Waterstone at the Circle
Independent Living, Hospice Care & Palliative Care · Boston, MA

Waterstone at the Circle

Independent Living, Hospice Care & Palliative Care · Boston, MA

Overview of Waterstone at the Circle

At 385 Chestnut Hill Ave in Boston’s Brighton neighborhood, Waterstone at the Circle occupies one of the more genuinely walkable addresses in the Boston senior living market. A Walk Score of 87 means residents can handle most daily errands on foot, which in a city like Boston carries real weight for people who want to stay connected to an urban environment without relying on transportation logistics.

The building is a mid-rise, nine years into operation, with one-bedroom and two-bedroom floor plans. The amenity list reads like someone actually thought about how people spend their time: an indoor heated pool, fitness center, library, card room, and movie theater are all on-site. Dining uses an anytime model built around locally sourced ingredients and seasonal offerings, which is a meaningfully different structure than set-schedule communal dining. Programming is run by a life enrichment team, and the community offers two named specific programs, Financial Resources and the EPOCH Exchange.

The facility carries an independent living designation, and the full profile coheres around that: no staffing hours, no clinical services listed, just a well-appointed building in a walkable Boston neighborhood designed for people who are managing their own lives and want a good physical environment to do it in. For that population in this market, the combination of location, amenities, and flexible dining is a substantive offer.

(617) 668-1693
Years in operation
9 years in operation Rank #166 / 180Years in operation — State benchmarkedThis home is ranked 166th out of 180 homes in Massachusetts. Shows how long this facility has been in operation compared to other Massachusetts facilities. Longer operating histories may benefit residents, families, and staff.Ranking totals vary by category as each rank only includes facilities that report data for that metric. Homes missing that data point aren't included in the ranking.Click the rank badge to see the full State ranking.Click here to see the full State ranking.
An established community with some operational experience and growing routines.
Walk Score
Walk Score: 87 / 100 Rank #72 / 499Walk Score — State benchmarkedThis home is ranked 72nd out of 499 homes in Massachusetts. Shows how walkable this facility's neighborhood is compared to the average Walk Score across Massachusetts facilities. Higher scores benefit residents, families, and staff.Ranking totals vary by category as each rank only includes facilities that report data for that metric. Homes missing that data point aren't included in the ranking.Click the rank badge to see the full State ranking.Click here to see the full State ranking.
Very walkable. Most errands can be accomplished on foot, and many essentials are within a short walk.

About this community

Type Of Units

Low Income Rooms Yes/No from payment or funding tags indicating low-income accessibility options in state disclosures—not a determination of personal eligibility. No

Staffing

Key information about the people who lead and staff this community.

Leadership

ContactMr. Jake Quigley, Executive Director

Amenities & Lifestyle

Indoor Heated Pool
Library
Card Room
Movie Theater
Fitness Center
Gourmet Dining
Engaging Programs And Events
ActivitiesEngaging programs and events planned by life enrichment teams.
Specific ProgramsFinancial Resources, EPOCH Exchange

Dining & Nutrition

Food DescriptionGourmet dining with an anytime dining approach, featuring locally sourced ingredients and seasonal offerings.

Contact Waterstone at the Circle

What does this home offer?

Housing options icon
Housing options icon

Housing Options: 1 Bed / 2 Bed

Building type icon
Building type icon

Building Type: Mid-rise

Type of Rooms Available

1 Bed
1 Bed
1 Bed
1 Bed
1 / 4
1 Bed
1

Managed by Wendy Kaufman

Executive Director

Waterstone at the Circle Virtual Tour

Get to know the community with a high-definition video tour
Video tour: Waterstone at the Circle
Watch this video about life at Waterstone at the Circle
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Places of interest near Waterstone at the Circle

Address 7.4 miles from city center Info Estimated distance in miles from Boston's city center to Waterstone at the Circle's address, calculated via Google Maps. — 1.07 miles to nearest hospital (Franciscan Children's)

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Address

Compare Independent Living around Boston

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Waterstone at the Circle
IL
HC
PC
Boston (Commonwealth)-No-
87
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Rank #72 / 499
1 Bed / 2 Bed
9
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MA AVG 24
Rank #166 / 180
-No-

Financial Assistance for
Independent Living in Massachusetts

Waterstone at the Circle is located in Boston, Massachusetts.
Here are the financial assistance programs available to residents in Massachusetts.

