Bishopville MD Homes For Sale

1+ acre cleared home site surrounded by mature trees. Septic installed for capacity up to 4 bedroom home. No HOA. Great location with quick access to Rt 90 into Ocean City. South side of St Martins Neck Rd. in quiet Bishopville MD.

St Martins Neck Rd, Bishopville

Listing courtesy of Burke Real Estate. Contact:

$349,950

RARE WATERFRONT OPPORTUNITY | 1.28 ACRES | DEEDED BOAT DOCK | RECORDED SEPTIC RESERVE You can build the home. You can’t recreate the waterfront! As available waterfront homesites become increasingly scarce along Maryland’s Eastern Shore, opportunities like this deserve your attention. Discover 1.28 beautiful acres in Martin’s Port, a peaceful waterfront community in Bishopville, Maryland, offering the perfect setting to create your own coastal retreat. Nestled along a scenic prong near the headwaters of the St. Martin River, this exceptional property offers a combination of privacy, natural beauty, and valuable existing improvements. A recorded septic reserve area-and an installed deeded boat dock is already in place, providing two significant advantages as you begin planning your future waterfront home. Imagine designing a custom residence surrounded by mature trees, open skies, and tranquil water views. Enjoy morning coffee overlooking the water, afternoons fishing, crabbing, or boating, and evenings unwinding in the peaceful surroundings of your own waterfront sanctuary. It’s not simply about owning waterfront property. It’s about embracing everything that comes with it. The surrounding Eastern Shore is celebrated for its boating culture, numerous waterfront restaurants, fresh local seafood, scenic waterways, and unforgettable coastal experiences. Whether exploring the St. Martin River, enjoying dockside dining, or spending a relaxing afternoon on the water, the lifestyle possibilities are as appealing as the property itself. Conveniently located near Ocean Pines, Ocean City, and the Delaware beaches, Martin’s Port offers the tranquility of a rural waterfront setting without sacrificing access to coastal amenities. Just a short drive away, historic Berlin, Maryland, welcomes you with its charming Main Street, locally owned shops, outstanding dining, art galleries, and year-round community events. The property is also located in Worcester County, served by Worcester County Public Schools. Waterfront land is finite, and finding 1.28 acres with an existing deeded dock and recorded septic reserve area is an opportunity worth exploring. Whether you’re envisioning a year-round residence, a weekend escape, or a coastal property to enjoy for generations, this distinctive homesite provides the setting to bring that vision to life. The land. The water. The lifestyle. Opportunities like this don’t come along every day. Invest in the Beach Lifestyle!

Lot 8 Martins Port, Bishopville

Listing courtesy of Keller Williams Realty. Contact:

$550,000

This 49.95± acre farmette in Worcester County, Maryland, near Bishopville, offers a mix of farmland, timber, and recreational hunting land. The property features 25.6± acres of tillable ground and 23.13± acres of timber that support whitetail deer, turkey, and upland game hunting. Improvements include a 100-foot by 50-foot pole shed with a concrete floor and electricity, a well, and a large U-shaped gravel driveway. Located 0.6± miles from Route 113 and the Delaware line, this versatile tract provides agricultural, and recreational opportunities. Additional parcel included, Tax ID# 05-001277.

9406 Morris Rd Unit 0025, Bishopville

Listing courtesy of National Land Realty, LLC. Contact:

$550,000

This 49.95± acre farmette in Worcester County, Maryland, near Bishopville, offers a mix of farmland, timber, and recreational hunting land. The property features 25.6± acres of tillable ground and 23.13± acres of timber that support whitetail deer, turkey, and upland game hunting. Improvements include a 100-foot by 50-foot pole shed with a concrete floor and electricity, a well, and a large U-shaped gravel driveway. Located 0.6± miles from Route 113 and the Delaware line, this versatile tract provides agricultural, and recreational opportunities.

