Maryland's Eastern Shore is a fairly wide peninsula between the Chesapeake Bay and the Atlantic Ocean. It has hundreds of miles of shoreline, ocean resorts, farmland, forests, modest cities and small historic towns. This site is designed exclusively for Eastern Shore waterfront property buyers and sellers. Search luxury Maryland Eastern Shore Waterfront Property, Homes, Farms and Estates located near the Chesapeake Bay and surrounding tributaries. Search luxury homes for sale in Queen Anne's, Talbot, Caroline, and Dorchester counties. Use our powerful property search features to find Maryland Eastern Shore Waterfront Homes. Search using our map tool, by MLS, city, zip code, county, address or neighborhood. Feel free to set up custom e-mail alerts, saved searches with the ability to share data output with friends and family. Listing pages are provided with multiple property photos, walk scores and additional features about the property.