is hard to find. From multiple levels of the home, you can take in water views with sightlines toward the inlet, Assateague, and the Ocean City skyline. Custom built in 2003, the home offers 4 bedrooms, 4 baths, an open kitchen and living area with a wall of glass facing the water, generous bedroom spaces, two fireplaces, and an elevator serving every level, including the rooftop deck. The main living area is comfortable and easy to enjoy, with the kitchen, dining, and living spaces all centered around the view. The primary suite has its own fireplace, great natural light, water views, a custom bathroom, and an additional walk-in dressing room/closet. Outdoor space is a major part of the property, with five separate seating areas including covered and uncovered balconies, a waterside deck, and a rooftop deck. For boating, the property includes two boat slips with lifts, one set up for Jet-Skis and the other a boat, giving you direct access to the surrounding waterways. You are also close to restaurants, marinas, beaches, shopping, entertainment, and everything that makes West Ocean City such a convenient coastal location. If you are looking for a waterfront home with views, usable outdoor space, boating access, and a true West Ocean City location, this one is worth a closer look.

12959 Harbor Rd, Ocean City

Listing courtesy of Harbor Living. Contact: 3025861000

$750,000
2 Beds 2 Baths
****PLEASE READ FOR SUNDAY'S OPEN HOUSE ON 8/2- PARK EITHER ON THE STREET PAST 182 SEVERN WAY OR AT THE COMMUNITY BEACH AT THE END OF SEVERN WAY AND WALK ALONG THE COAST* Nestled along Chase Creek in the sought-after Pines on the Severn community, this utterly charming waterfront cottage is the definition of storybook living. Overflowing with character, warmth, and thoughtful updates, 1448 Westway offers the rare combination of cozy cottage appeal and exceptional outdoor-lifestyle amenities, just minutes from Downtown Annapolis and Route 50. Inside, knotty pine walls create a timeless cottage feel, while the exquisitely lit enclosed porch provides the perfect setting for morning coffee, reading, or entertaining year-round. The updated kitchen features granite countertops, upgraded wood cabinetry, recently installed refrigerator, and quality finishes. Additional recent improvements include double-paned, energy-efficient windows, top rated Mitsubishi AC units, and all recently updated lower level doors. Upstairs you will find updated ceilings, carpeting and the addition of a spacious walk-in closet. Bathrooms include updated toilets, charming checkerboard tile flooring, and a recently installed upstairs shower. Step outside to enjoy an exceptional waterfront setting with approximately 75 feet non-riparian waterfront along Chase Creek, one of the highest quality bodies of water in all of the Severn River. The beautifully crafted ipe wooden rear stairway and deck overlook the water and lead down to a stunning stone patio ideal for outdoor entertaining. The outdoor breezeway connects to a large freshly painted basement offering abundant storage, gardening space, and a dedicated kayak/canoe rack. After boating, paddleboarding, or beach days, unwind in the convenient outdoor shower. Property offers BRAND NEW roof and kitchen skylight, refinished kitchen flooring, newly built/stained front deck, repainted enclosed porch flooring, and freshly painted upper level spaces as well as the spacious basement. The basement presents an excellent opportunity for future finishing. Its side and rear entrances, along with an elongated window, add convenience and versatility to the space. Pines on the Severn offers an unmatched lifestyle with community amenities including a sandy beach, boat slips, floating dock, boat ramp, canoe/kayak storage, playground, ball fields, tennis and basketball courts, community pool, and easy access to the B&A Trail. A truly special property blending waterfront charm, community lifestyle, and modern updates in one unforgettable cottage retreat. Deeded 9'x18' parking space on neighboring pad plus readily available on‑street parking around the corner on Severn Way and at the level community beach parking area a short flat walk from the cottage. Special Notes: This property is part of a Special Community Benefits District (SCBD) that transfers $589 annually from paid local taxes to the Pines Community Improvement Association (PCIA) instead of HOA fees.

1448 Westway, Arnold

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

$619,000
2 Beds 3 Baths
Enjoy resort-style waterfront living with harbor and Chesapeake Bay views in the gated community of Chesapeake Harbour. This beautifully updated two-level residence offers the ideal blend of comfort, natural light, and low-maintenance coastal living. Freshly painted throughout with new carpet, the home features a thoughtfully designed floor plan with over 1,900 square feet of living space, an attached 2 car garage with interior access and additional parking out front, a rare and coveted amenity in the neighborhood. The entry level features an eat-in kitchen with white cabinets and counters, powder room and laundry room with a few steps up to the living room. The thoughtfully designed split-level layout creates a natural separation between the home’s functional spaces and its main entertaining areas, allowing gatherings to flow effortlessly while keeping day-to-day tasks discreetly tucked away. The dramatic living area where soaring ceilings, gas fireplace with custom built-ins, and walls of windows fill the space with natural light while framing the harbor views. Step outside to the expansive full-width waterside deck, the perfect setting for morning coffee, evening cocktails, or simply enjoying the marina activity and views stretching toward the Chesapeake Bay. Upstairs, the spacious primary suite offers a balcony, an ensuite bath with new cabinet and drawer fronts, and a peaceful retreat for relaxing after a long day. A loft-style flex space overlooks the living room below and can easily function as a second bedroom, home office, or additional lounge area, complemented by a full hall bath. Life in Chesapeake Harbour feels like a year-round vacation with an unmatched collection of resort-style amenities, including two waterfront pools, a private sandy beach, exclusive fitness center for a small enclave of residents, tennis and pickleball courts, fishing piers, walking and jogging paths, picnic areas with grills, scenic Chase Pond, and the security of a 24-hour attended gatehouse. The newly opened waterfront marina restaurant adds to the vibrant atmosphere with outdoor dining and live music on weekends. Ideally located just minutes from Downtown Annapolis, Eastport, the United States Naval Academy, waterfront dining, shopping, and historic attractions, this exceptional residence also offers easy access to Washington, DC, Baltimore, and Baltimore/Washington International Thurgood Marshall Airport. Whether you are searching for a full-time residence or a lock-and-leave waterfront retreat, this home offers the very best of the Annapolis waterfront lifestyle. Welcome Home!

