2

Tilghman Island Homes for Sale with Acreage

Section Image
  • 5520 Leeward Ln, Tilghman, MD 21671
    5520 Leeward Ln, Tilghman, MD 21671
    5520 Leeward Ln, Tilghman, MD 21671
    /83

    $1,750,000

    • 5 Beds
    • 2.5 Baths
    • 4,214 Sq Ft

    5520 Leeward Ln, Tilghman, MD 21671

    Welcome to 5520 Leeward Lane, a private waterfront estate tucked away at the end of a quiet, tree-lined drive on Tilghman Island—a rare opportunity to own a stunning piece of Maryland’s Eastern Shore. This expansive home features panoramic water views from almost every room and delivers the ultimate blend of luxury, comfort, and natural beauty. The grand foyer sets a graceful tone, leading into a

    Samantha Jackson Keller Williams Realty

    5520 Leeward Ln, Tilghman, MD 21671
  • 21486 Mission Rd, Tilghman, MD 21671
    21486 Mission Rd, Tilghman, MD 21671
    21486 Mission Rd, Tilghman, MD 21671
    /35

    $699,000

    • 9 Beds
    • 2.5 Baths
    • 5,389 Sq Ft

    21486 Mission Rd, Tilghman, MD 21671

    History:"The Elms" is located on the Northeast corner of Mission Road and Route 33 in the village of Tilghman on Tilghman Island, Talbot County, MD. The house faces west, with the gable oriented on a north/south axis. Built around 1893. The Elms is clad in weatherboard and supported by a brick pier foundation. The roof of this two story frame home is covered in asphalt shingles. The five bay

    Daphne Cawley TTR Sotheby's International Realty

    21486 Mission Rd, Tilghman, MD 21671
Maryland Saint Michaels Tilghman Island

Homes for Sale with Acreage in Tilghman Island, Saint Michaels

Learn more about living in Tilghman Island

Home Trends in Tilghman Island, MD

On average, homes in Tilghman Island, Saint Michaels sell after 83 days on the market compared to the national average of 50 days. The median sale price for homes in Tilghman Island, Saint Michaels over the last 12 months is $366,250, down 13% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$366,250
Median Single Family Sale Price
$536,000
Median Townhouse Sale Price
$335,000
Average Price Per Sq Ft
$335
Number of Homes for Sale
10
Last 12 months Home Sales
25
Months of Supply
4.80
Median List Price
$525,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-13%
How to Buy a Home How to Finance a Home How to Sell a Home

In Tilghman Island, there are currently 2 homes for sale with acreage, offering generous plots of land for various lifestyle preferences. These properties provide ample space for homeowners to create their ideal living environment, whether it's for expansive gardens, outdoor entertainment areas, or additional privacy from neighboring properties. Whether you're seeking a spacious family home with room to roam, a charming property with potential for development, or simply a sense of space and tranquility, homes for sale with acreage in Tilghman Island, Saint Michaels offer opportunities to tailor your living experience to your needs. Explore the selection of homes for sale with land in Tilghman Island and discover the potential and freedom that comes with owning your own piece of property.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group