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

$949,000
4 Beds 3 Baths
Nestled in the hills of northern Allegany County, this one‑of‑a‑kind country estate offers over 63 acres of pure Western Maryland beauty. Located in peaceful Ellerslie, this custom‑built home—constructed in 1996 and boasting more than 5,000 sq. ft. including the basement—invites you to bring your vision and transform it into the mountain retreat of your dreams. The property is being sold AS IS, making it the perfect blank canvas for a buyer with imagination and ambition. Step onto the grounds and you’ll immediately feel the possibilities. The estate includes an impressive 50' x 100' insulated steel building, a barn with 6 stables, water and electric, a horse riding ring, and extensive fencing—ideal for equestrians, hobby farmers, or anyone seeking space for animals or equipment. A separate tenant house is currently being refreshed and offers potential rental income, guest accommodations, or additional storage. Behind the home, a 4‑acre pond provides a serene setting for fishing, wildlife watching, or simply unwinding at the water’s edge. Wills Creek borders the eastern side of the property, adding even more natural charm. For those who prefer a touch of luxury, enjoy the in‑ground pool, complete with a pool house featuring a full kitchen, bathroom, and outdoor bar—perfect for entertaining or relaxing in total privacy. The land itself offers approximately 10 acres of pasture, suitable for livestock or easily converted back to farmland. Outdoor enthusiasts will appreciate the abundant wildlife—deer, turkey, and more roam freely across the property, offering exceptional hunting right in your backyard. Several pieces of equipment, including ATVs and farm machinery, are also available for purchase. Despite its seclusion, the property is just 15 minutes from Cumberland, the Pennsylvania line, and Interstate 68—giving you the perfect blend of privacy and convenience. This is truly a rare offering in Western Maryland—a sprawling estate with unmatched potential, stunning natural features, and amenities you won’t find anywhere else in the region. With a little TLC, this mountain property can become an extraordinary legacy home or recreational haven. SELLER FINANCING PREFERRED WITH 25% DOWN—contact for details. Don’t miss your chance to own this remarkable piece of the mountains. Schedule your private tour today.

13900 Schellsburg Rd, Ellerslie

Listing courtesy of Charis Realty Group. Contact: 2409139339

$2,250,000
4 Beds 4 Baths
Welcome to the Best of West Ocean City – Where Coastal Elegance Meets Waterfront Luxury This exceptional south-facing waterfront residence offers panoramic, unobstructed views of the Ocean City skyline, blending refined coastal design with high-end amenities for a truly one-of-a-kind lifestyle. With 60± feet of bulkhead, a brand-new seawall, and a private boat lift just steps from your outdoor living area, this is a water lover’s paradise designed for effortless enjoyment and entertaining. Step into resort-style living with a fully screened, Florida-style heated pool oasis featuring a tranquil waterfall, outdoor bar/kitchenette, beverage fridge, ice maker, sink and microwave, and bar seating. Whether you’re hosting sunset cocktails or al fresco dinners under the stars, this outdoor retreat brings relaxation and sophistication together beautifully. Inside, the home offers a thoughtfully designed layout with multiple living zones. The first floor includes a poolside family room with its own washer and dryer, a private guest suite, and two additional serene sleeping retreats—ideal as guest bedrooms, reading nooks, home office, home gym or flex spaces for extended family. Upstairs, the open-concept living area features a dramatic great room, chef’s kitchen with gas cooktop and premium appliances, and a spacious dining area—perfectly designed for entertaining. The luxurious primary suite is a private sanctuary, offering a electric fireplace, whirlpool spa bath, walk-in closet, and a private balcony overlooking the peaceful canal. Two additional bedrooms, plus the iconic “Whiskey Room” with its cozy fireplace and sweeping bay views, complete the second level. Additional highlights include an elevator, oversized garage, city sewer, private well with water softener, and recent upgrades including a new roof, updated HVAC system, and an owned propane tank. From luxury finishes to resort-style outdoor living, this extraordinary property delivers the ultimate in coastal living. Don’t miss your chance to own a true slice of paradise in one of Ocean City’s most coveted waterfront communities.