9406 Morris Rd Unit 0025, Bishopville

Listing courtesy of National Land Realty, LLC. Contact:

$669,900

3 Beds ⋅ 3 Baths

Welcome to Piney Island, a sought-after community offering a scenic, private setting close to everything that makes coastal living so desirable. Situated across the street from the St. Martin River and just minutes from Ocean City’s beaches, Assawoman Bay, and the charming town of Berlin, this beautifully maintained 3 bedroom, 2 1/2 Bath home is an inviting choice for year-round living or a relaxing second home. Hardwood floors complement the open floor plan, creating a warm, welcoming flow throughout the main living areas. The spacious kitchen features a large center island, perfect for casual dining, gathering, and entertaining, while a cozy fireplace adds comfort and character to the living space. The first floor primary suite offers convenient main level living with a walk-in closet and private bath. Two additional bedrooms provide space for family, guests, or a home office, and abundant storage adds everyday practicality. Enjoy your morning coffee on the welcoming front porch or unwind on the rear brick patio after a day at the beach or on the water. An oversized driveway provides generous parking for residents and guests. With its established surroundings and easy access to nearby beaches, boating, dining, and shopping, Piney Island offers a peaceful place to come home while keeping the coastal lifestyle within easy reach. Whether you’re putting down roots or looking for your own getaway at the shore, make this Piney Island home your next chapter. Call today for your private showing!

10641 Piney Island Dr, Bishopville

Listing courtesy of Keller Williams Realty Delmarva. Contact:

$349,000

Build your dream home on this exceptional lot in the prestigious Lighthouse Sound community. Ideally located within walking distance to the clubhouse, this property offers stunning views of the Ocean City skyline and Assawoman Bay. Situated along Hole #2 of the championship golf course, with Hole #1 directly across the street, you'll enjoy beautiful golf course vistas from both the front and rear of the property. This is a rare opportunity to create your perfect coastal retreat in one of the area's most desirable communities. There is a buriel site in the front left corner of the lot it has a 6 ft easement from the wall. The local history of this land is pretty cool. See in the documents.

12310 Southhampton Dr, Bishopville

Listing courtesy of Coldwell Banker Realty. Contact:

$1,349,000

5 Beds ⋅ 5 Baths

This is a Custom brick-front contemporary on 1.43 wooded acres in Piney Island, one of Bishopville's most sought-after neighborhoods: a quiet, established community of custom homes on large wooded lots, most of them on the water, tucked well off Route 113 with bay views at the end of the street. Minutes from the Delaware line and about 15 minutes to Ocean City. Roughly 6,300 finished square feet on three levels: 5 bedrooms, 4 full baths, 1 half bath, a main-level primary suite, an oversized 3-car garage, an in-ground pool with automatic pool cover, and something almost nobody on the Lower Shore has, a full finished walk-out basement. The two-story foyer opens to a formal dining room with wainscoting and plantation shutters. The kitchen has cherry cabinetry, granite counters, a center island with propane gas cooktop, double wall ovens, stainless appliances, and bar seating, and flows into a sunlit breakfast room with a bay of windows over the pool. The two-story great room is anchored by a floor-to-ceiling stone fireplace framed by arched windows, with built-ins and an overlook from the upper landing. The main-level primary suite has a remodeled bath with a freestanding soaking tub, frameless glass shower, double granite vanity, and a fully built-out walk-in closet, with a second bedroom also on the main level. Upstairs are three more bedrooms and two full baths. A large bonus room over the garage, reached by its own staircase off the laundry room, works as an office, sixth bedroom, or playroom. The main-level laundry room is a proper workroom: oversized washer and dryer new in 2022, long folding counters, plenty of cabinets, and a plumbing rough-in ready for a utility sink. The lower level is the party floor: fully finished, metallic epoxy floors, a full wet bar with refrigerator and dishwasher, full bath, a bonus room for guests or crafts, and wide-open space for a game room, gym, or theater, with sliders straight out to the pool. Basements are rare here because of the water table, and this one is dry, bright, and finished end to end. The 3-car garage is a showpiece in its own right: epoxy flake floor in Maryland-flag colors, new doors and wall-mounted openers, upgraded lighting, finished and painted walls and ceiling, built-in cabinets, and a side entry. Room for the weekend car and the daily drivers, and for the hobbyist, a laser engraver in the workshop corner that can convey with the house. Outside, a covered paver patio with curtains sits under the rear deck and opens to the fenced pool with new paver surround, plumbed for a propane heater. Three geothermal heat pumps, well with softener, septic, 200-amp service, irrigation system, propane for the cooktop, and a 2022 80-gallon water heater. The home has been well maintained and shows beautifully, and it is priced to reflect that it is being sold in its current condition without further improvements. Flood zone X, no HOA. Select photos digitally enhanced.

