Bishopville, MD Homes for Sale

About Bishopville Maryland

Bishopville is situated 10 miles north of Berlin in Worcester County, Maryland. The community of Bishopville sits on the southern Delaware state line which features sweeping sights of the bay surrounded by marshlands. The small town of Bishopville green with woodlands and rolling terrains boasts breathtaking views of the Ocean City skyline. Bishopville is highly desirable for its waterfront homes nestled along the marshes. Estates in this charming town are often beautifully structured single family homes for families looking to settle in the suburbs with abundant water views.

Bishopville is surrounded by stunning scenery with views of the island, making life feel like a vacation. Known for its visually exciting golf course in a 1,000-acre site, Bishopville’s Lighthouse Sound offers families with a fun way to spend weekends while benefiting from the picturesque views of the bay. Families can also choose to spend laidback afternoons playing soccer or volleyball at the open grassy area of Bishopville Park.

Bishopville also has above-average public and private schools to accommodate the need for providing quality education. The conservative waterfront living in Bishopville is a dream that can come true for you today.


Medical Center

School Information:

Selbyville Middle School
Phillip Showell Elementary School

Bishopville, MD Homes for Sale for Sale

Award winning estate…this crown jewel of the Eastern Shore’s coastal corridor is situated on an acre of land overlooking indigenous habitat ponds, Links of Lighthouse Sound 4th,5th and 6th fairways and the stunning panoramic view of Assawoman Bay and the Ocean City Skyline. A collaboration of NYC and Washington DC design teams along with local artisans, this property is truly a work of art. It begins as you drive onto the stone bridge entrance, one will begin to appreciate the blend of beauty of this Hamptons-style, cedar shingled home and the Eastern Shore way of life. All rooms within the home offer stunning architectural elements and have spectacular views of Coastal natural habitats. Through the main entrance of the home, you step into an elegant foyer and beyond is the spacious living room offering a 20’ceiling, stunning picture window and commissioned aged glass mirror above the limestone fireplace. The billiard room and den features custom Honduran Mahogany woodwork throughout, full bar area with granite countertops and side porch. To the right of the foyer is an elegant dining room featuring Gracie hand-painted wallpaper depicting paintings of our local Audubon setting. The bay window allows for breathtaking sunsets during evening dining. The chef’s kitchen with Carrara Italian marble, Wolfe appliances and custom tile includes a breakfast room and cozy sitting area. As an extension of the kitchen, the Butler’s pantry features granite countertops, a 120-bottle wine refrigerator, copper sink and separate beverage refrigerator. The 3-story octagonal turret overlooks the 40x16 gated pool and hot tub with hardscape. On the second floor, the primary bedroom offers a gas fireplace, reading area, private balcony, striking ensuite with separate 17’x22’ dressing room. The yoga/flex room has 5 magnificent 5’ circular windows which takes full advantage of the peaceful bay and golf course views. The top-level observatory serves as a perfect home office adding the morning sunrise and Ocean City skyline. Other notable features include walnut floors throughout the home, front and back staircases, pocket doors allowing additional privacy, solid 8’ wood doors, designer silk window treatments, 2 laundry rooms, hand-crafted custom woodwork, 9’ vaulted or extended ceilings, surround sound, 2.5 garage with 220V EV charging station, 4 heating A/C systems, 2 80-gallon hot H2O, rooftop widows watch with spectacular 360-degree, panoramic views. The property also provides easy access to the bay through neighborhood beach and protected cove for small boat anchorage and a 30' floating boat slip at Pines Point Marina.
12353 Southhampton Drive
Bishopville, Maryland
  • 6 Beds
  • 8 Baths
  • 8,241 SqFt
  • 1.110 Acres
Welcome to the prestige Lighthouse Sound Community, perfectly nestled among natural ponds and pristine marshland overlooking  Atlantic coastal bays and the Ocean City skyline, only minutes from the beach.  
Take advantage of this unique opportunity to work directly with the builder during the last phase of construction of this magnificent house that will be ready to become your dream home just in time for the July 4th fireworks!  
This custom 5500sq.f  home sits on almost half an acre lot. You will enjoy a well-thought, open-concept design and spectacular water views from every room in the house.  
A splendid kitchen with two islands and a dining room will accommodate large family and friend gatherings.  
The house will have an oversized two-car garage, a covered lanai, and a salted-water swimming pool.  
On the second floor, you will have four bedrooms with en suite bathrooms and a lofty covered deck.  
This an incredible opportunity to personalize your home to your tailored selection or use the existing finishes.   
This contemporary coastal home will undoubtedly address all your beach living needs.   
