Pricing ranges from
    $7,600 – 9,700/month

    Waterstone at the Circle

    385 Chestnut Hill Ave, Boston, MA, 02135
    4.4 · 48 reviews
    • Independent living
    • Assisted living
    AnonymousCurrent/former resident
    5.0

    Warm classy community, outstanding dining

    I live at Waterstone and, overall, I feel right at home in a classy, warm community with friendly, attentive staff who genuinely care. The dining is outstanding-five-star, sophisticated and healthy options-and the life-enrichment team runs nonstop stimulating lectures, concerts and resident-led clubs. Beautiful apartments, excellent amenities (pool, gym, theater, art room), quick maintenance and a helpful concierge/driver service make daily life easy and social. A few people have noted occasional disorganization, behavioral issues among some residents and affordability concerns, but for me the supportive, professional staff and lively programming make it a highly satisfying place to live.

    Pricing

    $7,600+/mo1 BedroomIndependent Living
    $9,700+/mo2 BedroomIndependent Living

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    Amenities

    Healthcare services

    • Assistance with dressing
    • Coordination with health care providers
    • Hospice waiver
    • Medication management
    • Mental wellness program

    Healthcare staffing

    • 12-16 hour nursing
    • 24-hour call system

    Meals and dining

    • Meal preparation and service
    • Restaurant-style dining

    Room

    • Air-conditioning
    • Cable
    • Fully furnished
    • Housekeeping and linen services
    • Internet
    • Kitchenettes
    • Private bathrooms
    • Telephone
    • Wifi

    Transportation

    • Community operated transportation
    • Transportation arrangement
    • Transportation arrangement (non-medical)
    • Transportation to doctors appointments

    Common areas

    • Beauty salon
    • Cafe
    • Computer center
    • Dining room
    • Family private dining rooms
    • Fitness room
    • Gaming room
    • Garden
    • Outdoor patio
    • Outdoor space
    • Pet friendly
    • Small library
    • Wellness center

    Community services

    • Concierge services
    • Fitness programs
    • Move-in coordination
    • Swimming pool

    Activities

    • Community-sponsored activities
    • Continuing learning programs
    • Planned day trips
    • Resident-run activities
    • Scheduled daily activities

    4.40 · 48 reviews

    Overall rating

    1. 5
    2. 4
    3. 3
    4. 2
    5. 1
    • Care

      4.4
    • Staff

      4.5
    • Meals

      4.5
    • Amenities

      5.0
    • Value

      4.0

    Pros

    • Friendly, warm and professional staff
    • Helpful concierge and reception (specific praise for Olivia)
    • Quick, responsive maintenance team
    • Meticulous housekeeping
    • Delicious, high-end dining with heart-healthy and low-sodium options
    • Five-star chef, culinary demonstrations and fine dining experience
    • Wide range of amenities (pool, gym, theater, library, bar, craft room, fifth-floor lounge)
    • Robust life-enrichment and cultural programming (lectures, concerts, performances)
    • Active, intellectual resident community and many resident-led groups
    • Resident-driven activities and clubs (writing group, book clubs, men's discussion, games)
    • Convenient ride/transportation service for appointments with friendly drivers
    • Proximity to downtown Boston / Cleveland Circle location
    • Spacious, bright, clean apartments and attractive public areas
    • Welcoming, family-like, social atmosphere and camaraderie
    • Smooth move-in transitions reported by several reviewers

    Cons

    • High cost; affordability concerns and questions about value-for-price
    • Mismatch of care levels — some residents may need more care than independent living offers
    • Reports of memory-impaired or wandering residents in independent living areas
    • Inconsistent management and organizational issues reported by some reviewers
    • Variable activity quality — some find offerings lacking or not meaningful
    • Occasional food/service problems (reports of hair in food, servers with language barriers)
    • A minority report rude or disorganized staff experiences
    • Perception that the community is not always as 'luxury' as advertised (mobility aids prevalent, 'down and dirty' comments)
    • Isolated reports of disruptive resident behavior

    Summary review

    Overall sentiment across the reviews is strongly positive, with recurring praise for staff, dining, amenities, programming, and location — but there are important and repeated caveats around cost, level-of-care fit, and a small set of negative service or management experiences.

