Bishopville Homes for Sale

Bishopville Homes for Sale

Welcome to Bishopville, Maryland – a hidden gem nestled in the heart of Worcester County. This charming town offers a delightful blend of small-town charm and natural beauty, making it the perfect place for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life. With its picturesque landscapes and friendly community, Bishopville provides a unique opportunity to enjoy the best of Maryland living.

Bishopville is surrounded by lush greenery and scenic views, offering residents a tranquil environment to call home. The town is conveniently located just a short drive from the beautiful beaches of Ocean City, allowing easy access to sun-soaked shores and vibrant boardwalks. The area is also rich in history and culture, with local attractions such as the Bishopville Historic District and the nearby Assateague Island National Seashore, where you can experience the beauty of wild ponies and stunning coastal landscapes.

For those looking to make Bishopville their home, the real estate market offers a variety of options to suit every lifestyle and budget. From charming single-family homes with spacious yards to modern townhouses and serene waterfront properties, there’s something for everyone. With a growing community and a strong sense of belonging, Bishopville is not just a place to live; it’s a place to thrive.

Explore the homes for sale in Bishopville today and discover the perfect property to create your dream life in this idyllic Maryland town. Whether you’re seeking a seasonal getaway or a permanent residence, Bishopville welcomes you with open arms!

Newest Bishopville Homes for Sale

$2,900,000
4 Beds ⋅ 5 Baths
Discover unmatched coastal living in this 5‑bedroom, 4.5‑bath waterfront retreat, perfectly positioned on a picturesque point along Grey’s Creek off Assawoman Bay. Offering 330 feet of private waterfront, this property delivers sweeping water views, unforgettable sunsets, and a rare blend of privacy, space, and tranquility—just minutes from the ocean yet worlds away from the bustle. A gated entrance leads to an extended driveway and an impressive oversized 3‑car garage, designed with high ceilings ideal for vehicle stacking, storage, or hobby space. For boating enthusiasts, this is truly a boater’s paradise—complete with a private pier, boat lift, and effortless access to the creek and bay. Inside, the home is crafted for comfort and efficiency, featuring geothermal heating and cooling and generous square footage for hosting, relaxing, or working from home. Multiple rooms capture serene water views, including a striking panorama of the Ocean City skyline in the distance. Outdoor living shines with a large screened porch and a spacious waterfront deck, perfect for dining, entertaining, or simply soaking in the peaceful setting and nightly sunsets. The 1.23‑acre fenced lot provides exceptional space for pets, gatherings, and privacy. This property stands out as a premier opportunity for buyers seeking a private waterfront estate with modern systems, exceptional outdoor living, and direct water access in one of Bishopville’s most desirable locations—true coastal serenity on Grey’s Creek, without bayfront crowds.

12301 Point View Rd, Bishopville

Listing courtesy of O'Conor, Mooney & Fitzgerald. Contact: (410) 449-4900
$550,000
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 walk-in-closet. 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 and all stainless-steel appliances. Large 10x10 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
$1,325,000
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
$945,000
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
$525,000
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
$2,795,000
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
$3,599,000
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. (Refinished July 2026!) **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, Thassos 12 X 12 white natural marble floor, quarried in Greece, and the third floor of the turret showcases an office tower/observatory/office. 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
$1,199,950
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
$999,999
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
$724,900
4 Beds ⋅ 3 Baths
Welcome to your waterfront 1.35 acre retreat in Holiday Harbor—where coastal charm meets everyday comfort. This beautifully maintained 4 bedroom, 2.5-bath home offers the perfect blend of relaxed living and functional space. From the moment you step inside, you’ll appreciate the light-filled interiors, open flow, and thoughtful layout designed for both entertaining and quiet evenings at home. The spacious main living area invites you to unwind while enjoying serene water views. The well-appointed kitchen offers ample cabinetry and counter space, making meal prep effortless whether you're hosting guests or enjoying a quiet dinner in. The adjoining dining area provides the perfect setting for gathering with family and friends. Upstairs, the primary suite serves as a private retreat, complete with an en-suite bath and generous closet space. Two additional bedrooms provide comfort and flexibility for family or guests. A versatile den adds even more value—ideal as a home office, playroom, or easily converted into a 5th bedroom to suit your needs. Step outside and experience the true highlight of this property: direct boat access to the Saint Martins Neck River. Whether you enjoy early morning fishing trips, sunset cruises, kayaking, or simply soaking in the peaceful waterfront setting, this home makes it all possible right from your backyard. With its prime waterfront location, flexible living space, and easy access to the river, this Holiday Harbor gem offers the lifestyle you’ve been dreaming of. Don’t miss your opportunity to make it yours. Sellers are offering a $5000 flooring allowance with acceptable contract.

