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Best Retirement Homes in Boston, MA

Reviewed by Dr. Jordan Weiss
Updated May 2026
We analyzed 5 homes in Boston, MA

Sources: CMS Centers for Medicare and Medicaid Services, and Massachusetts Department of Health, Office of Aging and Long Term Care.

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Video Tour: Top-rated retirement homes facilities in Boston, Massachusetts.

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Compare Retirement Homes around Boston (Metro Area)

The information below is reported by the Massachusetts Executive Office of Elder Affairs and Department of Public Health.

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The Susan S. Bailis Assisted Living Community
RH

Retirement Home

Boston (Prudential / St. Botolph)
82
Facility 82
MA AVG 116
Rank #155 / 279
Yes-
98
Facility 98
MA AVG 48
Rank #2 / 499
Studio / 1 Bed
23
Facility 23
MA AVG
Rank #107 / 180
-NoNo
The Residence at Boylston Place
RH

Retirement Home

Chestnut Hill
99
Facility 99
MA AVG 116
Rank #100 / 279
No18
78
Facility 78
MA AVG 48
Rank #133 / 499
Studio / 1 Bed / 2 Bed
26
Facility 26
MA AVG
Rank #93 / 180
-NoYes
Standish Village
RH

Retirement Home

Boston (Adams Street)
-
Facility -
MA AVG 116
Yes-
0
Facility 0
MA AVG 48
Rank #498 / 499
Studio / 1 Bed / 2 Bed
-
Facility -
MA AVG
-No-
Chestnut Park at Cleveland Circle
RH

Retirement Home

Boston (Brighton)
84
Facility 84
MA AVG 116
Rank #151 / 279
Yes28
86
Facility 86
MA AVG 48
Rank #81 / 499
Studio / Suite / 1 Bed
30
Facility 30
MA AVG
Rank #27 / 180
FNoYes
Welch Senior Living
RH

Retirement Home

Rockland
-
Facility -
MA AVG 116
No-
39
Facility 39
MA AVG 48
Rank #319 / 499
1 Bed / 2 Bed
-
Facility -
MA AVG
-No-
Overview of The Susan S. Bailis Assisted Living Community

The Susan S. Bailis Assisted Living Community is an 82-bed assisted living facility at 352 Massachusetts Avenue, Boston, Suffolk County, Massachusetts 02115. Located in the Prudential and St. Botolph neighborhood near Symphony Hall, it offers independent living with round-the-clock staffing and no long-term commitment requirement. For-profit, operating for 23 years since 2003. Named after eldercare pioneer Susan S. Bailis, the community positions residents to engage with Boston’s shopping, dining, and cultural attractions.

Inspection history, deficiency records, citations, and regulatory compliance data are not disclosed in publicly available sources. Families should contact the Massachusetts Executive Office of Elder Affairs and Department of Public Health directly to request compliance records and inspection findings.

The facility comprises 82 apartments including studio and one-bedroom units. Corner units feature bay windows. Hospitality kitchenettes, step-in showers, emergency call systems, and pre-wiring for cable are standard. Housekeeping, chef-prepared meals, and scheduled outings are provided. Transportation services and fitness and recreation programming support resident engagement. Pets are allowed. Business hours are Monday-Friday 9:00 AM to 5:00 PM. Round-the-clock staffing is available without mandatory long-term commitments. Specific occupancy rates, resident census, quality measures, and staffing composition are not disclosed.

Walk Score 98 reflects exceptional walkability. Most daily errands can be accomplished on foot with shops and services nearby. Located 2.4 miles from Boston city center, residents have direct access to cultural institutions, restaurants, and entertainment that define the urban environment. The proximity to Symphony Hall and surrounding neighborhood provides a lifestyle distinct from suburban retirement communities.

Families evaluating The Susan S. Bailis Assisted Living Community should request current inspection and regulatory compliance records from Massachusetts health authorities.

What does this home offer?

