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Ad #7626948

MLS #MDTA2014484

Experience Eastern Shore waterfront living in this charming

5480 WINDWARD Dr, Tilghman, Maryland, 21671

$1,250,000

4Beds

3Baths

1,936Sqft

0.710Acres

About this property

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.

Property Features

4 Beds

3 Baths

1,936 Sqft

Built in 1973

0.710 Acres

2 Stories

(private lake, pond, coastal)

On Waterfront

Garage - Attached, Driveway

Siding: Vinyl Siding

Has Swimming Pool

Has Fireplace

Heat Pump (Heating)

$5,280 / yr property tax

Talbot County

TILGHMAN ISLAND Community

Additional Photos

Contact Information

Kimberly J Crouch

Benson & Mangold, LLC

410-829-7062

Location

Listing Agent: Kimberly J Crouch (License #: 586315) 410-829-7062
Broker: Benson & Mangold, LLC 410-822-1415 Listing Site
Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

LakeHouse.com

Printed Jul 17, 2026

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Experience Eastern Shore waterfront living in this charming - photo 38

Experience Eastern Shore waterfront living in this charming - photo 39

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Experience Eastern Shore waterfront living in this charming - photo 42

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Experience Eastern Shore waterfront living in this charming - photo 44

Experience Eastern Shore waterfront living in this charming - photo 45

Experience Eastern Shore waterfront living in this charming - photo 46

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$1,250,000

Beds

Baths

1,936

Sqft

5480 WINDWARD Dr, Tilghman, Maryland, 21671

By contacting this agent you agree to these Terms and Conditions.

Home Maryland (private lake, pond, coastal)

MLS# MDTA2014484

Home For Sale

Experience Eastern Shore waterfront living in this charming

$1,250,000

5480 WINDWARD Dr, Tilghman, Maryland, 21671

Beds

Baths

1,936

Sqft

0.710

Acres

$1,250,000

5480 WINDWARD Dr, Tilghman, Maryland, 21671

4 Beds

3 Baths

1,936 Sqft

0.710 Acres

3 days

on LakeHouse.com

views

saves

Property Details

HOME DETAILS

4 Beds

3 Baths

1,936 Sqft

Built in 1973

0.710 Acres

2 Stories

WATER & VIEW

(private lake, pond, coastal)

On Waterfront

EXTERIOR

Garage - Attached, Driveway

Siding: Vinyl Siding

Has Swimming Pool

INTERIOR

Has Fireplace

Heat Pump (Heating)

FINANCIAL & COMMUNITY

$5,280 / yr property tax

Talbot County

TILGHMAN ISLAND Community

See More Details

Location

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Mortgage Calculator

Ad Statistics

Ad Number

7626948

Viewed

15 times

Listing Status

Active

Added

Jul 14, 2026

Last Refresh

Jul 17, 2026 01:45:17 PM

Listing Information

Data Source

Bright MLS

Source Property ID

MDTA2014484

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Added: 07/09/2026 • Updated: 07/13/2026

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About this property

Property Features

Additional Photos

Contact Information

Location

Experience Eastern Shore waterfront living in this charming

Property Details

HOME DETAILS

WATER & VIEW

EXTERIOR

INTERIOR

FINANCIAL & COMMUNITY

Location

Mortgage Calculator

Listing Information

Request Information

Start advertising today

(private lake, pond, coastal)

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