10703 Piney Island Dr, Bishopville

Listing courtesy of Homecoin.com. Contact:

$1,599,000

5 Beds ⋅ 6 Baths

OPEN HOUSE RESCHEDULED TO OCT. 18th, 1:00PM- 4:00PM DUE TO SEVERE WEATHER. Nearly 19 private acres, minutes from the water, in a part of Bishopville where land like this almost never comes up. Mature trees screen the property from the road and the neighbors, and that privacy sets the tone before you even reach the front door. A large porch with wood-beamed ceilings and a stone patio gives you a place to sit outside well after dark. Step through the front door into a grand foyer with soaring ceilings, oversized windows, and enough open space for a full seating area of its own, where a glass sliding door straight ahead frames your first look at the pool outside. Crown molding and recessed lighting carry through much of the main level, catching light from windows in nearly every room. To the left, the kitchen opens around a massive center island: built-in microwave drawer, dual sinks, a KitchenAid beverage center, sliding storage doors, a Samsung fridge, Bosch dishwasher, double ovens, and a gas cooktop under a statement vent hood- with a raised bar-height counter on one end for stool seating, and a bay-windowed dining room just beyond it. A private office sits just off the kitchen, tucked away for quiet. Past the kitchen, a large private mudroom holds the laundry, a utility sink, and extra counter and cabinet space, opening straight into an oversized three-car garage with ceilings just as soaring as the foyer's. Back through the foyer, to the right, a formal family room with a built-in wet bar and a half bath rounds out the main gathering space. Down an arched hallway from there, three bedrooms make up the private wing: two with their own walk-in closets and full baths, and at the end of the hall, the primary suite, where double doors open straight to the pool. The bath includes a glass walk-in shower with dual heads, a rainfall head, and a built-in jacuzzi tub, an enclosed water closet for extra privacy, a separate makeup vanity apart from the his-and-hers dual vanity, and his-and-hers walk-in closets with built-in shelving. Back at the foyer, dual hardwood staircases rise on either side of the home, each leading up to an oversized loft bedroom- both big enough for multiple beds- complete with its own private en-suite bath, walk-in closet, and balcony overlooking the pool and grounds. Outside, a heated in-ground saltwater pool spans a shallow and deep end, with a tanning ledge for four, a fully built-in outdoor kitchen with grill and mini fridge, bar seating, and a covered patio with ceiling fans and a dining area, almost entirely enclosed by the home itself. Past a wood-built gate, a second fire pit sits tucked into planted gardens along a stone walkway. Behind the home, a separate warehouse opens with the push of a button and offers room for nearly anything — storage, a workshop, or commercial space- plus its own kitchen, bar, AC and heat, and loft storage up a small staircase. The rest of the land is a mix of cleared, well-kept ground and lightly wooded trails made for hiking, dirt biking, and four-wheeling. All of it sits just minutes from Assawoman Bay, Goose Island Pond, Ocean City, and Fenwick Island- this much land, this close to the water, isn't something you'll find again in Bishopville.

11914 Back Creek Rd, Bishopville

Listing courtesy of Foraker Realty Co.. Contact:

$780,000

4 Beds ⋅ 2 Baths

Nestled on a sprawling 4.42-acre lot, this exquisite Cape Cod residence offers a harmonious blend of luxury and tranquility. Built in 2002, the home boasts 2,769 square feet of thoughtfully designed living space, featuring three spacious bedrooms and two full bathrooms. The inviting interior showcases a cozy fireplace, perfect for creating warm memories on chilly evenings, while the attic provides ample storage or potential for additional living space. Step outside to discover your own private oasis. The property is bordered by the serene Bishopville Prong, where you can enjoy fishing or launch your canoe for a peaceful day on the water. The lush surroundings offer a picturesque view of trees and a gentle stream, creating a perfect backdrop for relaxation and outdoor activities. The detached two-car garage not only accommodates your vehicles but also serves as an exceptional guest retreat, featuring a full bathroom downstairs and a private bedroom upstairs. Meanwhile, the crushed stone driveway provides additional parking for visitors. This secluded retreat is not just a home; it's a lifestyle, where you can unwind in nature's embrace yet remain conveniently close to modern amenities. Experience the ultimate in luxury living, where every detail has been curated for comfort and elegance. This property is a rare gem, inviting you to create lasting memories in a setting that feels like a world away.

