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MLS: #MDTA2013838, Listed By: Brian Gearhart, Benson & Mangold, LLC, Source:Bright MLS

5698 Leeward Lane

TILGHMAN, MD 21671
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Bed 5

Bed

Bath 4

Bath

SqFt3,906

Sqft

Acres1.48

Acres(Lot)

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 r elaxation. 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.

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Detail Ic Property Details

Property Type : Residential

Price : $1,995,000

AD Id : 78954557

MLS Id : MDTA2013838

Beds : 5

Lot Size : 1.48 Acres

Living Area Size : 3,906

Year Built : 1996

Garage : 2

County : TALBOT

Subdivision: Paw Paw Cove

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Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 4 Full Baths: 3 Half Baths: 1

    Room Information

    Basement: Crawl Space
  • Roofing Information

    Shingle
  • Interior Features

    Roof: Shingle Appliances: Electric Water Heater
  • Heating & Cooling

    Has Heating: Yes Heating: Electric, Heat Pump Has Cooling: Yes Cooling: Central Air, Electric Water front: 1

  • Building Information

    Year Built: 1996 Building Area Total: 3906 Construction Materials: HardiPlank Type Frontage Length: 100 Patio And Porch Features: Screened, Porch Pool Features: Heated, Private Private Pool: Yes

  • Lot Information

    Lot Size Acres: 1.48 Lot Size Source: Assessor Lot Size Square Feet: 64469 Lot Description: Waterfront

    Property Information

    Subdivision: PAW PAW COVE Source Property Type: Residential Postal Code Plus 4: 1155 Property SubType: Single Family Residence Levels: Two Property Age: 30

  • Listing Price Information

    Listing Price: $1995000

  • Tax Information

    Parcel Number: 2105189691 Tax Lot: 1B Tax Year: 2025 Annual Tax: $8786

  • Parking Information

    Parking Total: 2 Circular Driveway, Garage, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 2
    Homeowners Association Information
    Association Amenities: Powered Boats Allowed, Boat Slip

  • Location Information

    Direction: Rt 33 to Tilghman, follow road to right on Leeward Lane, property on cul de sac, 2nd to last. WaterSource: Private
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
21642 Chicken Point Road, Tilghman, MD, 21671 $2,695,000 7 6 4,151 4,151 SqFt
21485 Island Club Road, Tilghman, MD, 21671 $1,950,000 5 5 4,303 4,303 SqFt
21572 Chicken Point Road, Tilghman, MD, 21671 $925,000 2 3 1,729 1,729 SqFt
21408 Broad Cove Lane, Tilghman, MD, 21671 $1,399,000 4 3 3,037 3,037 SqFt
21560 Chicken Point Road, Tilghman, MD, 21671 $870,000 3 2 1,314 1,314 SqFt
21552 Chicken Point Road, Tilghman, MD, 21671 $970,000 5 2 2,655 2,655 SqFt
21477 Island Club Road, Tilghman, MD, 21671 $1,150,000 4 3 3,040 3,040 SqFt
21530 Coopertown Road, Tilghman, MD, 21671 $279,000 3 1 996 996 SqFt
21524 Chicken Point Road, Tilghman, MD, 21671 $349,000 4 2 1,761 1,761 SqFt
4940 Fairbank Road, Tilghman, MD, 21671 $580,000 2 2 1,260 1,260 SqFt

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which ByOwner participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers 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 on this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.

ByOwner last updated this listing 06/06/2026 @ 21:57

MLS: MDTA2013838 LISTED BY: Brian Gearhart, Benson & Mangold, LLC 410-822-6665 SOURCE: Bright MLS

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