The Circle

Independent Living | Supportive Services

Dynamic senior living in the heart of Boston.

Waterstone at the Circle, located in Boston’s beloved Cleveland Circle neighborhood, offers a refined urban setting for today’s active senior over 62. Enjoy best-in-class service and a carefree lifestyle with art, cultural and historical attractions right outside your door. From high-end amenities to concierge services, experience it all in our premier senior living community located at the crossroads of Boston, Brookline, Chestnut Hill, and Newton.


Morris, Waterstone Resident

“I just called my daughter Karen to tell her that tomorrow marks two years that I’m here. I told her, and I’ve conveyed the sentiment to many people looking at Waterstone, that I haven’t regretted one day of my move here! Much of that sentiment has to do with the physical facility, but even more is due to the wonderful staff, from the activities folks, the kitchen crew, the maintenance guys, etc.! I hope to celebrate several more Waterstone anniversaries.” – Morris, Waterstone Resident

Annie, Resident of Waterstone at the Circle

“I cannot thank you enough for what you and your amazing team have done for me. I am so much happier than I have been in 2 years. Every person I have met on the staff is amazing.”

– Annie, Resident of Waterstone at the Circle

Karen Z., Daughter of Waterstone at the Circle Resident

“I wanted to let you know how happy my mother is and thank you for the peace of mind my family has, knowing she’s in a gorgeous apartment with so many amenities and activities.”

– Karen Z., Daughter of Waterstone at the Circle Resident

Bob R., Waterstone at the Circle Resident

“A very classy place with an attentive staff of considerable expertise and compassion for the residents. Impressive.”

– Bob R., Waterstone at the Circle Resident


Waterstone at the Circle gives you every opportunity to lead the life you want while offering access to on-site care services provided by premier care partners. Experience all that our active lifestyle offers carefree – and confidently – even if health needs change.


From daily activities to personalized fitness programs, our community is designed to encourage a healthy and engaged independent lifestyle.

Supportive Care Services

Through our trusted care partners, you have access to an array of on-site services to offer whatever level of assistance you require.


Impressive Amenities

Our luxurious boutique community, built on the site of the former Circle Cinema, includes numerous amenities to fill your day: indoor heated pool, library, card room and – of course – a movie theater.

Gourmet DINING

An anytime dining approach, paired with locally sourced ingredients, seasonal offerings and an ever-changing menu, help make dining here delicious.

A Focus on Health

Take a lap in our indoor heated pool, work out in our fitness center, or train with a certified expert from Train Boston® to achieve your wellness goals.

Explore Your Talents

Resident life here is filled with opportunities to expand your abilities through creative art classes, invigorating lectures and regular excursions around the city.

An Active Neighborhood

Our location at Cleveland Circle, next to Cassidy Park and the Chestnut Hill Reservoir, means you’ll never run out of things to see and do.


Schedule a tour today to find out more about what living at Waterstone at the Circle is like. We’re happy to answer your questions and show you our premier apartments and convenient on-site amenities.