12836 Jarvis Rd, Bishopville

Listing courtesy of Coldwell Banker Realty. Contact:

$329,000

9.5 Acres – Private Hunting & Recreation Retreat Just Minutes from Ocean City! This is your chance to own a rare piece of Worcester County— 9.5 acres of fully wooded, private land located in one of the area’s best hunting regions. Tucked away in nature yet just five minutes from Ocean City, this property offers the perfect combination of seclusion and convenience. The land is beautifully wooded, providing abundant wildlife and a natural setting that’s ideal for hunters, outdoor enthusiasts, or anyone seeking a peaceful retreat. With low county taxes and unmatched privacy, it’s a property that delivers both value and opportunity. Whether you envision it as a personal hunting haven, a weekend getaway, or a smart long-term investment, this tract of land offers endless possibilities making now the perfect time to secure your own slice of Worcester County paradise. Opportunities like this don’t come around often—experience the beauty, privacy, and potential of this unique property today.

St Martins Neck Rd, Bishopville

Listing courtesy of RE/MAX Advantage Realty. Contact:

12342 Saint Martins Rd Unit 39, Bishopville

$139,000

1 Beds ⋅ 1 Baths

Lot #39 at Bali HI RV Park is now Available . 1 Bedroom 1 Full bath 2021 ALLIANCE Camper that is Excellent condition. Full Kitchen, Living room, Large walk in shower with glass doors. Nice size bedroom with a King size bed and a walk-in closet. Seperate storage shed for all those beach items. Park is only closed for 3 month out of the year. December through February. A perfect retreat with nicely paved roads, a new bath house, Swimming pool and cable TV. Just a short drive to Ocean City, providing easy access to a variety of shopping and dining options. Property comes with 4,500 shares of stock and the monthly fee is $154/month which includes water/sewer, Wi-Fi, trash service, and grass cutting. This is a must see property ! It is in Move in condition and waiting for you.

12342 Saint Martins Rd Unit 39, Bishopville

Listing courtesy of Larry Holdren Real Estate Inc. Contact:

$1,495,000

6 Beds ⋅ 6 Baths

Welcome to 10220 Shingle Landing Road, an impressive estate offering over 5,600 square feet of living space on more than 4.5 beautifully landscaped acres. Located in an exclusive setting of just five estate-sized homesites, this exceptional property offers privacy, space, and versatility—all just a few miles from the beaches of Ocean City. This expansive home features 6 bedrooms and 5.5 bathrooms, along with an attached 3-car garage and a separate 3-car detached garage. The detached garage includes a spacious second floor offering tremendous potential for a game room, home office, studio, recreation space, or other future use. The outdoor living area is truly a highlight, featuring a 40' x 20' in-ground pool with waterfall, hot tub hookup, gorgeous stone patio, and gas fire pit—creating the perfect setting for entertaining or relaxing at home. The beautifully maintained grounds feature extensive landscaping and an impressive irrigation system with more than 80 sprinkler heads across 10 zones. Inside, the kitchen features beautiful appliances, two dishwashers, trash compactor, butcher-block countertop, and Andersen French doors providing a seamless connection to the outdoor living areas. The spacious family room offers hardwood flooring and recessed lighting, while multiple additional first-floor flex rooms give the new owner the opportunity to customize the home to fit their lifestyle. A first-floor bedroom with a full bathroom provides excellent flexibility for guests or multi-generational living. Upstairs you'll find five additional bedrooms, including a spacious primary suite complete with a mini refrigerator/wet bar and separate his-and-hers closets. Additional features include two Rinnai tankless hot water systems providing an abundant supply of hot water throughout the home. With over 4.5 acres, 5,600+ square feet, six garage spaces, a resort-style pool and outdoor entertaining area, this remarkable Bishopville estate offers a rare combination of privacy and space while remaining just minutes from Ocean City beaches, restaurants, golf, marinas, and all the attractions of the resort area. A truly unique Eastern Shore property that must be seen to be fully appreciated.