2002 Dakota Pl Unit #2A, Annapolis

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

$1,475,000
5 Beds 6 Baths
Exceptional waterfront living awaits at 23500 River Road in Town Creek, Maryland. Situated on 1.32 beautifully maintained acres along the Patuxent River, this expansive 3,952 sq. ft. home offers a rare combination of warmth, comfort, functionality, and breathtaking waterfront lifestyle. Designed for both everyday living and entertaining, this 17-room home features four spacious upper-level bedrooms, three full baths upstairs, two half baths on the main level, and an additional full bath and bedroom on the lower level. Multiple rooms throughout the home showcase sweeping water views of the Patuxent River and Thomas Johnson Bridge. The oversized primary suite serves as a private retreat, complete with soaring ceilings, dual closets including a large walk-in closet, and a beautifully updated en suite bath featuring heated floors, dual vanities, a newly tiled walk-in shower, private water closet, and an in-suite washer and dryer for added convenience. The heart of the home is the custom kitchen featuring Amish-crafted cabinetry, custom organizational pantry shelving, granite countertops, center island cooktop, double ovens, under-counter microwave, custom built-in desk, and double sink perfectly positioned to overlook the waterfront and backyard. Warmth and character flow throughout the home with hardwood flooring, herringbone hardwood foyer accents, parquet hallway flooring upstairs, fresh carpeting, 18-inch travertine tile, and three gas fireplaces located in the living room, family room, and lower-level entertaining area. Outdoor living is equally impressive with two Trex decks, including a covered waterfront-facing deck ideal for relaxing, entertaining, or enjoying stunning sunrises over the river and sunsets behind the TJ Bridge. The private six-foot-wide pier features newly completed 2026 decking, boat lift access(as-is), and quick navigable access to the Chesapeake Bay for boating, fishing, crabbing, kayaking, and waterfront adventures. Additional features include: Whole-house central vacuum system Two programmable HVAC systems Six fully owned solar panels Extensive storage throughout every level 22x26 attached garage with separate storage/workshop room Lower-level second kitchen/wet bar Mudroom with full laundry area, in addition to upper-level laundry, in the primary bathroom. Enjoy front-row views of local waterfront events, Blue Angels flyovers, PyroJam performances, and spectacular sun rises AND sunsets, while still maintaining convenient access to shopping, dining, local marinas, NAS Patuxent River, and commuter routes. This is more than a home — it is a waterfront legacy property thoughtfully maintained and designed to be enjoyed for generations.

23500 River Rd, Lexington Park

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$799,900
3 Beds 3 Baths
PRICE REDUCTION. Don't Let this one pass you by. Wake up each morning to shimmering water views and the peaceful feeling of life on the Chesapeake Bay in this beautifully updated custom waterfront retreat, originally built in 1994 and thoughtfully enhanced with modern upgrades and timeless finishes. This exceptional home offers the perfect blend of comfort, warmth, privacy, and waterfront lifestyle. From the moment you enter, the soaring two-story living room draws you in with expansive windows, rich solid teak hardwood floors, a cozy pellet stove, and breathtaking views stretching across Long Cove. Double sliding glass doors invite the outdoors in, opening to spacious decks where morning coffee, sunset dinners, and quiet evenings by the water become part of everyday life. Extensive landscaping surrounds the home, creating a lush and inviting setting, while generous off-street parking for up to six vehicles makes entertaining family and friends effortless. The gourmet kitchen is designed for gathering, featuring beautiful Silestone counters, a large island, dining area, and GE Profile stainless appliances — all positioned to keep the water always within sight. Upstairs, the luxurious primary suite feels like a private waterfront retreat with cathedral ceilings, rich teak hardwood floors, a balcony landing overlooking the dramatic living area below, and breathtaking panoramic water views. The spacious en-suite bath offers a spa-like experience with a double vanity, whirlpool soaking tub, and separate shower — the perfect place to relax and recharge after a day on the water. Friends and family will love the fully finished lower level with its large entertaining bar, game room, half bath, walkout access, and easy connection to the backyard and pier. Outside, your private pier with 12,500 lb boat lift and additional slip makes spontaneous days on the water effortless, while the rare privacy created by neighboring double lots gives the property an unusually peaceful and secluded feel. Beyond the property itself, the voluntary community association enhances the lifestyle with amenities including a private boat ramp, beach, pier, playground, and clubhouse — creating the perfect setting for boating, swimming, fishing, neighborhood gatherings, and enjoying everything waterfront living has to offer. Whether hosting summer gatherings on the deck, boating at sunset, or simply relaxing while watching the water change with the seasons, this home offers the kind of everyday waterfront experience most people only dream about — all within convenient reach of Annapolis, Baltimore, Washington, DC. and BWI Airport

836 North Shore Dr, Glen Burnie

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000

$599,900
3 Beds 3 Baths
Welcome to this exceptional waterfront retreat at 152 Kingston Park Lane, where breathtaking Chesapeake Bay views meet comfort, space, and functionality. Situated on approximately a 1/4-acre lot, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of indoor luxury and outdoor waterfront living. Step inside to soaring cathedral wood ceilings that span the living room, dining room, and kitchen, creating a warm yet expansive feel throughout the main living area. The oversized kitchen is designed for entertaining and everyday convenience, featuring Corian countertops, a large center island, 42” cabinets, ceramic tile flooring, recessed lighting, double sink areas, two stoves with built-in microwaves above each, and an under-counter ice maker. Hardwood flooring adds timeless charm throughout much of the home. The finished walkout basement provides additional living and entertaining space, while the pellet stove offers cozy comfort during cooler months. Outside, enjoy your own private waterfront oasis complete with a partially in-ground/above-ground pool, hot tub, attached 1-car garage, and a newly blacktopped driveway (2022) with parking for 6+ vehicles. For boating enthusiasts, the private pier is fully equipped with electric and water service, two boat lifts, two Jet Ski lifts, a new bulkhead, and updated pier stringers. Deep water access makes this a dream setup for enjoying life on the Chesapeake. Additional updates include a new roof in 2018 and owned solar panels installed in 2019 for energy efficiency and long-term savings. Two storage sheds with newer roofs provide even more flexibility and storage space. Rarely does a waterfront property combine this level of functionality, updates, and panoramic water views — all in one incredible package.