12608 Selsey Rd, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$6,800,000
5 Beds 6 Baths
Welcome to this extraordinary waterfront estate, gracefully sited on 6.92 lush, landscaped acres with sweeping views of Leadenham Creek. Designed by architect Alan Meyers, constructed by Ilex Construction, and masterfully styled by interior designer Skip Sroka, this 10,000+/-sq. ft. residence is a showcase of timeless craftsmanship and elevated design. The custom brick exterior is crowned by a new cedar shake roof with copper caps and bands, creating a refined profile that blends seamlessly into the natural surroundings. Double mahogany doors with full-view, artistically designed leaded glass open to a luminous foyer with immediate, breathtaking views of the water. Inside, riff-sawn red oak floors flow through expansive formal and informal living areas. Vaulted ceilings add architectural drama, while curated lighting provides warmth and sophistication throughout. The main level features formal living and dining rooms, a stunning gourmet kitchen, and multiple spaces designed for both relaxation and entertaining. The kitchen is a chef’s dream—equipped with top-tier appliances, a large center island, sitting area with fireplace, and an eat-in dining space. Just off the kitchen, a beautifully crafted screened porch with an octagonal ceiling offers a peaceful, year-round retreat. A walk-in pantry and custom-designed bar enhance both function and hospitality. Also on the main level is a striking private office wrapped in Anigre wood paneling, featuring custom built-ins and a circular backlit ceiling. A separate guest wing includes a spacious family/recreation room with spectacular river views and two guest suites with ensuite baths. The primary suite enjoys its own private wing, with serene water views, a cozy sitting area and fireplace, dual walk-in closets, and an elegant dressing hall. The luxurious, spa-inspired bath includes a soaking tub and glass-enclosed shower, creating a true sanctuary of comfort and privacy. Upstairs, dual wings on opposite sides of the home offer two additional guest suites with ensuite baths, a bonus/music room, and a dedicated fitness room. Five fireplaces handcrafted by Collecio Brothers Stone Masons bring warmth and timeless character throughout the home. Modern systems include geothermal heating and cooling, a new Honeywell HVAC control system, Vantage lighting automation, a fully encapsulated crawlspace, and a Generac generator. In addition to the oversized 3+ car attached garage, a separate detached two-bay garage offers equipment storage, a workshop, and a half bath. Outdoors, the estate is designed for both grand entertaining and quiet waterfront living. Features include an extended waterside patio, beautiful pool house with a fully equipped outdoor kitchen, two dressing rooms, an outdoor shower, and an in-ground pool with heated spa. Over 1,000 feet of riprapped shoreline and a 210-foot private dock with two slips, a floating dock, and 7-foot MLW offer direct access to the Chesapeake Bay. This remarkable estate was built for luxurious living, effortless entertaining, and a deep connection to the natural beauty of Maryland’s Eastern Shore. *Current taxes are based on homestead credit.

7090 Cooper Point Rd, Bozman

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

$850,000
2 Beds 2 Baths
Stunning Custom-Built Coastal Home with Private Beach! This one-of-a-kind coastal home represents over three years of meticulous planning and construction, designed for maximum durability, energy efficiency, and minimal maintenance. No detail has been overlooked in this custom build, which showcases a thoughtful blend of modern features and antique charm. Structural Features: Oversized footers with rebar for a solid foundation Extra-deep 12-inch stone driveway with Typar fabric for durability New culvert pipe at the entrance and concrete-filled block walls, tying everything together for added strength and protection. Flood gates at grade level to safeguard against water entry Block-constructed interior stair tower to ensure no water enters the living space Premium framing using Number 1 Select Southern Yellow Pine, with 9-foot walls and 2x12 floor joists for a rock-solid structure. Truss roof system with hurricane clips, blanket insulation, and metal roofing to prevent sweating Garage & Exterior: 12-inch stone base and 6-inch, 5000 PSI concrete garage floor Fully insulated, stainless steel garage doors Tyvek wrap on the exterior, with reflective 3/8” fan-fold insulation for added energy efficiency PVC trim with a hidden plug system for a clean look Cedar panel siding rated for 130 mph winds Low-maintenance, commercial-grade fiberglass decking with a structural steel frame, hot-dip galvanized for durability Aluminum handrails, powder-coated white for a sleek, coastal design Interior Features & Custom Details: Unique antique accents, including a bronze ship bell mounted on an antique column in the stairwell Spanish-American War fireback backsplash and a historic cast-iron fireplace from Washington, DC Early Bombay-style dresser vanity in the master bathroom with a matching mirror, stained to complement the home’s coastal color palette Handrail leading to the basement crafted from a traditional oar to enhance the coastal theme All wood used is top-tier, including number one clear pressure-treated decking and stainless steel screws for long-lasting performance Energy Efficiency & Sustainability: Air-sealed prior to insulation, with spray foam insulation in walls, floors, band boards, and attic (R-30 in floors, R-60 in the attic) HVAC and attic areas also receive spray foam for maximum efficiency Baffles installed at eaves for optimal airflow, reducing energy costs Electric bills averaging just $100 per month Fire sprinkler system with a discreetly located tank and pump for safety Gourmet Kitchen & Bathrooms: Custom oak kitchen cabinets, painted to match the tongue-and-groove ceiling High-end, 36-inch stainless steel gas stove and energy-efficient appliances Premium Fantasy Brown marble countertops (two grades above granite), sourced from a single slab Arabesque tile backsplash to complete the kitchen design All bathrooms feature white subway tile, with a master bath receiving marble accents and a guest bathroom enhanced with green sea glass accents Both bathrooms include rain showerheads and hand showers for easy cleaning Interior Finishes: Nickel gap walls throughout the kitchen, living room, and hallway, and tongue-and-groove ceilings throughout Solid wood doors with frosted glass inserts and crystal knobs for an elegant touch Stained oak stair treads and handrails, complemented by luxury glue-down commercial plank flooring Thoughtful design focused on safety, efficiency, and low maintenance This home was built with care, incorporating over 40 years of experience and a passion for creating a space that is both functional and beautiful. Perfectly designed to withstand the elements and deliver comfort and style, this is a rare opportunity to own a property that blends the best of modern living with historic charm. Contact us today to schedule your private tour and see firsthand the unmatched craftsmanship and attention to detail that went into this extraordinary home! Be sure to visit the drone and virtual tours of the home

