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

24 communities near Ashland

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Del Webb Chauncy Lake
$400ks - $600ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
Regency at Glen Ellen
$700ks - $900ks
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 homes
Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
Want to learn more about 55+ communities in Ashland? 55places can help!
Questions? Call us: (508) 231-4659
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
The Villages at Walker Me...
$600ks - $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 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.
Northwoods at Sudbury
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
Millwood Preserve
$1Ms
Millwood Preserve, Framingham, MA
Resale Only | 55+ age-restricted | Built 2020 - 2024 | 129 homes
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 homes
Pheasant Hill
$300ks - $400ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
Want to learn more about 55+ communities in Ashland? 55places can help!
Questions? Call us: (508) 231-4659
Village at Silver Hill
$1Ms - $2Ms
Village at Silver Hill, Weston, MA
New Construction | 55+ age-restricted | Built 2021 - present | 8 homes
59 North Main
$900ks
59 North Main, Sherborn, MA
New Construction | 55+ age-restricted | Built 2019 - present | 12 homes
Balancing Rock
$500ks - $600ks
Balancing Rock, Holliston, MA
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 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 Lanterns at Warren Wo...
$500ks - $700ks
The Lanterns at Warren Wo..., Ashland, MA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes
Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
The Villages at Crane Mea...
$400ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes
Holliston Woods
$500ks - $700ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes
Upton Ridge 87 SHANNON WAY 1, UPTON, MA, 01568, Upton, MA 01568
$669,900

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

87 SHANNON WAY 1, UPTON, MA, 01568
Community: Upton Ridge
WestRidge 29 HASTINGS 29, HUDSON, MA, 01749, Hudson, MA 01749
$799,000

3 beds

|

3 baths

|

2,264 sq ft

|

Condo

29 HASTINGS 29, HUDSON, MA, 01749
Community: WestRidge
WestRidge 33 HASTINGS 33, HUDSON, MA, 01749, Hudson, MA 01749
$599,999

2 beds

|

3 baths

|

1,758 sq ft

|

Condo

33 HASTINGS 33, HUDSON, MA, 01749
Community: WestRidge
Enclave at Hudson 38 BARNES BLVD 23, HUDSON, MA, 01749, Hudson, MA 01749
$1,125,000

2 beds

|

3 baths

|

2,544 sq ft

|

Condo

38 BARNES BLVD 23, HUDSON, MA, 01749
Community: Enclave at Hudson
Bigelow Farm 5 LYDIA'S WAY 5, NORTHBOROUGH, MA, 01532, Northborough, MA 01532
$799,900

2 beds

|

3 baths

|

2,556 sq ft

|

Condo

5 LYDIA'S WAY 5, NORTHBOROUGH, MA, 01532
Community: Bigelow Farm
Want to learn more about 55+ communities in Ashland? 55places can help!
Questions? Call us: (508) 231-4659
Del Webb Chauncy Lake 3 PETERS FARM WAY 107, WESTBOROUGH, MA, ..., Westborough, MA 01581
$560,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

3 PETERS FARM WAY 107, WESTBOROUGH, MA, ...
The Trails 38 WESTON LN 38, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$999,900

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

38 WESTON LN 38, HOPKINTON, MA, 01748
Community: The Trails
The Trails 10 WATERVILLE LN 10, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$999,900

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

10 WATERVILLE LN 10, HOPKINTON, MA, 0174...
Community: The Trails
Del Webb Chauncy Lake 8310 PETERS FARM WAY 310, WESTBOROUGH, M..., Westborough, MA 01581
$564,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

8310 PETERS FARM WAY 310, WESTBOROUGH, M...
Regency at Assabet Ridge 23 AVEBURY LN 23, MARLBOROUGH, MA, 01752, Marlborough, MA 01752
$800,000

4 beds

|

4 baths

|

3,561 sq ft

|

Condo

23 AVEBURY LN 23, MARLBOROUGH, MA, 01752
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.
Upton Ridge 16 LINKSIDE CT 16, NORTHBRIDGE, MA, 0153..., Northbridge, MA 01534
$649,900

2 beds

|

3 baths

|

2,030 sq ft

|

Condo

16 LINKSIDE CT 16, NORTHBRIDGE, MA, 0153...
Community: Upton Ridge
Del Webb Chauncy Lake 4 PETERS FARM WAY 409, WESTBOROUGH, MA, ..., Westborough, MA 01581
$539,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

4 PETERS FARM WAY 409, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 7405, WESTBOROUGH, MA,..., Westborough, MA 01581
$539,995

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY 7405, WESTBOROUGH, MA,...
Del Webb Chauncy Lake 8113 PETERS FARM WAY 113, WESTBOROUGH, M..., Westborough, MA 01581
$639,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

8113 PETERS FARM WAY 113, WESTBOROUGH, M...
Del Webb Chauncy Lake 8103 PETERS FARM WAY 103, WESTBOROUGH, M..., Westborough, MA 01581
$414,995

1 beds

|

2 baths

|

972 sq ft

|

Condo

8103 PETERS FARM WAY 103, WESTBOROUGH, M...
Bates Quarry 16 TIGER TER 29, WALPOLE, MA, 02081, Walpole, MA 02081
$948,999

2 beds

|

2 baths

|

2,509 sq ft

|

Condo

16 TIGER TER 29, WALPOLE, MA, 02081
Community: Bates Quarry
Want to learn more about 55+ communities in Ashland? 55places can help!
Questions? Call us: (508) 231-4659
Upton Ridge 126 CLUBHOUSE LN 126, NORTHBRIDGE, MA, 0..., Northbridge, MA 01534
$639,000