152 Kingston Park Ln, Baltimore

Listing courtesy of Platinum Realty Group. Contact:

$739,900
3 Beds 3 Baths
Nestled at the end of a peaceful peninsula in the sought-after Saunders Point community, this unique property offers a rare opportunity to enjoy the Chesapeake Bay and South River lifestyle surrounded by nature and tranquil water views. Comprised of two separately deeded parcels being sold together, the property includes a charming three-bedroom, two-and-a-half-bath rancher and an oversized detached two-car garage. The adjacent waterfront parcel may offer future building potential, subject to buyer due diligence with Anne Arundel County regarding zoning, permits, utilities, environmental requirements, and approvals. A portion of the driveway serving the residence is located on the adjoining parcel. Overlooking a serene 19-acre tidal basin with direct riparian rights, the property is ideal for outdoor enthusiasts with opportunities for kayaking, canoeing, fishing, crabbing, and enjoying the peaceful waterfront setting right from your backyard. The home offers comfortable one-level living with a cozy gas fireplace, partially finished basement, attached one-car garage, and workshop space, while the oversized detached garage provides excellent storage for cars, tools, outdoor equipment, kayaks, and more. The property also backs to county parkland, enhancing the peaceful and private, natural setting. Residents of Saunders Point enjoy access to a private beach, community pier, kayak launch, and tot lot, with nearby marinas offering additional boating access and storage options. A special opportunity for nature lovers seeking privacy, water views, and a relaxed coastal lifestyle just minutes from everyday conveniences.

1518 Ridgely Dr, Edgewater

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

$1,575,000
5 Beds 5 Baths
Imagine coming home to panoramic water views from all three levels, where new picture windows frame the river and fill the home with natural light. Offering over 5,000 square feet of living space, this waterfront home combines generous room sizes, flexible living areas, and the lifestyle you've been searching for. Located in one of Severna Park's most active water-privileged communities with Blue Ribbon schools, residents enjoy neighborhood activities and amenities for all ages. Five spacious bedrooms and four-and-a-half baths provide room for family and guests. Four of the five bedrooms have direct access to a bathroom, including two connected by a Jack-and-Jill bath. Fresh paint throughout all three levels and new carpet on the upper and lower levels make the home move-in ready. The kitchen features freshly painted cabinetry, a new refrigerator, and an oversized mudroom and pantry. Spacious living and dining areas open to a composite deck with all-new decking, while the finished lower level offers a large recreation room, fifth bedroom, full bath, and walks out to a waterside patio. A private pier with two boat lifts and approximately 4 to 5 feet of mean low water makes boating, fishing, and waterfront living easy. Additional updates include a new roof (2025) and new shade-tolerant sod in the front and rear yards. With ample driveway parking, additional cul-de-sac parking, exceptional living space, and an unbeatable waterfront setting, this home offers a rare opportunity to enjoy the Chesapeake lifestyle.

262 Capote Ct E, Severna Park

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

$425,000
2 Beds 2 Baths
LUXURY CONDO AT HARBORVIEW TOWERS, The Place to be Impressed! As you enter through the elegant double door foyer of unit 1610, enjoy the panoramic harbor-scape vistas from every vantage point. This exquisite floor plan is designed with bay windows and three balconies with which to capture relaxing sunrise and sunset. Unit 1610 boasts views of the Inner Harbor, both stadiums where you will witness the spectacle of cheering fans, along with the many fireworks and the sunsets that fall upon unit 1610's interior open space. Completely remodeled home with many contemporary expressions of refined luxury. Intricately crafted three-piece crown moldings, wide plank light wood flooring, artistically carved granite back-splash, professional energy efficient stainless appliances, and meticulously designed and detailed tile shower all add superior value to this home. Second bedroom can also be used as an office. The three balconies each offer it's own panoramic view of the city. From the Inner Harbor to Fed Hill to the Harborview Marina and Domino Sugars, it invites you. The unit was designed and renovated to the specifications of the discerning executive who commands the best in every detail of life. (pictured artwork excluded). At Harborview, there are no compromises. Harborview Towers offers indoor and outdoor swimming, sauna, whirlpool, steam room, full executive gymnasium, business center, social lounges, concierge services including valet parking, hotel like amenities to include two additional guests hotel rooms that can rented for a modest fee, a private dining room/board room, outdoor grill area, and other activity rooms that can be reserved/rented. Harborview offers an attached gated, well lit garage where you can rent monthy assigned spaces. Harborview is unique in that it's location offers easy access to route 95. The easy access provides a fast 15 minute commute to BWI airport and all points south and north. The Harborview Towers building was recently renovated and repointed making this condo a standout luxury Inner Harbor community, steps from an abundance of community amenities... beautifully landscaped gardens, walking/jogging paths, water fountains, shopping, gourmet restaurants, and nightlife! A MUST SEE!

