MyLivingChoice

Waterstone at the Circle

385 Chestnut Hill Ave

4.6(48 ratings)· Boston average: 4.1

Part of Waterstone Senior Living · 5 communities · 4.7★ average · (1 other nearby)

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Quick Facts

What Families Think

An automated summary of family reviews and public information. Not verified by MyLivingChoice; confirm services, staffing and pricing with the community.

Waterstone at the Circle is an independent living community in Boston with a strong 4.6-star average across 48 Google reviews, though no written review excerpts or amenity details were provided to give a fuller picture of daily life there.

What reviewers praise

  • High 4.6 average rating from 48 Google reviews

What reviewers flag

  • No detailed reviews available to assess care or service quality
  • No published pricing information
  • No amenities listed for this community

AI-generated from reviews and community data.

Waterstone at the Circle is a senior living community in Boston, Massachusetts offering Independent Living. Amenities include Restaurant style Dining Room, Outdoor Patio and Gathering / Activity Spaces. Families rate it 4.6 out of 5 across 48 reviews.

About Waterstone at the Circle

Waterstone at the Circle is an independent living community in Boston. The community features private rooms with multiple floor plans, 24-hour staff, an emergency call system, wheelchair accessibility, and Wi-Fi throughout. Residents have access to a restaurant-style dining room, housekeeping services, gathering and activity spaces, an outdoor patio, cable television, and security.

Reviewers consistently praised the quality of dining and social atmosphere. The community hosts regular social activities and events, and multiple reviewers noted the welcoming environment and ease of forming friendships with other residents. One reviewer wrote, "We like the relatively small size of this senior residence." Families reported that residents feel welcomed and that the staff is responsive and friendly, with one longtime resident noting that living there has "only gotten better and better."

Types of Care at Waterstone at the Circle

Independent Living

Amenities

Room Amenities

  • Cable or Satellite TV
  • Emergency Call System
  • Multiple Floor Plans
  • Private Rooms
  • Wheelchair Accessible
  • Wi-Fi / High-Speed Internet

Meals & Dining

  • Restaurant style Dining Room

Community Amenities

  • 24-Hour Staff
  • Gathering / Activity Spaces
  • Housekeeping
  • Outdoor Patio
  • Security

Activities

  • Social Activities

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Reviews of Waterstone at the Circle

4.6overall · 48 ratings combined

4.6★ on Google (48)

Larry Ramin

Jun 2026

via Google ↗ · Report

When it came time to look at independent living my parents were skeptical. However, they had heard good things about Waterstone at the Circle and decided to look into it. They had lived their lives in Brookline and wanted to stay in an urban environment so that they could continue to live their lives as before. Initially they thought the good things they had heard were too good to be true. But in they quickly discovered that they were indeed true.<br><br>The building is attractive, comfortable, in a great location, impeccably maintained, and their apartment was quiet and full of sunlight. They enjoyed the common rooms, access to Cassidy Field, lectures, musical performances, and the dining room.<br><br>Indeed, one of the prospective attractions for them was – the food. They both loved good food, restaurants, and cooking for themselves and family. Friends told them that the dining room and meals at Waterstone were far better than those at other independent living communities. For my parents, dinner was an extremely important part of their day and the dining room and kitchen never let them down. My mother would say “as good as any restaurant in the city”.<br><br>My parents also enjoyed their new neighbors. Both were social people with plenty of old friends but quickly made new friendships among the other residents. As they aged and as they faced various challenges their new community was extremely important to them. My mother was still making new friends in her 90s – something she marveled at.<br><br>Most of all, however, my parents were impressed by and made deep friendships with the many wonderful men and women who work at Waterstone and make the building the special place that it is. The staff is exceptionally and genuinely warm, kind, and interested. My mother would sometimes ask with sincere affection and gratitude, “Where do they find these people? They’re as good as family – sometimes better”.

Daniel Goldenson

Apr 2026

via Google ↗ · Report

We have lived at Waterstone at the Circle for only three weeks, yet we are already very pleased with the experience. In a short time we have met many new friends and have been invited to join many other residents who were interested in welcoming us and getting to know us. We like the relatively small size of this senior residence, and have found many things to our liking. The food is excellent and abundant, and the resident facilities such as an exercise room, indoor pool, theater and meeting areas are first class. We feel as if we are living in an elegant hotel or on a cruise ship! Our two-bedroom apartment is very nicely designed and comfortable, and has accommodated all of our necessary furniture and belongings. We highly and unconditionally recommend Waterstone at the Circle to other prospective tenants.<br>Daniel & Suzanne Goldenson, formerly of Princeton, NJ

Brian Johnson (BJME)

Apr 2026

via Google ↗ · Report

My parents have been at Waterstone at the Circle for a number of years. They could not be happier or feel more welcomed.

Wendy

Mar 2026

via Google ↗ · Report

The Oscars were celebrated in typical Waterstone elegance. The staff and residents dressed to the nines and walked the red carpet as hors' derves (including charcuterie, hummus and crudite, and shellfish) and sparkling drinks were served. The residents enjoyed steak, salmon, lobster and pasta primavera while a live cellist played on. For dessert, we enjoyed little cakes and chocolate covered strawberries with coffee and tea. Then, we watched the Oscars on the big screen. What a fun evening, even for those who aren't movie buffs. We all had a great time.

Sandra Lipson

Mar 2026

via Google ↗ · Report

Since I've moved to the Circle, things have only gotten better and better. I enjoy the delicious food, the wonderful and stimulating activities, the friendly and responsive staff, and the great friends I've made. I really love living here! I wouldn't go anywhere else.

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Frequently Asked Questions

What types of care does Waterstone at the Circle offer?

Waterstone at the Circle offers Independent Living.

Where is Waterstone at the Circle located?

Waterstone at the Circle is located at 385 Chestnut Hill Ave in Boston, Massachusetts.

What do families say about Waterstone at the Circle?

Waterstone at the Circle carries a 4.6 out of 5 rating from 48 Google reviews. Reviews on MyLivingChoice come from families who confirmed a connection to the community and appear with the reviewer's first name and last initial.

How can families visit Waterstone at the Circle?

Submit the Request Information form on this page, or contact Waterstone at the Circle directly, to arrange a tour. Sharing your timeline and care needs up front helps the community prepare for your visit.

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