Your future looks
great from here.

Let us introduce you to The Overlook.

In all directions.

An endlessly interesting lifestyle, on and off campus.

Our backyard is just the beginning.

We’re big on amenities too.

More ways
to wellness.

Our continuum of care gives you a healthy advantage.

Retirement Community in Charlton, MA

The Overlook in Charlton, MA offers retirement living on 450 spectacular acres in Worcester County, MA. Ideally located in the heart of New England and just a short distance from Boston, Providence and Hartford, our community is surrounded by exciting places, interesting people and infinite opportunities to keep learning and growing. As one of the finest retirement communities in Massachusetts, we’re proud to offer a full continuum of health care, should you ever need it.

With so much to do and enjoy in all directions, it’s no surprise that The Overlook attracts people from all around. They come for the spectacular setting. They come for the spacious and elegant residences. They come to savor the dining options, the indoor heated pool, the Performing Arts Center and a full calendar of events. They come to experience the endless ways to enjoy the next chapter in their story.

And with a 450-acre backyard, our campus stands apart from other retirement communities in Massachusetts. Hosting family and friends has never been easier with welcoming outdoor gathering spaces, full-service catering and multiple dining venues. You’ll always have the option to picnic, garden, hike, cross-country ski, play tennis, practice your putting and discover countless other ways to stay active and engaged in the “Heart of the Commonwealth.”

We invite you to explore The Overlook’s wide variety of living options, including cottages, apartments and suites across independent living, assisted living and memory care. Once you’ve taken a peek, schedule an in-person visit to see how great your future can look from here.

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Photo Gallery

Browse through our photos to get an overview of The Overlook.

View Floor Plans

View our apartment homes and cottages, ready for your personal touch.

Learn more and see for yourself what life is like at
The Overlook


Join us for an

Open House

9:00 am - 4:00 pm


 Simply stop by or
RSVP to 508-434-2318

Download Our Guide

Outstanding Woman in Business

Worcester Business Journal, Outstanding Women In Business honoree video. Watch the video.

Our Location

Massachusetts Retirement Community
Our retirement community is located in Worcester county. A short drive from Boston, Hartford and Providence.
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