Call us at (508) 231-4659 to learn more about active adult communities in Ashland
Ashland, MA 55+ active adult communities & homes for sale
24 communities near Ashland
37 homes near Ashland
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$400ks
- $600ks
Del Webb Chauncy Lake, Westborough, MA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
700 homes
$500ks
- $700ks
The Trails, Hopkinton, MA
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
170 homes
$400ks
- $600ks
Upton Ridge, Upton, MA
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
139 homes
$500ks
Orchard Hill, Westborough, MA
Resale Only
|
55+ age-restricted
|
Built 2002 - 2010
|
100 homes
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$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only
|
55+ age-restricted
|
Built 1999 - 2019
|
43 homes
$700ks
- $800ks
Millwood Preserve, Framingham, MA
New Construction
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55+ age-restricted
|
Built 2020 - present
|
129 homes
$700ks
- $900ks
Regency at Glen Ellen, Millis, MA
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
324 homes
$600ks
- $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only
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55+ age-restricted
|
Built 1999 - 2000
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100 homes
$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.
$900ks
59 North Main, Sherborn, MA
New Construction
|
55+ age-restricted
|
Built 2019 - present
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12 homes
$500ks
- $700ks
The Lanterns at Warren Wo..., Ashland, MA
Resale Only
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55+ age-restricted
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Built 2016 - 2020
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93 homes
$400ks
- $600ks
Brooksmont, Holliston, MA
Resale Only
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55+ age-restricted
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Built 2017 - 2020
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66 homes
$800ks
- $1Ms
Enclave at Hudson, Hudson, MA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
64 homes
$1Ms
- $2Ms
Village at Silver Hill, Weston, MA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
8 homes
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(508) 231-4659
$400ks
- $500ks
Forest Glen, Uxbridge, MA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
44 homes
$500ks
- $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only
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55+ age-restricted
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Built 2010 - 2015
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69 homes
$300ks
- $400ks
Pheasant Hill, Northborough, MA
Resale Only
|
55+ age-restricted
|
Built 2005 - 2006
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48 homes
$500ks
- $700ks
Holliston Woods, Holliston, MA
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
|
66 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.
$400ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only
|
55+ age-restricted
|
Built 2001 - 2005
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91 homes
$500ks
- $600ks
Balancing Rock, Holliston, MA
Resale Only
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55+ age-restricted
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Built 2006 - 2008
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49 homes
$500ks
- $600ks
Bigelow Farm, Northborough, MA
Resale Only
|
55+ age-restricted
|
Built 2006 - 2013
|
41 homes
Del Webb Chauncy Lake
![5 PETERS FARM WAY 411, WESTBOROUGH, MA, ..., Westborough, MA 01581]()
2 beds
|2 baths
|1,375 sq ft
|Condo
5 PETERS FARM WAY 411, WESTBOROUGH, MA, ...
Community: Del Webb Chauncy Lake
MLS 73554658 • Pulte Homes of New England, Erin S... • Pulte Homes of New England
Del Webb Chauncy Lake
![5 PETERS FARM WAY 410, WESTBOROUGH, MA, ..., Westborough, MA 01581]()
2 beds
|2 baths
|1,375 sq ft
|Condo
5 PETERS FARM WAY 410, WESTBOROUGH, MA, ...
Community: Del Webb Chauncy Lake
MLS 73554647 • Pulte Homes of New England, Erin S... • Pulte Homes of New England
Del Webb Chauncy Lake
![5 PETERS FARM WAY 7303, WESTBOROUGH, MA,..., Westborough, MA 01581]()
1 beds
|1 baths
|972 sq ft
|Condo
5 PETERS FARM WAY 7303, WESTBOROUGH, MA,...
Community: Del Webb Chauncy Lake
MLS 73554641 • Pulte Homes of New England, Erin S... • Pulte Homes of New England
Del Webb Chauncy Lake
![5312 PETERS FARM WAY 312, WESTBOROUGH, M..., Westborough, MA 01581]()
