Waterstone at the Circle

Experience active retirement living that pairs the best of city and suburban life at the crossroads of Boston and Brookline. Waterstone at the Circle, located in the vibrant Cleveland Circle neighborhood, is more than just a senior living community...it’s a sophisticated urban setting for today’s active seniors. From best-in-class service, high-end amenities, gourmet dining and more, you’ll find everything you need to live a vibrant retirement in Boston’s premier independent living community.

Senior Living at Its Finest

Offering independent living apartments with gorgeous views, concierge services, a state-of-the-art fitness center with indoor pool and so much more, Waterstone at the Circle is the retirement community you’ve been waiting for. Our senior living community features the upbeat hustle and bustle of downtown living along with the peaceful comforts of home … and none of the chores.

Discover a world of luxury and service – and experience the retirement living you deserve, including:

  • Stunning private independent living apartments
  • Premium, 24-hour concierge services
  • A lively community of peers who share your interests
  • Movie theatre, pub and personal wine lockers
  • Indoor pool, spa and fitness center staffed by Train Boston®
  • Gourmet dining that rivals what you’d find at the finest restaurants
  • Stimulating lectures, educational opportunities and social events

Urban Living at the Center of It All

Walk out the front door to discover nearby shops, local restaurants, world-class museums and galleries. Take in the scenic beauty of nature at a nearby park. Everything Boston has to offer is at your fingertips, and with the services and amenities available at our senior living community in Brookline, you’ll have all the time you desire to explore...and enjoy.

Your ultimate retirement awaits.
Visit Waterstone at the Circle today!

385 Chestnut Hill Avenue
Boston, MA 02135