10220 Shingle Landing Rd, Bishopville

Listing courtesy of RE/MAX One. Contact:

$525,000

Build your dream home on this exceptional homesite in the prestigious Lighthouse Sound Golf Community, one of Worcester County's premier luxury neighborhoods. This spacious lot offers an outstanding opportunity to create a custom coastal retreat surrounded by beautiful homes, manicured landscaping, and the renowned Arthur Hills championship golf course. Perfectly positioned along a quiet street, the lot offers an open setting with ample space for a custom residence, outdoor living areas, and a private backyard oasis. Whether you envision a luxurious primary residence or an elegant vacation home, this homesite offers the perfect canvas to bring your vision to life. Residents of Lighthouse Sound enjoy an exceptional lifestyle with championship golf, scenic walking paths, and a peaceful coastal atmosphere, all just minutes from Ocean City, Assateague Island, and the historic town of Berlin. Spend your days golfing, boating, fishing, dining, or relaxing on Maryland's beautiful beaches, all while enjoying the tranquility of one of the Eastern Shore's most desirable communities. Public sewer is available, making the building process even more convenient. With beautiful neighboring homes, and attractive water views, this is one of the few remaining opportunities to build in this sought-after community. Don't miss your chance to secure this premium homesite and build the custom home you've always dreamed of in Lighthouse Sound.

Southhampton Dr, Bishopville

Listing courtesy of RE/MAX One. Contact:

$2,900,000

5 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:

$1,125,000

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. (UPDATE REGARDING TIDAL POND! LAST SATURDAY DURING MY OPEN HOUSE WHILE OUT ON BACK DECK WITH VISITORS, MUCH TO OUR SURPRISE, THERE CAME TWO KAYAKERS OUT OF THE MARSH 'S TIDAL CREEK! ASKED WHERE THEY CAME FROM, THEY SAID FROM THE ROUTE 90 BRIDGE. ASKED HOW DEEP THE POND IS, THE KAYAKER IN THE MIDDLE PUT HIS PADDLE DOWN AND SAID THE POND WAS HIGHER THAN THE PADDEL; ABOUT 7 FEET+- DEEP AT HIGH TIDE. THE ONE CLOSER TO THE SHORELINE SAID HE THOUGHT IT WAS AROUND 3-4 FEET!) 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. (seller is an avid and expert gardener and has more than 70 hydrangeas) 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!!) ANOTHER SPECTACULAR FEATURE OF THIS CUSTOM HOME IS THE VIEW OF THE LONGEST GOLF CART BRIDGE IN THE U.S. THAT IS APPROXIMATELY 1,500 FEET!! This house has it ALL! Views, Tidal waterfront pond, location, and an upscale English cottage-style home...LOCATION, LOCATION, LOCATION!!

12316 Savanna Ct, Bishopville

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

$650,000

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:

12089 Saint Martins Neck Rd, Bishopville

$899,000

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:

$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:

177 Parcel- Saint Martins Neck Rd, Bishopville

$24,500

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:

$3,200,000

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:

$1,200,000

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:

$1,149,950

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:

$525,000

4 Beds ⋅ 2 Baths

Motivated seller! Discover the waterfront potential of 13374 Cove Landing Road in desirable Bayview Estates. Situated on a nearly half-acre corner lot, this canal-front property offers a private dock, generous living space, and an opportunity to create your own coastal retreat. Although the home carries a Bishopville, Maryland address, it is located within Bayview Estates and accessed through the Delaware side of the community, placing coastal Maryland and Delaware attractions within easy reach. Enjoy peaceful canal views and the convenience of your own private dock. Due to seasonal tides, the dock is best suited for launching smaller craft or short-term tie-ups, while the nearby community boat ramp provides convenient access for larger vessels. Explore Grey’s Creek and Assawoman Bay, enjoy waterfront dining, or head toward Ocean City’s inlet, approximately 25 minutes away by water. By land, Ocean City and Fenwick Island beaches are approximately six miles away, with Bayside Golf Resort, shopping, and dining just minutes from home. A bright breakfast room welcomes you inside and leads to a spacious eat-in kitchen with abundant cabinetry and prep space. A wide pass-through connects the kitchen to the sun-filled living room, creating an inviting setting for everyday living and entertaining. The main level features a primary bedroom with hall bath access and an additional guest bedroom. Upstairs, two bedrooms with charming dormer details provide comfortable space for family and guests. A large bonus room spanning the length of the garage offers possibilities for a family room, game room, or home gym, with a Juliet balcony overlooking the canal and yard. An oversized two-car garage provides ample storage for vehicles, tools, and coastal gear. Being sold as-is, this property is ready for your vision, with a desirable waterfront setting and convenient coastal location. The seller is also offering a home warranty for added peace of min

13374 Cove Landing Rd, Bishopville

Listing courtesy of Northrop Realty. Contact:

$695,000

Rare opportunity to own one of the only vacant waterfront lots on the St. Martin River in Bishopville. This expansive, wooded parcel spans over an acre and offers high, dry ground with potential for a private boat dock. Enjoy direct access to both the bay and the Atlantic—just a 15-minute boat ride to the Ocean City Inlet. Located only 7 miles from Ocean City, this property combines privacy, natural beauty, and convenience. Low HOA fee of just $150 per year (as of 2024). No builder tie in. Site plan and potential house plan available!

