10708 Piney Island Drive • Bishopville, MD 21813

$1,399,995 Beds: 3 • Baths: 3 full • Sq. Feet: 3876 • MLS ID: MDWO2038888 • Subdivision: PINEY ISLAND I • School Dist: WORCESTER COUNTY PUBLIC SCHOOLS
Welcome to 10708 Pine Island Drive, an exceptional custom-built coastal contemporary waterfront residence located in the highly sought-after community of Piney Island. Designed to embrace both luxury and the natural beauty of its surroundings, this meticulously maintained three-bedroom, two-and-one-half-bath home offers an unparalleled waterfront lifestyle. From the moment you step into the welcoming foyer, your eyes are immediately drawn through the home to breathtaking southern water views. Natural sunlight pours through expansive windows and walls of glass, while cool summer breezes flow effortlessly throughout the thoughtfully designed open floor plan. At the heart of the home is an exquisite chef’s kitchen featuring high-end finishes, abundant workspace, and seamless connectivity to the living and dining areas—perfect for entertaining family and friends. The oversized sunroom serves as an extension of the living space, bathed in natural light from a bank of sliders that frame picturesque waterfront views year-round. Outdoor living is equally impressive. Expansive waterfront-facing decks flow gracefully from the home and blend seamlessly with professionally landscaped grounds. Follow the winding garden path to your private waterfront oasis complete with a dock overlooking the tranquil waters of Shingle Landing. Whether enjoying morning coffee, watching wildlife, boating, kayaking, or relaxing with an evening sunset, this property offers a lifestyle that few homes can match. Additional features include a spacious three-car garage, whole-house generator for peace of mind, generous storage, and quality craftsmanship throughout. Perfectly positioned in one of the area’s most desirable waterfront neighborhoods, this exceptional property offers the rare combination of luxury, comfort, and direct access to one of the Eastern Shore’s most scenic waterways. View this listing at: http://barbreamer.com/mls=MDWO2038888

Property Features

  • Garage: 3
  • Taxes: $8,440
  • Wooded: Yes
  • Roof Type: Rubber,Shingle
  • Exterior: Stucco,Stick Built
  • Parking Notes: 9 Total Parking Spaces
  • Special View Info: Panoramic,River,Water
  • Lot Size: 1.07 Acres
  • Lot Dimensions: 1.07 Acre(S)
  • Heating: Central
  • Fuel Type: Propane - Leased
  • Cooling: Ceiling Fan(s),Central A/C
  • Year Built: 1990
  • Fireplaces: 2
  • Water: Well
  • Sewer: Public Septic
  • Stories: 2.0
  • Building Name: NONE AVAILABLE
  • Additional Structures: Above Grade,Below Grade
  • Location Description: River
  • Lot Description: Front Yard, Landscaping, Partly Wooded, Private, Sloping
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 9
  • Parking Features: Private,Stone Driveway
  • Appliances: Central Vacuum,Commercial Range,Cooktop - Down Draft,Dishwasher,Disposal,Dryer,Exhaust Fan,Microwave,Water Heater,Water Conditioner - Owned,Washer,Refrigerator,Range Hood,Oven - Wall
  • Lake Name: Shingle Landing
  • SQFT Total Finished: 3876
  • SQFT Above Finished: 3876
  • Exterior: Exterior Lighting
  • Interior: Attic,Bathroom - Jetted Tub,Breakfast Area,Carpet,Ceiling Fan(s),Central Vacuum,Combination Kitchen/Dining,Dining Area,Family Room Off Kitchen,Floor Plan - Open,Kitchen - Gourmet,Primary Bedroom - Bay Front,Stain/Lead Glass,Upgraded Countertops,Walk-in Closet(s),Water Treat System
  • Fireplace: Double Sided,Fireplace - Glass Doors,Gas/Propane,Heatilator,Insert
  • Flooring: Carpet,Ceramic Tile,Laminate Plank
  • Waterfront: Private Dock Site
  • Water Access: Boat - Powered,Canoe/Kayak,Fishing Allowed,Personal Watercraft (PWC),Private Access,Sail,Swimming Allowed
  • Electric Description: 120/240V
  • Utilities: Propane

School Information

  • High School: STEPHEN DECATUR
  • Middle School: STEPHEN DECATUR
  • Elementary School: SHOWELL
  • School District: WORCESTER COUNTY PUBLIC SCHOOLS
Printed June 05, 2026


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