11244 W Marie Dr, Bishopville

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888
$1,795,000
5 Beds ⋅ 6 Baths
11914 Back Creek Road | Bishopville, MD Why buy this instead of waterfront? Waterfront gets you a view — and a long list of trade-offs that come with it: tiny lots, tidal restrictions, flood insurance, no room to expand, and neighbors close enough to hear. This property flips the equation. Nearly 19 private acres, a 6,864 square-foot custom residence, a resort-style pool, and a massive flex/warehouse building most waterfront buyers never even get offered — all just minutes from the water everyone else is paying a premium to sit next to. If what you actually want is space, privacy, and the freedom to use your property exactly how you want, this estate delivers what waterfront, at this price point, simply cannot. The Estate: Set back on nearly 19 acres of cleared and wooded grounds, this 2019-built estate was designed for buyers who want room to breathe — and room to grow. Five bedrooms and six bathrooms are arranged across a thoughtfully laid-out floor plan with soaring ceiling heights and a clean, cohesive architectural style throughout. The kitchen anchors the home with quartz countertops, premium cabinetry, and a substantial island built for real cooking and real entertaining. Living and gathering spaces unfold generously from there, giving the home the kind of scale that's genuinely rare to find this close to the coast. Resort-Style Living, No HOA Required Step outside to a private pool and patio built for entertaining — think fire pit evenings, weekend gatherings, and the kind of outdoor living waterfront lots rarely have the acreage to support. Mature landscaping and privacy fencing keep the grounds secluded, so you get the resort feel without the resort crowd. The Flex/Warehouse Building: The Game-Changer: This is where the property truly separates itself from anything on the water. A massive flex/warehouse building gives you room for a serious workshop, boat and RV storage, a car collection, a home business, or all of the above. It's the kind of infrastructure waterfront zoning almost never allows — and it instantly makes this property useful in ways a bulkhead and a dock never will be. Location: All the Coast, None of the Compromise: Minutes from Ocean City, Berlin, and Assateague Island, this property puts the beach, the boat ramp, the golf course, and the region's best restaurants within easy reach — without asking you to sacrifice acreage, privacy, or flexibility to get there. The Bottom Line: Waterfront buys you a view. This estate buys you nearly 19 acres, a 6,864 square-foot custom home, a resort-style pool, and a warehouse building with more real-world utility than most commercial properties — all minutes from the same beaches, boating, and restaurants waterfront buyers pay a premium for. Space. Privacy. Flexibility. Lifestyle. This is what waterfront, at this price, can't offer.

11914 Back Creek Rd, Bishopville

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$2,950,000
7 Beds ⋅ 8 Baths
Waterfront Estate | Headwaters of the Shingle Landing River | Positioned on over two private waterfront acres at the headwaters of the Shingle Landing River, this exceptional custom residence by White Creek Homes, Inc. embodies refined coastal living at its finest. Encompassing over 7,000 square feet, the home offers 6 bedrooms, 5 full baths, and 1 half bath, thoughtfully designed to balance architectural presence with everyday comfort. A sweeping approach framed by professional landscaping and curated hardscapes sets a distinguished tone. Beyond, your private dock invites effortless days on the water—boating to nearby waterfront restaurants, fishing at sunrise, or enjoying peaceful afternoons kayaking along the river. Inside, the architectural flow is intentional and elegant. The foyer introduces gracious formal and informal living spaces, including a formal dining room, a refined living room with fireplace, and a separate sitting room anchored by its own fireplace. Expansive windows frame serene water views throughout. The main-level primary suite is a private sanctuary featuring panoramic river vistas, a spa-inspired bath with soaking tub and glass-enclosed tiled shower, a dedicated dressing room, and generous walk-in closets—offering a five-star retreat experience at home. The kitchen reflects both craftsmanship and performance, appointed with Sub-Zero and Wolf appliances, custom cabinetry, and seamless connectivity to a sunlit breakfast room overlooking the water. An adjacent fireside gathering space creates an inviting setting for relaxed mornings and intimate evenings. The second level is thoughtfully configured for both privacy and functionality, offering two en suite bedrooms, two additional bedrooms connected by a Jack-and-Jill bath, and a fifth bedroom serviced by a full bath located just off the private fitness studio. A dedicated laundry room enhances convenience on this level. The third floor provides an additional family retreat with access to a private rear deck overlooking the waterway—an elevated vantage point for quiet reflection or relaxed entertaining. Outdoor living is equally compelling, with expansive hardscapes, integrated gas grill, and fire feature creating a resort-style terrace designed for refined gatherings. A detached garage with unfinished bonus space above offers flexibility for guest quarters, studio, or executive workspace. Ideally located, the property offers convenient access to the charm and fine dining of Berlin, the beaches and boardwalk of Ocean City, and the coastal lifestyle of Fenwick Island. Regional and private air travel is easily accommodated via Salisbury Regional Airport, making this estate as accessible as it is private. This is not simply a home—it is a private waterfront estate curated for those who value craftsmanship, discretion, and an uncompromising coastal lifestyle.

10542 Egret Ct, Bishopville

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