Nominate The Overlook for the Best Senior Living Community in Central Mass for a 7th year!

Move in this summer with help from senior moving specialist Generations on the Move and save!

The Overlook Experience

The next chapter in your story begins right here in Charlton, MA. In a lively, engaging community nestled in the picturesque New England countryside. Everything you could want is here – from lovely residences and fine dining to a wealth of programs and enlightening events. The Overlook is a thirty minute drive from the city of Worcester and quaint town of Sturbridge, and an hour’s drive from Boston, Providence and Hartford.

Make yourself at home

There are spacious Apartment Homes with a variety of convenient floor plans to match your lifestyle. Or choose a single-story cottage which offers you more living space and an attached garage. No matter which style appeals to you, you’ll find yourself comfortable and fulfilled, because everything is designed to make your lifestyle as effortless and convenient as possible. The Overlook offers Residents an unparalleled array of amenities and services, including home maintenance, around-the-clock security, on-site health care, housecleaning and free from indoor and outdoor maintenance, you’ll be able to spend your time doing more of what you love.

Everything you’re looking for

This is your place and time to do everything you’ve always wanted to do and make new memories with new friends. At your finger tips, healthy eating initiatives, monthly fitness classes and workshops, weekly Community blogs, worship services, movies and happy hours, art classes, and chorus. Plus, over 30 clubs and committees.

Exceptional living

Health Services

Explore the full scope of our continuum of care, you may also want to visit the pages devoted to Enhanced and Assisted Living, Memory Care, Short-Term Rehab and our Skilled Nursing.

grilled chicken on a healthy salad

Curated Culinary

The Dining Experience is one of The Overlook’s greatest opportunities to further support the high quality of life for our Residents. We are embarking on an exciting journey to further enhance and redesign our culinary program, incorporating a “farm-to-table” concept. Collaborating with local farmers and sourcing seasonally fresh and local food products to offer curated dining to our Residents. An executive chef is on board to ensure The Overlook Resident meals enjoy a 5 star, quality meal service.

Living Options

Independent Living at The Overlook is all about enjoying your retirement, your way. Whether you see yourself in one of our beautiful Cottage Homes or one of our many apartments, you’ll have no trouble finding the perfect place to call home. All of our places are pet friendly.

Contact The Overlook to learn more.

"I wish I could list everyone in every department with whom I'd come in contact because each one was so nice, supportive, and often shared their sense of humor to brighten the day even more ~ I couldn't ask for more during a recovery."

StephanieRehabilitation Patient

"I love everything being in one spot. So as things change—if we need rehab or nursing care—there’s not a lot of moving around."

Bill BrownResident

"It felt like I was moving in with family."

Linda Thurston

"The Overlook offers the lifestyle you want with the peace of mind you deserve."

Dick Ziegler

"The Overlook is a community that is unmatched by any other that I know of. It is the complete package. It’s got anything and everything you want to do or get involved with."

Henry Rand
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