1826 Hoopersville, Fishing Creek

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011

$700,000
3 Beds 2 Baths
There is not an offer deadline set. Offers shall be presented as received and seller reserves the right to accept an offer at any time. MOVE-IN READY 3 bedroom Bodkin Creek deep waterfront FOR $700K with stellar panoramic water-views, mature shade trees and steady bay breezes. Located in the spectacular, peninsula community of Poplar Ridge, is this charming and spacious 4 level home with an attached one-car garage, ready for your vision. The home's bluff-top elevation shaded by majestic oaks and perched approximately 15 feet above the shoreline provides an absolutely gorgeous waterfront setting with panoramic views of Back Creek of the Bodkin. Enter into the large living room with wood-burning fireplace. The living room and adjacent dining room with built-in cabinetry and hardwood floors both have waterfront views. The upper level has 3 bedrooms also with hardwood floors, 1 full bath. The slightly lower ground floor level has a finished family room that could serve as an office, with a street-side entrance door and a half bath and adjacent laundry room that could easily be converted to a 2nd full bath. Approximately 54 feet of bulkheaded sand-bottom shoreline and a private pier with typical 7'+ depth and mooring pilings framing a deep draft big boat slip. This lot and home are primely positioned to take advantage of one of the best boating destinations the east coast has to offer! Located within minutes of the mouth of the Bodkin and the Chesapeake Bay. In just 30-45 minutes, boat to Annapolis, Rock Hall, the Magothy River, Kent Island and Baltimore! Or stay close to home and anchor to enjoy the sunrises and sunsets in the grand basin of the Bodkin, where Main Creek and Back Creek converge. Don't miss this tremendous opportunity to live the Maryland waterfront lifestyle. As-is sale.

1930 Cedar Rd, Pasadena

Listing courtesy of Reed Real Estate. Contact:

$749,000
4 Beds 4 Baths
NEW PRICE AND A NEW ROOF (TO BE INSTALLED PRIOR TO SETTLEMENT)! CHECK OUT THE VIRTUAL TOUR TO SEE THIS FABULOUS HOME AND WATERFRONT COMMUNITY!!! Nestled in the gated riverfront community of Cherry Hill and minutes from Tidal Health, Salisbury University, and Downtown Salisbury, this stately 3991 SF, 4 bedroom, 3.5 bath residence offers an inviting floor plan with an emphasis on relaxed living and entertaining. Tranquil water views enhance the spacious home featuring hardwood flooring in all 1st floor rooms. an open hardwood staircase, hardwood 2nd floor hallway, relaxing primary suite w/ gas fireplace, tray ceiling, and hardwood floors, as well as 3 additional bedrooms and a bonus room with new neutral carpet. The hub of the home is the gourmet kitchen offering a 6-burner gas range, walk-in pantry, large work island, separate breakfast bar, casual dining area, and is open to the window-filled great room w/ gas fireplace and patio access. Other 1st floor gathering spots include the formal dining room and flex space w/ built-in bar and patio access. Enjoy viewing the creek, river and wildlife from the back yard and inviting patios. Take a stroll to the community waterfront area w/ picnic table, casual seating, and bulkhead for temporary boat tie up. Quarterly condo fee includes lawn care, in ground irrigation, septic, trash pick-up, entrance gate maintenance, road maintenance, and snow removal. UPDATES INCLUDE: 1ST AND 2ND FLOOR HEAT PUMPS (8/2024), GENERAC WHOLE HOUSE GENERATOR (2023).

