Chesapeake Bay Retirement Communities

Chesapeake Bay Retirement Communities

Retirement Living in the Chesapeake Bay Region


The Chesapeake Bay area combines natural beauty, recreational opportunities, relaxed lifestyle, and proximity to urban areas to provide an excellent location for retirees.

A selection of retirement communities located in the Chesapeake Bay area is provided below.

If you’re retired or planning on retiring soon, you might be interested in one of these area retirement communities.

Also, see our Chesapeake Bay Real Estate page for additional property listings.

Retirement Communities

The Residences at Bulle Rock.  Adjacent to the world-class Bulle Rock Golf Course, Ryland Homes at The Residences at Bulle Rock offers gorgeous villa homes with space galore, gourmet kitchens, lofts, first floor owner’s suites and access to all the amenities of the community, like a 37,000 square foot clubhouse complete with indoor and outdoor pools, tennis courts, day spa, fitness center and more.  Havre de Grace, MD. Four Seasons at Kent Island.  Coming to Maryland’s Chesapeake Bay Region, K. Hovnanian’s Four Seasons at Kent Island, a waterfront community for Active Adults 55 or Better! This community will feature a total of 1,350 single level family homes and elevator condominiums.

Kent Island, MD..  With wide expanses set aside for open space, Cooke’s Hope has created a magnificent blend of agrarian and residential property. Amid this pastoral setting is a working farm and cattle operation that are impressively integrated with four Cooke’s Hope neighborhoods, Springfield, The Galloways, The Hedges, and the Village. This is truly one of the finest residential developments in the Mid-Atlantic region.  Easton, MD.

William Hill Manor.  A continuing care retirement community for seniors who enjoy their independence with the assurance that assistance will be available if needed.  Residents can choose from spacious apartments or cottages, which surround the Manor House on 32 acres of lovely landscaped grounds.  Easton, MD.

Hyde Park.  Hyde Park is located on the beautiful Eastern Shore of Maryland and called the “land of pleasant living.” Here, you can live in the country and still be just a short drive from the historic center of Easton MD, with great shopping, restaurants, financial services, and medical facilities. Easton, MD.

Londonderry Retirement Community.  “The finest address for waterfront retirement living” can be yours at Londonderry Retirement Community of Easton. Located on the shores of the beautifully serene Tred Avon River, our residents enjoy a carefree way of life, inspired from traditional Eastern Shore living.  Easton, MD.

Asbury – Solomons Island.  Embraced by the beautiful Patuxent River and legendary Chesapeake Bay, this is the only accredited waterfront Continuing Care Retirement Community (CCRC) in Southern Maryland, conceived and designed to provide you with a lifetime of living well, whatever your changing needs, interests and abilities.  Solomons Island, MD.

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Cooke’s HopeThe Chesapeake.  Living at The Chesapeake means that your cottage or apartment is designed to provide both comfort and convenience. Our Community Center is like a small town, offering the conveniences of a full service bank, dining, indoor swimming pool, beauty/ barber salon, fitness center, library, gift shop, game rooms, worship services and more.  Newport News, VA.

Mennowood Retirement Community.  Mennowood Retirement Community is an oasis of peace on 12 wooded acres in the midst of a cosmopolitan city.  Offers both Independent Living Apartments and Assisted Living Apartments.  Newport News, VA.

The Chamberlain.  Independent living apartment community in the waterfront historic Chamberlain Hotel adjacent to Old Fort Monroe in Hampton, VA.

Rappahannock Westminster-Canterbury.  An inviting, active residential community located in Virginia’s scenic Northern Neck. Set among 165 acres of natural beauty, the community mirrors all the best and most meaningful aspects of the way you live now, while addressing your needs and desires during your future retirement years.  Irvington, VA.
Do you know of a Chesapeake Bay area retirement community not included here?  Let us know.

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