3 beds

|

3 baths

|

2,130 sq ft

|

Condo

126 CLUBHOUSE LN 126, NORTHBRIDGE, MA, 0...
Community: Upton Ridge
The Trails 30 WATERVILLE LN 30, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$1,069,900

2 beds

|

3 baths

|

2,510 sq ft

|

Condo

30 WATERVILLE LN 30, HOPKINTON, MA, 0174...
Community: The Trails
Del Webb Chauncy Lake 8106 PETERS FARM WAY 106, WESTBOROUGH, M..., Westborough, MA 01581
$619,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

8106 PETERS FARM WAY 106, WESTBOROUGH, M...
Del Webb Chauncy Lake 8108 PETERS FARM WAY 108, WESTBOROUGH, M..., Westborough, MA 01581
$469,995

1 beds

|

2 baths

|

1,058 sq ft

|

Condo

8108 PETERS FARM WAY 108, WESTBOROUGH, M...
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.
Del Webb Chauncy Lake 8 PETERS FARM WAY 105, WESTBOROUGH, MA, ..., Westborough, MA 01581
$449,995

1 beds

|

2 baths

|

958 sq ft

|

Condo

8 PETERS FARM WAY 105, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 1213 CODMAN WAY 1213, WESTBOROUGH, MA, 0..., Westborough, MA 01581
$569,900

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

1213 CODMAN WAY 1213, WESTBOROUGH, MA, 0...
The Villages at Walker Meadow 14 WESSONVILLE VILLAGE WAY 14, WESTBOROU..., Westborough, MA 01581
$650,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

14 WESSONVILLE VILLAGE WAY 14, WESTBOROU...
Regency at Glen Ellen 112 GLEN ELLEN BLVD 112, MILLIS, MA, 020..., Millis, MA 02054
$1,299,950

3 beds

|

4 baths

|

4,483 sq ft

|

Condo

112 GLEN ELLEN BLVD 112, MILLIS, MA, 020...
Northside Meadows 11 TOLLAND WAY 11, FRAMINGHAM, MA, 01701, Framingham, MA 01701
$1,195,000

2 beds

|

3 baths

|

2,607 sq ft

|

Condo

11 TOLLAND WAY 11, FRAMINGHAM, MA, 01701
Community: Northside Meadows
Regency at Glen Ellen 43 JAMESON DR 43, MILLIS, MA, 02054, Millis, MA 02054
$1,199,000

3 beds

|

3 baths

|

2,873 sq ft

|

Condo

43 JAMESON DR 43, MILLIS, MA, 02054
Northwoods at Sudbury 10 NORTHWOOD DR 301, SUDBURY, MA, 01776, Sudbury, MA 01776
$625,000

1 beds

|

2 baths

|

1,668 sq ft

|

Condo

10 NORTHWOOD DR 301, SUDBURY, MA, 01776
Want to learn more about 55+ communities in Ashland? 55places can help!
Questions? Call us: (508) 231-4659
Upton Ridge 56 SHANNON WAY 56, UPTON, MA, 01568, Upton, MA 01568
$669,000

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

56 SHANNON WAY 56, UPTON, MA, 01568
Community: Upton Ridge
Orchard Hill 19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$579,000

2 beds

|

3 baths

|

2,183 sq ft

|

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...
Community: Orchard Hill
Del Webb Chauncy Lake 3202 PETERS FARM WAY 202, WESTBOROUGH, M..., Westborough, MA 01581
$425,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3202 PETERS FARM WAY 202, WESTBOROUGH, M...
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.
Del Webb Chauncy Lake 3405 PETERS FARM WAY 3405, WESTBOROUGH, ..., Westborough, MA 01581
$523,500

2 beds

|

2 baths

|

1,121 sq ft

|

Condo

3405 PETERS FARM WAY 3405, WESTBOROUGH, ...
Del Webb Chauncy Lake 4 PETERS FARM WAY 311, WESTBOROUGH, MA, ..., Westborough, MA 01581
$549,000

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

4 PETERS FARM WAY 311, WESTBOROUGH, MA, ...
Upton Ridge 87 SHANNON WAY 86, UPTON, MA, 01568, Upton, MA 01568
$669,900

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

87 SHANNON WAY 86, UPTON, MA, 01568
Community: Upton Ridge
Del Webb Chauncy Lake 12101 PETERS FARM WAY 12101, WESTBOROUGH..., Westborough, MA 01712
$574,444

2 beds

|

2 baths

|

1,459 sq ft

|

Condo

12101 PETERS FARM WAY 12101, WESTBOROUGH...
Del Webb Chauncy Lake 11 PETERS FARM WAY 310, WESTBOROUGH, MA,..., Westborough, MA 01581
$519,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

11 PETERS FARM WAY 310, WESTBOROUGH, MA,...
Del Webb Chauncy Lake 12308 PETERS FARM WAY 308, WESTBOROUGH, ..., Westborough, MA 01581
$525,000

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

12308 PETERS FARM WAY 308, WESTBOROUGH, ...

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