5464 Cherry Hill Ln, Salisbury

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$349,870
Unique Waterfront Lot Opportunity at Columbia Beach – Build Your Dream Home on the Chesapeake Bay. Don't miss this rare chance to own a buildable waterfront lot in the serene, gated community of Columbia Beach, offering breathtaking views of the Chesapeake Bay. This exclusive neighborhood is just 30 minutes from the I-495 Beltway and Annapolis, and only 45 minutes to Washington, D.C., and the Woodrow Wilson Bridge in Virginia. Community Highlights: Gated access for privacy and peace of mind. Stunning bayfront scenery. Boat ramp, short pier, and long pier for water access. Family-friendly playgrounds. Sports facilities including tennis, basketball, and pickleball. Pet-friendly with a commitment to preserving the peaceful environment. Columbia Beach is served by Public Sewer and is known for its quiet streets, low traffic, and tight-knit community, making it an ideal setting for a primary residence or vacation getaway. AirBNB is allowed. Lot Details: Approx 60'x100' Buildable waterfront lot with completed boundary survey (available via listing documents). 20year loan available with 25% down, local and competitive lender. Listed separately as a "House-to-Be-Built" option with flexible design options. Ideal for a custom home measuring up to 46' wide x 32' deep each level. Potential for 2 finished levels plus attic, and designed for: 5BED/4BH. Main level bedroom with full bath – wheelchair accessible. 2-car garage. Deck and/or balcony for stunning water views. "Qualified buyers can finance the entire project — including lot and building — with as little as 5% down, thanks to Construction-to-Permanent loans that may allow for 10%, 15%, or even 20% equity from the start." An experienced builder is ready to work with you to create a custom dream home, offering competitive pricing and may even absorb a portion of the lot cost. For additional Info on Columbia Beach: Visit the Columbia Beach page to learn more about the community. Lot owner reserves the right to accept or reject any offer.

5235 Al Jones Dr, Shady Side

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

$569,000
2 Beds 2 Baths
Escape to Serenity: Your Oceanfront Oasis Awaits Open House Saturday 11-2. Come and See us. Immerse yourself in the soothing rhythm of the ocean, where calming waves and fresh sea air set the tone for ultimate relaxation. This stunning townhouse-style oceanfront condo offers breathtaking views of both the ocean and bay from every room. Whether you're in the living room, kitchen, dining area, or one of the two bedrooms, panoramic vistas greet you from every angle. Step onto your private balcony and inhale the salty breeze while listening to the gentle crash of the waves along the shore. Feel the sand between your toes with a short walk to the beach, where tranquility and beauty blend seamlessly. Just beyond your doorstep, discover a variety of restaurants to tantalize your taste buds, along with nearby shopping, a library, and more. On-Site Amenities: Outside the unit, indulge in a wealth of amenities designed to enhance your comfort and lifestyle. Take a dip in the heated indoor pool, rinse off with outdoor showers, or break a sweat in the fully equipped gym, complete with a sauna. For the ultimate in relaxation, lounge on the oceanfront sundeck, savoring the view and sounds of the coast. Just a short distance away, explore the many recreational opportunities at Northside Park. Whether you're seeking a peaceful weekend getaway, a luxurious year-round retreat, or an investment opportunity, this beachfront gem offers it all. With its perfect blend of location, amenities, and charm, it’s truly a property that can’t be missed. Motivated seller—bring your offers today!

9900 Coastal Hwy Unit #707, Ocean City

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 520-2707

$8,495,000
6 Beds 11 Baths
NEW PRICE! Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering w/ over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier w/ 4’ MLW, pine grove, putting green, extensive landscaping & incomparable craftmanship. The 12,000 SF main residence, positioned to prioritize water views, welcomes you via prominent double lead-glass doors & a grand 3-story foyer w/ dual-staircase. The “river room” w/ 2-story octagon copula offers 270◦ views of the property & creek. The TV room w/ 3 exposures & gas-burning fireplace offers double French doors on two sides leading to the wrap-around flagstone patio. The stunning gourmet kitchen is a true chefs dream. Offering oversized island, built-in media/storage cabinet, coffered ceiling, fireplace, 3 sinks, double Subzero fridges w/ freezer drawers, 2 beverage drawers, 3 dishwashers, Wolf microwave & a stainless-steel Lacanche range with 6-burners, pot warmer, warming oven, & 2 ovens. Complimenting the kitchen is a large walk-in pantry w/ dishwasher, sink & extra freezer in hall. Off the kitchen is a covered porch w/ gas fireplace & “ghost’ screens, a perfect spot to enjoy evenings. A large open dining room has 2 custom built-in display cases. The grand salon w/ bay window, gas-fireplace & intricate mantel is reminiscent of Paris. Adjoining the salon is the handsome 2-story curly cherrywood library w/ custom display cases & leaded-glass pocket doors. The adjoining climate-controlled wine room has a wet bar & storage for 750+ bottles. Wood floors flow throughout the entire main level. The main level is completed by an office, powder room & laundry to service the pool, 2 additional powder rooms, elevator to all 4 levels, mud/dog room, rear spiral staircase, guest suite w/ ensuite bathroom, & 2-car attached garage. The 2nd level offers a generous primary suite w/ fireplace & full length terrace overlooking the water. Her wing features dressing room w/ custom built-ins, separate sitting room, & a luxurious bathroom w/ marble tile, separate shower, jetted tub, & vanity. His wing offers an office w/ fireplace, paneled closet leading to separate bathroom w/ shower, travertine stone, & vanity. From his office access the 2nd level of library, open to below. Just off of the primary suite is a bar area/kitchen. 3 additional bedrooms, each w/ ensuite bathroom, and a laundry room complete the 2nd level. The 3rd level offers theater/rec room, play area, bedroom w/ ensuite bathroom, powder room, & ample storage. The lower-level houses utilities, storage, & enough room for an exercise area. The charming guest cottage sits amongst extensive landscaping. The main level offers a full kitchen, dining area, living room, sunroom, large family room, 2 bedrooms w/ shared bathroom, additional guest bathroom, & large entertaining room. Upstairs is a full bedroom w/ ensuite bathroom. The unfinished lower level offers storage. The party barn originally built for boat storage was designed to look like an old Pennsylvania barn w/ 4’ of stone around the base. Flanked by 2 garage wings allowing for 4+ cars & capped w/ a cupola, the shingled-style barn has two large doors on either side of the building that allow for a trailered boat or 4+ more cars. The 2nd level is a loft w/ sleeping/living area w/ full bathroom, plumbed for potential kitchenette, front & rear terraces, & a spiral staircase to a crow’s nest w/ amazing views. There is a full property generator & a dog run w/ kennel just off the rear. Outside enjoy the benefits of beautiful shore living amongst the verdant grounds, mature landscaping & exceptional views. The pier offers 4’ MLW & the shoreline is fully rip-rapped w/ natural plantings.

