410-822-1415 | Benson & Mangold Real Estate

Barb Watkins | 410-310-2021 | bwatkins@easternshorehomes.com

Eastern Shore Homes Real Estate by Barbara Watkins


Talbot County and the other counties of Maryland’s Eastern Shore offer quaint waterfront communities, including St. Michaels, Oxford, Cambridge and Kent Island, with a variety of real estate options for water lovers.

Here, you’ll find luxury estates, golf homes, active living communities, condos and townhomes, all along the majestic Chesapeake Bay and its tributaries.

Outdoor enthusiasts can enjoy kayaking, sailing, crabbing, fishing and hunting, or just take a leisurely sunset stroll along the shoreline!

Luxury waterfront homes range in price from $2 million to $16 million. Golf course and in-town homes on the water range from $600,000 to $2 million. Waterfront condos and townhomes start at $350,000 and can go up to $1 million. To start looking for your Eastern Shore waterfront home, use the buttons at left to search by your price range. If you’d like more information, please contact me.

Other Luxury Homes

Maryland’s Eastern Shore luxury home market includes expansive “super-luxury” country estates. Most of these grandiose estates are historic plantation homes or gentleman farms surrounded by acres of land (many times 20 acres or more) and located on the water. Estates may include vineyards, beautiful gardens and well-manicured grounds. These properties can range from $5 million to $20 million.

Other waterfront luxury homes along the Eastern Shore can range from $1.5 million to $5 million or more, while inland luxury properties range in price from $1 million to $2 million.

chance-hope-farmChance Hope Farm

Chance Hope Farm is a small waterfront community in St. Michaels, Maryland, consisting of 50 luxury single family homes. These large homes range from 3,000 to 8,000 square feet, and all are waterfront, along the Miles River. Chance Hope Farm is within walking distance of the Harbortowne Golf Course and marinas. Children attend Talbot County Public Schools. Prices range from $1 million to $4 million.

See All Chance Hope Farm Listings

cookes-hopeCooke’s Hope

Cooke’s Hope is a waterfront community located close to historic downtown Easton and Oxford. This community is on Peach Blossom Creek off the Tred Avon River, and features a number of amenities, including walking trails, community docks, tennis courts, a fitness center, an indoor pool and a putting green. Homes range from $400,000 to $2,000,000.

See All Cooke’s Hope Listings

morgans-point-3Morgan’s Point

Morgan’s Point in Oxford is a small exclusive community of 11 luxury estates. These expansive homes are on huge lots, from four to 30 acres, located along the Tred Avon River, with sunset views and deep water. This gated community is close to the historic maritime town of Oxford. Prices range from $2,000,000 to $9,000,000.

See All Morgan’s Point Listings

easton-village-2Easton Village

Easton Village features 250 single-family homes, with your choice of builders. This waterfront community was planned with careful attention to preserving and protecting the environment, including a 50-acre nature preserve. Amenities include a soon to be built community center with pool, fitness center and recreation facilities, more than three miles of walking trails, and a six-acre community park with pavilion. A village green, small neighborhood park and a pedestrian bridge over the Tred Avon River to connect with the town of Easton are all planned. Community boat slips are available for sale. Close to Historic St. Michaels, Easton and Oxford. Homes here range from the mid-$300,000 to over $1 million.

See All Easton Village Listings