2 beds
|2 baths
|1,512 sq ft
|Condo
5312 PETERS FARM WAY 312, WESTBOROUGH, M...
Community: Del Webb Chauncy Lake
MLS 73554625 • Pulte Homes of New England, Erin S... • Pulte Homes of New England
Orchard Hill
![9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581]()
3 beds
|3 baths
|2,793 sq ft
|Condo
9 BALDWIN CT 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill
MLS 73553891 • Mathieu Newton Sotheby's Internati... • Mathieu Newton Sotheby's International Realty
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(508) 231-4659
Regency at Glen Ellen
![43 JAMESON DR 43, MILLIS, MA, 02054, Millis, MA 02054]()
3 beds
|3 baths
|2,873 sq ft
|Condo
43 JAMESON DR 43, MILLIS, MA, 02054
Community: Regency at Glen Ellen
MLS 73553742 • Coldwell Banker Realty - Sharon, E... • Coldwell Banker Realty - Sharon
Del Webb Chauncy Lake
![2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0..., Westborough, MA 01581]()
2 beds
|2 baths
|1,469 sq ft
|Condo
2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0...
Community: Del Webb Chauncy Lake
MLS 73552927 • Lamacchia Realty, Inc., Martha Con... • Lamacchia Realty, Inc.
Millwood Preserve
![5 BAITING BROOK RD 5, FRAMINGHAM, MA, 01..., Framingham, MA 01701]()
2 beds
|4 baths
|3,396 sq ft
|Condo
5 BAITING BROOK RD 5, FRAMINGHAM, MA, 01...
Community: Millwood Preserve
MLS 73552246 • Comrie Real Estate, Inc., Rosemary... • Comrie Real Estate, Inc.
WestRidge
![68 HASTINGS RD 68, HUDSON, MA, 01749, Hudson, MA 01749]()
MLS 73549952 • Realty Executives Boston West, Ric... • Realty Executives Boston West
The Trails
![21 BIRKDALE LN 21, HOPKINTON, MA, 01748, Hopkinton, MA 01748]()
2 beds
|4 baths
|3,610 sq ft
|Condo
21 BIRKDALE LN 21, HOPKINTON, MA, 01748
Community: The Trails
MLS 73549860 • William Raveis R.E. & Home Service... • William Raveis R.E. & Home Services
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
![10 NORTHWOOD DR 301, SUDBURY, MA, 01776, Sudbury, MA 01776]()
1 beds
|2 baths
|1,668 sq ft
|Condo
10 NORTHWOOD DR 301, SUDBURY, MA, 01776
Community: Northwoods at Sudbury
MLS 73548630 • Berkshire Hathaway HomeServices Ro... • Berkshire Hathaway HomeServices Robert Paul Properties
Upton Ridge
![56 SHANNON WAY 56, UPTON, MA, 01568, Upton, MA 01568]()
MLS 73546012 • Coldwell Banker Realty - Sudbury, ... • Coldwell Banker Realty - Sudbury
Del Webb Chauncy Lake
![5 PETERS FARM WAY 302, WESTBOROUGH, MA, ..., Westborough, MA 01581]()
1 beds
|1 baths
|972 sq ft
|Condo
5 PETERS FARM WAY 302, WESTBOROUGH, MA, ...
Community: Del Webb Chauncy Lake
MLS 73545920 • Pulte Homes of New England, Erin S... • Pulte Homes of New England
Del Webb Chauncy Lake
![6305 PETERS FARM WAY 6305, WESTBOROUGH, ..., Westborough, MA 01581]()
2 beds
|2 baths
|1,166 sq ft
|Condo
6305 PETERS FARM WAY 6305, WESTBOROUGH, ...
Community: Del Webb Chauncy Lake
MLS 73544516 • Keller Williams Elite, Lisa Pazol • Keller Williams Elite
Orchard Hill
![19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581]()
2 beds
|3 baths
|2,183 sq ft
|Condo
19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...
Community: Orchard Hill
MLS 73542248 • Marilyn L. Smith R. E., Marilyn Sm... • Marilyn L. Smith R. E.
Upton Ridge
![204 SAND TRAP CT 204, NORTHBRIDGE, MA, 0..., Northbridge, MA 01534]()
3 beds
|3 baths
|2,170 sq ft
|Condo
204 SAND TRAP CT 204, NORTHBRIDGE, MA, 0...
Community: Upton Ridge
MLS 73537911 • REMAX Executive Realty, Katie McBr... • REMAX Executive Realty
Want to learn more about 55+ communities in Ashland?
55places can help!