8620 Bozman Neavitt, Saint Michaels

Listing courtesy of Washington Fine Properties, LLC. Contact: info@wfp.com

$1,695,000
4 Beds 4 Baths
An exceptional opportunity to build your dream luxury waterfront retreat in the desirable town of Galesville. This thoughtfully designed custom residence offers refined coastal living with a new private pier (permits for dredging and pier are in process). The home features a desirable main-level primary suite, a luxury bathroom and large walk-in closet. There are a total of 4 bedrooms and 4.5 bathrooms - all bedrooms have walk-in closets and en-suite bathrooms. The upper level also has a flexible loft space on the water side for use as a 2nd family room or home office, among possible options. Overall, the 1st and 2nd floor measure approximately 3600 +/- square feet of beautifully finished living space. There is an attached 2-car garage. An optional basement is possible for those seeking additional living, entertaining, or recreational space. Luxury finishes come standard throughout including soaring 10-foot ceilings, wide-plank White European Oak flooring, furniture-grade custom cabinetry, designer quartz countertops, and a premium Sub-Zero/Wolf appliance package. Main level laundry room with optional 2nd floor additional laundry room plus a loft overlooking the water side of the property. The .46 acre large lot has space for an optional in-ground pool. Enjoy seamless indoor-outdoor living with a screened porch complete with an inviting fireplace — the perfect setting to relax and take in the tranquil waterfront surroundings. There is so much to do in Galesville with pickle ball courts, baseball fields, walking trails, etc. Join the pool at one of the marinas, dine at waterfront restaurants, listen to live music, enjoy holiday celebrations with neighbors on the days when you are not relaxing comfortably in your new home. Builder incentives include $10,000 in complimentary options when using the builder’s preferred lender and title company. Please contact the listing agent to schedule a private tour of the property. The builder also maintains a beautifully appointed model home available by appointment only and you can make your own personal selections at available showrooms. The process is from start to finish with this builder guiding you every step of the way. Additional information is available through Whitehall Building & Company for additional information.

946 W Benning Rd, Galesville

Listing courtesy of Lofgren-Sargent Real Estate. Contact:

$1,800,000
4 Beds 4 Baths
**Price increase due to the home’s expanded footprint—over 1,200 additional square feet!** **To be built! Welcome to this beautifully designed 3,540 sq. ft. home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The standard floor plan includes 4 bedrooms and 3.5 baths, with the option to expand to 5 bedrooms and 4.5 baths by adding a first-floor guest suite. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath and walk-in closet, complemented by a convenient second-floor laundry. Designed with future needs in mind, this home also offers the option of a residential elevator for effortless access across all levels. Enjoy broad water views and breathtaking sunrises over the Chester River. The covered porches and expansive windows create a seamless connection to the outdoors, enhancing the waterfront lifestyle of this sought-after community. Deep water boat slips are available for lease or purchase. The community amenities include two docks, pool, grilling and outdoor dining area right on the water, large firepit, area to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! Nestled in the sought-after Chester River Landing community, this home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

