Tilghman Island, MD Homes for Sale with Acreage

If no contract by April 24, 2026, Seller will be removing home from market. Looking for a home with a private setting, water views, a pool, and no HOA — all within easy reach of the charm and activities of St. Michaels and Easton? Interested in a quiet home retreat or a short term rental?Look no further! Enjoy privacy, water views, and the freedom of no HOA at this tucked-away property located at

Danny Martin Keller Williams Flagship

This historic property known as "The Elms" was built in 1900 and originally used as a fishing lodge for many years. The property sits on 2 acres, has public sewer and well water and consists of three buildings which are: The original main building, the detached garage and a shed/storage building. The buildings hold virtually no value unless an extensive historic renovation were completed, but the

Monica Penwell TTR Sotheby's International Realty

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

Nestled on over 2 acres in the desirable water access community of Deep Harbor Farm, this beautiful Cape Cod beams with natural light. The home features over 2,400 sqft with 4 bedrooms and 2.5 baths. The welcoming foyer overlooks a spacious dining room and leads to an open kitchen complete with white cabinetry, stainless steel appliances, breakfast bar and a large table space. Just off the

Kim Crouch Ozman Benson & Mangold, LLC