Bishopville Real Estate

Bishopville Real Estate

Welcome to Bishopville, Maryland—a charming and serene community nestled in the heart of Worcester County. Just a stone's throw from the bustling beaches of Ocean City, Bishopville offers a perfect blend of small-town charm and convenient access to coastal attractions. With a population of just over 1,000 residents, this picturesque town is an ideal retreat for those seeking a peaceful lifestyle while still enjoying the vibrancy of nearby urban amenities.

Bishopville is known for its lush landscapes and friendly atmosphere. The town is surrounded by beautiful farmland and scenic waterways, making it a haven for nature lovers and outdoor enthusiasts alike. Explore the nearby Assawoman Bay, where you can indulge in fishing, kayaking, and birdwatching, or take a leisurely stroll along the quaint streets lined with historic homes and local businesses.

Community spirit thrives in Bishopville, where neighbors become friends and local events bring everyone together. The annual Bishopville Volunteer Fire Company Carnival is a highlight of the year, showcasing local talent, delicious food, and fun for all ages.

For families, Bishopville offers a tight-knit community with access to quality schools and recreational facilities. Whether you're looking to settle down in a cozy cottage or a spacious family home, the real estate options here cater to diverse tastes and budgets.

With its unique blend of tranquility and accessibility, Bishopville, MD, is more than just a place to live—it's a place to call home. Come discover the charm of this hidden gem and envision your future in this delightful town!

Newest Listings in Bishopville

3 Beds ⋅ 3 Baths

Your dream home is waiting for you here on 2 acres! Custom built in 2006 to replace an older primary home, this quality home has 3 bedrooms- the primary is on the first floor along with a luxurious primary bath and guest 1/2 bath. 2 additional bedrooms and bath are on the second floor. Formal Living room and dining room greeting you along the foyer entrance. Spacious Family room with pellet stove and gas fireplace add living space for all. Kitchen has a bar area for seating plus a spacious casual breakfast room. Large rear deck with awning for outdoor enjoyment. Circular paved driveway for easy access to you 2-car built in garage. 3 plus detached garages and 2 sheds make a place for all your lawn equipment and fun toys. Easy to see in the quaint village of Bishopville.

13308 Hatchery Rd, Bishopville

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

4 Beds ⋅ 3 Baths

Discover exceptional waterfront living in Bayview Estates. Perfectly positioned on a picturesque creek with a private dock and easy access to the bay, this meticulously maintained home offers timeless coastal elegance and an effortless indoor-outdoor lifestyle. The thoughtfully designed floor plan features three bedrooms in the main residence, including a main-level primary suite with a walk-in closet and spa-like bath. A vaulted great room with a wet bar, spacious family room, screened porch, and expansive waterfront decks create the perfect setting for entertaining or relaxing while taking in the breathtaking water views. A detached two-car garage with a finished bonus room provides an ideal fourth bedroom, guest retreat, or private office. An outdoor shower, generous driveway, and beautifully maintained grounds complete this exceptional property. Bayview Estates offers a clubhouse, pool, tennis courts, and a private boat ramp—all with a low $375 annual HOA fee. Experience the finest in coastal waterfront living at 12101 Salt Point Road.

