Maryland Private, Gated, Retirement and Golf Communities Featuring Luxury Homes For Sale

Maryland Gated Communities

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K. Hovnanian's ® Four Seasons at Kent Island

Chester, Maryland Private Community
Chester, Maryland

This 55+ community offers a waterfront resort lifestyle on Chesapeake Bay's largest island. Resort-style amenities for active adults include a 24,000-square-foot waterfront clubhouse, fully-equipped fitness center, tennis & pickleball courts, indoor & outdoor swimming pools, a fishing pier, and walking & biking trails. Low-maintenance single-family homes and condominiums are priced from the upper $400,000s to the upper $500,000s. Read More...


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Lakeside at Trappe

Trappe, Maryland Private Community
Trappe, Maryland

Situated on the Eastern Shore of Maryland in Talbot County, Lakeside at Trappe is a private master-planned community for all ages. Residents have immediate access to Route 50 with proximity to Annapolis, Easton, and local beaches. Resort-style amenities include an on-site lake, clubhouse, sports courts, swimming pool, fitness center, dog park, and more. Home designs include townhome and single-family floorplans up to 3,700+ square feet, 6 bedrooms and 4 bathrooms with options for main-level living. Priced from the $300,000s and up. Home leases are available starting in the $2,000s/month. Read More...


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Swan Point

Swan Point, Maryland Private Golf Course Community
Swan Point, Maryland

Swan Point is a resort golf and waterfront community in Swan Point, MD. Located about 50 miles south of Washington, D.C., in Chester County, the Southern Maryland community is situated on the Potomac River and Cuckold Creek epitomizing premier Maryland waterfront living. Amenities include a marina, clubhouse with dining options, championship golf course, tennis, pickleball, swimming pool, and walking trails. Developed by Brookfield Residential, the innovative home designs offer several floorplans with buying and leasing options. The unique Maryland real estate ranges from 2,469 – 3,527 square feet with homes priced from the $500,000s. Read More...

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