    Staff and care quality: The dominant theme is that staff are warm, friendly, professional, and responsive. Multiple reviewers call out the concierge, front desk, maintenance and housekeeping teams for helpfulness and quick responses to service calls. Specific praise for an individual (Olivia) appeared more than once. Reviewers consistently report that employees are smiling, attentive, and foster a welcoming, family-like atmosphere. At the same time, a minority of reviews describe rude or disorganized interactions with staff, suggesting some inconsistency in service quality. Another recurring concern is that some residents appear to require higher levels of care than independent living should accommodate; reviewers described memory-impaired residents wandering halls and implied that this mix strains the community model and resident expectations about the social environment.

    Facilities and location: Waterstone at the Circle scores highly for its physical plant and location. Reviewers highlight spacious, bright and clean apartments, attractive public areas, an impressive suite of amenities (including a pool, gym, large theater, library, bar, craft room, music room and a fifth-floor lounge), and convenient off-street parking and nearby parks. The Cleveland Circle / downtown Boston proximity is repeatedly praised as a major advantage—easy access to city life and cultural resources. Overall the facilities support both active lifestyle and social interaction.

    Dining and culinary offerings: Dining receives unusually strong positive remarks across reviews: fresh food, sophisticated menus, healthy and low-sodium options, five-star chef-driven cuisine, culinary demonstrations and a high-end restaurant experience are cited many times. Wait staff and culinary teams are frequently called out as exceptional. That said, a few reviewers reported problems (hair in food, servers who couldn’t communicate well in English, and some who felt the food was merely "okay"), indicating isolated service/hygiene issues rather than a universal problem.

    Activities and community life: Waterstone presents as an intellectually active, culturally rich community. Many reviewers describe a robust life-enrichment program with lectures, concerts, resident-initiated groups (writing, book clubs, men's discussion), card and game groups, and a culture that supports residents leading programming. Residents report that activities are plentiful and often meaningful, and that the social environment fosters camaraderie and meaningful friendships. However, some reviewers felt that the social life did not match expectations — complaining of few meaningful conversations or activities that were not sufficiently substantive — reflecting variation in individual experiences and the subjective nature of social fit.

    Management, value and consistency: Several reviews praise management for being supportive and helpful, and describe smooth move-ins and ongoing responsiveness. Conversely, other reviewers reported poor management, disorganization, and misleading advertising about the community’s level and character. A consistent, significant concern is cost: multiple reviewers identify affordability questions and question whether the community is worth the premium price for all residents. There are also comments that, despite being marketed as a luxury community, the reality can feel less upscale at times (references to walkers everywhere, "not luxury" or "down and dirty"). These mixed perceptions point to uneven execution on operational consistency and positioning versus pricing.

    Notable patterns and trade-offs: Most reviewers recommend Waterstone and describe it as a favorite independent living community — especially for seniors who value excellent dining, strong programming, an intellectual and active peer group, and proximity to Boston. The largest trade-offs mentioned are price and the potential mismatch between resident needs and the independent living model (memory or higher-care needs among some residents). A smaller subset reports negative personal experiences ranging from rude staff to disruptive residents; while these are not dominant, they are important because they point to variability in resident experience depending on unit, staff shifts, and individual expectations.

    Bottom line: If your priorities are high-quality dining, a rich calendar of cultural and intellectual programming, a warm and responsive staff, and a prime Boston-area location, Waterstone at the Circle is frequently rated highly and recommended by many residents and families. If cost sensitivity, strict segregation by care level, or consistently flawless management and service are your top priorities, the reviews suggest you should investigate further: ask detailed questions about how the community manages residents with memory issues, request recent meal audits or references, tour at different times of day, and speak with current residents about value and consistency before committing.

