5698 Leeward Ln Tilghman, MD 21671
Estimated payment $11,497/month
Total Views
7,689
5
Beds
3.5
Baths
3,906
Sq Ft
$511
Price per Sq Ft
Highlights
- Hot Property
- 2 Dock Slips
- Heated Pool
- 100 Feet of Waterfront
- Access to Tidal Water
- 1.48 Acre Lot
About This Home
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.
Listing Agent
(410) 822-6665 info@bensonandmangold.com Benson & Mangold, LLC Brokerage Phone: 4108226665 License #510143 Listed on: 05/19/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $8,786
Year Built
- Built in 1996
Lot Details
- 1.48 Acre Lot
- 100 Feet of Waterfront
- Home fronts navigable water
- Extensive Hardscape
- Property is zoned V1
Parking
- 2 Car Attached Garage
- Front Facing Garage
- Circular Driveway
Home Design
- Contemporary Architecture
- Block Foundation
- Architectural Shingle Roof
- HardiePlank Type
Interior Spaces
- 3,906 Sq Ft Home
- Property has 2 Levels
- Vaulted Ceiling
- 2 Fireplaces
- Crawl Space
Bedrooms and Bathrooms
Outdoor Features
- Heated Pool
- Access to Tidal Water
- Water Access
- Property near a bay
- Electric Hoist or Boat Lift
- Physical Dock Slip Conveys
- 2 Dock Slips
- Dock made with Treated Lumber
- 2 Powered Boats Permitted
- Screened Patio
- Porch
Utilities
- Central Air
- Heat Pump System
- Electric Water Heater
Community Details
- No Home Owners Association
- Paw Paw Cove Subdivision
Listing and Financial Details
- Tax Lot 1B
- Assessor Parcel Number 2105189691
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Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $8,709 | $960,000 | $416,500 | $543,500 |
| 2024 | $8,204 | $916,600 | $0 | $0 |
| 2023 | $7,404 | $873,200 | $0 | $0 |
| 2022 | $6,532 | $829,800 | $416,500 | $413,300 |
| 2021 | $6,323 | $829,800 | $416,500 | $413,300 |
| 2020 | $6,164 | $829,800 | $416,500 | $413,300 |
| 2019 | $6,398 | $861,300 | $416,500 | $444,800 |
| 2018 | $5,881 | $819,033 | $0 | $0 |
| 2017 | $5,304 | $776,767 | $0 | $0 |
| 2016 | $4,650 | $734,500 | $0 | $0 |
| 2015 | $3,897 | $723,500 | $0 | $0 |
| 2014 | $3,897 | $712,500 | $0 | $0 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 05/19/2026 05/19/26 | For Sale | $1,995,000 | +146.3% | $511 / Sq Ft | |
| 08/23/2017 08/23/17 | Sold | $810,000 | -1.7% | $224 / Sq Ft | View Prior Sale |
| 07/16/2017 07/16/17 | Pending | -- | -- | -- | |
| 05/24/2017 05/24/17 | Price Changed | $824,000 | -2.9% | $228 / Sq Ft | |
| 10/13/2016 10/13/16 | Price Changed | $849,000 | -14.7% | $235 / Sq Ft | |
| 04/14/2016 04/14/16 | Price Changed | $995,000 | -9.1% | $275 / Sq Ft | |
| 12/29/2015 12/29/15 | For Sale | $1,095,000 | -0.5% | $303 / Sq Ft | |
| 12/05/2014 12/05/14 | Sold | $1,100,000 | -13.7% | $304 / Sq Ft | View Prior Sale |
| 11/03/2014 11/03/14 | Pending | -- | -- | -- | |
| 10/16/2014 10/16/14 | For Sale | $1,275,000 | -- | $352 / Sq Ft |
Source: Bright MLS
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $810,000 | Eastern Shore Title Co | |
| Deed | $1,100,000 | Eastern Shore Title Company | |
| Deed | -- | -- | |
| Deed | -- | -- | |
| Deed | -- | -- | |
| Deed | -- | -- | |
| Deed | $590,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $648,000 | New Conventional |
Source: Public Records
About the Listing Agent
Brian Gearhart is known for his exceptional ability to identify the needs of his clients and match them with available (or unlisted) properties as well as his effective negotiation skills. With over 22 years of Real Estate experience, Brian makes each transaction as smooth and stress-free as possible for his clients.
Brian began his career in Real Estate in 2003 and recently formed the Chesapeake Bay Properties Team of Benson and Mangold, where he has been successful in assisting thousands
Brian's Other Listings
Source: Bright MLS
MLS Number: MDTA2013838
APN: 05-189691
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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, and is provided by BRIGHT through a licensing agreement.
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