Little Harbor Way Unit #1, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$449,900
3 Beds 2 Baths
Looking for your perfect waterfront getaway?! This meticulously cared for, top-floor end unit offers multiple balconies to take in breathtaking water views from every angle. From the private south-facing balcony off the family room, enjoy serene canal and bay views, with convenient access to the shared picnic recreation area and canal-front dock below. Boating enthusiasts will love their association-owned boat slip, providing quick and easy access to the open waters of Assawoman Bay. Inside, this spacious retreat boasts three generously sized bedrooms and two full bathrooms, ensuring comfort and privacy for you and your guests. Wake up to stunning bay views from the private north-facing balcony just off the owner's suite, the perfect place to sip your morning coffee and watch the sunrise. The owner's suite also features its own ensuite bathroom for added convenience and privacy. Both bathrooms have been tastefully updated, and the entire condo has been freshly painted. Additional perks include a large storage closet on the balcony and a ground-floor storage unit, offering ample space for all your beach and boating essentials. Two assigned parking spaces in the private lot and plenty of available street parking. Outdoor shower and LOW CONDO FEES! Located just 1/2 mile to the beach, grocery store, coffee shop, and some of the most popular bars and restaurants in town, this sought-after neighborhood of Little Salisbury on 94th Street also features a playground, dog park, tennis and basketball courts and is host to Ocean City's Art League. Reserve Study is complete! Come check out all that this amazing waterfront property has to offer. Don't miss your opportunity to own at the beach! Call today for your private showing.

707 94th St Unit #302, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$3,495,000
3 Beds 3 Baths
Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5 baths it has all the elements needed to enjoy life to the fullest; either as the perfect weekend retreat or permanent residence. The Annapolis area and the surrounding waterways are sure to entertain in every season. The upper level of the home is dedicated to the spacious Primary suite with unique sitting area and expansive roof deck. Take in panoramic views of Spa Creek, Annapolis Harbor and Eastport. An unparalleled vantage point for sunrise coffee or sunset cocktails. The main level offers multiple cozy gathering areas including a formal living room with fireplace, home office and light filled gourmet kitchen with dining area. The kitchen area flows effortlessly into the dining area and out onto the rear deck overlooking Spa Creek. Perfect for gathers of all sizes and dining al fresco. The lower level provides an ideal retreat for family or guests with 2 spacious bedroom a full bath and a cozy family room with fireplace. Head out to the charming covered patio to read a book or sip your evening cocktail or venture out on the water from the private pier. The amazing location is walkable to everything Annapolis has to offer and Spa Creek provides quick access to the Chesapeake Bay and beyond. Welcome Home!

9 Shipwright St, Annapolis

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

$3,900,000
6 Beds 6 Baths
Most waterfront properties give you a view. This one gives you an entire Peninsula. Set on 6.39 private acres in the prestigious South Point Farms community, this extraordinary waterfront estate offers more than 700 feet of direct bayfront and a setting that feels worlds away from everything, yet minutes from the best of the Eastern Shore. Properties like this are not simply waterfront. They are surrounded by it. From its rare peninsula-style position, the estate captures sweeping, unobstructed water views in nearly every direction. Sunrises over the bay. Evening light reflecting across open water. Quiet mornings where the only sound is the tide moving along the shoreline. The custom built property was designed to blur the line between indoor comfort and outdoor living. Anchoring the estate is a 4,165 square foot main residence, thoughtfully positioned to take full advantage of the panoramic waterviews and endless skyline. Inside, nearly every room faces the bay. Soaring ceilings frame a grand great room with a traditional fireplace, while the chef’s kitchen, dining area, and sitting spaces flow naturally toward the surrounding decks and water views. The main-home offers four bedrooms, four and a half baths, two dedicated home offices, and multiple gathering spaces designed for both everyday living and large waterfront entertaining. Step outside and the experience continues. IPE Brazilian hardwood decks stretch along the waterfront side of the home, creating an ideal setting for sunset dinners, crab feasts, and long summer evenings overlooking the bay. A thoughtfully placed bay-facing 'bonus' garage provides convenient storage for boating gear, waterfront equipment or a perfect place for a home gym. Just steps away from the main-house is the 1,619 square foot guest-home, creating a private retreat for visiting family and friends. Two bedrooms, a full bath with sauna, a vaulted wood ceiling family room with fireplace, and a professional-grade kitchen allow guests to settle in comfortably for extended stays. The guest house overlooks the estate’s 50' x 24' bay-facing in-ground pool, where wide water views become the perfect backdrop for both relaxing and entertaining. A fully conditioned oversized-garage and game room adds another layer of entertainment space and is attached to the back of the guest house. For boaters, the waterfront infrastructure is equally impressive. A 250 foot private pier extends into the bay, providing quick access to open water, with more than enough room for your boat and your wave-runners. More than 700 feet of newly installed rip-rap shoreline protects the property while preserving its natural beauty. The grounds themselves are as memorable as the waterfront. Professionally landscaped acreage surrounds the home, highlighted by a half-acre deep-water pond, expansive lawn areas, and a circular drive that creates a grand yet welcoming arrival. And while the estate feels remarkably private, the location keeps you connected to the region’s most celebrated destinations. Assateague Island National Seashore is just minutes away, offering protected beaches, wild ponies, and miles of untouched coastline. The shops, restaurants, and charm of Historic Downtown Berlin, consistently ranked among America’s best small towns, are nearby. And when you want the energy of the coast, the beaches, boardwalk, and marinas of Ocean City are only a short drive away. Waterfront estates of this scale, privacy, and peninsula positioning rarely become available in Worcester County, or anywhere on Marylands Eastern Shore. Especially not with this combination of acreage, infrastructure, and proximity to the coast. For those who understand what a property like this represents, it is more than a home. It is a legacy waterfront setting that simply cannot be recreated.

