Senior Living Community in Worcester County, MA
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 supported by the Masonic Health System of Massachusetts, and we embrace this Masonic heritage. It permeates the way we work and live, shining through in the services we provide and the way we treat one another.
We invite you to explore our site and learn more about our vibrant Massachusetts senior living community. You’ll quickly see the empowered individuals, informed choices and healthy living that make The Overlook such a unique place to live.
Visit us in person to get the full story – contact us to arrange a tour at your convenience.
Our 2019 & 2020 Annual Report
Our proud Masonic heritage.
The Overlook is affiliated with Masonic Health System of Massachusetts, which has been providing more hands to help, more privacy to enjoy and more ways to wellness since 1911. We embrace this heritage, and it’s expressed daily in the brotherly love, relief and truth with which we deliver our services. Many people join us to enjoy an active, engaged retirement, comfortable cottages and apartments and wonderful dining and programs. And it’s reassuring to know that, as a Life Care community, we’re prepared to provide you with a continuum of exceptional care if you should ever need it. You’ll have access to carefully-designed and skillfully-administered care ranging from skilled nursing and rehabilitation to memory care. As just one part of the Masonic Health System’s extensive array of health services, we’re pledged to give you an abundance of heart, opportunity and vitality – and that’s reflected in the singular strength and sense of community you’ll find here.We’d love to hear from you.
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
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Join us for an
Open House
Wednesdays
9:00 am - 4:00 pm
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Simply stop by or
RSVP to 508-434-2318
Download Our Guide
Get to Know Ted Theodores: Overlook Resident Enjoying Retirement in Charlton
Ted Theodores has been a resident of The Overlook for several years now, and he is one of the most valued members of our community. Ted originally semi-retired in 1998 after working as an executive for a large corporation. From there, Ted bought a large home on the...
Our Location
Massachusetts Retirement Community
Our retirement community is located in Worcester county. A short drive from Boston, Hartford and Providence.