12101 Salt Point Rd, Bishopville

Listing courtesy of Monument Sotheby's International Realty. Contact: 4437087074

4 Beds ⋅ 4 Baths

Cottage-style, picture perfect home. Located on a beautiful tidal pond with unobstructed open views of water, marsh, golf course, and offers significant privacy. (No one can build on the lot next door on right side of house.) Meticulously maintained and so many updates and improvements have been made. Kitchen offers French Vanilla-colored custom cabinetry with PLENTY of cabinet space and walk-in pantry. Island features a maple cutting board counter top and granite flanks the other counters. Great room has 20' ceiling and a wall of windows overlooking, both, the water and exquisite English country garden landscaping. Great room also offers a gas fireplace and STARK-brand carpeting featuring their "antelope" design plus Hunter-Douglas remote-controlled window blinds. Gas heat w central air on first floor and heat pump second level. Separate heat pump for the sun room! Formal dining room offers a beautiful electric fireplace with hand-painted tiles, and invites you to USE the dining room. Laundry room separates the garage from the living area of the house. THIS laundry room is definitely extra-large and the space takes full advantage of cabinet storage. Flooring in laundry room and sunroom is heated. Floors in both of these rooms are honed white limestone and mixed with Belgium blue (almost black) stone. Primary bedroom on second level offers a private balcony overlooking the natural views of wetlands, water, and wildlife. Primary bedroom is large enough to accommodate an adjoining sitting room. And next is the primary bath... the home's signature statement. Walk-in shower with a 5 X 7 hand-painted custom tile mural features a chinoiserie interpretation of the property's surrounding waterfowl and coastal landscape. Calacatta Gold marble basketweave flooring, dual shower heads, and a rain shower all by Newport Brass, and accented by a brass shower door handle developing a rich patina over time. Heated tile floors, antique delft light fixture, and claw foot soaking tub with unlacquered Newport brass fixtures including a nostalgic telephone-style hand sprayer! Two walk-in closets with California closet interiors in the primary suite and found in other closets as well. Three additional bedrooms - one with its own private full bath... Now it's YOUR TURN to look at the rest of this cottage-inspired, enchanted space because the list of amenities and features this one-of-a-kind home offers is endless. (But that list will be available for you inside the home!!)

12316 Savanna Ct, Bishopville

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

Stunning views in the upscale prestigious community of Lighthouse Sound. Lot 10 overlooks the golf course and the bay lies just beyond. The beaches are just minutes away from great property. The Lighthouse Sound Restaurant and the Links at Lighthouse Sound are top rated facilities in the community. Please see this property soon.

12318 Southhampton Dr, Bishopville

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

5 Beds ⋅ 4 Baths

Escape to your own private retreat on 5.41 acres while enjoying the convenience of being just minutes from restaurants, shopping and the beach. Tucked away from the road, this custom-built 5-bedroom, 3.5-bath home features an open floor plan with 10-foot ceilings, hardwood flooring throughout the main living areas, and a living room with a gas fireplace. The chef's kitchen is equipped with a Monogram gas range, pot filler, pantry, abundant cabinetry, and a breakfast area, while the formal dining room and bright three-season room provide additional gathering spaces. The privately situated primary suite offers a peaceful retreat with a spacious ensuite bath and walk-in closet. Two additional bedrooms, a full bath, and a half bath complete the main level, while the upper level provides two more bedrooms and another full bath, ideal for guests or multigenerational living. Outside, enjoy the tranquil setting with a decorative stone pond and mature landscaping. The impressive 40' x 60' metal outbuilding with electric and two 10-foot overhead doors offers incredible flexibility, whether you need a workshop, space for a home business, storage for boats, RVs, classic cars, or recreational equipment. An attached two-car garage, multi-zone HVAC, and fresh interior paint completed in September 2025 complete this exceptional property.

12089 Saint Martins Neck Rd, Bishopville

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

3 Beds ⋅ 2 Baths

Welcome to this well-appointed 3-bedroom, 2-bathroom home in Bishopville, MD, built in 2021 and offering modern finishes, an inviting open floor plan, and a peaceful canal-front setting. Relax on the covered front porch before stepping inside to a spacious living room featuring vaulted ceilings and a cozy propane fireplace. The kitchen is designed for both everyday living and entertaining with upgraded countertops, an island with seating, stainless steel appliances, and a bright breakfast area. The private primary suite features elegant tray ceilings, an oversized dual-sink vanity, a soaking tub, and a walk-in tile shower. Two additional bedrooms share a full bathroom, providing comfortable accommodations for family or guests. Step outside to the back patio and enjoy the canal views, creating the perfect backdrop for relaxing or entertaining outdoors. Built in 2021, this home offers the benefits of modern construction while being conveniently located just a short drive from the beaches, shopping, dining, and attractions of Maryland and Delaware's coast. Don't miss the opportunity to make this beautiful property your own!

11207 Charlie Dr, Bishopville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3028460200

5 Beds ⋅ 6 Baths

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

12355 Southhampton Dr, Bishopville

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

Small Lot on Saint Martin Neck Road. In the Maryland Watershed Critical Area. No sewer or water on property. Possible small buildable area. Can be used for storage. Buyer to do their now due diligence. 7 miles to Ocean City. Not enough room for a septic system. Property Sold AS IS.

