Pending
Price CutPrice Drop: $50K (10/01)
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Sale Pending at 5698 Leeward Ln, Tilghman, MD 21671 | MLS# MDTA2013838 | Listing updated on 2026-10-01
Photo 1 of Sale Pending at 5698 Leeward Ln, Tilghman, MD 21671 | MLS# MDTA2013838 | Listing updated on 2026-10-01
Photo 2 of Sale Pending at 5698 Leeward Ln, Tilghman, MD 21671 | MLS# MDTA2013838 | Listing updated on 2026-10-01
Photo 3 of Sale Pending at 5698 Leeward Ln, Tilghman, MD 21671 | MLS# MDTA2013838 | Listing updated on 2026-10-01
Photo 4 of Sale Pending at 5698 Leeward Ln, Tilghman, MD 21671 | MLS# MDTA2013838 | Listing updated on 2026-10-01
50+
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$1,895,000

Monthly Est:$9,432

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,906sqft

5698 Leeward Ln, Tilghman, MD 21671

$9,432/moEst:

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  • Single Family Residence

  • Built in 1996

  • $-- HOA

  • 1.48 acres lot

  • $485/sq.ft

Description

Experience sweeping western-facing views of the Chesapeake Bay from this beautifully renovated waterfront retreat on 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. Offered fully furnished, the home provides a truly turnkey opportunity, allowing the next owner to immediately enjoy the Chesapeake Bay lifestyle.

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 fully furnished, 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.

  • Houzeo last checked: 4 hours ago
  • Listing updated: October 1, 2026 at 4:10 pm
  • Listing Provided by: Brian Gearhart (410) 310-5179 | Benson & Mangold, LLC (410) 822-6665
  • Source: Bright MLS-NJ | MLS#: MDTA2013838 Bright MLS-NJ

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Talbot Md County

  • City

    Tilghman

  • Neighborhood

    --

  • Year Built

    1996

  • HOA Fees

    -

  • Finished Area

    3,906 sqft

  • Lot Size

    1.48 acres lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDTA2013838

  • MLS Status

    PENDING-BRIGHT

  • Days on Market

    136

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

Interior

  • Sewer

    Public Sewer

  • Exterior Features

    Extensive Hardscape

  • Cooling

    Central A/c

  • Heating

    Heat Pump(s)

Construction

  • Year Built

    Year Built: 1996

  • Home type

    Single Family Residence

  • Foundation Details

    Block, Crawl Space

  • Architectural Style

    Contemporary

  • Roof

    Architectural Shingle

  • Construction Materials

    Hardi Plank Type

Utilities & Energy

  • Water Source

    Private

  • Parking Features

    Circular Driveway

  • Pool Features

    Heated

Other Features

  • Patio And Porch Features

    Screened, Porch

  • Subdivision Name

    Paw Paw Cove

Price History

DateEventPrice

09/15/2026

Source: mls_logoBright MLS-NJ #MDTA2013838

Pending

$1,895,000 -2.57%

$485/sqft

08/17/2026

Source: mls_logoBright MLS-NJ #MDTA2013838

Price Decreased

$1,945,000 -2.51%

$498/sqft

05/19/2026

Source: mls_logoBright MLS-NJ #MDTA2013838

Listed for Sale

$1,995,000 +146.30%

$511/sqft

08/23/2017

Source: mls_logoBright MLS-NJ #1003749739

Price Decreased

$810,000 -26.36%

$207/sqft

12/05/2014

Source: mls_logoBright MLS-NJ #1003232250

Sold

$1,100,000

$282/sqft

Nearby Homes

Based on information from Bright MLS through Oct 09, 2026, 02:30PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information 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 the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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