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Assisted Living Home

Waterstone at the Circle

Assisted Living Home

Waterstone at the Circle

385 Chestnut Hill Ave, Boston, MA 02135 View map
Overview of Waterstone at the Circle

Waterstone at the Circle nestled in Boston is a dynamic community for residents looking to find a community that feels like a vacation in a world-class luxurious five-star hotel. The vibrant atmosphere in the urban setting at the Waterstone is like no other senior living community, garnering the trust of many families and seniors who have praised the staff for their commitment to practicing high-quality standard of living for the residents. Waterstone offers a remarkable level of hospitality due to its exemplary service and exceedingly person-centered care. Waterstone at the Circle has set the standard for independent living in Boston because they have been one of the front runners in maintaining an elevated luxurious lifestyle.

Expect luxury and dedication when it comes to what the community has to offer from their quality dining experience to state-of-the-art fitness center, Waterstone has built a community that is centered on residents living the best life they can. The 92-bedroom home provides a list of convenient services such as transportation, enrichment activities and programs, recreational and educational activities; with community amenities that include private apartments with sweeping views of the Boston skyline, in-home care services supported and home care partnerships, and scheduled transportation. Waterstone is one of the most-seeked retirement homes in the city which is why they allow visitation periods.

(617) 668-1693

Managed by Wendy Kaufman

Executive Director

Wendy Kaufman is the Executive Director of Waterstone Luxury Senior Living Community in Stamford. She leads the community with a focus on supporting older adults and their families through important lifestyle transitions. Wendy actively engages with the community, sharing her expertise on senior living and downsizing decisions.

Years in operation
9 years in operation
An established community with some operational experience and growing routines.
Walk Score
Walk Score: 87 / 100
Very walkable. Most errands can be accomplished on foot, and many essentials are within a short walk.

About this community

Staffing

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

Leadership

Contact: Mr. Jake Quigley, Executive Director

Care Services

Independent Living

Amenities & Lifestyle

Indoor heated pool
library
card room
movie theater
fitness center
gourmet dining
engaging programs and events.

Programs & Activities

Activities
Engaging programs and events planned by life enrichment teams.
Specific Programs
Lifestyle, Amenities & Services, Gourmet Dining, Inspired Wellness, Our Neighborhood, Programming, Calendar, Independent Living, Apartment Plans, Supportive Care, Gallery, About, Community Leadership, Financial Resources, Testimonials, EPOCH Exchange, News, Events, Contact Us, Resident Login, Careers

Pricing & Financial Information

Dining & Nutrition

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

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

Types of Care at Waterstone at the Circle

Independent Living

Type of Rooms Available

1 Bed
1 Bed
1 Bed
1 Bed
1 / 4
1 Bed
1
Contact Waterstone at the Circle

Compare Assisted Living around Boston The information below is reported by the Massachusetts Executive Office of Elder Affairs and Department of Public Health.

Atria Marina Place
AL

Assisted Living A licensed, long-term care setting for seniors or individuals with disabilities who need help with daily activities — like bathing, dressing, and medication management — but not 24-hour skilled nursing. Offers housing, meals, and around-the-clock support while aiming to maximize resident independence.

IL

Independent Living Lifestyle-focused communities for older adults offering dining, activities, and transportation with minimal personal care. Best for active, independent seniors who want community without medical support.

MC

Memory Care Secured, specialized care for people living with Alzheimer's or dementia. Staff trained in cognitive impairment, with higher staff-to-resident ratios and an environment designed to reduce confusion and wandering risk.

NH

Nursing Home Licensed facility providing 24/7 skilled nursing care for residents with complex, ongoing medical needs. Staffed by RNs, LPNs, and CNAs. Inspected and star-rated annually by CMS. Accepts Medicare (short-term rehab) and Medicaid (long-term care).

North Quincy (Marina Bay)
110
Yes
-
12
1 Bed / 2 Bed
Providence House Assisted Living
AL

Assisted Living A licensed, long-term care setting for seniors or individuals with disabilities who need help with daily activities — like bathing, dressing, and medication management — but not 24-hour skilled nursing. Offers housing, meals, and around-the-clock support while aiming to maximize resident independence.

IL

Independent Living Lifestyle-focused communities for older adults offering dining, activities, and transportation with minimal personal care. Best for active, independent seniors who want community without medical support.

MC

Memory Care Secured, specialized care for people living with Alzheimer's or dementia. Staff trained in cognitive impairment, with higher staff-to-resident ratios and an environment designed to reduce confusion and wandering risk.