5711 Waterside Dr, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$245,000
1 Beds 1 Baths
Top-Floor Condo with Bay Views + Boat Slip Access – Affordable Bayside Living at Its Best! Now priced even lower, this top‑floor 1BR/1BA condo in the highly desirable Bradley on the Bay community is the lowest‑priced unit with the best view — a rare chance to own a slice of coastal paradise without breaking the bank. Wake up to stunning bay views, sip your morning coffee on the private deck, and enjoy resort‑style amenities at your fingertips. This fully furnished condo features a remodeled bathroom, granite kitchen countertops, and a stackable washer/dryer. Priced below renovated comps, it gives you the freedom to update the kitchen and flooring to your taste while still staying in line with market value. Boat Lover’s Bonus: Owners who reside at least half the season enjoy complimentary boat‑slip access — no extra taxes or fees. Airbnb guests may rent slips for $100/week. In 40+ years, there has been only one slip shortage, and owners may keep boats in the water year‑round. Resort‑Style Amenities Include: Bayfront pool & private sandy beach Kayak & paddleboard storage and launch area Assigned parking + bike racks Community pier & dog‑walking area Low $385/month condo fee (includes insurance & exterior maintenance) Located just steps from the beach and walking distance to the convention center, this condo offers strong rental potential and effortless enjoyment. Whether you’re boating, beaching, or building equity, this is bayside living made easy. Don’t miss this opportunity — schedule your showing today!

3701 G Coastal Hwy Unit #332, Ocean City

Listing courtesy of Samson Properties. Contact: 7033788810

$2,200,000
5 Beds 6 Baths
Welcome to where dreams come true in an exclusive Waterfront neighborhood located in Sunset Pointe, Earleville MD....This stunning 2 story Sprawling Ranch is on 19.32 acres of breathtaking views of fields, wildlife and the open waters of Pond Creek. This meticulously renovated property featuring a beautifully redesigned family room with a wood-burning fireplace that has been tiled from floor to ceiling with custom tile, also featuring electric blinds just added to the specular windows that take all the views in.... The kitchen boasts new Bosch appliances, granite counter tops, wine refrigerator, counters galore, sub zero refrigerator, new above lighting cabinets, instant hot water at the sink, new sink and so much space... The Large dining area leads to an expanded deck with composite flooring and stone pillars. The office/sunroom which is located off the kitchen area has beautiful full glass etched french doors fireplace that compliments the family rooms...The solid door off this room that has a designer staircase down to the lower level patio ....As you walk through the kitchen there is a half bath that is located next to the large mudroom with another door that exists to another new deck expanded also with composite floors and an overhang.....This mudroom has space for everyone .... separate locker area and a dogs haven with a doggie water bowl filler....Now lets head back to the other side of the family room ....Welcome to the primary suite that has it's own gazebo deck private to you with sliding glass doors that also exit from this suite....This newly renovated primary bathroom has heated floors, custom cabinets, large Jacuzzi tub including an oil diffuser and automatic dryer ....marble shelve with a TV .... the shower will WOW you with a shaving station with it's own faucet and mirror....and custom tiling like no other.... The laundry room is outside of the the primary bedroom with all custom closets and is conveniently within access of the other first floor bedrooms .....Bedroom 2 and 3 on the first floor have custom closets and share a jack and jill bathroom with stunning updates....also another Jacuzzi and walk-in shower. Now lets head back to the foyer and down to the lower level .....First you are greeted with a large game room that has beautiful sliding doors out to the new salt water pool ....This lower level has 2 full bathrooms one that is handicap-accessible and connects to a beautiful 4th bedroom with it's own set of sliding glass doors leading out to a lovely patio....Wait!!! there is more.... a theater room features great a 100 inch screen, movie lights, platform seating with counter top seating to eat your popcorn... decorated with great design and to top it off a kitchenette completes this impressive space..... Are you ready to step outside and see this impressive yard.....again the New salt water pool, the dyed concrete decking around the pool, the hardscaping, landscaping, and a wood trellis with planting features..... Additional highlights include a full house generator, invisible dog fence, and outdoor lighting. This property is a truly a one-of-a-kind gem! Just in case that was not enough to impress here are 2 more features....The large 3 car garage has new door openers, and above it is an efficiency apartment has been fully renovated with high ceilings and small kitchenette, new small deck, new large full bathroom ...did I mention this studio has wood walls that are from ........This is also a hunters enclosed 2 person deer blind, great fishing and crabbing a great outdoors persons dream.....10 acres are currently being farmed agriculturally..

