5480 Windward Drive • Tilghman, MD 21671

$1,250,000 Beds: 4 • Baths: 3 full • Sq. Feet: 1936 • MLS ID: MDTA2014484 • Subdivision: TILGHMAN ISLAND • School Dist: TALBOT COUNTY PUBLIC SCHOOLS
Experience Eastern Shore waterfront living in this charming Chesapeake Bay home, where breathtaking sunset views and a relaxed coastal atmosphere create the perfect setting for everyday living or weekend escapes. Designed to embrace the waterfront lifestyle, the property offers exceptional indoor and outdoor spaces for entertaining family and friends. A brick walkway welcomes you to the inviting front porch and foyer, where hardwood floors flow throughout the home. Recently renovated, the kitchen features white cabinetry, quartz countertops and large windows that fill the space with natural light while overlooking the front yard. The spacious living room is highlighted by a cathedral ceiling and opening to a year-round sunroom surrounded by walls of windows showcasing panoramic views of the Chesapeake Bay. The primary suite features a newly renovated bath with a tile and glass shower. Two guest bedrooms, an office and two additional beautifully renovated full baths occupy the opposite wing of the home, while the second level offers a fourth bedroom with skylights. Outside, you'll find everything needed to enjoy life on the water. The waterside pool with swim deck is complemented by a screened porch, expansive patio, covered seating area and a pool house/bar complete with air conditioning and electric. The private pier provides the perfect spot for fishing, crabbing, or simply taking in the spectacular sunsets, while the rip-rapped shoreline offers lasting shoreline protection. Additional improvements include an attached two-car garage, a storage shed with electric, and a new roof installed in 2025. Situated on high ground outside of the flood zone, this exceptional waterfront property offers direct access to some of the Chesapeake Bay's best fishing, boating, waterfront restaurants and the unforgettable Eastern Shore lifestyle. View this listing at: http://movewithmike.net/mls=MDTA2014484

Property Features

  • Garage: 1
  • Taxes: $5,280
  • Exterior: Vinyl Siding
  • Parking Notes: 1 Total Parking Spaces
  • Lot Size: 0.71 Acres
  • Lot Dimensions: 0.71 Acre(S)
  • Heating: Heat Pump(s)
  • Fuel Type: Propane - Leased
  • Cooling: Central A/C
  • Year Built: 1973
  • Fireplaces: 1
  • Water: Well
  • Sewer: Public Sewer
  • Stories: 2.0
  • HOA Fee: $185.00/Annually
  • Additional Structures: Above Grade,Below Grade
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 1
  • Rooms: Living Room,Primary Bedroom,Bedroom 2,Bedroom 3,Bedroom 4,Kitchen,Foyer,Sun/Florida Room,Office,Bathroom 2,Bathroom 3,Primary Bathroom
  • Lake Name: Chesapeake Bay
  • Swimming Pool: Concrete,In Ground
  • SQFT Total Finished: 1936
  • SQFT Above Finished: 1936

Room Sizes

  • Bedroom 4: 14 x 21 Level: Upper 1
  • Foyer: 15 x 7 Level: Main
  • Kitchen: 17 x 12 Level: Main
  • Living Room: 18 x 18 Level: Main
  • Sun/Florida Room: 27 x 11 Level: Main
  • Primary Bedroom: 12 x 13 Level: Main
  • Bedroom 2: 14 x 11 Level: Main
  • Bedroom 3: 14 x 11 Level: Main
  • Office: 11 x 7 Level: Main
  • Bathroom 2: 11 x 7 Level: Main
  • Bathroom 3: 9 x 5 Level: Main

School Information

  • School District: TALBOT COUNTY PUBLIC SCHOOLS
Printed July 15, 2026


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