Questions? Call us:
(508) 231-4659
Del Webb Chauncy Lake
![3202 PETERS FARM WAY 202, WESTBOROUGH, M..., Westborough, MA 01581]()
1 beds
|1 baths
|956 sq ft
|Condo
3202 PETERS FARM WAY 202, WESTBOROUGH, M...
Community: Del Webb Chauncy Lake
MLS 73541086 • Mathieu Newton Sotheby's Internati... • Mathieu Newton Sotheby's International Realty
The Trails
![9 WATERVILLE LN 9, HOPKINTON, MA, 01748, Hopkinton, MA 01748]()
2 beds
|3 baths
|2,274 sq ft
|Condo
9 WATERVILLE LN 9, HOPKINTON, MA, 01748
Community: The Trails
MLS 73539777 • Realty Executives Boston West, Kar... • Realty Executives Boston West
Del Webb Chauncy Lake
![5205 PETERS FARM WAY 7205, WESTBOROUGH, ..., Westborough, MA 01581]()
2 beds
|2 baths
|1,175 sq ft
|Condo
5205 PETERS FARM WAY 7205, WESTBOROUGH, ...
Community: Del Webb Chauncy Lake
MLS 73539635 • Pulte Homes of New England, Erin S... • Pulte Homes of New England
Bigelow Farm
![14 LYDIAS WAY 14, NORTHBOROUGH, MA, 0153..., Northborough, MA 01532]()
2 beds
|3 baths
|2,691 sq ft
|Condo
14 LYDIAS WAY 14, NORTHBOROUGH, MA, 0153...
Community: Bigelow Farm
MLS 73537648 • Keller Williams Pinnacle MetroWest... • Keller Williams Pinnacle MetroWest
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
![5 PETERS FARM WAY 7106, WESTBOROUGH, MA,..., Westborough, MA 01581]()
2 beds
|2 baths
|1,512 sq ft
|Condo
5 PETERS FARM WAY 7106, WESTBOROUGH, MA,...
Community: Del Webb Chauncy Lake
MLS 73535133 • Pulte Homes of New England, Erin S... • Pulte Homes of New England
Del Webb Chauncy Lake
![5 PETERS FARM WAY 7305, WESTBOROUGH, MA,..., Westborough, MA 01581]()
2 beds
|2 baths
|1,175 sq ft
|Condo
5 PETERS FARM WAY 7305, WESTBOROUGH, MA,...
Community: Del Webb Chauncy Lake
MLS 73531811 • Pulte Homes of New England, Erin S... • Pulte Homes of New England
Del Webb Chauncy Lake
![2 CODMAN WAY 2203, WESTBOROUGH, MA, 0158..., Westborough, MA 01581]()
1 beds
|1 baths
|972 sq ft
|Condo
2 CODMAN WAY 2203, WESTBOROUGH, MA, 0158...
Community: Del Webb Chauncy Lake
MLS 73531474 • Keller Williams Elite, Lisa Pazol • Keller Williams Elite
Millwood Preserve
![32 HAWK LN 48, FRAMINGHAM, MA, 01701, Framingham, MA 01701]()
2 beds
|3 baths
|2,306 sq ft
|Condo
32 HAWK LN 48, FRAMINGHAM, MA, 01701
Community: Millwood Preserve
MLS 73529206 • Andrew J. Abu Inc., REALTORS®, An... • Andrew J. Abu Inc., REALTORS®
Del Webb Chauncy Lake
![3405 PETERS FARM WAY 3405, WESTBOROUGH, ..., Westborough, MA 01581]()
2 beds
|2 baths
|1,121 sq ft
|Condo
3405 PETERS FARM WAY 3405, WESTBOROUGH, ...
Community: Del Webb Chauncy Lake
MLS 73526545 • RE/MAX Prof Associates, Pierre Bou... • RE/MAX Prof Associates
Del Webb Chauncy Lake
![3103 PETERS FARM WAY 103, WESTBOROUGH, M..., Westborough, MA 01581]()
1 beds
|1 baths
|956 sq ft
|Condo
3103 PETERS FARM WAY 103, WESTBOROUGH, M...
Community: Del Webb Chauncy Lake
MLS 73526470 • Keller Williams Pinnacle MetroWest... • Keller Williams Pinnacle MetroWest
Del Webb Chauncy Lake
![4311 PETERS FARM WAY 311, WESTBOROUGH, M..., Westborough, MA 01581]()
2 beds
|2 baths
|1,326 sq ft
|Condo
4311 PETERS FARM WAY 311, WESTBOROUGH, M...
Community: Del Webb Chauncy Lake
MLS 73525921 • ERA Key Realty Services- Fram, Rob... • ERA Key Realty Services- Fram
Want to learn more about 55+ communities in Ashland?