100 Harborview Dr Unit #1610, Baltimore

Listing courtesy of O'Conor, Mooney & Fitzgerald. Contact: (410) 321-8800

$614,000
1 Beds 2 Baths
Waterfront living at its finest. Welcome to this marina-front gem in the highly sought-after, 24-hour gated Chesapeake Harbour community. This beautifully renovated 1-bedroom, 1.5-bath terrace-level condo offers effortless coastal living paired with resort-style amenities and some of the most breathtaking views in Annapolis. Completely rehabbed from top to bottom, this home features all-new flooring, fresh paint, updated lighting, and full renovations of the kitchen, bathrooms, and separate laundry room. The kitchen shines with brand-new stainless-steel appliances (with warranties in place) and allows the buyer to select a few personal finishing touches. Please be sure to register at the main gate- combo will be supplied after the showing is scheduled. Home Warranty is negotiable. From the updated kitchen or your private patio, enjoy sweeping marina views stretching all the way to the Bay Bridge. Take in unforgettable sunrises and sunsets, watch boats glide by, Blue Angels when in town, and admire the Bay Bridge glowing at night—all set to the soothing rhythm of the Chesapeake Bay. Chesapeake Harbour Amenities Include: On-site dining at Beacon Waterfront Galley & Bar, two bay-view swimming pools and a private sandy beach, Scenic walking and biking trails, Fishing piers, kayak launch, tennis and pickleball courts, playgrounds, and picnic areas, EV charging stations, ample parking, and 24-hour gated security. Chesapeake Harbour Marina features 81 wet slips with water, electric, WiFi, and a full-service yacht facility. Ideally located just minutes from Historic Downtown Annapolis with easy access to Baltimore and Washington, D.C., Chesapeake Harbour is a true waterfront hidden gem. This exceptional home offers the perfect blend of luxury, lifestyle, and convenience. Don’t miss the opportunity to own one of the premier marina-view residences. Seller will hold a private note.

7036 Harbour Village Ct Unit #T1, Annapolis

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$1,379,000
4 Beds 2 Baths
OPEN HOUSE Sunday July 12 from 10 - 12n!!! A boater's dream on the Severn River! Welcome to waterfront living at its finest! This stunning 4-bedroom, 2-bath raised rancher is perfectly positioned on a wide stretch of the Severn River, offering breathtaking water views from both the main living areas and the lower-level recreation room. Soaring vaulted ceilings in the living and dining rooms create an open, airy ambiance, while the rec room — complete with a wet bar — is the perfect place to unwind after a day on the water. The pier is a true showpiece, featuring a large landing and two covered boat slips with brand-new roofs — one accommodating vessels 40+ feet and a second equipped with a boat lift for smaller crafts. Additional pier upgrades include updated dock lighting, added electrical outlets, and water service directly to the dock, plus 60 feet of new rip-rap rocks protecting the waterline. Inside, no detail has been overlooked. The fully renovated kitchen and bathrooms shine alongside new hardwood floors in the kitchen, dining, and living areas. All-new windows, exterior and sliding glass doors with electric blinds, and updated interior and exterior lighting complete the transformation. The new roof, fresh siding, gutters, and downspouts ensure worry-free ownership for years to come. Outdoor living is equally impressive — enjoy the new custom paver walkway leading to your firepit overlooking the highly desirable Severn River. Spacious two car garage is heated with 240v electric car charging hook-up. Multiple outbuildings provide excellent storage for all your tools and boating equipment. Ideally located in close proximity to Historic Annapolis while also offering an easy commute to both Baltimore and Washington, DC — this is the waterfront lifestyle you've been waiting for.

1164 Oak View Dr, Crownsville

Listing courtesy of Curtis Real Estate Company. Contact:

$2,150,000
4 Beds 4 Baths
AMAZING PRICE REDUCTION! Open house on this very special home on July 11th. Sassafras Riverfront Retreat | Log cabin custom built home with Deep Water Pier, (seller had their 70 ft boat docked there for 10 years) with space for several boats to be docked as well. INDOOR POOL looking to the outdoors, situated on a DOUBLE LOT, with a glass enclosure and loads of space to entertain! There are 2 separate upper-level quarters, one for guests which includes a family room, sitting room and full bath. So much potential to utilize at least 2 of the rooms for bedrooms. The primary suite on the other side of the home includes 2 walk-in closets, a dressing room. full bath with soaking tub, an office space and a sitting area with waterfront views. 3 bedrooms with potential to have 5 bedrooms. Set on the tranquil shores of the Sassafras River, this striking log cabin residence blends timeless craftsmanship with resort-style amenities—perfect for effortless entertaining and relaxed waterfront living. The great room includes soaring beams, walls of glass, and panoramic river views Deep water frontage with private pier, 3,000 lb. boat lift and ideal for larger boats as well, crabbing, fishing, and sunset cruising. Year‑round indoor pool pavilion with lounge seating, beverage bar, and easy walk-out. Chef’s kitchen featuring premium appliances, expansive island, and seamless flow to dining and outdoor spaces. Multiple decks and patios for al fresco dining, plus level lawn to the water’s edge. There is even a small kitchenette in the garage for those hardcore entertainers! A full house generator is also present and 3 HVAC units to cool the home. This home would make an amazing Air B and B! There is an additional cabin with sleeping bunks and amenities for those overnight guests that never want to leave. Please click on the walkthrough tour and floor plans are also available.