Get Financial aid guidance

Home Care Program

MassHealth Home Care

Age 60+
General Massachusetts resident, at risk of nursing home placement.
Income Limits (2025) ~$1,500/month individual, varies by region
Asset Limits $2,000 individual, excludes home, car
MA

Coordinated through Aging Services Access Points (ASAPs); high demand in urban areas.

Benefits
In-home care (3-5 hours/day) Homemaker services Respite care (up to 14 days/year) Adult day care (~$75/day)

Frail Elder Waiver

Massachusetts Medicaid FE Waiver

Age 65+
General Massachusetts resident, Medicaid-eligible, nursing home-level care need.
Income Limits (2025) ~$2,829/month 300% FBR, individual
Asset Limits $2,000 (individual), $3,000 (couple).
MA

Requires clinical eligibility determination.

Benefits
Personal care (5-7 hours/day) Respite care (240 hours/year) Adult day care (~$75/day) Home health services

Senior Care Options (SCO)

Massachusetts Senior Care Options

Age 65+
General Massachusetts resident, eligible for MassHealth (Medicare optional), nursing home-level care need.
Income Limits (2025) ~$2,829/month (300% FBR, individual); QIT allowed.
Asset Limits $2,000 (individual), $3,000 (couple) (excludes home up to $713,000, car).
MA

Not available in Dukes/Nantucket Counties; multiple SCO providers (e.g., CCA, Tufts).

Benefits
Personal care (5-7 hours/day) Medical care Respite (240 hours/year) Adult

Medicare Savings Program (MSP)

Massachusetts Medicare Savings Program (MassHealth Buy-In)

Age 65+ or disabled
General Massachusetts resident, Medicare Part A/B.
Income Limits (2025) ~$2,510/month (QMB), ~$3,380/month (SLMB), ~$3,598/month (QI)—individual.
Asset Limits $9,430 (individual), $14,130 (couple).
MA

Three tiers; no waitlist; includes Extra Help for Part D.

Benefits
Covers Part B premiums ($174.70/month) Deductibles ($240/year) Copays (~20%)

National Family Caregiver Support Program (NFCSP) Respite

Massachusetts NFCSP Respite Care

Age
General Caregivers of 60+ needing care or 55+ caregivers of others; Massachusetts resident; functional needs (2+ ADLs).
Income Limits (2025) Prioritizes ~$24,980/year (individual); no strict cap.
Asset Limits Not assessed; need-based.
MA

27 ASAPs; prioritizes low-income, rural caregivers.

Benefits
Respite (4-6 hours/week or 5 days/year) Adult day care ($60/day) Caregiver training Supplies (~$500/year)

Prescription Advantage

Massachusetts Prescription Advantage

Age 65+ or disabled
General Massachusetts resident, enrolled in Medicare Part D (or ineligible for Medicare).
Income Limits (2025) No strict limit; copays vary by income ~$24,980-$75,000/year individual
Asset Limits Not assessed.
MA

Supplements Medicare Part D; no enrollment fee for low-income.

Benefits
Covers prescription copays ($5-$40/drug) Fills coverage gaps Catastrophic cost protection ($4,000+ covered)

VA Aid and Attendance (A&A) and Housebound Benefits

Massachusetts VA Aid and Attendance/Housebound

Age 65+ or disabled veteran/spouse
General Massachusetts resident, wartime service, need for ADL help (A&A) or homebound.
Income Limits (2025) Net income < ~$1,984/month (veteran with dependent, A&A); pension offsets income.
Asset Limits ~$155,356 net worth limit
MA

High veteran demand statewide.

Benefits
Cash (~$1,433-$2,642/month veteran, ~$951-$1,318 spouse) for care costs (e.g., in-home, assisted living)

Frequently Asked Questions about Waterstone at the Circle

What neighborhood is Waterstone at the Circle in?

Waterstone at the Circle is in the Commonwealth neighborhood of Boston.

Is Waterstone at the Circle in a walkable area?

Waterstone at the Circle has a walk score of 87. Very walkable. Most errands can be accomplished on foot, and many essentials are within a short walk.

Are there photos of Waterstone at the Circle?

Yes — there are 38 photos of Waterstone at the Circle in the photo gallery on this page.

What is the phone number of Waterstone at the Circle?

(617) 668-1693 will put you in contact with the team at Waterstone at the Circle.

Does Waterstone at the Circle provide medical or personal care assistance?

No — Waterstone at the Circle is an independent living community. Residents live on their own in private apartments with access to amenities, dining, and social activities.

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