Holliston, MA 55+ active adult communities & homes for sale

25 communities near Holliston

Sort by:

Relevance

Brooksmont

$600Ks - $700Ks

Brooksmont, Holliston, MA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes

Holliston Woods

$500Ks - $700Ks

Holliston Woods, Holliston, MA

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes

Balancing Rock

$500Ks - $600Ks

Balancing Rock, Holliston, MA

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes

Del Webb Chauncy Lake

$300Ks - $600Ks

Del Webb Chauncy Lake, Westborough, MA

New Construction | 55+ age-restricted | Built 2018 - present | 700 homes

Regency at Glen Ellen

$800Ks - $1Ms

Regency at Glen Ellen, Millis, MA

New Construction | 55+ age-restricted | Built 2017 - present | 324 homes

Want to learn more about 55+ communities in Holliston? 55places can help!

Questions? Call us: (508) 893-4855

Pennington Crossing

$500Ks - $500Ks

Pennington Crossing, Walpole, MA

New Construction | 55+ age-restricted | Built 2018 - present | 172 homes

The Trails

$800Ks - $1Ms

The Trails, Hopkinton, MA

New Construction | 55+ age-restricted | Built 2017 - present | 170 homes

Upton Ridge

$600Ks - $600Ks

Upton Ridge, Upton, MA

New Construction | 55+ age-restricted | Built 2019 - present | 139 homes

WestRidge

$700Ks - $1Ms

WestRidge, Hudson, MA

Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes

Millwood Preserve

$1Ms - $1Ms

Millwood Preserve, Framingham, MA

New Construction | 55+ age-restricted | Built 2020 - present | 129 homes

Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.

The Villages at Walker Me...

$600Ks - $700Ks

The Villages at Walker Me..., Westborough, MA

Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes

Orchard Hill

$600Ks - $600Ks

Orchard Hill, Westborough, MA

Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes

Bates Quarry

Bates Quarry, Walpole, MA

New Construction | 55+ age-restricted | Built 2025 - present | 100 homes

The Lanterns at Warren Wo...

$500Ks - $700Ks

The Lanterns at Warren Wo..., Ashland, MA

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes

The Villages at Crane Mea...

$400Ks - $400Ks

The Villages at Crane Mea..., Marlborough, MA

Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes

Want to learn more about 55+ communities in Holliston? 55places can help!

Questions? Call us: (508) 893-4855

Regency at Assabet Ridge

$500Ks - $600Ks

Regency at Assabet Ridge, Marlborough, MA

Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes

Enclave at Hudson

$800Ks - $1Ms

Enclave at Hudson, Hudson, MA

New Construction | 55+ age-restricted | Built 2021 - present | 64 homes

Northside Meadows

$600Ks - $700Ks

Northside Meadows, Framingham, MA

Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes

Rockwood Meadows

$600Ks - $700Ks

Rockwood Meadows, Upton, MA

New Construction | 55+ age-restricted | Built 2016 - present | 58 homes

Pheasant Hill

$300Ks - $400Ks

Pheasant Hill, Northborough, MA

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes

Northwoods at Sudbury

$600Ks - $1Ms

Northwoods at Sudbury, Sudbury, MA

Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes

Brookside Village

$700Ks - $700Ks

Brookside Village, Walpole, MA

Resale Only | 55+ age-restricted | Built 2018 - 2018 | 30 homes

Woodcrest Run

$400Ks - $400Ks

Woodcrest Run, Sharon, MA

New Construction | 55+ age-restricted | Built 2019 - present | 25 homes

59 North Main

$900Ks - $900Ks

59 North Main, Sherborn, MA

New Construction | 55+ age-restricted | Built 2019 - present | 12 homes

Village at Silver Hill

$1Ms - $1Ms

Village at Silver Hill, Weston, MA

133 BROOKSMONT DR # 43, HOLLISTON, MA, 0...

Community: Brooksmont

Want to learn more about 55+ communities in Holliston? 55places can help!

