5698 Leeward Lane Tilghman, MD $ 1,995,000
5698 Leeward Lane
$ 1,995,000
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5698 Leeward Lane

Tilghman, MD, 21671
$ 1,995,000
Bedrooms5 Baths3.1 Sq 3,906

Monthly Estimate*

$ 12,284

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Single Family Home for sale in Tilghman, MD

for $1,995,000 with 5 bedrooms and 3 full baths, 1 half bath. This 3,906 square foot home was built in 1996 on a lot size of 1.48.

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 fireplacean 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 Shores 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 sunsetsall within the laid-back charm and timeless appeal that make Tilghman Island so special.

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Single Family Active

Price

$ 1,995,000

Bedrooms

5

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 8,786

Style

Contemporary

Lot Size

1.48

Year Built

1996

Town/City

Tilghman

County/Region

Talbot

MLS | Web ID

MDTA2013838

Features
General
Living Area 3906
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Central A/C
Possession Settlement
Roof Architectural Shingle
Zoning V1
Garage Spaces 2.00
Patio/Porch Features Screened Porch(es)
Architectural Style Contemporary
Pool Features Heated
Construction Materials HardiPlank Type
School District TALBOT COUNTY PUBLIC SCHOOLS
Year Built 1996
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
County TALBOT
New Construction N
Property Type Residential
HOA N
Subdivision Name PAW PAW COVE
Garage Y/N Y
Water Access Y/N Y
Other Structures Above Grade Below Grade
Full Baths 3
Status ACTIVE
Directions Rt 33 to Tilghman follow road to right on Leeward Lane property on cul de sac 2nd to last.
City TILGHMAN
Body of Water Eastern Bay
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 64469.00
Tax Annual Amount 8786.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 2
Bathrooms Count Main Level 3.00
Price Per Sq Ft Total AG 510.75
Vacation Rental Y/N N
Virtual Tour https://my.matterport.com/show/?m=tDqgULwu3tf
Standard Status Active
Year Built Source Assessor
Legal Subdivision *
Tax Lot 1B
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Interior
Heating Fuel Electric
Total Fireplaces 2
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 3906
Half Baths 1
Central Air Y/N Y
Total Bedrooms 5
Below Grade Finished Area 0
Main Level Bedrooms 3
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 4
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Exterior
Exterior Amenities Extensive Hardscape
Pool Yes - Personal
Parking Features Circular Driveway
Water Source Private
Garage Features Garage - Front Entry
Type of Parking Attached Garage
Foundation Details Block Crawl Space
Water View Y/N N
Lot Size Acres 1.48
Water Body Type Bay
Lot Size Source Assessor
Waterfront Y/N Y
Number of Docks 1
Land Assessed Value 476000.00
Navigable Water Y/N Y
Number of Slips 2
Water Oriented Y/N Y
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Internal Only
Street Number 1 5698
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* Excluded Features
List By
Benson & Mangold, Llc

Broker

brian@chesapeakebayproperties.com

Email

Affordability Calculator

$13,016
Per Month
94%
6%
0%
Monthly Principal & Interest
$12,284
Monthly Property Taxes
$732
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3533924 Elementary School
3534231 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/19/2026$1,995,000 Listed Price

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5698 Leeward Lane, Tilghman, MD, 21671 is a Single Family Home for sale at $1,995,000 with 3,906 sqft and a lot size of 1.48. 5698 Leeward Lane has 5 bedrooms, 3.1 baths, and was built in 1996. The property's zip code is 21671 which is in Tilghman, MD