NH

Nursing Home Licensed facility providing 24/7 skilled nursing care for residents with complex, ongoing medical needs. Staffed by RNs, LPNs, and CNAs. Inspected and star-rated annually by CMS. Accepts Medicare (short-term rehab) and Medicaid (long-term care).

Brighton (Brighton)
102
Yes
-
87
1 Bed / 2 Bed
Bertram House of Swampscott
AL

Assisted Living A licensed, long-term care setting for seniors or individuals with disabilities who need help with daily activities — like bathing, dressing, and medication management — but not 24-hour skilled nursing. Offers housing, meals, and around-the-clock support while aiming to maximize resident independence.

MC

Memory Care Secured, specialized care for people living with Alzheimer's or dementia. Staff trained in cognitive impairment, with higher staff-to-resident ratios and an environment designed to reduce confusion and wandering risk.

Swampscott
59
Yes
-
62
1 Bed / 2 Bed
Waterstone at the Circle
AL

Assisted Living A licensed, long-term care setting for seniors or individuals with disabilities who need help with daily activities — like bathing, dressing, and medication management — but not 24-hour skilled nursing. Offers housing, meals, and around-the-clock support while aiming to maximize resident independence.

Boston (Commonwealth)
-
No
-
87
1 Bed / 2 Bed
Benchmark at Hanover
AL

Assisted Living A licensed, long-term care setting for seniors or individuals with disabilities who need help with daily activities — like bathing, dressing, and medication management — but not 24-hour skilled nursing. Offers housing, meals, and around-the-clock support while aiming to maximize resident independence.

MC

Memory Care Secured, specialized care for people living with Alzheimer's or dementia. Staff trained in cognitive impairment, with higher staff-to-resident ratios and an environment designed to reduce confusion and wandering risk.

RC

Respite Care Short-term temporary care — days to weeks — to give family caregivers a break. Full care provided during the stay. Often used after hospitalization or to trial a facility before a permanent placement decision.

Hanover
-
Yes
F
41
1 Bed / 2 Bed

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Places of interest near Waterstone at the Circle

Address 7.4 miles from city center — 1.07 miles to nearest hospital (Franciscan Children's)

Address 385 Chestnut Hill Ave, Boston, MA 02135

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Guides for Better Senior Living

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Financial Aid for Massachusetts Seniors

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Home Care Program

MassHealth Home Care

Age 60+, Massachusetts resident, at risk of nursing home placement.

~$1,500/month (individual, varies by region).

$2,000 (individual, excludes home, car).

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

Frail Elder Waiver

Massachusetts Medicaid FE Waiver

Age 65+, Massachusetts resident, Medicaid-eligible, nursing home-level care need.

~$2,829/month (300% FBR, individual).

$2,000 (individual), $3,000 (couple).

Requires clinical eligibility determination.

Senior Care Options (SCO)

Massachusetts Senior Care Options

Age 65+, Massachusetts resident, eligible for MassHealth (Medicare optional), nursing home-level care need.

~$2,829/month (300% FBR, individual); QIT allowed.

$2,000 (individual), $3,000 (couple) (excludes home up to $713,000, car).

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

Medicare Savings Program (MSP)

Massachusetts Medicare Savings Program (MassHealth Buy-In)

Age 65+ or disabled, Massachusetts resident, Medicare Part A/B.

~$2,510/month (QMB), ~$3,380/month (SLMB), ~$3,598/month (QI)—individual.

$9,430 (individual), $14,130 (couple).

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

National Family Caregiver Support Program (NFCSP) Respite

Massachusetts NFCSP Respite Care

Caregivers of 60+ needing care or 55+ caregivers of others; Massachusetts resident; functional needs (2+ ADLs).

Prioritizes ~$24,980/year (individual); no strict cap.

Not assessed; need-based.

27 ASAPs; prioritizes low-income, rural caregivers.

Prescription Advantage

Massachusetts Prescription Advantage

Age 65+ or disabled, Massachusetts resident, enrolled in Medicare Part D (or ineligible for Medicare).

No strict limit; copays vary by income (~$24,980-$75,000/year individual).

Not assessed.

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

Senior Community Service Employment Program (SCSEP)

Massachusetts SCSEP

Age 55+, unemployed, low-income, Massachusetts resident.

~$1,983/month (125% FPL).

Not specified; income-focused.

Priority for veterans, rural residents; AARP partnership.

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

Massachusetts VA Aid and Attendance/Housebound

Age 65+ or disabled veteran/spouse, Massachusetts resident, wartime service, need for ADL help (A&A) or homebound.

Net income < ~$1,984/month (veteran with dependent, A&A); pension offsets income.

~$155,356 (net worth limit).

High veteran demand statewide.

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