Tilghman-On-Chesapeake is a new home real estate community on the Eastern Shore of Maryland on Tilghman Island, 12 miles past the popular town of St. Michaels.

We offer waterview and waterfront lots (subject to availability) and homes.
Our lots start around $200,000 and our homes (including lot) from $565,000. Our property includes 186 acres, with a recreational island, a gorgeous waterside swimming pool with a gazebo. Our waterfront and waterview homesites are surrounded by natural areas and amenities and a waterfront picnic area. Nearby are three outstanding golf courses, a variety of excellent restaurants, and several charming bed and breakfast inns.

Tilghman-On-Chesapeake is a yachtsman’s paradise, centered around a fully-appointed, two-story Yacht Club on Avalon Island, connected to the mainland by a private causeway. Homeowners receive membership in the Tilghman-On-Chesapeake Yacht Club. Yachtsmen love the outstanding boating location, just minutes from the best sailing, fishing, cruising and crabbing that the Chesapeake has to offer.

This is likely to be the last of its kind. A quick look around at land availability, area regulations and environmental concerns, and the message is clear: a Yacht Club community, with the quality and size of Tilghman-On-Chesapeake, may never again be seen on Maryland’s Eastern Shore.