31436 Sassafras River Ave, Galena

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$6,500,000
7 Beds 9 Baths
A truly iconic Annapolis offering, this extraordinarily rare waterfront estate is gracefully set on 7.5 remarkably private acres, showcasing what may be the most breathtaking panoramic views in all of Annapolis. With endless, horizon-stretching vistas that evoke the feel of an oceanfront retreat, the Chesapeake Bay unfolds before you with the Bay Bridge creating a dramatic backdrop in the distance, while Annapolis’ beloved summer sailboat races become part of your everyday scenery. A setting of this magnitude—offering serenity, privacy, and commanding water views—is simply irreplaceable. Encompassing more than 9,000 square feet, this grand residence was thoughtfully designed to maximize its extraordinary setting, with jaw-dropping water views greeting you the moment you step through the front door and drawing your eye through the soaring two-story family room straight to the Chesapeake beyond. The architectural footprint and flow are exceptional, creating the perfect canvas for a visionary buyer to elevate this estate into a world-class showpiece. The main level is anchored by an expansive waterfront primary retreat, a sanctuary unto itself featuring dual walk-in closets, a spa-inspired bath with a jetted soaking tub, oversized skylit shower, separate vanities, a bidet, and a private spiral staircase leading directly to the lower-level fitness and hot tub retreat. Two additional generously sized en suite bedrooms with walk-in closets are also conveniently located on the main level, along with a richly appointed study/library, elegant formal dining room, spacious kitchen with island and breakfast area, plus an additional family gathering space designed for effortless everyday living and entertaining. Upstairs, two exceptional en suite bedrooms each offer walk-in closets, fireplaces, private waterfront balconies, and spectacular elevated views that feel suspended above the Bay. The walkout lower level is equally impressive, designed for entertaining and multigenerational flexibility, featuring expansive recreation spaces opening directly to the waterfront patio, plus a fully self-contained in-law or au pair apartment complete with its own kitchen, family room, full bath, separate entrance, and—of course—those same extraordinary views. What sets this offering even further apart is the remarkable future potential already in motion. With public sewer and an extraordinary 7.5-acre footprint, the possibilities are nearly limitless. Seller-approved county plans—transferable to the next owner—dramatically accelerate the vision, including plans for shoreline improvements, tree clearing to further expand views, bank reshaping, revetment enhancements, a new tram and stair access to the pier, a widened driveway with a new entrance feature, a detached guest house with its own private entrance from Lyons Dr, a pickleball court, a gazebo, and additional grounds enhancements. This is more than a home—it is one of Annapolis’ most extraordinary legacy properties, offering a once-in-a-generation opportunity to create an unparalleled waterfront masterpiece.

2562 Carrollton Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$1,450,000
4 Beds 5 Baths
Welcome to 22470 Fairgale Farm Ln, a spacious home and property perched over Fairlee Creek, with an assigned boat slip.  3.55 acres, partly wooded, exceptionally landscaped, and perfectly framed water views. Walk down to the water to enjoy the views or launch a kayak.  The deep-water boat slip, outfitted with a boat lift, is just a short distance away. The home features 4 bedrooms and 5 full bathrooms, plus a large loft that could be used as an additional bedroom. The large eat-in kitchen has expansive windows that perfectly frame the water view. A great spot for entertaining! Doors in the kitchen lead to the waterfront deck, spanning the front of the home.  A new roof was installed in June, 2026. In both sitting rooms, you’ll find fireplaces that have been conveniently updated to propane. The first-floor primary bedroom opens up to the waterfront deck and offers a fantastic water view, as well as a large bathroom that was recently updated.  Upstairs you’ll find two waterfront bedrooms, one with an updated attached bath. There's a second full bathroom and ample closet space in the hallway.  Downstairs, there are two additional full bathrooms and a large bedroom. Above the kitchen sits the light-filled loft, a great office, studio, or extra bedroom.  The exterior has a generous front porch, outdoor shower, circular drive, 2-car garage, fenced dog run, and additional garage space connected to the basement.  This light-filled waterfront property is located 15 minutes away from the waterfront community of Rock Hall and historic Chestertown.

22470 Fairgale Farm Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$749,900
4 Beds 3 Baths
Welcome to one of Baltimore’s premier waterfront communities, where breathtaking water views and resort-style amenities create a lifestyle unlike any other. From the moment you arrive, a striking steel-and-glass entry door sets the tone. Step inside and ascend through five levels of luxury, each connected by your private glass-enclosed elevator. Warm wood floors and elegant iron balusters carry you from one thoughtfully designed space to the next. The journey begins on the entry level with a flexible room bathed in natural light—perfect as a guest suite, home office, or playroom—along with garage access and ample storage. Upstairs, the main living area opens up with sun-filled windows framing waterfront views. A cozy gas fireplace anchors the living room, flowing seamlessly into the dining area and gourmet kitchen. Here, custom cabinets with glass-front uppers, stainless steel appliances, granite countertops, and a massive island with gas cooktop and raised breakfast bar make this a chef’s dream and entertainer’s delight. The entire third floor is your private retreat. Wake up to sparkling water views in the primary suite, complete with dual closets and a spa-inspired ensuite featuring a jetted soaking tub, double vanity, oversized walk-in closet, and a steam shower with eight shower heads. Laundry is just steps away, adding everyday convenience. The fourth floor offers two more spacious bedrooms. One opens to a charming balcony through French doors, while the other boasts a wet bar with mini fridge and its own balcony overlooking the harbor. A full bath with soaking tub completes this level. At the top, the fifth-floor rooftop terrace is the crown jewel—an entertainer’s paradise with panoramic water and city views, an expansive lounge space, and a wet bar with mini fridge. From here, you can watch fireworks and sunsets that turn every evening into an event. Living at Pier Homes at Harborview means more than just a home—it’s a lifestyle. Resort-style amenities include 24/7 security with on-demand escorts, guest parking, a private fitness center, outdoor pool, beautifully landscaped grounds, private marina, and convenient snow and trash removal. All this, just steps from Baltimore’s best dining and entertainment. Welcome Home!