248 Pond Creek Ln, Earleville

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100

$1,060,000
4 Beds 4 Baths
BUILDING PERMITS APPROVED FOR THIS EXCITING COASTAL HOME to be constructed by Whitehall Building & Co. This is a 2-part waterfront site(gravel roadway between home and water), just off of Solomons Harbor! Beautiful established waterfront properties are all around this quiet location with amazing sunsets. The exterior finish shown is the upgraded board and batten, and this is the coastal farmhouse look. This Annapolis area building group understands the coastal lifestyle, and offers a great floor plan with their 'Chessie II' design. This building site is located on Ship Point. The Mill Creek location is superb for quick access to the Bay and the Patuxent River. The lot shares a pier with adjacent waterfront lot, and will be sold with a deep water slip on that existing shared pier. Maintenance agreement is already in place for the two owners. The 4BR/3.5BA home plan has many upgraded specifications like a large fireplace in the family room, wainscoting in the stairway, three levels with finished space, LVP flooring, granite counters, Andersen windows and more!! Also, there are many upgrade choices to this deluxe lifestyle. NEXT LEVEL UPGRADES Need an elevator? Want board and batten siding and black sash windows? Screened porch? These are examples of the next level in the plan. **Pricing is for this plan on this site, includes permits and delivery, but may not reflect all final contract terms and conditions between consumer and building group.**

13374 Rousby Hall Rd, Lusby

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

$8,750,000
6 Beds 6 Baths
Wilderness Estate- REVISED OFFERING INCLUDES 5 PARCELS 6.27.25- This quintessential Eastern Shore farm is located along the Choptank River in Trappe, Maryland. Comprised of 234 acres, with original structures that are impeccably well-kept and improved with modern amenities, The Wilderness provides a unique opportunity to enjoy the best of the Eastern Shore. Surrounded by open space and preserved farmland with proximity to Oxford, Easton, Cambridge, and St. Michaels, The Wilderness is sure to please the discerning buyer. Sited among large waterfront estates, The Wilderness enjoys privacy and a commanding presence with old-growth trees, broad southerly views, and deep water. The scope of improvements includes the primary residence, waterside guest cottage, beach house, pool, pier, tennis court, early 20th-century barn, and a host of accessory structures for life on the farm. Visit the virtual tour for an inside look and appreciation for the scope of this offering. The main house has great historical significance not only for the original owner’s grandson who lived there and served two terms as the Governor of Maryland but also for its place in the development of Maryland’s domestic architecture, as noted on two markers from the Maryland Bicentennial Commission and the Maryland Historical Society. The smaller and original of the two brick wings dates from the late 18th century and the larger wing from the early 19th century. The house’s architecture is unusual in that the 19th-century wings telescope up, instead of down, from the original wing. The white brick, black shutters, and historical olive green trim color are a serene palette against the house’s majestic specimen trees around the property, including a gigantic Sycamore that is the largest of its species in Maryland. The long white gravel drive under the sheltering canopy of mature trees passes by the barn and other outbuildings then curves around the front of the house. Brick steps lead up to the front porch of the early 19th century wing opening into a gracious foyer and stair hall with an elegant elliptical arch that rests on pilasters at the side walls to separate the public from private areas of the house. A French door at the rear of the foyer frames a vista of the lawn and Choptank River. To the side of the foyer are two identical parlors at the front and rear corners of the house. Both rooms have magnificent fireplace mantles and surround; one is a 1740 hand-carved mantel by noted English artisan woodcarver Grinnling Gibbons and the other is a 1780 mantel surrounded by the famous English architect and artisan, Robert Adam. The main floor of the 18th-century wing contains a spacious living room, dining room, original kitchen, and larger kitchen, pantry, two powder rooms, and a stunning sunroom connecting to a terrace along the rear of the house overlooking the Choptank River. Part of this wing was the final addition to the original home. The second floor of the 19th-century wing contains two bedrooms over the two parlors below with fireplaces and walk-in closets and two baths. The 18th-century wing and later addition contain an artist’s studio with cabinetry and sink that has a myriad uses– TV room, arts and crafts room. The primary suite is located at the rear corner of this wing. It has a fireplace flanked by single windows and another window on the rear wall for panoramic views of the mature landscape and the Choptank River. Two baths complete the suite, with one bath off a hall for access from the art studio. Two stairs access the attic level; one in the 18th-century wing leads to two bedrooms and one bath. The main stair in the 19th-century wing leads to a large game room and another cozy bedroom ensuite. The revised offering of The Wilderness, providing 234 acres comprised of 5 recorded parcels with over 3,000 feet of shoreline is a remarkable opportunity to witness life on the Shore.

27295 Southside Island Creek Rd, Trappe

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

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