177 Parcel- Saint Martins Neck Rd, Bishopville

Listing courtesy of Keller Williams Realty. Contact: 3023600300

6 Beds ⋅ 8 Baths

ONCE UPON A TIME in a sweeping coastal vista with an architectural world-class design, there is a TIMELESS, premiere Lighthouse Sound estate. Truly an unparalleled level of both privacy and prestige. Fashioned in the classic Shingle-Style design, otherwise known as "Coastal Seaside Architecture"... MANY EXPENSIVE HOMES ARE LARGE, BUT FEW EXPENSIVE HOMES ARE PROPORTIONED THIS WELL. The symmetry here creates a feeling of both permanence and luxury. The (installed summer 2026) roof is exceptionally interesting with its multiple gables that adds both character and ceiling height inside. Copper accent roofs feature standing seams. The rooftop Widow's Watch, or observation deck, (OR crow's nest!) is an amazing feature- especially when YOU are up there taking a good look at the 360-degree views of the bay, or fireworks displays, or enjoying your favorite beverage. All rooms in this house feature exquisite hand-crafted architectural elements and views of the natural, coastal habitats. Enter into the main hall and your eyes will be immediately drawn to the direct view of the water. ** Moving forward into the LIVING ROOM, or great hall, is a complete wall of windows soaring 20 feet high. An aged-glass mirror adorns the limestone woodburning fireplace beneath. (mirror included) Most of the floors throughout are walnut, finished on site and stained. **The BILLIARD ROOM and adjoining den/MEDIA ROOM showcases brilliant walls of Honduran mahogany. A solid wood pocket door separates the two rooms, if desired. A full wet bar area with granite counters grace the side of the billiard room, including an under counter fridge. Adjoining the billiard room is a side porch with a "cat-slide" roof, adding yet additional character to the overall design. Speaking of design, the Becker-Morgan Group in Salisbury, MD were the architect engineers of this project along with collaboration from both Washington, D.C. And New York City design teams. The **DINING ROOM displays custom wallpaper that was hand painted and depicts the natural elements and scenes from the ponds and surrounding environments. The dining room features a grand bay window, framing magnificent sunsets for guests to admire. **The chef-inspired KITCHEN is appointed with premier Wolf appliances and striking Carrara Italian marble. It features an exquisite copper tile backsplash framing the six-burner gas range and griddle, complemented by an integrated, refined sitting area for elegant entertaining. The floor is limestone from Paris Ceramics. Color is called Irish Blue but shows as black. **A BUTLER'S PANTRY offers granite counters, a 120 bottle wine refrigerator, a copper sink and a beverage refrigerator. The three-story TURRET overlooks the gated 40 X 16 heated swimming pool and hot tub. First floor of the turret is a wonderful and bright SUNROOM, while the second level of the turret is the YOGA ROOM located next to the immense PRIMARY BEDROOM SUITE that features a sprawling "dressing room", or could easily be converted into a nursery. The primary bedroom features a gas fireplace plus an additional adjoining sitting room overlooking the bay and offers access out to the private primary bedroom's balcony. The PRIMARY BATH features marble counters and the accoutrements worthy of this suite. The third floor of the turret showcases an office tower/observatory. INCREDIBLE architecture and INCREDIBLE views from this 1.47 acre lot! There are SO MANY additional custom features in this spacious home, we've added a special list for you to review upon your request. Although encompassing more than 8,200 square feet, this storybook waterfront residence is gracious in scale but intimate in how it lives. Rarely will you ever find such an enchanted home to call your own. Here's your opportunity to LIVE HAPPILY EVER AFTER. **Current furnishings and décor may differ from those shown in the photographs.

