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The Gables at Winchester

Independent & Assisted Living in Winchester, MA.

Starting at $7,500/mo

*starting at pricing is based on apartment availability and level of care.

A thoughtfully connected lifestyle awaits, where Independent Living and Assisted Living offer residents a welcoming environment near the Boston–Cambridge–Newton metropolitan area. Blending the character of New England charm with modern senior living conveniences, our community provides opportunities for residents to enjoy independence, social engagement, and personalized support tailored to their preferences. Residents can take advantage of chef-prepared dining, enriching activities, community events, and signature lifestyle programming, including Emerge for Independent Living and Elevate for Assisted Living. The Gables at Winchester Senior Living creates an inviting place where residents can pursue their interests, strengthen connections, and enjoy a lifestyle centered on comfort, confidence, and meaningful experiences.

Our care services

At Sinceri Senior Living, personalized care is designed to support each resident’s needs, interests, and abilities. Our Elevate resident engagement program creates meaningful opportunities for social connection, lifelong learning, physical wellness, creativity, and personal fulfillment, helping residents remain active, engaged, and connected throughout the aging experience.

Amenities & Activities

  • Life Enrichment Activities
  • Housekeeping
  • Medical Resources
  • Bar/Cocktail Lounge
  • Full Kitchens
  • Movie Theater
  • Pet Friendly
  • Community Piano
  • Gardening Club
  • Movie Room
  • Exercise classes
  • Cooking Classes

Floorplans

Independent and Assisted Living 1 Bed
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Independent and Assisted Living 1 Bed
Independent and Assisted Living 2 Bed
Independent and Assisted Living 2 Bed Deluxe
Alcove
Independent and Assisted Living 1 Bed Deluxe
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Why Choose a Sinceri Senior
Living Community?

After touring multiple communities, comparing amenities, and reviewing price lists, it can be overwhelming and confusing. Our Care Teams take the guesswork out of the process and act as your advocate. With clear pricing, alignment of care needs, and personal preference – we put ourselves in your shoes and help you make the best decision for your family.
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Two seniors holding toddler by their arms smiling outside
The staff showed me at a very rough time that there are people and communities that know how to engage and meet elders where they are. I am so grateful for their compassion, joy, and respect. Rafael, Fajila, and Barbara are amazing.
Susan Dalrymple Google

What Senior Care Options are Right for You

Learn more about senior living and find out which options are the best fit for you or your family with this quick 4-5 minute survey.
Start The Assessment

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Let us know what we can do to make your life easier and feel confident that your loved one is getting the care they deserve.