S Piney Point Rd, Bishopville

Listing courtesy of Coldwell Banker Realty. Contact:

$1,340,000

4 Beds ⋅ 4 Baths

MOTIVATED SELLER JUST REDUCED another $100K and OFFERING 5% OWNER FINANCING - CALL LISTING AGENT FOR DETAILS! Bring your buyers and offers for this beautiful new construction home nestled within the prestigious Lighthouse Sound community!! This exceptional 2025 new construction residence offers the perfect blend of coastal elegance, natural beauty, and modern luxury. Set on an expansive 1.22-acre private oasis homesite, the property is surrounded by lush trees, tidal wetlands, and open lowlands, delivering daily wildlife sightings and breathtaking sunset views over the bay and the scenic landscape of Worcester County. Designed for both refined living and effortless entertaining, the open-concept layout seamlessly connects the gourmet kitchen to the inviting family room. The kitchen is a true showpiece, featuring solid surface countertops, an oversized island, butler’s pantry, built-in drawer microwave, gas oven/range, and a premium refrigerator with on-demand hot water. A cozy gas fireplace anchors the living space, while walls of windows flood the home with natural light and frame the peaceful surroundings. The main level offers a private bedroom suite with full bath, ideal for guests or multigenerational living, along with a convenient laundry room and access to the attached two-car garage with paved driveway. Upstairs, the grand primary suite is a serene retreat, complete with spa-inspired bath, soaking tub, walk-in shower, and a private deck where sunsets and coastal wildlife create a daily backdrop. Each additional bedroom features walk-in closets, providing both comfort and functionality. Outdoor living is equally impressive, with expansive multi-level decking perfect for relaxing or entertaining while enjoying the tranquil setting. Located adjacent to The Links at Lighthouse Sound golf course, the home is surrounded by natural beauty and premier recreational opportunities. Just minutes away, residents enjoy Isle of Wight Nature Park, Assawoman Bay water activities, and easy access to the beaches and boardwalks of Ocean City, Maryland. Dining favorites such as Grove Market Restaurant & Smokehouse and Lighthouse Sound Restaurant are extremely close and convenient while there is also an abundance of various coastal culinary options from casual to fine dining - just minutes from your new home. In addition, the close proximity to Delaware adds additional convenience for shopping, dining, and many tax-free excursions. Meticulously crafted and truly move-in ready, this home offers years of worry-free living in a setting that perfectly balances luxury, privacy, and coastal lifestyle. Experience refined waterfront-inspired living where every detail has been thoughtfully designed to elevate everyday life. There is no sign on the property. An agent must accompany ALL showings.

12738 Heathland Dr, Bishopville

Listing courtesy of Coldwell Banker Realty. Contact:

$185,000

One of the last remaining remaining sizable lots 34,778 sq ft in Worcester County's Hidden Harbor neighborhood. This quiet established waterfront community is bordered by the 574 acre Grays's Creek Nature Preserve with its spectacular walking trails, and vast nature habitat. This ideally situated site is just minutes from the Delaware/ Maryland beaches and a short jaunt to the Freeman stage, Harris Teeter, and fabulous restaurants. No builder ties, design and build your coastal dream home.

7 Rollie Road East Rd, Bishopville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Southhampton Dr Unit LOT 46, Bishopville

$449,000

Prime Residential Lot in Lighthouse Sound – Build Your Dream Home! A rare opportunity has just become available in the prestigious Lighthouse Sound community! This expansive 20,237.00 sq ft lot—one of the largest in the neighborhood—offers the perfect setting to build your dream home. Ideally situated on the corner of Fox Ridge and Southampton Drive. Enjoy a lifestyle of luxury and leisure in a community recognized by Golf Magazine as one of the Top 100 golf courses in the country. The Links at Lighthouse Sound also features an elegant clubhouse and a highly rated restaurant—perfect for relaxing after a round of golf. Just minutes from Ocean City’s famous beaches, restaurants, and shops, this lot offers both tranquility and convenience. Whether you’re looking to build a full-time residence or a vacation retreat, this location provides the ideal coastal living experience.

