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5698 Leeward Lane , Tilghman, MD 21671

$1,995,000
  • 5698 Leeward Lane , Tilghman, MD 21671 Main Photo

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New to the Market
BEDS5 BATHS3 full 1 partial SQUARE FEET3,906 MLS#MDTA2013838
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONPAW PAW COVE SCHOOLTALBOT COUNTY PUBLIC SCHOOLS

Property Description

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 relaxation. 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.

5698 Leeward Lane | MLS# MDTA2013838

This single family home located at 5698 Leeward Lane , Tilghman, MD 21671 is currently listed for sale with an asking price of $1,995,000. This property was built in 1996 and has 5 bedrooms and 3 full and 1 partial baths with 3906 sq. ft. Leeward Lane is located in the PAW PAW COVE subdivision within the TALBOT COUNTY PUBLIC SCHOOLS school district. Search PAW PAW COVE real estate on www.donhelsel.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central A/C
Fireplaces: 2
Fuel Type: Electric
Garage: 2
Heating: Heat Pump(s)
Home Style: Contemporary
Lot Size: 1.48 Acres
Roof Type: Architectural Shingle
Stories: 2.0
Taxes: $8,786
Year Built: 1996

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Exterior: HardiPlank Type
Exterior: Extensive Hardscape
Lake Name: Eastern Bay
Lot Dimensions: 1.48 Acre(S)
Parking Features: Circular Driveway
Parking Notes: 2 Total Parking Spaces
Sewer: Public Sewer
SQFT Above Finished: 3906
SQFT Total Finished: 3906
Structure Type: Detached
Swimming Pool: Heated
Total Garage/Parking Spaces: 2
Water: Private

Local Schools

School District: TALBOT COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Benson & Mangold, LLC
Agency Phone: 4108226665

Shown By

Agent Name: Don Helsel
Agent Phone: (717) 468-5106
Agency Title: Berkshire Hathaway HomeServices Homesale Realty

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Estimated Payment

$ 5,754.05 per month $4,440.01 Principal & Interest $732.17 Property Tax $581.88 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 05/20/2026. The listing information on this page last changed on 05/20/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 05/20/2026 12:30:09 AM EST) or Bright MLS (last updated Tue 05/19/2026 7:55:39 AM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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