12353 Southhampton Dr, Bishopville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3025372616

Exceptional industrial warehouse opportunity situated on a corner lot with 2.7 acres with secure fenced storage yard and outstanding expansion potential. The property includes 40'x135'x 20' warehouse building featuring two power commercial garage doors, movable shelving rack system, insulated construction and durable 3/4" plywood protective wall sheathing. Showroom is 40'x40'x20' finished with HVAC dedicated office space and customer ready functionality ideal for contractors, marine services, storage operations, trades and /or industrial users. Property also features an enlarged septic system designed to accommodate future growth, well filtration system includes clean water aquifer with water purifier on site to be rid of ferric oxide (rust or sulfates), and a secured locked yard currently suitable for boat, jetski , contractor equipment, vehicles or outdoor storage operations. Rare opportunity for owner-users, investors, contractors or industrial operators seeking flexible indoor/outdoor operational space with room to expand. Previous plans were approved to build two additional buildings with contractor shops 12x100. Business is turn key and is available for sale

12021 Hammer Rd, Bishopville

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

4 Beds ⋅ 5 Baths

Welcome to 12105 Salt Point Road, a newly constructed coastal residence completed in 2024 by Euro Homes. Set within Bay View Estates, this 3,200+ square foot home captures something truly rare: uninterrupted water on two sides and near 360-degree bay views, where virtually every window becomes its own vantage point. The ground level is designed for real life by the water, featuring a spacious living and recreation area, a flexible room ideal as a den, office, or additional bedroom, and a full bath with walk-in shower thoughtfully customized as a dog wash. A generously sized laundry and mudroom adds everyday functionality, while direct access to the insulated two-car garage keeps everything seamless. Upstairs, the home opens in a way that feels both expansive and intentional. Natural light pours into a dramatic two-story family room, where floor-to-ceiling windows, a statement shiplap fireplace, and coffered ceilings stained to match the flooring create a striking focal point. The chef’s kitchen, outfitted with high-end Café appliances, centers the space with an oversized waterfall island designed for gathering. From here, the home flows effortlessly into the dining area, complete with a butler’s counter and pantry, and out through full-view French doors to an expansive deck, where indoor and outdoor living blend seamlessly against a backdrop of water views. An en-suite bedroom with a private bath and direct access to the deck offers a perfect retreat for guests, while a well-appointed half bath and an additional flexible front-facing space provide options for a sitting area, office, or quiet escape. The third level introduces a sense of architectural presence, with a catwalk overlooking the living space below. The primary suite is a true retreat, defined by cathedral ceilings, an expansive walk-in closet, and a spa-like bath, complete with a private balcony overlooking the bay. Two additional bedrooms, including one with its own private balcony, a full bath, and a second laundry area complete the level. Multiple balconies extend the living experience outward, including a private balcony at the stair landing, offering additional vantage points throughout the home. Dual-zone air conditioning ensures comfort across all three levels. Outdoors, a fully fenced yard adds both privacy and peace of mind, creating a secure space ideal for children and pets while maintaining the home’s open coastal feel. The ability to add a private dock creates direct access to boating, kayaking, and paddleboarding. Set within Bay View Estates, just moments from the area’s beaches, dining, and local attractions, the home balances privacy with proximity.

12105 Salt Point Rd, Bishopville

Listing courtesy of Keller Williams Realty. Contact: steve@srarealty.com

4 Beds ⋅ 3 Baths

Welcome to 12740 Jarvis Road! A rare waterfront retreat set on 10.75 acres in Bishopville, MD. This spacious 4-bedroom, 3-bath home offers the perfect blend of privacy, open land, and direct water access. Enjoy endless outdoor possibilities with a beautiful pasture stretching across the front of the property, ideal for horses, hobby farming, or simply taking in the peaceful surroundings (a new tin roof was put on the barn in 2023). Out back, take advantage of your private waterfront lifestyle complete with a boat lift—perfect for boating, fishing, and exploring the nearby waterways. New boards on the dock in 2024 and new boat lift in 2025. The home offers generous living space with a functional layout suited for both everyday living and entertaining. Brand new HVAC System and a new septic pump installed 2025. A detached 2-car garage provides ample storage for vehicles, equipment, or recreational gear. Whether you’re looking for a full-time residence, weekend escape, or a property with room to grow, this unique waterfront estate delivers space, versatility, and the best of coastal country living.

12740 Jarvis Rd, Bishopville

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

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