The listing agent is willing to meet buyers and agents at the property to discuss options and general questions. Call the listing agent for an appointment today!
12323 Vista Way
Bishopville, Maryland
  • 5 Beds
  • 6 Baths
  • 5,500 SqFt
  • 0.390 Acres
NEW PRICE IMPROVEMENT for 10803 Martins Port Drive Bishopville, Maryland. This spectacular custom-built home on 1.45 acres was constructed in 2021 and has 5 bedrooms and 4.1 bathrooms. Within the hidden gem subdivision of Martins Port sits 4,600 sq. ft. of spacious living. Martins Port is nestled along the shoreline of Bishopville Prong giving the home direct waterfront views and access, which is suitable for small recreational boating. Greet your guests on the welcoming covered front porch which serves as a perfect outdoor conversation seating area. Upon entering the foyer, you will find two home offices. These home offices are designed to help you work better at home — whether you're creating a dedicated office or multipurpose space. Additionally, the first floor showcases an open plan living area with a fireplace feature wall that has an LED wall-mounted electric fireplace. Walk through the glass sliders to an outdoor entertaining area with composite decking. The stylish gourmet kitchen includes upgraded appliances, counter seating, radiant floor heat, and walk-in pantry. Relax in the comfort of your own home gym complete with a sauna and full bathroom. On the second floor, you will find a landing lounge space. Generous primary bedroom with two walk-in closets, en suite bath with a wellness smart tub Jacuzzi, walk-in shower, radiant floor heat and a lounging deck perfect for sunbathing and stargazing. Two more bedrooms, full hall bathroom, and a dedicated laundry room. A second primary bedroom with an en-suite and separate sitting area. The third level has a substantial bonus room perfect for movie night, table games, and a large walk-in finished storage room. This home offers 9’ ft. ceilings, storage galore with plenty of closets, oversized 2 car garage with an electric vehicle charging station, and conditioned crawl space. Wifi is provided by Starlink - a satellite broadband internet system constellation operated by SpaceX. A dock could be added with approval. Located near the Shell Mill boat ramp provides access to Assawoman Bay via St. Martins River.
10803 Martins Port Drive
Bishopville, Maryland
  • 5 Beds
  • 5 Baths
  • 4,600 SqFt
  • 1.450 Acres
Breathtaking views from this French country style home located on an oversized lot in beautiful Piney Island. The home offers lots of possibilities to a future owner. This 3-bedroom 2.5 bath home has beautiful views of the St. Martin River.  Enjoy your morning coffee in your 4-season room overlooking the water or take a dip in your saltwater pool. Some recent improvements to the home include a new flat roof liner over the car port and office in 2021. The pool was converted to a saltwater system in 2019 by Pool Tech.  New pool filter motor in 2018, new pool liner in 2017 by Pool Tech. Crawl space encapsulated with dehumidifier by Dry Zone in 2018. New replacement of upper deck attached to the south side of the house in 2018 by Jack Abell Construction. New a/c compressor installed in 2015 by Ocean Air.  Irrigation system installed by Rain Maker in 2015.  A 3-stage nitrogen septic system and new drain filed was installed in 2009.  The washer was replaced in 2019, new refrigerator in 2017.
10830 Piney Island Drive
Bishopville, Maryland
  • 3 Beds
  • 3 Baths
  • 2,416 SqFt
  • 1.290 Acres
Water is at your back door! ANOTHER NEW PRICE ADJUSTMENT for this Coastal contemporary directly on the St. Martins River. 3 bedroom-2 Primary ones, 1 down and 1 up- and 3 full baths. New 30 x 10 Sunroom with great views of the St. Martins River and new Primary bedroom and Bath on 2nd level. Separate office room off the laundry room. 1 car detached garage. 30 x 6 dock recently resurfaced, and the owner's 20 ft. pontoon boat was docked there. Large Living room with vaulted beamed ceiling and LVP flooring. Seller has installed 2 new sun tunnels. Spacious kitchen with bar seating for 4 guests plus desk and pantry cabinets built in.  Newer upper Primary bedroom has 14 x 5 walk-in closet with 2 doors, bathroom with double sinks and a slider to wonderful balcony so you can enjoy the sunsets or your morning coffee. 3-sided fenced rear yard with 8 x 10 shed. Septic upgraded 1 1/2 years ago. Metal roof on original part of home replaced 12 years ago and new addition done 6 years ago. House has vinyl siding. Multi-zoned HVAC with H/P in 1st level and newer Mini split for upper-level Primary suite.  The well is 165' deep and was installed in 2006. The septic was retrofitted with the reduced nitrogen system about 9-10 years ago and the drain field was replaced in 2020. There is a Worcester County public boat ramp just a few miles away. A must see if you always dreamed of enjoying this view.   Newer LVP flooring in living, dining rooms, kitchen and Primary bedroom on 1st floor. Some furniture is negotiable.  Sellers are willing to entertain all offers.
12295 Dixie Drive
Bishopville, Maryland
  • 3 Beds
  • 3 Baths
  • 2,366 SqFt
  • 0.340 Acres
