Tilghman Island, MD Homes for Sale with Acreage

Private Retreat with Pool, Bay Views & No HOA — Flood Zone X This is a rare opportunity to own a private property with water views, outdoor living, and no HOA restrictions. The sellers are ready for their next chapter and welcome serious inquiries Tucked at the end of a private Crepe Myrtle–lined drive, this well-maintained home offers rare privacy, water views, and the freedom of no HOA, all

Danny Martin Keller Williams Flagship

Waterfront home situated on Back Creek in Sherwood, offering direct access to the Chesapeake Bay and Choptank Rivers. Conveniently located near St Michaels and Tilghman Island, the property includes views of sunsets over Poplar Island and is located minutes from restaurants, and shopping. Interior features include hickory hardwood floors, custom built-ins, crown molding, and recessed lighting.

Larry Brennan 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

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 and extensive historic renovation were completed, but

Monica Penwell TTR Sotheby's International Realty