915 Valencia Ct Unit #117, Baltimore

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

$597,000
3 Beds 2 Baths
In my career as a realtor, I have never seen sellers love their listed property this much. It’s not just them; it’s the people at Bay Vista in general. In fact, this is the first time there has been a unit for sale in 5 years and that is because it is a great location with a wonderful community environment. It just feels different at Bay Vista where families have had homes for 50+ years and these homes are handed down through generations. The rental restrictions prevent it from becoming a noisy tourist trap and kids are spared from bad language. Simply put, life is pleasant at Bay Vista. This location provides the best of everything that Ocean City provides. Coming into town, it's a quick ride off of RT 90 to get to Bayshore Drive. Turn right off Coastal Highway, and in 2 blocks you're in a quiet, bayside neighborhood with no through traffic. Bay Vista has one of the best waterfront locations in town. One great benefit of our unit is that it faces directly east. You will get sun in the morning, but come 4 PM, shade from the building covers the backyard making it perfect for grilling and afternoon relaxing. (And yes, unlike most other condos, our backyard allows grills.) It’s a great seat for the Air Show and Fireworks too. Come into the patio to sit and talk with friends. Spread out in the living room, and plan to enjoy a great dinner. Or after a day at the beach, come into the front door, and wash the sand off with the shower located right by the door. End a fun day upstairs in one of the 3 bedrooms. It’s a great location for boaters because it is tucked away in the back lagoon. This shields our docks and boats from any rough waves or strong winds. The bright colors give the home a happy feeling too. One of the many reasons you will love this unit. The location also lets you enjoy the best of Ocean City. It’s a short walk to the beach, the boardwalk and an array of restaurants and entertainment facilities. Want some fun for the kids? The world-famous Jolly Roger amusement/water park is just north of us. See for yourself. Make plans to visit Unit 6 at 401 Bayshore. And keep checking back for the latest open house...

401 Bayshore Dr Unit #6, Ocean City

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

$699,900
4 Beds 2 Baths
Tucked away along the peaceful shores of the Bird River, this beautifully maintained waterfront home offers the perfect blend of privacy, recreation, and flexible living. Featuring 4 bedrooms and 2 full bathrooms, the home is filled with natural light and showcases an updated kitchen, oversized living spaces, and stunning water views throughout. Designed with convenient main-level living in mind, the first floor includes the spacious primary bedroom, second bedroom, laundry area, and a beautifully updated bathroom with private access from the primary bedroom and additional hallway entry. The oversized family room opens directly to a deck overlooking the water, creating the perfect space for entertaining or simply enjoying the serene setting and breathtaking sunsets. Just outside the detached 2-car garage, an expanded waterfront deck provides an additional outdoor entertaining space closer to the water, perfect for gatherings, relaxing evenings, or taking in the peaceful river views. Upstairs, you'll find two exceptionally large bedrooms, each with its own sitting area, along with a second full bathroom, offering excellent flexibility for guests, home offices, hobbies, or multigenerational living. A walking path and stairs lead down to a waterside patio positioned just off the bulkhead, offering a front-row seat to the Bird River and private pier. The pier features recently replaced deck boards along with three lifts, including a boat lift, smaller vessel lift, and jet ski lift, making this property ideal for boating and waterfront enthusiasts alike. Additional highlights include a long driveway, three additional parking spaces, and a storage shed that keeps lawn equipment out of the garage while leaving plenty of room for vehicles and recreational toys. Whether you're looking for year-round waterfront living or the perfect weekend escape, this secluded property delivers privacy, quiet surroundings, incredible sunsets, and the waterfront lifestyle you've been waiting for.

5907 Loreley Beach Rd, White Marsh

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

$1,099,999
4 Beds 4 Baths
Comfort, privacy, and waterfront living come together in this fully renovated three-level contemporary home, ideally positioned along one of the quietest canals in Ocean Pines with direct access to the bay and beaches of Ocean City. Offering 4 bedrooms, 3.5 baths, and approximately 3,250 square feet, this exceptional residence has been thoughtfully updated to provide the perfect blend of coastal comfort, functionality, and entertaining space. Designed with an open-concept layout, the home features soaring vaulted ceilings, skylights, and expansive windows that fill the interior with natural light while showcasing tranquil water views from all three levels. Multiple gathering areas throughout the home allow family and guests to comfortably spread out, including a spacious great room, waterfront den, and bar area adjacent to the kitchen. The middle level also offers a private guest suite with en suite bath for those wishing to avoid stairs, an additional powder room, laundry room, and direct access to the oversized multi-car garage with front and rear access points. Upstairs, the primary suite serves as a true private retreat, spanning approximately 768 square feet and featuring its own three-season porch overlooking the water. This luxurious space includes a large walk-in closet, natural gas fireplace, and beautifully renovated spa-style bath complete with extensive cabinetry, dual-person Jacuzzi soaking tub, and walk-in wall-jet shower. Two additional bedrooms, two porches, and another full bath complete the upper level. The ground level offers even more flexibility with two freshly renovated waterfront rooms ideal for entertaining, relaxing after a day on the water, or hosting the perfect crab feast. Walls of windows and sliding glass doors provide panoramic canal views and direct access to one of the largest waterfront backyards in Ocean Pines. The oversized .35-acre lot includes a full-length fenced yard, expansive private bulkhead, maintenance-free dock with fish cleaning station, hardscape walkways, and ample room for kayaking, crabbing, pets, and outdoor gatherings. Extensive 2026 renovations include a full interior repaint, all new luxury vinyl plank flooring, carpet, and ceramic tile throughout, remodeled kitchen and baths, a fully renovated third level with dedicated mini-split HVAC system, updated plumbing and lighting fixtures, new vanities with quartz and marble countertops, updated toilets, ceiling fans, and more. Additional highlights include three-zone heating and cooling, instant hot water system, air purification system, dehumidification system, fire and alarm monitoring with cameras, oversized garage with 9-foot door for possible boat storage, and parking accommodations for up to 6+ vehicles. The home also offers a full concrete crawlspace with convenient interior access to mechanical systems including the furnace, plumbing, dehumidifier, air purification equipment, and AirBoss controls. Pride of ownership is evident throughout, with the roof and multi-zone HVAC systems regularly cleaned and professionally serviced. Move-in ready and meticulously maintained, this rare waterfront offering combines peaceful coastal living with convenient access to the bay, ocean, dining, marinas, and entertainment of the greater Ocean City area.