Southhampton Dr Unit LOT 46, Bishopville

Listing courtesy of Coldwell Banker Realty. Contact:

$585,000

Discover the beauty of Maryland’s Eastern Shore with this stunning .8240 waterfront lot.Enjoy breathtaking sunsets and peaceful surroundings as you build the home of your dreams. Perfectly situated less than 30 minutes to Ocean City and Assateague Island, and just 40 minutes to Salisbury, this property combines convenience with coastal charm. Whether you’re looking for a year-round residence or a weekend getaway, this is the perfect spot to enjoy everything the Eastern Shore has to offer! Lot being sold "AS IS." Feasibility study buyer's responsibility.

11043 Piney Island Dr, Bishopville

Listing courtesy of Keller Williams Select Realtors of Easton. Contact:

$1,575,000

Prime 5.92-acre commercial parcel at the northeast corner of Route 113 and Shingle Landing Road in Bishopville, MD. Positioned at a signalized intersection with excellent visibility and direct highway frontage along northbound Route 113, the property offers maximum exposure to steady traffic flow along a key Worcester County corridor. Well and septic in place. Strong development potential for commercial, retail, or service uses.

Shingle Landing Road, Bishopville

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

$1,575,000

Prime 5.92-acre commercial parcel at the northeast corner of Route 113 and Shingle Landing Road in Bishopville, MD. Positioned at a signalized intersection with excellent visibility and direct highway frontage along northbound Route 113, the property offers maximum exposure to steady traffic flow along a key Worcester County corridor. Well and septic in place. Strong development potential for commercial, retail, or service uses.

Shingle Landing Road, Bishopville

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

12623 Shell Mill Rd Unit 54, Bishopville

$249,900

2 Beds ⋅ 2 Baths

Now Taking Reservations…Embrace coastal living in your new home at Riverview on the Water, a waterfront community off Shell Mill Road in Bishopville, Maryland. This newly constructed manufactured home in Worcester County offers modern comfort and serene privacy, just minutes from the excitement of Ocean City (9+/- miles) and the shores of Fenwick Island (10+/- miles). Design your ideal space with customizable cabinets, countertops, and flooring. The inviting open floor plan features a spacious great room flowing into a stylish kitchen with stainless steel appliances, a large island, and pantry. Relax in the primary suite with a private bath and enjoy two additional bedrooms for guests or a home office. A convenient laundry area is located near the side entrance. Step out onto your grilling deck from the living room and savor the tranquil wooded views. With the Shell Mill Landing boat launch just around the corner and optional storage sheds available, this is the perfect base for your coastal adventures. Please note that interior colors and finishes are subject to variation, allowing for your personal touch. Amenities: Direct Riverfront Community, Close to Maryland and Delaware resort towns, Great location for fishing, crabbing, clamming and all types of water sports, Boat dock with slips (coming soon), Kayak and Canoe dock (coming soon), Walking trails (coming soon)

12623 Shell Mill Rd Unit 54, Bishopville

Listing courtesy of Keller Williams Realty Delmarva. Contact:

12623 Shell Mill Rd Unit 67, Bishopville

$294,900

3 Beds ⋅ 2 Baths

Embrace coastal living in your new home at Riverview on the Water, a waterfront community off Shell Mill Road in Bishopville, Maryland. This newly constructed manufactured home offers modern comfort and serene privacy, just minutes from the excitement of Ocean City (9+/- miles) and the shores of Fenwick Island (10+/- miles). Design your ideal space with customizable cabinets, countertops, and flooring. The inviting open floor plan features a spacious great room flowing into a stylish kitchen with stainless steel appliances, a large island, and pantry. Relax in the primary suite with a private bath and enjoy two additional bedrooms for guests or a home office. A convenient laundry area is located near the side entrance. Step out onto your grilling deck from the living room and savor the tranquil wooded views. With the Shell Mill Landing boat launch just around the corner and optional storage sheds available, this is the perfect base for your coastal adventures. Please note that interior colors and finishes are subject to variation, allowing for your personal touch. Amenities: Direct Riverfront Community, Close to Maryland and Delaware resort towns, Great location for fishing, crabbing, clamming and all types of water sports, Boat dock with slips (coming soon), Kayak and Canoe dock (coming soon), Walking trails (coming soon)