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Pets Allowed

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Housing Options: Studio / 1 Bed

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Building Type: Mid-rise

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Transportation Services

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Fitness and Recreation

Contact The Susan S. Bailis Assisted Living Community

Overview of The Residence at Boylston Place

The Residence at Boylston Place is a 99-bed retirement home at 615 Heath Street, Chestnut Hill, Suffolk County, Massachusetts 02467. For-profit and operating since 2000, it offers independent living, assisted living, and Reflections Memory Care in a mid-rise building with studio, one-bedroom, and two-bedroom units. The community emphasizes diversity, inclusivity, and seamless transitions between care levels without requiring apartment changes.

Inspection history, deficiency records, citations, and regulatory compliance data are not disclosed in publicly available sources. Families should contact the Massachusetts Executive Office of Elder Affairs and Department of Public Health directly to request compliance records and inspection findings.

The facility comprises 81 traditional independent living units and 18 special care units. Independent living residents manage their own daily affairs while enjoying community amenities and activities. Assisted living provides support for those requiring help with daily activities, allowing seamless transition without relocation. Reflections Memory Care serves residents with memory loss. The community partners with REACT Neuro for cognitive function monitoring technology. Dining, housekeeping, laundry, maintenance, and activity programming are provided. Specific staffing composition, occupancy rates, resident census, and quality measures are not disclosed. Business hours are Monday-Friday 9:00 AM to 5:00 PM. Walk Score 78 reflects high walkability; the facility is 1.1 miles from Chestnut Hill center with most errands accessible on foot.

Families evaluating The Residence at Boylston Place should request current inspection and regulatory compliance records from Massachusetts health authorities and clarify pricing and contract terms.

What does this home offer?

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Housing Options: Studio / 1 Bed / 2 Bed

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Building Type: Mid-rise

Contact The Residence at Boylston Place

Overview of Standish Village

Standish Village is a retirement home and independent living facility at 1190 Adams Street, Boston, Massachusetts 02124, in the Adams Street neighborhood. The facility offers studio, one-bedroom, and two-bedroom units in a mid-rise building and permits pets. Transportation, fitness, and recreation programs are available. The facility is not currently CMS-certified for Medicare or Medicaid. Independent living services include the EnrichedLIFE program with daily activities and the Compass Memory Support program for residents with memory loss. Dining services are provided, with outdoor areas along the Neponset River.

Standish Village holds the Purple Flag for Dementia Care accreditation.

Inspection history, deficiency counts, citations, and regulatory compliance data are not disclosed. The Massachusetts Department of Public Health and Executive Office of Elder Affairs maintain regulatory oversight of retirement homes and independent living communities. Families should request all current state inspection reports, verification of licensing status, and complete regulatory documentation from the facility or state agencies before placement.

Located in the Adams Street neighborhood 32.6 miles from Boston’s city center, the facility serves older adults fifty-five and over seeking independent living with optional memory support programming. The nearest hospital is 16.03 miles away.

Massachusetts’ Medicaid programs provide coverage for qualifying residents.

Prospective families should request complete regulatory documentation, current staffing records, staff certification documentation, and all available state inspection records before enrollment.

What does this home offer?

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Pets allowed icon

Pets Allowed

Housing options icon
Housing options icon

Housing Options: Studio / 1 Bed / 2 Bed

Building type icon
Building type icon

Building Type: Mid-rise

Transportation services icon
Transportation services icon

Transportation Services

Fitness and recreation icon
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Fitness and Recreation

Contact Standish Village

Overview of Chestnut Park at Cleveland Circle

Nestled in the lively community of Brighton, MA, the Chestnut Park at Cleveland Circle is an esteemed senior living community offering assisted living, memory care, and respite care services. A wide array of spacious and well-appointed accommodations including studio, one-bedroom, memory care studio, memory care one-bedroom, and memory care companion suite ara available for its residents. With a highly equipped and compassionate team, this community provides customized care plans and supportive multi-sensory, mind stimulating activities for those with cognitive conditions like Alzheimer’s disease and dementia. Short term stays are also available for respite care services.