    Location

    Map showing location of Waterstone at the Circle

    About Waterstone at the Circle

    Waterstone at the Circle sits in the Cleveland Circle neighborhood of Boston, right by Cassidy Park and Chestnut Hill Reservoir, giving people scenic views and quick access to parks and walking trails, and you can see right away that they made sure the location is pretty convenient since two MBTA Green Line stops are close by, making trips to downtown Boston and local cultural spots simple. The building is multi-level and holds bright, private apartments, including one and two-bedroom layouts, offering roomy closets, designer kitchens, in-unit laundry, and options for private outdoor space, and you'll also find everyday conveniences like Wi-Fi, cable TV, and individual controls for heat and air, which really helps folks settle in. The community design includes classic details from the old Circle Cinema, and there are lots of shared places like lounges, a library, art and card rooms, movie theaters, and entertainment venues inside, so there's always somewhere to go for quiet time or social events, plus you get things like a computer room, prayer space, and mailboxes, while outside you can use the patios, tennis courts, gardens, enclosed areas, and enjoy water features for relaxing or meeting up with friends.

    People living at Waterstone at the Circle get to join a wide-ranging activity program with daily fitness, arts and crafts, musical performances, learning classes, movie nights, city outings, holiday events, creative art workshops, and volunteer opportunities, and the indoor heated pool, well-equipped fitness center, spa, and wellness center give everyone options for both movement and rest, including special programs like aquatic fitness, yoga, and Tai Chi. There's a chic main dining hall serving gourmet meals with locally sourced, seasonal menus, flexible dining times, and accommodations for kosher, low salt, vegetarian diets, along with room service and guest meals, so you can eat in the way that suits you best, and the chef prepares meals with attention to taste and health, which some really appreciate. Waterstone provides all sorts of transport and shopping services, from private car service to medical appointments or errands, with several parking choices, including underground and guest parking, and the security setup includes emergency response systems, security staff, and regular safety checks.

    As a pet-friendly community, pets are welcome, and there's a calm pace with interesting neighbors, organized support for residents and their pets, and a sense of friendliness. The community welcomes adults age 62 and up and offers several care levels-so you'll find independent living, assisted living, memory care for adults with Alzheimer's or dementia, skilled nursing, respite care, in-home health care, and even hospice support, all on one urban campus run by Epoch. There's on-site medical monitoring, medication management, cognitive learning centers, diabetes and incontinence support, and a clinical liaison to help coordinate health care-some services are available 12 to 16 hours a day with a full 24-hour call system for emergencies, plus telehealth through Tembo Health for quick check-ins. The memory care program provides specialized, safe settings, and assisted living services include personal help with daily needs, planned activities, and dedicated staff always nearby, while independent living allows for a more hands-off lifestyle for those who prefer that.

    Flexible visitation hours let family and friends visit easily, and overnight guest rooms are ready for visitors, so nobody feels left out if a loved one wants to stay over, and planning resources, cost guidance, and care glossaries are available for guidance about payments or future needs, with information about Medicare, Medicaid, veterans benefits, insurance, tax options, and house sales. Residents can shop at the on-site market, use the salon, attend business or church services, and have their newspapers delivered right to their door. There are systems supporting wheelchair access and non-ambulatory care, plus secure entry, making daily life smoother for people with mobility needs. The whole place is set up for folks who want an active, urban lifestyle but still want comfort, safety, and a schedule that fits their interests, so you can take in the vibrant neighborhood or stay in for art, fitness, music, and good meals.

    Waterstone at the Circle tries to balance an easy-going, elegant way of living with dependable support, and different services match changing health or social needs, all in one place with apartment homes overlooking beautiful Boston scenes. This community holds an average review score of 8.4 out of 10 from many residents and families, reflecting solid satisfaction with both care and amenities.

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