12623 Shell Mill Rd Unit 67, Bishopville

Listing courtesy of Keller Williams Realty Delmarva. Contact:

$798,000

3 Beds ⋅ 4 Baths

An extraordinary opportunity awaits with this remarkable canal-front home offering direct water access to Assawoman Bay via Greys Creek—your personal gateway to Ocean City by boat. With no HOA fees, oversized garage storage for boats or RVs, and a newer private dock with water, electric, and a separate SlideMoor docking system, this home is a true gem for boaters and waterfront enthusiasts. Built in 2008 and impeccably maintained, this 3-bedroom home with 2 large bonus rooms (one over garage and another additional bonus room upstairs- plus a loft), boasts over 3600 sq ft of stylish, open-concept living space. There is updated flooring throughout the main level and carpeting upstairs. Fresh paint throughout—a true blank canvas to personalize. The kitchen features recently replaced countertops, updated appliances, plus a walk-in pantry. There are two cooking areas, a gas cooktop and a separate range/oven. The first-floor primary suite has a remodeled en suite bath and a spacious walk-in closet. The two-story family room has a newer pellet stove and overlook from the 2nd-floor loft. Multiple flex spaces: den/office, formal dining, bonus room, and second living areas upstairs and down. Enjoy seamless indoor/outdoor living with a screened porch, freshly re-screened, leading to a low-maintenance composite deck with two propane hookups—ideal for a grill and outdoor fireplace. The attached garage features 3 automatic doors (2 front, 1 rear), 12' ceilings (room for RV, boat, or car lift), back-up heating system to support the home’s energy-efficient geothermal water furnace system. There is a newer well pump and an encapsulated crawlspace with dehumidifier. Located on a county-maintained road, no city taxes, and easy access to both Ocean City & DE Beaches. This property is ideal as a full-time residence or vacation escape. Whether you're relaxing indoors, entertaining outdoors, or setting off by boat to the beach, this home offers effortless Eastern Shore living at its finest. Possible assumable VA mortgage for qualified borrowers. Call agent for details. Don’t miss this rare waterfront value—schedule your private showing today!

12212 Brant Rd, Bishopville

Listing courtesy of Coldwell Banker Realty. Contact:

$15,000,000

Never before offered. One of the most pristine, incredible waterfront properties that has been fully approved, subdivided, utilities in place, roads in place, boat docks in place, all lots perc approved and ready for the new owners. 16 total lots, 1 of which is 165+- acres of open space with ample marsh lands. 15 subdivided lots ranging in size from 2+ acres to 11.57 acres. 10 of the 15 subdivided lots are either direct riverfront or creek front. All lots come with a boat dock. This is truly one of Worcester Counties BEST. Listing agent must accompany on all showings. Locked gate at entrance.

St Martins Neck Rd, Bishopville

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact:

$4,999,999

Discover an extraordinary opportunity to own 47.11 acres of prime waterfront land overlooking Grey's Creek with breathtaking views of the Ocean City skyline. This expansive property offers a rare blend of serene natural beauty and captivating coastal scenery, making it an ideal canvas for your vision. Nestled along the tranquil shores of Grey's Creek, the property boasts a picturesque setting where winding waterways meet vast open skies. Imagine waking up to the gentle sounds of the creek, with panoramic views that stretch to the vibrant lights of Ocean City in the distance. While the land is currently raw with no site plan in place, it is positioned between established high-end subdivisions, presenting an exceptional opportunity for development or investment. Most of the property is cleared and is divided by a quiet country road. The waterfront section features large trees that are protected by a conservation easement and subject to critical area restrictions, ensuring the preservation of this natural beauty. Whether you envision a private estate, a recreational retreat, or a future community, this remarkable parcel provides endless potential. With ample acreage, direct water access, and proximity to coastal attractions, this property invites you to embrace the best of waterfront living. Don’t miss this chance to own a piece of Maryland's Eastern Shore paradise – where nature's beauty meets the charm of coastal life.

Lot 1 Muskrattown, Bishopville

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact:

Bishopville MD Homes For Sale

Bishopville MD Homes For Sale

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