Located just minutes from the Fenwick & OC beaches, this gorgeous custom built home in Holiday Harbor has that WOW look & flow throughout the home, with many wonderful touches & updates, and fantastic entertaining space.  You will love the new 17'x15' covered back porch with beadboard walls & ceiling which comes fully furnished and serves as both a screened porch AND as a year round room, boasting vinyl windows and a beautiful firepit that warms up the entire room.  This porch leads to the open floor plan of the first floor, which includes lovely hardwood flooring, a living room with gas fireplace, a light filled dining room, a powder room, and a designer kitchen featuring a beautiful granite island, a breakfast bar, a cooktop, a pantry, and stainless steel appliances.  There are two large primary bedrooms (both with tray ceilings) in this home, one on each floor.  The first floor primary bedroom is full of light, overlooks the large lovely back yard with a small pond, and has a great walk-in closet.  The first floor primary bathroom includes a jacuzzi tub, a walk-in shower, and a double sink.  The laundry room and large garage are perfectly located, right outside the kitchen.  The stately stairway that leads to the second floor overlooks the entire first floor, and brings you to the wonderful large balcony with a family room and office space.  There are three more roomy bedrooms and two more bathrooms on this floor, allowing the family to truly spread out and have their own space as needed.  The huge private backyard is where the family can hang out in the sun, and a riding mower is included to save you time.  You will enjoy the heron, ducks and frogs that frequent the pond at the back of the yard.  Storage problems do not exist in this home, because there are so many great storage options in the garage, the backyard shed, and the large floored attic.  Holiday Harbor is a great waterfront community on the St Martin River, and the boat ramp is located 3 minutes down the road.  Put this home on your tour, you will not be disappointed!
11207 Marie Drive W
Bishopville, Maryland
  • 4 Beds
  • 4 Baths
  • 2,891 SqFt
  • 0.460 Acres
Waterfront single family home in highly sought after neighborhood of Holiday Harbor. Home sits on a huge lot with lots of room for entertaining etc, and is also on a canal. Master suite is a super unique extremely large room with an awesome bathroom and massive closet. This room is secluded from the other bedrooms and seems like it’s own apartment. Most of the home has been totally renovated and brand new. This 3 bed 3 bath home has a ton of character with space for more bedrooms/ game rooms or whatever your family desires. Water is not navigable for boating to this canal however is perfect for other water sports. Close to both  Maryland and Delaware beaches and Priced to sell so don’t miss this opportunity.
11230 Tammy Drive W
Bishopville, Maryland
  • 3 Beds
  • 3 Baths
  • 2,120 SqFt
  • 0.530 Acres
Quality construction by Custom Home Builder - Euro Homes - in the well-established, water-oriented community of Holiday Harbor - 13294 Rollie Road East checks all the boxes!  Brand new construction 1800+ square feet, 3 Bedroom, 2.5 Bath truly custom home already under roof and expected completion date of May 15, 2023 - Just in time for Memorial Day Weekend at your new beach house!  This is not a box store track-built home, this home has all the bells and whistles - and they're INCLUDED!!  Offering Quartz Countertops and Vanity tops, Luxury Vinyl Plank throughout, 2 Car Garage, Stainless Appliances, Washer and Dryer included, 82" x 40" Island, conditioned crawl space, screened porch, asphault driveway - the list goes on and on.  This home is what you're looking for - the only thing missing is you!!!
13294 Rollie Road East Road
Bishopville, Maryland
  • 3 Beds
  • 3 Baths
  • 1,807 SqFt
  • 0.460 Acres
A rare find as this property is zoned I1 - light industrial, which gives you many opportunities.  Included in the sale is a 2550 sq. ft home.  Some of its features  include 4 bedrooms, 2 baths,  new LVT flooring and fresh paint throughout the house, a newer washer and dryer, heat and central air system. Sliding doors off the dining area leads to the deck and the large paver patio that wraps around to the back of the house.  The walk-up attic could be a possibility for expansion of the home if needed or just lots of storage at the minimal. There is a very large barn-type building with lots of storage on the second floor as well as at ground level.  Previously used as a flooring show room, the second out building has 3 separate spaces and it's own heat and air.  Don't miss out on this great chance to own a property you won't find easily again!
11933 Worcester Highway
Bishopville, Maryland
  • 4 Beds
  • 2 Baths
  • 2,550 SqFt
  • 0.960 Acres
2 Bedroom 1 Bath trailer  sold in as is shape but has new windows, roof, and vinyl siding. Most of structual work completed . large pole barn 33x45 with 16' ceilings. 2-14' wide doors with commercial electric door openers. 36k BTU mini split heating/cooling. full bathroom ceramic floor and shower.  updated well. Close to Ocean City/Ocean Pines.
9847 Hammond Road
Bishopville, Maryland
  • 2 Beds
  • 1 Baths
  • 832 SqFt
  • 1.010 Acres