55places can help!
Questions? Call us:
(508) 231-4659
Upton Ridge
![87 SHANNON WAY 86, UPTON, MA, 01568, Upton, MA 01568]()
MLS 73524427 • Keller Williams Realty, Shane Brad... • Keller Williams Realty
Del Webb Chauncy Lake
![12101 PETERS FARM WAY 12101, WESTBOROUGH..., Westborough, MA 01712]()
2 beds
|2 baths
|1,459 sq ft
|Condo
12101 PETERS FARM WAY 12101, WESTBOROUGH...
Community: Del Webb Chauncy Lake
MLS 73523938 • Spangler SELECT, Kathleen Spangler • Spangler SELECT
Del Webb Chauncy Lake
![11 PETERS FARM WAY 310, WESTBOROUGH, MA,..., Westborough, MA 01581]()
2 beds
|2 baths
|1,326 sq ft
|Condo
11 PETERS FARM WAY 310, WESTBOROUGH, MA,...
Community: Del Webb Chauncy Lake
MLS 73522908 • Panarelli Properties, Inc., Justin... • Panarelli Properties, Inc.
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.
WestRidge
![15 HASTINGS RD 15, HUDSON, MA, 01749, Hudson, MA 01749]()
MLS 73515846 • ERA Key Realty Services - Distinct... • ERA Key Realty Services - Distinctive Group
Del Webb Chauncy Lake
![4204 PETERS FARM WAY 204, WESTBOROUGH, M..., Westborough, MA 01581]()
1 beds
|1 baths
|956 sq ft
|Condo
4204 PETERS FARM WAY 204, WESTBOROUGH, M...
Community: Del Webb Chauncy Lake
MLS 73503550 • ERA Key Realty Services - Distinct... • ERA Key Realty Services - Distinctive Group
The Villages at Walker Meadow
![3 QUAKER WAY 40, WESTBOROUGH, MA, 01581, Westborough, MA 01581]()
2 beds
|2 baths
|1,876 sq ft
|Condo
3 QUAKER WAY 40, WESTBOROUGH, MA, 01581
Community: The Villages at Walker Meadow
MLS 73501795 • Berkshire Hathaway HomeServices To... • Berkshire Hathaway HomeServices Town and Country Real Estate
Del Webb Chauncy Lake
![4 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581]()
2 beds
|2 baths
|1,469 sq ft
|Condo
4 PETERS FARM WAY 206, WESTBOROUGH, MA, ...
Community: Del Webb Chauncy Lake
MLS 73499155 • eXp Realty LLC - Corporate Office,... • eXp Realty LLC - Corporate Office
Del Webb Chauncy Lake
![12308 PETERS FARM WAY 308, WESTBOROUGH, ..., Westborough, MA 01581]()
2 beds
|2 baths
|1,326 sq ft
|Condo
12308 PETERS FARM WAY 308, WESTBOROUGH, ...
Community: Del Webb Chauncy Lake
MLS 73495030 • ERA Key Realty Services - Distinct... • ERA Key Realty Services - Distinctive Group
The Trails
![28 WATERVILLE LN 28, HOPKINTON, MA, 0174..., Hopkinton, MA 01748]()
2 beds
|3 baths
|2,510 sq ft
|Condo
28 WATERVILLE LN 28, HOPKINTON, MA, 0174...
Community: The Trails
MLS 73489252 • Realty Executives Boston West, Phi... • Realty Executives Boston West
Del Webb Chauncy Lake
![6312 PETERS FARM WAY 6312, WESTBOROUGH, ..., Westborough, MA 01581]()
2 beds
|2 baths
|1,469 sq ft
|Condo
6312 PETERS FARM WAY 6312, WESTBOROUGH, ...
Community: Del Webb Chauncy Lake
MLS 73481383 • Keller Williams Pinnacle MetroWest... • Keller Williams Pinnacle MetroWest
Frequently Asked Questions
In Ashland, there is 1 small community with less than 500 homes.
The smallest 55+ community in Ashland has 93 homes, the largest has 93 homes, and the average community consists of 93 homes.
No, there are no gated 55+ communities in Ashland.
Want more information about active adult communities around Ashland?
Want to learn more about 55+ communities in Ashland?
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REIN updates its listings on a daily basis. Data last updated: Jul 29, 2026.
This application does not include information on all of the properties available for sale at this time.
