5698 Leeward Lane • Tilghman, MD 21671

$1,995,000 Beds: 5 • Baths: 3 full 1 partial • Sq. Feet: 3906 • MLS ID: MDTA2013838 • Subdivision: PAW PAW COVE • School Dist: TALBOT COUNTY PUBLIC SCHOOLS
Experience sweeping western-facing views of the Chesapeake Bay from this beautifully renovated waterfront retreat in Tilghman Island. Thoughtfully redesigned and updated in 2023, this exceptional property seamlessly blends refined coastal living with the tranquility and natural beauty of its extraordinary waterfront setting. Inside, the light-filled great room is the heart of the home, with soaring vaulted ceilings, a gas fireplace, dramatic floor-to-ceiling windows that capture breathtaking panoramic water views, and stunning sunsets. Every detail of the renovation was carefully considered to enhance both comfort and connection to the outdoors, including the addition of a screened porch with vaulted ceilings and its own fireplace—an ideal space for year-round waterfront entertaining and relaxation. The first-floor primary suite offers a private sanctuary overlooking the Bay, complete with expansive water views, a spacious en suite bath, and generous walk-in closets. Designed for effortless indoor-outdoor living, the home also features low-maintenance composite decking, multiple waterfront gathering spaces, and a heated gunite pool perfectly positioned to enjoy the surrounding scenery. For boating enthusiasts, the property is equally exceptional. A private dock equipped with a boat lift and jet ski lift provides immediate access to some of the Eastern Shore’s finest boating, fishing, and waterfront destinations. The protected rip-rapped shoreline adds both beauty and peace of mind. This is a rare opportunity to own a turnkey waterfront escape offering luxury, privacy, and unforgettable Chesapeake Bay sunsets—all within the laid-back charm and timeless appeal that make Tilghman Island so special. View this listing at: http://katiehallteam.com/mls=MDTA2013838

Property Features

  • Garage: 2
  • Taxes: $8,786
  • Roof Type: Architectural Shingle
  • Exterior: HardiPlank Type
  • Parking Notes: 2 Total Parking Spaces
  • Lot Size: 1.48 Acres
  • Lot Dimensions: 1.48 Acre(S)
  • Heating: Heat Pump(s)
  • Fuel Type: Electric
  • Cooling: Central A/C
  • Year Built: 1996
  • Fireplaces: 2
  • Water: Private
  • Sewer: Public Sewer
  • Stories: 2.0
  • Additional Structures: Above Grade,Below Grade
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 2
  • Parking Features: Circular Driveway
  • Lake Name: Eastern Bay
  • Swimming Pool: Heated
  • SQFT Total Finished: 3906
  • SQFT Above Finished: 3906
  • Exterior: Extensive Hardscape

School Information

  • School District: TALBOT COUNTY PUBLIC SCHOOLS
Printed May 20, 2026


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Agent License Information: 
Licensed in Pennsylvania
The Katie Hall and Amanda Stevens Team
Katie Hall, Amanda Stevens, Jennifer McDowell, Kyle Stively, Diane Boyd, Jason Williams 

309 West Fourth Street, Quarryville, PA 17566
717-786-1300