Pricing ranges from
    $5,250 – 6,825/month

    The Gables at Winchester

    299 Cambridge St, Winchester, MA 01890
    • Independent Living
    • Assisted Living

    Attentive staff, clean comfortable home

    I moved my dad here and overall I'm very satisfied. The staff (Charlene, Cindy, Rita and many others) are kind, accessible and attentive - they went above and beyond, kept residents safe during COVID, and stayed communicative with family. The apartments are bright, clean and comfortable (he loves controlling his heat/AC), meals are good, activities and on-site PT/salon/linen services make daily life easy, and the grounds are well kept. It's home-like, welcoming, and I'd recommend it to other families.

    Loved one of resident
    Jul 2026

    Pricing

    Prices shown are estimates and subject to change. Contact your senior living advisor for current pricing.

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    Amenities

    Healthcare services

    • Activities of daily living assistance
    • Assistance with bathing
    • Assistance with dressing
    • Assistance with transfers
    • Coordination with health care providers
    • Hospice waiver
    • Medication management
    • Mental wellness program

    Healthcare staffing

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

    Meals and dining

    • Diabetes diet
    • Meal preparation and service
    • Restaurant-style dining
    • Special dietary restrictions

    Room

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

    Transportation

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

    Common areas

    • Beauty salon
    • Computer center
    • Dining room
    • Fitness room
    • Gaming room
    • Garden
    • Outdoor space
    • Pet friendly
    • Small library
    • Wellness center

    Community services

    • Concierge services
    • Fitness programs
    • Move-in coordination

    Activities

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

    Reviews

    4.61·(72)

    Overall rating

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

      4.8
    • Staff

      4.8
    • Meals

      4.1
    • Amenities

      4.6
    • Value

      3.0

    Pros

    • Compassionate, attentive nursing and care staff
    • Accessible and responsive administration
    • Clean, bright, well-maintained interior spaces
    • Spacious, well-equipped apartments with elevator access
    • Robust on-site rehabilitation and therapy services
    • Restaurant-style dining with multiple meal options
    • Housekeeping and weekly linen service
    • Extensive activities and social programming
    • On-site amenities (theater, library, salon, fitness area)
    • Transportation for medical appointments and outings
    • Safe, walker-friendly layout and infection-control practices
    • Welcoming, family-oriented community atmosphere
    • Trial and respite-stay availability

    Cons

    • Limited outdoor space and no private balconies
    • No dedicated memory-care unit or limited dementia services
    • Variable dining quality and menu variety
    • Inconsistent activity-program execution and stimulation
    • Additional care fees and unclear pricing structure
    • Portions of the facility are less modernized than others
    • Occasional staff working-condition and management concerns
    • Limited long-term placement options for advanced care needs

    Summary of reviews

    The Gables at Winchester is presented across reviews as a well-maintained, staff-forward senior living community with a pronounced emphasis on personalized care, social programming, and on-site clinical resources. Care quality and direct caregiving receive consistent positive commentary: nursing and aide staff are described as compassionate, accessible, and responsive, with morning wellbeing checks, nightly checks in some units, and effective support for post-fall recovery and rehabilitation. Families frequently note clear lines of clinical coordination (on-site therapy, full-time nursing, and coordination with outside home-care agencies) and timely communication with relatives during care events.

    Staff and management are recurring strengths in the feedback. Many accounts highlight approachable directors and front-desk staff, named individuals who are accessible, and a general sense of staff going above and beyond. Administrative responsiveness and smooth move-in transitions are commonly mentioned, as are pandemic-era safety practices. That said, there are isolated concerns about staff working conditions and occasional management lapses; these appear to be intermittent rather than systemic, but they are worth noting for prospective families monitoring workforce stability.

    Dining and activities are prominent aspects of life at the Gables. The community offers restaurant-style dining, multiple meal options, accommodations for dietary needs, and a sizable dining room and bistro. Several reviewers praise the quality and service of meals; however, others describe the menu as bland or repetitive, indicating variability in culinary experience. The activities program is broad — including fitness, therapy animals, outings, music events, and social clubs — and many residents report a lively social calendar and good opportunities for engagement. Conversely, some residents felt particular activities were insufficiently stimulating or that suggested programs were not implemented, highlighting inconsistency in program delivery.

    Facilities are generally described as clean, bright, and well-maintained, with amenities such as a movie theater, library, salon, exercise/therapy rooms, elevators, and accessible apartment layouts. The property includes newer construction and upgraded areas that many find luxurious, while other parts are described as less modern. Outdoor space is limited relative to the building footprint: the site is compact, with restricted options for long outdoor walks and no private balconies in many units. Accessibility features (walker-friendly navigation, elevator access, and prompt maintenance) are strengths for residents with mobility needs.

    A practical consideration for prospective residents is scope of care and cost structure. The Gables provides a range of assisted services, on-site therapies, and short-term rehabilitation, but it does not appear to have a dedicated memory-care unit; residents requiring advanced dementia-specific placement would need to plan accordingly. Reviewers also point to additional fees for care services and instances of unclear billing or pricing communication. Some families characterize rates as above average but acceptable given the level of service; others flagged the need for clearer pricing transparency.

