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$1,250,000 - Waterfront - Primary on Main
Listed By:
 Kimberly J Crouch with Benson & Mangold, LLC - 4107450415;
Kimberly J Crouch with Benson & Mangold, LLC - 4107450415;

$ 1,250,000 5480 Windward Drive Tilghman, MD

MLS: MDTA2014484   Type: Single Family   County: Talbot   City: Tilghman   Neighborhood: Tilghman Island   Zip: 21671   Style: Contemporary     Taxes: $5,280

Mortgage $5,869 /mo

Beds

Baths

Half Baths

Sqr Footage

Acres

Built

4

3

0

1,936

0.71

1973

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.

Elementary School

Middle School

High School
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Living Area 1936
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Central A/C
Possession Settlement
Zoning R
HOA Fee 185.00
Garage Spaces 1.00
Architectural Style Contemporary
Pool Features Concrete,In Ground
Construction Materials Vinyl Siding
School District TALBOT COUNTY PUBLIC SCHOOLS
Year Built 1973
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Section 1
Accessibility None
Assoc Fee Paid Per Annually
County TALBOT
New Construction N
Property Type Residential
HOA Y
Subdivision Name TILGHMAN ISLAND
Garage Y/N Y
Water Access Y/N Y
Other Structures Above Grade,Below Grade
Full Baths 3
Status ACTIVE
Directions Rt 33 Through St. Michaels to Tilghman,right on Landing Lane,right on Windward Drive,house on left.
City TILGHMAN
Body of Water Chesapeake Bay
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 31065.00
Tax Assessed Value 606600.0
Tax Annual Amount 5280.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 3
Bathrooms Count Main Level 3.00
Price Per Sq Ft Total AG 645.66
Vacation Rental Y/N N
Total SQFT 1936
Standard Status Active
Year Built Source Assessor
Legal Subdivision 21050165
Tax Lot 2

Interior Features

Heating Fuel Propane - Leased
Total Fireplaces 1
Hot Water Bottled Gas,Propane
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 1936
Central Air Y/N Y
Total Bedrooms 4
Below Grade Finished Area 0
Room Type Living Room,Primary Bedroom,Bedroom 2,Bedroom 3,Bedroom 4,Kitchen,Foyer,Sun/Florida Room,Office,Bathroom 2,Bathroom 3,Primary Bathroom
Main Level Bedrooms 3
Below Grade Finished Area Unit Type Square Feet
LivingAreaSource Assessor
Below Grade Unfin Area Units Square Feet
Below Grade Unfin SQFT 0
Below Grade Unfin SQFT Source Assessor
Below Grade Finished Area Source Assessor
Bedrooms Count All Upper Levels 1
Bedrooms Count Upper Level 1 1
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 3

Exterior Features

Pool Yes - Personal
Water Source Well
Total Parking Spaces 1
Garage Features Additional Storage Area,Garage - Front Entry,Inside Access,Oversized
Type of Parking Driveway,Attached Garage
Land Use Code R
Foundation Details Crawl Space
Water View Y/N N
Lot Size Acres 0.71
Water Body Type Bay
Lot Size Source Assessor
Waterfront Y/N Y
Land Assessed Value 378800.00
Navigable Water Y/N Y
Water Oriented Y/N Y
# of Attached Garage Spaces 1

Room Details

Room Dimensions Level Flooring Details
Bathroom 2 Main Flooring - Ceramic Tile,Bathroom - Walk-In Shower
Bathroom 3 Main Flooring - Ceramic Tile,Bathroom - Walk-In Shower
Bedroom 2 Main Flooring - HardWood
Bedroom 3 Main Flooring - HardWood
Bedroom 4 Upper 1 Flooring - Carpet
Foyer Main Flooring - HardWood
Kitchen Main Flooring - HardWood
Living Room Main Flooring - HardWood,Cathedral/Vaulted Ceiling
Office Main Flooring - HardWood
Primary Bathroom Main Flooring - Ceramic Tile,Bathroom - Walk-In Shower,Walk-In Closet(s)
Primary Bedroom Main Flooring - HardWood,Ceiling Fan(s)
Sun/Florida Room Main Flooring - HardWood,Fireplace - Gas

Property Schools



Direct Link:

https://shannonthayer.douglasrealty.info/property/382-MDTA2014484-5480-windward-drive-tilghman-MD-21671

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Property vs Zip Code Avg (21671)

Price 1.25M Avg 0

Sqr Feet 1,936 Avg 0

Cost / Sqr Ft $646 Avg $0

Taxes $5,280 Avg $0

Acres 0.71 Avg 0

Visits 20 Avg 0

Days on Site 76 Avg 20,724

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Listed By: Kimberly J Crouch with Benson & Mangold, LLC - 4107450415;




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Location & Address

Shannon Thayer
8221 Ritchie Hwy Ste 101
Pasadena, MD
443-815-9156