Estates on the Eastern Shore of Maryland


  1. 5 beds, 9 baths
    Lot size: 8.95 ac
    Year built: 1963
    Listing provided by Sheila Monahan, Benson & Mangold, LLC
  2. 4 beds, 5 baths
    Home size: 2,656 sq ft
    Lot size: 51.55 ac
    Year built: 1900
    Listing provided by Stacy Kendall, Cross Street Realtors LLC
  3. 2 beds, 2 baths
    Home size: 2,866 sq ft
    Lot size: 1.02 ac
    Year built: 2005
    Listing provided by Cody Webster, ARE PROS.
  4. 6 beds, 6 baths
    Lot size: 10.25 ac
    Year built: 1800
    Listing provided by Clifford Meredith, Meredith Fine Properties
  5. 3 beds, 3 baths
    Lot size: 165.31 ac
    Year built: 2010
    Listing provided by Clifford Meredith, Meredith Fine Properties
  6. 6 beds, 7 baths
    Home size: 7,111 sq ft
    Lot size: 15.29 ac
    Year built: 2011
    Listing provided by Adam Light, Monument Sotheby's International Realty
  7. 4 beds, 4 baths
    Lot size: 30.69 ac
    Year built: 1974
    Listing provided by Robert Lacaze, Long & Foster Real Estate, Inc.
  8. 5 beds, 4 baths
    Lot size: 2.38 ac
    Year built: 2007
    Listing provided by Dawn Lednum, Chesapeake Bay Real Estate Plus, LLC
  9. 9 beds, 8 baths
    Home size: 5,115 sq ft
    Lot size: 56.46 ac
    Year built: 1987
    Listing provided by Linda Moran, Berkshire Hathaway HomeService PenFed Realty - WOC
  10. 7 beds, 9 baths
    Lot size: 150.77 ac
    Year built: 1965
    Listing provided by Sara Campbell, Cross Street Realtors LLC
  11. $2,700,000 : 202 DOVER ST, EASTON
    8 beds, 9 baths
    Home size: 9,156 sq ft
    Lot size: 20,037 sqft
    Year built: 1900
    Listing provided by Bryan Gleason, Better Homes & Gardens Real Estate Live Well Grp
  12. 5 beds, 5 baths
    Home size: 10,000 sq ft
    Lot size: 99.31 ac
    Year built: 2001
    Listing provided by Glenn Sutton, TTR Sotheby's International Realty
  13. 4 beds, 6 baths
    Lot size: 202.32 ac
    Year built: 1900
    Listing provided by Margot Mohr Teetor, Mountain Beach, INC
  14. 6 beds, 8 baths
    Lot size: 51.81 ac
    Year built: 2018
    Listing provided by Greg Steen, Steen Realty Inc
  15. 7 beds, 7 baths
    Home size: 12,520 sq ft
    Lot size: 239.07 ac
    Year built: 1986
    Listing provided by Maura Shannon, TTR Sotheby's International Realty

See all Eastern Shore Estates.
(all data current as of 9/24/2018)

Listing information deemed reliable but not guaranteed. Read full disclaimer.


Maryland’s Eastern Shore is located on the northern half of the Delmarva Peninsula and is made up of nine counties: Worchester, Wicomico, Kent, Queen Anne, Talbot, Caroline, Dorchester, Somerset, and Cecil. While these counties constitute more than one third of the state’s land area, their combined population of 420,000 represents only 8% of the population in Maryland. Homes for sale along the open Eastern Shore are always a popular choice for new residents.

The Eastern Shore of Maryland is renowned as one of the greatest places in America for hunting, shooting, sailing, salt and freshwater fishing.  Its quaint waterfront town like historic Chestertown and Easton offers sunset cruises, kayaking, fishing, boating, sailing, art galleries, antiquing, farmers’ and Artisans market, local seafood including famous Chesapeake Bay Blue Crab and the second largest collection of 18th century structures.

Eastern Shore Maryland homes for sale provide residents with a relaxed style of living. Worcester County, located on the Atlantic Ocean side of the peninsula, is Maryland’s only ocean-front county. It is best known as the home of Ocean City, one of the most popular resort towns on the east coast. Ocean City begins at the Ocean City Inlet, which was formed during a 1933 storm, and extends northward to the Maryland-Delaware state line at 146th Street. It offers visitors ten miles of beaches and twenty blocks boardwalk, in addition to nine golf courses and some of the world’s best fishing.

Wicomico County, located to the west of Worcester County, also borders the State of Delaware. The county is named after the Wicomico River, a 33-mile long tributary of the Chesapeake Bay. Salisbury is the county seat and the largest city on the Eastern Shore of Maryland. Homes for sale in Salisbury are located near the banks of the Wicomico River. Salisbury-Ocean City Wicomico Regional Airport, the only commercial airport on the peninsula, and Salisbury University are both located in Salisbury.