Please ensure Javascript is enabled for purposes of website accessibility
Maryland Eastern Shore.png

Eastern Shore Retirement Communities

Maryland’s Eastern Shore along the Chesapeake Bay is an incredibly popular retirement destination thanks to its mild weather, great east coast location, and plentiful activities for active seniors. Interested in learning more about amenities at Eastern Shore retirement communities? Read on to learn more about what makes Eastern Shore senior living so special.


Our Retirement Communities on Maryland’s Eastern Shore

  • Heron Point of Chestertown

    501 E Campus Ave, Chestertown, MD 21620

    Our 66-acre retirement campus in Chestertown, Maryland features great amenities and plenty of opportunities for outdoor fun.

  • Bayleigh Chase

    501 Dutchmans Ln, Easton, MD 21601

    Bayleigh Chase in Easton, MD offers more than you would expect to find at a traditional continuing care retirement community!

A Few of the Benefits of Retiring on Maryland’s Eastern Shore

There are plenty of wonderful amenities available at Acts’ Eastern Shore retirement communities. But what are some of the overall benefits of retiring in this area?

Get Peace of Mind When You Retire on the Eastern Shore

When you’re a resident of an Acts Eastern Shore retirement community, you get to relax knowing health care costs won’t increase as your level of need increases. See the video below for more information.

Points of Interest and Local Landmarks for Seniors Living on Maryland’s Eastern Shore

Use the interactive map to learn about the nearby amenities and attractions on the Eastern Shore. And see the location of our Eastern Shore retirement communities.

  • History: The Eastern Shore has featured prominently in several major moments in American history. In particular, the War of 1812.
  • Outdoor Activities: Enjoy boating? Fishing? What about golf? The Eastern Shore has plenty to offer outdoor enthusiasts.
  • Beaches: Naturally, the Eastern Shore has plenty of great beaches if you’re interested in taking a swim or just soaking up some rays.

Reasons to Retire on the Eastern Shore

  • Benefits Affordable Cost of Living.png

    Great Weather: With a humid-sub-tropical climate, Maryland’s Eastern shore gives you all four seasons. Summers can be humid, but winters are slightly more moderate than you’d get in the Northeast.

  • Benefits Lower Cost of Living.png

    Retirees Love the Eastern Shore: Many seniors choose to spend their golden years on the Eastern Shore. This means there will be plenty of retirees roughly your age.

  • Benefits Active Living.png

    Great for Staying Active: Besides all the amenities offered by our Eastern Shore retirement communities, the area offers plenty of activities, plus easy access to Baltimore and Philadelphia.

  • Benefits Tax Breaks.png

    Tax-Friendly: While every state is different, Maryland is fairly tax-friendly towards seniors, and offers several financial benefits to retirees.

Acts Network of Retirement Communities

Residents of our Eastern Shore senior communities get to visit any of our communities in Georgia, South Carolina, New Jersey, or elsewhere! One of the perks of being an Acts resident is that you can visit any of our other communities throughout the Eastern Seaboard.

Acts has a commitment to excellence by continually evaluating its processes through external and internal processes. Acts' financial performance is regularly reviewed by Fitch ratings, the organization maintains an ethics trust accreditation, and Acts regularly completes resident surveys.