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The Gables at Winchester

299 Cambridge St

4.9(32 ratings)

Part of Sinceri Senior Living · 135 communities · 4.5★ average

The Gables at Winchester — photo 11 / 5

Quick Facts

Rental structure
Residents sign a lease rather than buy in
Rehab reintegration support
Staff help residents transition back after rehab stays

What Families Think

Families describe The Gables at Winchester as a warm, well-run community where leadership and staff are highly attentive, and where residents transition smoothly between independent living and added assistance as needs change. Reviewers consistently highlight strong personal relationships with named staff, quality food and activities, and responsive nursing support during health events like falls or rehab stays.

The Good

  • Staff described as compassionate, attentive, and highly responsive
  • Smooth support during rehab and return-to-apartment transitions
  • Well-maintained, clean, and welcoming grounds and apartments
  • Strong food quality and variety praised by multiple families
  • Active social calendar: bridge, book club, field trips
  • Regular, timely family communication, including during COVID

The Bad

  • No published pricing information available

AI-generated from reviews and community data.

About The Gables at Winchester

The Gables at Winchester is a independent living and assisted living community in Winchester, Massachusetts.

Families rate The Gables at Winchester 4.9 out of 5 based on 32 Google reviews.

Contact the community directly to ask about availability, pricing, and tours, or browse the photos and reviews here to see if it could be the right fit for your family.

Types of Care

Assisted LivingIndependent Living

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Reviews

4.9overall · 32 ratings combined

4.9★ on Google (32)

Marwan Hassoun

Jul 2025

via Google

We had to move my parents to The Gables a few months ago because they needed constant care in a caring and warm facility. After touring and considering many places, I found the Gables to be heads and shoulder above the rest, and after several months they even exceeded my expectations. I will start with the personnel in charge, Rafael, Fajila and Barbara. Their personal involvement in every aspect of the care and its quality is very impressive. They always leave me with feelings of true compassion, empathy and care. The gentleness and the attentiveness and attention to the day to day and even hour by hour care is so comforting. Additionally, the rest of the staff that directly deal with the residents have been very patient, understanding and attentive. They all have very difficult jobs but they attend to it all with utmost professionalism. I feel I can speak to any of them at any time. Barbara’s honesty and attentiveness is so refreshing. Regarding the accommodations, restaurant and entertainment, I see nothing but a nurturing environment with attention to cleanness and a constant effort to make this a warm home. I highly recommend the Gables to anyone who is considering an assisted living environment for themselves or their loved ones. Well done and thank you very much!!

Lynn Nigro

Jun 2025

via Google

Navigating life transitions with aging can be challenging in many ways, especially after the loss of a parent and husband. As a family supporting our mother, the decision to explore and tour assisted living residences was met with reluctance. After visiting a few places, walking into The Gables Open House felt welcoming right away - from the beautiful layout and warm aesthetics to the kindness and professionalism of Sales Director, Kristen Woulfe and the staff. Midway through the tour, our mother smiled and said, “This is the one.” Over the past three months it has been truly heartwarming to hear our mom convey how much she loves her apartment, the delicious food, the variety of activities, and meeting new people. The staff have been incredibly supportive, caring, and attentive, making this transition as smooth as possible for both her and our family. The Gables provides a wonderful balance of independence and privacy, combined with opportunities for increased assistance as needed. We’re grateful to have found The Gables and highly recommend it to others seeking a safe, nurturing, and enriching environment for their loved ones.

William Tian

Apr 2025

via Google

My Aunt and Uncle recently moved into the Gables at Winchester after several years of considering their options for senior living, and it was the best decision they could have made! Starting w/ Kristen in sales - her patience and understanding of the emotional and practical challenges to move from their home of 50+ years to the Gables was exemplary. She answered all of our questions, several times over, with patience. A relatively new employee, Fajila, was compassionate, understanding, and incredibly helpful. The Exec Director, Rafael, was professional and easy to work with during the process. The nursing staff was really amazing too. They took care of my Uncle’s needs without hesitation! EVERY person we interacted with was friendly, caring, and engaged. There are interesting activities and programming too. The food was very good, and the waitstaff were great. The facility is very well maintained and designed for senior living. The grounds looked great especially for March in Boston. I am so grateful to the team at the Gables in Winchester for providing my Aunt and Uncle a safe environment staffed with wonderful people.

Carol Nason

Mar 2025

via Google

My dad lived at the Gables for almost two years. He went a bit reluctantly at the age of 95. He was recovering from Covid and his children talked him into going for one month. Within one week he decided maybe he'd stay two months. Eventually he signed a lease and moved his furniture in. He was the mayor of the place. Within days everyone knew him, and he knew everyone. He played bridge, participated (and likely led) a Bible study, joined a book club, and signed up for many of the field trips. He loved the people, loved the food, loved being there. And they loved him back. As a daughter that visited regularly, I was immediately struck by the warm, loving, and friendly nature of the place. It was clean, bright, and cheerful. Everyone that worked there was top shelf! I brought my young grandchildren to several holiday events, and these events were always a big hit for my family and the residents. I highly recommend the Gables. Don't wait as long as my dad did! Eventually he admitted that he should have gone there sooner.

Betsy Steers

Oct 2020

via Google

Gables review 10/20/2020 My mother’s move to the Gables has been a huge success. She has lived here for about a year and half.Both my mother and her daughters feel safe knowing she is in such good care. She was reluctant about making this move - but the hotel like atmosphere with opportunities to see and get to know other residents has been a positive addition to her life. Along with having a lovely apartment and so many meals offered. The community atmosphere has allowed her to feel connected. Her daughters all live out of state - but know that the staff is a phone call away. We were able to experience all the positives of the Gables when my mom took a fall in her apartment and returned from rehab. The staff was excellent at the transition of returning to her apartment and providing the proper supports for her to become a independent resident again. After moving here she is now is able to navigate all the Gables has to offer with a walker along with getting some exercise. In terms of Covid - the Gables has kept the residents protected while allowing them to visit outside with the right distancing. They have kept the families informed with timely E-Mails. The Gables has offered us everything promised plus more. We are very satisfied with our choice.

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Frequently Asked Questions

What types of care does The Gables at Winchester offer?

The Gables at Winchester offers Assisted Living and Independent Living.

Where is The Gables at Winchester located?

The Gables at Winchester is located at 299 Cambridge St in Winchester, Massachusetts.

What do families say about The Gables at Winchester?

Families describe The Gables at Winchester as a warm, well-run community where leadership and staff are highly attentive, and where residents transition smoothly between independent living and added assistance as needs change. Reviewers consistently highlight strong personal relationships with named staff, quality food and activities, and responsive nursing support during health events like falls or rehab stays.

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