    In summary, The Gables at Winchester projects a family-like, service-oriented environment with strong clinical supports, an active social life, and numerous on-site amenities. It is well suited to independent and assisted living residents who value attentive staff, regular therapy services, and a busy activities calendar. Prospective residents and families should weigh the community’s limited private outdoor space, the absence of an on-site memory-care unit, potential variability in dining and activity quality, and the need to clarify fee structures during touring and contract discussions.

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    Location

    Map showing location of The Gables at Winchester

    The Gables at Winchester is located at 299 Cambridge St, Winchester, MA, 01890.

    About The Gables at Winchester

    The Gables at Winchester sits on peaceful, landscaped grounds with a lake, a gazebo, community gardens, and even a dog park, and the building itself is three stories tall with a mix of studio, one-bedroom, and two-bedroom apartments, each with a full eat-in kitchen so residents can have the space they need and enjoy some privacy. The community offers independent living, assisted living, and memory care for those with dementia or Alzheimer's, as well as short-term respite stays and nursing and rehabilitation services, so people can get the support that fits their needs. Staff are known for being helpful, joyful, and kind, and there are friendly faces available around the clock every day of the week, which means help is always close at hand for needs like medication management, in-house doctor visits, laundry, and weekly housekeeping. Each room includes an emergency response system to help keep residents safe at any hour. Residents get to use both cozy indoor lounges and outdoor gathering spots, and the building comes with a billiards room, a card and game room, fitness center, library, beauty salon and barbershop, activity studio, and even a movie theater for entertainment or socializing, and people can join exercise classes, social events, clubs, and movie nights that help everyone stay active and engaged. Meals are provided with the MyChoice Dining Program, which lets folks pick one, two, or three nutritious meals daily, and the restaurant-style dining room has different menu options, plus there's a private dining room for family visits and special occasions. There's also FOX Rehabilitation services and a chapel for religious needs. Transportation services are available to help with appointments or shopping, and the gated community has covered parking and lots of walking paths for fresh air. The Gables at Winchester is pet-friendly and even offers pet therapy, so residents can keep their pets with them or enjoy visiting animals. The grounds include a scenic conservation area, a lake, an outdoor pond, and walking gardens, so there's plenty of space to relax outdoors when the weather is nice, and people can join in community gardening or just sit by the pond. All apartments come with basic cable, internet, and satellite TV, and, for those interested, there are volunteer opportunities and group trips out in the community. With a focus on letting folks live as freely as possible while offering the help they need, The Gables at Winchester provides a comfortable, home-like place with both privacy and chances to connect with others throughout the day.

    About Five Star Senior Living

    The Gables at Winchester is managed by Five Star Senior Living.

    Five Star Senior Living, founded in 1999 and headquartered in Newton, Massachusetts, operates more than 170 communities across the United States, serving over 15,900 residents with nearly 24,000 team members. Now operating as a division of AlerisLife Inc. (Nasdaq: ALR), Five Star has established itself as one of the nation's largest senior living providers and ranks among the top operators of continuing care retirement communities (CCRCs) in the country.

    The company provides a comprehensive continuum of care including independent living, assisted living, memory care, skilled nursing, and respite care services. Through strategic partnerships with FOX Rehabilitation for therapy and wellness services, and DispatchHealth for on-demand acute care, Five Star ensures residents have access to comprehensive healthcare solutions without leaving their community. Their innovative Lifestyle360 programming enriches residents' intellectual, physical, emotional, social, and spiritual well-being through daily activities and events tailored to diverse interests and abilities.

    Guided by the mission of "honoring and enriching the journey of life, one experience at a time," Five Star embraces a person-directed care philosophy that emphasizes individualized attention and choice-driven services. The name AlerisLife, derived from the Latin "aleris" meaning to "foster, nourish, and develop," reflects their commitment to helping residents pursue new or lifelong goals regardless of age. Their approach centers on the belief that "happy employees mean happy residents," fostering a culture where both staff and residents can thrive.

    Five Star's dedication to excellence has earned numerous accolades, including frequent recognition from the Assisted Living Federation of America's "Best of the Best" Awards and the American Health Care Association's Quality Awards. The company has achieved Great Place to Work certification for consecutive years, demonstrating their commitment to both employee satisfaction and resident care. Through evidence-based wellness approaches, fine dining experiences, and warm, inviting environments, Five Star Senior Living continues to set standards for quality senior care across the nation.

    People often ask...

    The Gables at Winchester offers competitive pricing, with rates starting at a cost of $5,250 per month.

    The Gables at Winchester offers independent living, assisted living, and continuing care retirement community.

    There are 76 photos of The Gables at Winchester on Mirador.

    Yes, The Gables at Winchester allows residents to age in place and adjust their level of care as needed.

    The full address for this community is 299 Cambridge St, Winchester, MA 01890.

    No, The Gables at Winchester does not offer respite care. Respite care in assisted living communities provides temporary, short-term relief for primary caregivers by offering professional care for their loved ones. It allows individuals to stay in an assisted living community for a limited time, giving caregivers a break while ensuring residents receive necessary support and assistance with daily activities.

    Disclaimer

    Mirador Living is not affiliated with the owner or operator(s) of The Gables at Winchester. The information above has not been verified or approved by the owner or operator. For exact information, please contact The Gables at Winchester directly. There is no cost for this service. We are compensated by the community you select.

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