The Circle

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.


Mary, Waterstone at Wellesley Resident

“I knew soon after I moved in that I’d made the right decision. The Administration is highly professional and the residents in our community rapidly became extended family.”

– Mary, Waterstone at Wellesley Resident

Jayne, Daughter of Waterstone at Wellesley Resident

“This is one of the best-run communities in the industry. I have peace of mind that my mom is not only enjoying her life (she calls it a resort) but getting wonderful care.”

– Jayne, Daughter of Waterstone at Wellesley Resident

Margie, Daughter of Waterstone at the Circle Resident

“You and your staff continue to shine. Thanks to you all for continuing to keep our loved ones and our loved staff as safe as possible.”

– Margie, Daughter of Waterstone at the Circle Resident

Adele, Susan, Erik & Deb, Waterstone at Wellesley Residents

“When we first moved in, we were impressed by the warm and engaging community atmosphere created by both the residents and staff.”

– Adele, Susan, Erik & Deb, Waterstone at Wellesley Residents


Waterstone at the Circle gives you every opportunity to lead the life you want while offering you whatever level of support you need. On-site care services are provided by a network of respected partners.


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.

Life at Waterstone at the Circle

Impressive Amenities

Our 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.


Find out more about what living at Waterstone at the Circle is like. Our welcome center for sales and information is now open. We’d be happy to answer your questions and arrange an in-person (or virtual) tour.