Questions? Call us: (508) 893-4855

Regency at Glen Ellen

27 RICHARDSON DR # 27, MILLIS, MA, 02054, Millis, MA 02054

$974,900

2 beds

3 baths

2,485 sq ft

Condo

27 RICHARDSON DR # 27, MILLIS, MA, 02054

Community: Regency at Glen Ellen

Del Webb Chauncy Lake

3102 PETERS FARM WAY # 102, WESTBOROUGH,..., Westborough, MA 01581

$375,000

1 beds

1 baths

956 sq ft

Condo

3102 PETERS FARM WAY # 102, WESTBOROUGH,...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

2 CODMAN WAY 411, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$599,999

2 beds

2 baths

1,375 sq ft

Condo

2 CODMAN WAY 411, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

The Villages at Walker Meadow

3 DOVER WAY # 3, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$620,000

2 beds

2 baths

1,874 sq ft

Condo

3 DOVER WAY # 3, WESTBOROUGH, MA, 01581

Community: The Villages at Walker Meadow

Del Webb Chauncy Lake

4403 PETERS FARM WAY 403, WESTBOROUGH, M..., Westborough, MA 01581

$429,900

1 beds

1 baths

956 sq ft

Condo

4403 PETERS FARM WAY 403, WESTBOROUGH, M...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

3112 PETERS FARM WAY # 112, WESTBOROUGH,..., Westborough, MA 01581

$405,000

1 beds

1 baths

1,021 sq ft

Condo

3112 PETERS FARM WAY # 112, WESTBOROUGH,...

Community: Del Webb Chauncy Lake

Regency at Glen Ellen

18 LANSING WAY # 18, MILLIS, MA, 02054, Millis, MA 02054

$825,000

2 beds

3 baths

2,306 sq ft

Condo

18 LANSING WAY # 18, MILLIS, MA, 02054

Community: Regency at Glen Ellen

Pennington Crossing

4403 PENNINGTON DR # 4403, WALPOLE, MA, ..., Walpole, MA 02081

$729,000

2 beds

2 baths

1,520 sq ft

Condo

4403 PENNINGTON DR # 4403, WALPOLE, MA, ...

Community: Pennington Crossing

Del Webb Chauncy Lake

11302 PETERS FARM WAY # 11302, WESTBOROU..., Westborough, MA 01581

$359,995

1 beds

1 baths

956 sq ft

Condo

11302 PETERS FARM WAY # 11302, WESTBOROU...

Community: Del Webb Chauncy Lake

Regency at Assabet Ridge

13 WILSHIRE WAY # 13, MARLBOROUGH, MA, 0..., Marlborough, MA 01752

$739,000

2 beds

2 baths

1,584 sq ft

Condo

13 WILSHIRE WAY # 13, MARLBOROUGH, MA, 0...

Community: Regency at Assabet Ridge

Want to learn more about 55+ communities in Holliston? 55places can help!

Questions? Call us: (508) 893-4855

Del Webb Chauncy Lake

11101 PETERS FARM WAY # 101, WESTBOROUGH..., Westborough, MA 01581

$599,000

2 beds

2 baths

1,469 sq ft

Condo

11101 PETERS FARM WAY # 101, WESTBOROUGH...

Community: Del Webb Chauncy Lake

Regency at Glen Ellen

6 GLEN ELLEN BLVD # 6, MILLIS, MA, 02054, Millis, MA 02054

$1,050,000

3 beds

3 baths

2,656 sq ft

Condo

6 GLEN ELLEN BLVD # 6, MILLIS, MA, 02054

Community: Regency at Glen Ellen

The Trails

13 BIRKDALE LN # 13, HOPKINTON, MA, 0174..., Hopkinton, MA 01748

$885,000

2 beds

3 baths

2,277 sq ft

Condo

13 BIRKDALE LN # 13, HOPKINTON, MA, 0174...

Community: The Trails

Del Webb Chauncy Lake

3103 PETERS FARM WAY # 3103, WESTBOROUGH..., Westborough, MA 01581

$386,000

1 beds

1 baths

956 sq ft

Condo

3103 PETERS FARM WAY # 3103, WESTBOROUGH...

Community: Del Webb Chauncy Lake

Millwood Preserve

9 HAWK LN # 28, FRAMINGHAM, MA, 01701, Framingham, MA 01701

$1,175,000

2 beds

3 baths

2,306 sq ft

Condo

9 HAWK LN # 28, FRAMINGHAM, MA, 01701

Community: Millwood Preserve

Del Webb Chauncy Lake

2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158..., Westborough, MA 01581

$415,000

1 beds

1 baths

956 sq ft

Condo

2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158...