19 Duck Cove, Ocean Pines

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

$578,000
2 Beds 2 Baths
Welcome to easy waterfront living in the heart of Eastport. Rarely available and beautifully renovated, this top-floor 2-bedroom, 2-bath condominium in the sought-after Severn House community offers direct views of Back Creek, turnkey interiors, and effortless access to the Annapolis waterfront lifestyle. Inside, the residence has been thoughtfully updated with a clean, coastal feel and comfortable, move-in ready finishes throughout. The open-concept living spaces are bright, inviting, and designed for easy everyday living. The kitchen opens to the dining area and living room, creating a comfortable flow for entertaining, gathering, or simply enjoying the sense of space. From the main living area, sliding glass doors lead to a private balcony with direct views over Back Creek, adding a beautiful waterfront backdrop to the home. The primary suite features an ensuite bathroom and walk-in closet, while the second bedroom offers a gracious closet and utilizes the full hall bath. A washer/dryer combo unit adds everyday convenience. Severn House is one of Eastport’s most beloved waterfront communities, known for its relaxed atmosphere, mature landscaping, and exceptional amenities. Residents enjoy a waterfront pool with spacious patio and deck areas, an outdoor clubhouse pavilion, kayak, canoe, and paddleboard launch, bike storage, communal laundry, on-site management, and available water taxi access from the dock. Please note that pets are not allowed in this community (exception for support animals that are approved). Gas and water are included in the condo fees. Just minutes from downtown Annapolis, Eastport restaurants, shops, marinas, and local favorites, 774-F Fairview Avenue offers a rare turnkey opportunity in one of Annapolis’ most convenient waterfront communities. 30-foot boat slip being sold separately - reach out for details.

774 Fairview Ave Unit #F, Annapolis

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

$1,399,000
6 Beds 5 Baths
Set on 10 remarkably private acres in Dorchester County’s scenic Neck District, this custom-built waterfront retreat commands sweeping views of the Middle Chesapeake Bay and offers the rare combination of space, comfort, and true Eastern Shore serenity. With over 4,500 sq. ft., 6 bedrooms, 4.5 baths, rip-rapped shoreline, and exceptional indoor and outdoor living spaces, this is a property designed for gathering generations of family and friends. A long private approach welcomes you to a setting where nature and waterfront living take center stage. Inside, hardwood floors, timeless architecture, and expansive Bay views create a warm yet elegant atmosphere. The waterfront family room features a striking stone fireplace with wood-burning insert and opens seamlessly to both the screened porch and covered deck, creating effortless indoor-outdoor living. The spacious kitchen was designed with entertaining in mind, offering a center island, breakfast bar, abundant cabinetry, stainless steel appliances, double wall ovens, pantry storage, and an oversized breakfast room ideal for casual mornings by the water. Formal living and dining rooms provide additional space for hosting holidays and special occasions. The first-floor primary suite serves as a private waterfront sanctuary with direct access to the covered porch and peaceful Chesapeake Bay views. Upstairs, five spacious guest bedrooms and three full baths—including a private en-suite—offer flexibility for large families, guests, or vacation rental potential. Vaulted ceilings and dormer windows add architectural charm and natural light throughout the second level. Outside, the lifestyle only gets better. Spend summer days around the inground pool, rinse off in the outdoor shower after boating or kayaking, enjoy crab feasts on the screened porch, or gather around the waterside fire pit as the sun sets across the Bay. The partially wooded acreage provides exceptional privacy while attracting an abundance of wildlife including bald eagles, deer, ducks, geese, and shorebirds—an everyday reminder of the natural beauty that surrounds you. Located on Ragged Point with Eastern Shore favorites like Soft & Salty Seafood and Danny's Seafood, this property offers easy access to fresh seafood, marinas, boating, and some of the finest fishing and crabbing waters on the Chesapeake Bay. The nearby Neck District Grill is a great spot for breakfast, lunch or weekend dinner. Whether you are searching for a full-time waterfront residence, luxury weekend escape, or investment opportunity with proven vacation rental appeal, this extraordinary property delivers the privacy, waterfront lifestyle, and authentic charm that buyers are seeking on Maryland’s Eastern Shore.

5332 Ragged Point Rd, Cambridge

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

$809,000
4 Beds 5 Baths
Phenomenal Price Improvement 4 BR | 5 BA | 3,764 SQ FT | Nearly 1 Acre | Private Lakefront | Heated Pool | Private Dock Located in the prestigious waterfront community of Shores of Calvert in Dunkirk, this stately all-brick Colonial offers timeless architecture, spacious living areas, and more than 200 feet of private lakefront in a peaceful setting designed for everyday comfort and upscale entertaining. Set on a beautifully landscaped, nearly one-acre lot, this custom waterfront home blends classic Colonial craftsmanship with the luxury lifestyle amenities buyers seek in Southern Maryland. A grand circular driveway, dual side-loading garages, mature trees, and panoramic water views create an impressive arrival from the moment you enter the property. Inside, the nearly 3,800-square-foot floor plan balances formal elegance with relaxed waterfront living. The spacious great room serves as the heart of the home, featuring a wood-burning fireplace, custom built-ins, and large windows that frame serene lake views while filling the home with natural light. The gourmet brick kitchen offers both function and character, with a wall oven, separate cooktop, walk-in pantry, wood stove, and generous prep space ideal for serious cooks, holiday gatherings, and entertaining guests. Just off the kitchen, the bright breakfast area overlooks the water, while the formal dining room provides an elegant setting for dinner parties and special occasions. Four generously sized bedrooms and five bathrooms provide flexibility for guests, multigenerational living, or work-from-home needs. The primary suite offers a private retreat with tranquil lake views and a spa-inspired en-suite bath featuring a classic whirlpool tub. Three bedrooms include direct access to the expansive rooftop deck overlooking the lake — a rare outdoor living space perfect for morning coffee, sunset views, or evening gatherings under the stars. Outdoor living is where this property truly shines. The backyard is designed as a private waterfront oasis, featuring a heated in-ground pool, expansive patio, elevated balcony, lush gardens, and direct lake access. Launch a kayak from your backyard, spend afternoons fishing from your private dock, or enjoy peaceful evenings watching the water from multiple outdoor entertaining areas. Residents of Shores of Calvert also enjoy exclusive community waterfront amenities, including a shared pier and dock, adding to the appeal of this exceptional Dunkirk property. This is a rare opportunity to own a classic luxury waterfront home in Calvert County, offering privacy, architectural character, resort-style amenities, and the lakefront lifestyle that is increasingly difficult to find in today’s market.

