
The 10 Best Assisted Living Facilities in Winchester, MA for 2023
There are 42 Assisted Living Facilities in the Winchester area, with 2 in Winchester and 40 nearby.
The average cost of assisted living in Winchester is $5,250 per month. This is higher than the national median of $3,875.
To help you with your search, browse the 264 reviews below for assisted living facilities in Winchester. On average, consumers rate assisted living in Winchester 4.2 out of 5 stars. Better rated regions include Stoneham with an average rating of 4.4 out of 5 stars.
Caring.com has helped thousands of families find high-quality senior care. To speak with one of our Family Advisors about assisted living options and costs in Winchester, call (855) 863-8283.
Directory of Assisted Living Facilities in Winchester, MA
The Gables at Winchester
Winchester Mount Vernon House
Windsor Place of Wilmington
Benchmark Senior Living at Waltham Cr...
Atria Longmeadow Place
Sunrise of Lynnfield
Sunrise of Burlington MA
Holiday Maplewood Place
Chestnut Park at Cleveland Circle
The Residence at Pearl Street
Evans Park at Newton Corner
The Residence at Watertown Square
The Residence at Melrose Station
Providence House Assisted Living
Sunrise of Arlington MA
Benchmark Senior Living at Woburn
Scandinavian Living Center
Brigham House
Sunrise of Newton
AVIVA Country Club Heights
Prospect House
The Delaney at the Vale
Stonebridge at Burlington
Brightview Arlington
Visiting Nurse Assisted Living Community
The Arbors at Stoneham
Visiting Nurse Association Senior Liv...
Zelma Lacey House of Charlestown
Cadbury Commons
Youville Place
Forestdale Park
Youville House Assisted Living
New Horizons at Choate
Life Care Center of Stoneham
Everett Nursing and Rehabilitation Ce...
Meadow Green Rehabilitation and Nursi...
Brightview Wakefield
Courtyard Nursing Care Center
Oosterman's Rest Home
What to Consider About Assisted Living in Winchester
A small suburban town just north of Boston with a senior population of close to 3,900, Winchester is listed as one of the best places to live in Massachusetts. To accommodate those who need assistance with daily living tasks like grooming, meals and medication administration, Winchester has 39 assisted living facilities nearby.
In Winchester, assisted living facilities are referred to as assisted living residences (ALRs). They are regulated by the Executive Office of Elder Affairs. The town and state also have an adult foster care (AFC) program that is designed for frail and elderly adults and seniors with disabilities who can’t live alone but prefer a family setting rather than a nursing home or facility.
Benefits and Drawbacks of Assisted Living in Winchester
- Winchester has an array of community resources for seniors, including the Winchester Council on Aging, an organization that helps match seniors with available services in the area, as well as one senior center.
- The cost of living index in Winchester is considerably higher than the national average of 100. The cost of living in Winchester is 238.6. Seniors on a budget who are paying for assisted living may find it difficult to make ends meet or save money when living in the area.
- Crime is relatively low in Winchester when comparing the city crime rate with the national average. For property crime, the city ranks 15.2, which is lower than the national average of 35.4. For violent crime, the city is ranked 8.3, which is lower than the national average of 22.7.
- Cold winters with average January lows of 19 and above average amounts of snowfall may be too much for seniors who are sensitive to the cold. Summers are mild with average July highs around 82.
- Winchester is home to world-class medical facilities, including the Winchester Hospital in the event of medical emergencies or illness.
- The Minutemen Senior Services helps link seniors in Winchester with available transportation for doctor’s appointments and other outings. This service includes the senior taxi program, and wheelchair accessible vans and minivans.
Note: Data reported on this page was updated in 2019 and based on the latest 2018 figures.
Paying for Assisted Living in Winchester
Average Monthly Costs
Cities in Massachusetts
Assisted Living costs in Winchester start around $5,250 per month on average, while the nationwide average cost of assisted living is $4,000 per month, according to the latest figures from Genworth’s Cost of Care Survey.
It’s important to note that assisted living rates in Winchester and the surrounding suburbs can vary widely based on factors such as location, the level of care needed, apartment size and the types of amenities offered at each community.
Financial Assistance for Assisted Living in Winchester
Winchester and the state of Massachusetts help seniors who need assistance paying for an assisted living facility through the Medicaid State Plan, called MassHealth. This plan covers services in both assisted living residences and adult family care homes. Including personal care and nursing services.
Learn more about these programs, plus who’s eligible, on our Assisted Living in Massachusetts page.


More Ways to Pay for Assisted Living
While many families use their own funds or personal assets to pay for assisted living, there are plenty of additional options to cover these costs. Some additional ways to finance assisted living costs include:
- Veterans Benefits
- Life Insurance Policy
- Long-Term Care Insurance
- Reverse Mortgage
For more information about different ways to finance assisted living, visit our Assisted Living in Massachusetts page.
Free Assisted Living Resources in Winchester
Winchester and the surrounding area are home to numerous government agencies and non-profit organizations offering help for seniors searching for or currently residing in an assisted living community. These organizations can also provide assistance in a number of other eldercare services such as geriatric care management, elder law advice, estate planning, finding home care and health and wellness programs.
To see a list of free assisted living resources in Winchester, please visit our Assisted Living in Massachusetts page.
Assisted Living Laws and Regulations in Winchester
Winchester-area assisted living communities must adhere to the comprehensive set of state laws and regulations that all assisted living communities in Massachusetts are required to follow. Visit our Assisted Living in Massachusetts page for more information about these laws.


Other Options in Winchester, MA
Recent Reviews of Assisted Living in Winchester
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Review of The Gables at Winchester
We toured The Gables at Winchester. It was large, open, and spacious. It was perhaps not as modern and updated as the others. When it was done, it was very well done. Everything was nice and big. T... Read more
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Review of The Gables at Winchester
I toured The Gables at Winchester. It's lovely and clean. The person that gave me the tour was very informative. It was a very pleasant experience. I might have reservations about going there becau... Read more
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Review of The Gables at Winchester
The Gables at Winchester went above and beyond to provide a wonderful experience for my family. My mother-in-law was a resident here. We looked at 4-5 properties, but finally chose this one. Th... Read more
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