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5480 Windward Drive

TILGHMAN, MD 21671
  • $1,250,000
  • STATUS: Active
  • ON SITE: 56 Days
  • ID#: MDTA2014484
UPDATED: 157 min ago
$1,250,000
  • 4
    BEDS
  • 0.71
    ACRES
  • 3
    BATHS
  • 0
    1/2 BATHS
  • 1,936
    SQFT
  • $646
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1973
County:

School Ratings & Info

School District:

Description

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.

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©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or The Matt Lenza Real Estate Team | Crown Homes Real Estate. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-09-07T23:53:20.51.
www.lenzateam.com/homes/178777280
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5480 Windward Drive TILGHMAN, MD 21671

  • Price: $1,250,000
  • Status: Active
  • On Site: 56 Days
  • Updated: 157 min ago
  • ID#: MDTA2014484
4
Beds
3
Baths
0
½ Baths
0.71
Acres
1,936
SQFT
$646
$/SQFT
1973
Built
Neighborhood:
Tilghman Island
County:
Talbot
School District:
Talbot County Public Schools
Property Description
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.
Exterior Features

Architectural Style Contemporary Construction Materials Vinyl Siding Garage Spaces 1.00 Garage Type Additional Storage AreaGarage - Front EntryInside AccessOversized Garage YN Yes Parking Types DrivewayAttached Garage Pool Yes - Personal Pool Features ConcreteIn Ground Water Access YN Yes Water Body Name Chesapeake Bay Water Body Type Bay Water View YN No Waterfront YN Yes

Interior Features

Above Grade Fin SQFT 1936 Basement YN No Below Grade Finished Area 0 Below Grade Unfinished Area 0 Cooling Central A/C Fireplace YN Yes Fireplaces Total 1 Heating Heat Pump(s) Heating YN Yes Levels 2 Main Level Bedrooms 3 Room List Living RoomPrimary BedroomBedroom 2Bedroom 3Bedroom 4KitchenFoyerSun/Florida RoomOfficeBathroom 2Bathroom 3Primary Bathroom Upper Level1 Bedrooms 1

Property Features

Accessibility Features None Association Fee 185.00 Association Fee Frequency Annually Association YN Yes Central Air YN Yes Condo YN No Cooling Fuel Electric Foundation Details Crawl Space Heating Fuel Propane - Leased Hot Water Bottled GasPropane Navigable Water YN Y New Construction YN No Original MLSNumber 805146747590 Ownership Interest Fee Simple Sale Type Standard Senior Community YN No Sewer Public Sewer Structure Design Type Detached Tax Annual Amount 5280.00 Tax Lot 2 Vacation Rental YN No Water Source Well Zoning R

Listing courtesy of Benson & Mangold, LLC: .


©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or The Matt Lenza Real Estate Team | Crown Homes Real Estate. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-09-07T23:53:20.51.
 
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