With its top-notch amenities and services, residents can enjoy an inspired dining with delectable and nutritious meals prepared by a talented culinary team, weekly housekeeping, laundry, and linen services, and transportation assistance to appointments. Meet new companions and create meaningful memories through its shared spaces like walking paths, landscape gardens, and spacious patios. Participate in various life enrichment activities and wellness programs for continuing social engagement. With the Chestnut Park at Cleveland Circle, seniors are assured of a worry-free retirement.

What does this home offer?

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Pets allowed icon

Pets Allowed

Housing options icon
Housing options icon

Housing Options: Studio / Suite / 1 Bed

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Building Type: Mid-rise

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Transportation Services

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Fitness and Recreation

Contact Chestnut Park at Cleveland Circle

Overview of Welch Senior Living

Welch Senior Living is a family-owned independent living and assisted living provider at 1050 Hingham Street, Rockland, Plymouth County, Massachusetts 02370. Operating since 1949, it has served the South Shore for over 75 years. Thomas Nolan, Executive Director with over 35 years of senior living management experience, manages operations. The company operates multiple communities.

Inspection history, deficiency records, citations, and regulatory compliance data are not disclosed in publicly available sources. Families should contact the Massachusetts Executive Office of Elder Affairs and Department of Public Health directly to request compliance records and inspection findings.

Welch Senior Living offers one-bedroom and two-bedroom units. Chef-prepared meals are served daily in a social setting. Life-enrichment activities, respite care, therapy and rehabilitation services, and 24-hour on-site staffing with licensed nurses and certified nursing assistants support residents. Personalized care reflects individual needs and goals. Dedicated staff, many with tenure exceeding 20 years, deliver support. Independent living residents enjoy cooperative ownership or monthly rental options. On-site fitness and recreation programming are available. Specific bed counts, occupancy rates, resident census, quality measures, and financial data are not disclosed. Welch Senior Living is not currently certified as a Medicare or Medicaid provider. Walk Score 39; facility is 3.1 miles from Rockland center, with most trips requiring transportation.

The 75-year family-owned operation reflects established roots on the South Shore. Multiple community locations indicate organizational experience managing senior living across the region.

Families evaluating Welch Senior Living should request current inspection and regulatory compliance records from Massachusetts health authorities and clarify Medicare and Medicaid participation or restrictions.

What does this home offer?

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Housing options icon

Housing Options: 1 Bed / 2 Bed

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Fitness and recreation icon

Fitness and Recreation

Contact Welch Senior Living

Weighting overview

  • 35%
    Resident Experience
  • 25%
    Regulatory
  • 15%
    Visual Media
  • 10%
    Website
  • 10%
    Stability
  • 5%
    Environment
01

Resident & Family Experience 35%

The single largest share of every ranking. Aggregated review sentiment and volume from major platforms — the closest signal to real resident experience.

  • Includes
  • Review Sentiment
  • Review Volume
02

Regulatory & Safety Record 25%

State inspection records, citations, and complaint visits. We weight per-inspection rates more heavily than raw counts.

  • Includes
  • State Inspections
  • Citations/Inspection
  • % Inspections w/ Citations
  • Complaint Visits
  • Accreditations
  • BBB Rating
03

Visual Media & Transparency 15%

Communities that publish high-quality visuals give families a real preview. No photos or tours = a negative transparency signal.

  • Includes
  • Video Tours
  • Virtual Walkthroughs
  • Photo Quantity
  • Photo Quality
04

Website & Operator Transparency 10%

Site quality and whether the operator publishes basic accountability information — staff names, contact details, ownership.

  • Includes
  • Website Content
  • Mobile Usability
  • Staff Info Available
  • Owner Info Available
05

Community Stability 10%

Operational signals indicating whether a community is well-run and meeting demand.

  • Includes
  • Occupancy Rate
  • Bed Options
06

Environment & Pricing 5%

Walkability and pricing transparency. Walk Score is weighted higher for Independent Living than for Memory Care, where most residents do not leave unaccompanied.

  • Includes
  • Walk Score
  • Pricing Transparency

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