Community: Del Webb Chauncy Lake

Orchard Hill

5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$690,000

3 beds

4 baths

3,373 sq ft

Condo

5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581

Community: Orchard Hill

The Villages at Walker Meadow

9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$725,000

2 beds

2 baths

2,090 sq ft

Condo

9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581

Community: The Villages at Walker Meadow

Regency at Glen Ellen

3 JAMESON DR # 3, MILLIS, MA, 02054, Millis, MA 02054

$1,100,000

2 beds

3 baths

1,832 sq ft

Condo

3 JAMESON DR # 3, MILLIS, MA, 02054

Community: Regency at Glen Ellen

The Trails

4 WATERVILLE LN # 4, HOPKINTON, MA, 0174..., Hopkinton, MA 01748

$1,049,000

2 beds

3 baths

2,510 sq ft

Condo

4 WATERVILLE LN # 4, HOPKINTON, MA, 0174...

Community: The Trails

Want to learn more about 55+ communities in Holliston? 55places can help!

Questions? Call us: (508) 893-4855

The Trails

71 WESTON LN # 71, HOPKINTON, MA, 01748, Hopkinton, MA 01748

$1,025,000

2 beds

4 baths

3,258 sq ft

Condo

71 WESTON LN # 71, HOPKINTON, MA, 01748

Community: The Trails

Del Webb Chauncy Lake

12302 PETERS FARM WAY # 302, WESTBOROUGH..., Westborough, MA 01581

$379,999

1 beds

1 baths

956 sq ft

Condo

12302 PETERS FARM WAY # 302, WESTBOROUGH...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

5 PETERS FARM WAY # 205, WESTBOROUGH, MA..., Westborough, MA 01581

$545,995

2 beds

2 baths

1,166 sq ft

Condo

5 PETERS FARM WAY # 205, WESTBOROUGH, MA...

Community: Del Webb Chauncy Lake

Orchard Hill

9 BALDWIN CT # 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$650,000

3 beds

3 baths

2,793 sq ft

Condo

9 BALDWIN CT # 9, WESTBOROUGH, MA, 01581

Community: Orchard Hill

Millwood Preserve

11 EAGLE LN 105, FRAMINGHAM, MA, 01701, Framingham, MA 01701

$1,375,000

2 beds

4 baths

3,503 sq ft

Condo

11 EAGLE LN 105, FRAMINGHAM, MA, 01701

Community: Millwood Preserve

The Trails

10 WATERVILLE LN # 10, HOPKINTON, MA, 01..., Hopkinton, MA 01748

$989,000

2 beds

3 baths

2,274 sq ft

Condo

10 WATERVILLE LN # 10, HOPKINTON, MA, 01...

Community: The Trails

Millwood Preserve

18 EAGLE LN # 21, FRAMINGHAM, MA, 01701, Framingham, MA 01701

$1,249,900

2 beds

3 baths

2,454 sq ft

Condo

18 EAGLE LN # 21, FRAMINGHAM, MA, 01701

Community: Millwood Preserve

Frequently Asked Questions

What size 55+ communities are there in Holliston?

In Holliston, there are no large communities, no medium communities, and 3 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Holliston?

The smallest 55+ communities in Holliston has 49 homes, the largest has 66 homes, and the average communities consists of 60 homes.

Are there gated 55+ communities in Holliston?

No, there are no gated 55+ communities in Holliston.

How long do listings in 55+ communities in Holliston typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Holliston stay on the market for around 9 days. The average price of homes for sale in these communities is approximately $739,000, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Brooksmont average around $739,000.

Want more information about active adult communities around Holliston?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Holliston?

Call us: (508) 893-4855

25 communities near Holliston

Remove Boundaries ×

Map Satellite

Holliston, MA 55+ active adult communities & homes for sale

25 communities near Holliston

32 homes near Holliston

2 beds

2 baths

1,496 sq ft

Condo

1 beds

1 baths

958 sq ft

Condo

1 beds

1 baths

972 sq ft

Condo

1 beds

1 baths

1,058 sq ft

Condo

2 beds

3 baths

2,160 sq ft

Condo

2 beds

3 baths

2,485 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

2 beds

2 baths

1,874 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

1 beds

1 baths

1,021 sq ft

Condo

2 beds

3 baths

2,306 sq ft

Condo

2 beds

2 baths

1,520 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

2 beds

2 baths

1,584 sq ft

Condo

2 beds

2 baths

1,469 sq ft

Condo

3 beds

3 baths

2,656 sq ft

Condo

2 beds

3 baths

2,277 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

2 beds