3901 Lakeside Ct, Dunkirk

Listing courtesy of Realty Navigator. Contact: (443) 256-3773

$1,200,000
4 Beds 4 Baths
Discover the perfect blend of modern craftsmanship and coastal charm in this exceptional new construction home—already built and ready for you to move right in! The pier permit application was recently submitted! Access to the water from the yard is legally platted through the grasses as the water's edge. Peaceful water views all the way up the creek, open skies, and the simple pleasures of coastal living this home was designed and built by Whitehall Building & Company, known for meticulously crafted custom built residences with elevated finishes. This particular home offers two levels of stunning waterfront living with walls of oversized windows on both levels showcase sweeping views of the creek and natural light that fills every room. Throughout the home, luxury wide-plank flooring and board-and-batten wall treatments add timeless warmth and architectural interest. On the main level, you’ll enter the home through a beautiful glass paned door and find a large family room with sliding glass doors opening to the back deck. This level also includes two bedrooms with large closet and each with its own en-suite bath, providing comfort and privacy for guests or family. The spacious open-concept reverse floorplan features soaring 16-foot vaulted ceilings on the upper level with wood beams and a cozy fireplace that sets the tone for relaxed yet refined living. The gourmet kitchen is a true showstopper, complete with a large island, stainless steel appliances, quartz countertops, and abundant cabinetry. There's a hidden, cabinet-faced door to a walk-in butler's pantry which provides exceptional functionality - generous storage space, built in shelving, a closet and countertop space. Imagine plenty of space for countertop appliance storage, beverage and food storage, as well as dishes or linen storage. The primary suite is also located on the upper floor to take advantage of the best water views and continue the home's sense of a coastal retreat. The luxurious primary bath was designed with dual vanities, a soaking tub, and a separate shower. An additional bedroom and en-suite bath are located on the upper level. Outdoor living is equally memorable, with two expansive decks which are a wonderful extension of your entertainment space on both levels. Whether privately enjoying your morning coffee or hosting friends for sunset gatherings, these outdoor spaces invite you to truly embrace the laid-back waterfront lifestyle. There is a two car garage. 2-3 ft water depth anticipated at the end of the pier. Come and make this stunning waterfront retreat your new home. Enjoy the scenic shores of Parker Creek in the vibrant waterfront town of Deale, a community rich with character, multiple marinas, and a variety of great dining options. All within a convenient distance to DC or Annapolis. The pier permit drawing attached in disclosures and in photos

5918 Sneed Dr, Deale

Listing courtesy of Lofgren-Sargent Real Estate. Contact:

$1,549,000
5 Beds 5 Baths
Lakefront living never looked so good...welcome to 425 Hines Drive, a stunning 4,600 sq. ft. luxurious log retreat perched on a quiet corner of Deep Creek Lake that is the perfect private residence, vacation home and/or investment. Thoughtfully renovated across all three levels, five bedrooms and four and a half bathrooms, you can start enjoying all that Deep Creek and this special home offer right away! Anchored by a show-stopping two-level living room with dramatic windows and stacked stone fireplace, you'll never tire of taking in the treetop and lake views year round. The expansive open concept main level is perfect for bringing together family and friends and is the right blend of cozy cabin and contemporary living vibes, featuring a fully reimagined kitchen with a massive professional range, sleek quartz countertops and designer touches throughout. The adjacent dining area offers a custom 10-seat leathered quartz table with easy flow to the spacious deck for grilling, dining and lounging. The entry level also hosts the primary suite with its gas fireplace, private deck access and large en suite bathroom with jetted tub and glass enclosed shower. Rounding out the first floor, you'll find a must-have mudroom with plenty of built-in storage, quartz counters, utility sink and laundry, as well as a charming powder room right off the entry. Upstairs you'll enjoy a new perspective on your living space and the great outdoors from the light-filled loft - offering added room for guests, a home office or even some sun salutations in the morning. Flanking the loft are two oversized bedrooms with vaulted ceilings, stylish lighting and the perfect nooks for curling up with a book or working from home. Both bedrooms share an updated full bathroom, which connects to one bedroom with a hidden surprise to discover for those young (or young at heart). With refinished hardwoods, custom window treatments and ceiling fans in all bedrooms, every box is checked! The inviting lower level features a covered patio for more lake views - seated or from the essential hot tub. Inside, the main room is perfect for entertaining after a day on the lake, slopes or hiking trails, with multiple TVs (hello, game days), pool table, shuffleboard and a wet bar complete with beverage fridge, sink and dishwasher. Bedrooms four and five both with attached and renovated full bathrooms and patio access, along with plenty of additional finished storage space, round out the lower level. Situated on 1.62 wooded acres, the picturesque home features a covered front porch, long gravel drive with plenty of parking, fenced yard (and deck) for your four-legged friends, fire pit for evenings outside, and a dedicated boat slip. Head right out your door down to the lake for boating, kayaking and more...or hop in the car for a short drive to Deep Creek Lake State Park, Wisp and so many more dining destinations and recreational activities. Whether you already know and love Garrett County or are looking for the perfect escape from urban craziness, you've found it here! Take a virtual tour online or reach out to schedule your private showing today...and don't miss the opportunity to make this special piece of Deep Creek yours to enjoy and share for years to come!

425 Hines Dr, Swanton

Listing courtesy of Keller Williams Capital Properties. Contact:

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