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

143 communities near Webster

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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
The Preserve at Hunters H...
$400ks - $500ks
The Preserve at Hunters H..., Dighton, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 140 homes
Martins Landing
$400ks - $700ks
Martins Landing, North Reading, MA
New Construction | 55+ age-restricted | Built 2018 - present | 450 homes
30 Coppersmith
$700ks
30 Coppersmith, Canton, MA
New Construction | 55+ age-restricted | Built 2025 - present | 63 homes
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
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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
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
Riverside Woods
$400ks - $600ks
Riverside Woods, Andover, MA
Resale Only | 55+ age-restricted | Built 2017 - present | 200 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.
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
Preserve at Emerald Pines
$800ks
Preserve at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes
Whitestone Village
$400ks - $500ks
Whitestone Village, Groveland, MA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 100 homes
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Questions? Call us: (508) 504-9971
Evergreen
$400ks - $500ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
Willis Brook at Lynnfield
$1Ms
Willis Brook at Lynnfield, Lynnfield, MA
New Construction | 55+ age-restricted | Built 2026 - present | 100 homes
Want to learn more about 55+ rental communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 homes
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 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.
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Villages at Walker Me...
$600ks - $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
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Questions? Call us: (508) 504-9971
The Village at Orchard Me...
$400ks - $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
4 rating (2 reviews) Regency at Methuen
$500ks - $600ks
Regency at Methuen, Methuen, MA
Resale Only | 55+ age-restricted | Built 2011 - 2015 | 240 homes
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
Want to learn more about 55+ rental communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
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.
Regency at Emerald Pines
$600ks - $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes
Northwoods at Sudbury
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes
Garrison Place
$900ks - $1Ms
Garrison Place, Carlisle, MA
Resale Only | 55+ age-restricted | Built 2018 - 2019 | 16 homes
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Holliston Woods
$500ks - $700ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes
Trail Ridge at Harvard
$700ks
Trail Ridge at Harvard, Harvard, MA
Resale Only | 55+ age-restricted | Built 2008 - 2023 | 52 homes
Reading Woods
$400ks - $600ks
Reading Woods, Reading, MA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes
Woodstone Crossing
$300ks - $400ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 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.
Pheasant Hill
$300ks - $400ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
Want to learn more about 55+ rental communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
English Commons at Topsfi...
$800ks - $900ks
English Commons at Topsfi..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2010 - 2014 | 49 homes
Quail Ridge
$600ks - $700ks
Quail Ridge, Acton, MA
Resale Only | 55+ age-restricted | Built 2015 - present | 153 homes
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
North Meadow Village
$500ks - $800ks
North Meadow Village, Middleton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 42 homes
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes
123...4
Martins Landing 320 MARTINS LNDG 107, NORTH READING, MA,..., North Reading, MA 01864
$749,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 107, NORTH READING, MA,...
Community: Martins Landing
Rockwood Meadows 63 ROCKWOOD LN # 63, UPTON, MA, 01568, Upton, MA 01568
$949,900

2 beds

|

3 baths

|

2,392 sq ft

|

Condo

63 ROCKWOOD LN # 63, UPTON, MA, 01568
Community: Rockwood Meadows
Bigelow Farm 6 LYDIAS WAY 6, NORTHBOROUGH, MA, 01532, Northborough, MA 01532
$775,000

2 beds

|

3 baths

|

2,671 sq ft

|

Condo

6 LYDIAS WAY 6, NORTHBOROUGH, MA, 01532
Community: Bigelow Farm
Del Webb Chauncy Lake 5 PETERS FARM WAY 107, WESTBOROUGH, MA, ..., Westborough, MA 01581
$655,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 107, WESTBOROUGH, MA, ...
Martins Landing 320 MARTINS LANDING WAY 502, NORTH READI..., North Reading, MA 01864
$549,995

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

320 MARTINS LANDING WAY 502, NORTH READI...
Community: Martins Landing
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Want to learn more about 55+ rental communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Martins Landing 320 MARTINS LNDG 2410, NORTH READING, MA..., North Reading, MA 01864
$699,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 2410, NORTH READING, MA...
Community: Martins Landing
Adams Farm 40 ADAMS FARM RD 40, SHREWSBURY, MA, 015..., Shrewsbury, MA 01545
$850,000

2 beds

|

3 baths

|

2,757 sq ft

|

Condo

40 ADAMS FARM RD 40, SHREWSBURY, MA, 015...
Community: Adams Farm
Bates Quarry 3 WEATHERVANE DR 1, WALPOLE, MA, 02081, Walpole, MA 02081
$998,069

2 beds

|

3 baths

|

2,144 sq ft

|

Condo

3 WEATHERVANE DR 1, WALPOLE, MA, 02081
Community: Bates Quarry
Del Webb Chauncy Lake 5 PETERS FARM WAY 201, WESTBOROUGH, MA, ..., Westborough, MA 01581
$674,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

5 PETERS FARM WAY 201, WESTBOROUGH, MA, ...
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 401, WESTBOROUGH, MA, ..., Westborough, MA 01581
$839,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

5 PETERS FARM WAY 401, WESTBOROUGH, MA, ...
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Village at Orchard Meadows 47 ORCHARD MEADOW DR 47, SHREWSBURY, MA,..., Shrewsbury, MA 01545
$525,000

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

47 ORCHARD MEADOW DR 47, SHREWSBURY, MA,...
Whitestone Village 901 ALYSSA DR # 901, GROVELAND, MA, 0183..., Groveland, MA 01834
$549,000

2 beds

|

2 baths

|

1,304 sq ft

|

Condo

901 ALYSSA DR # 901, GROVELAND, MA, 0183...
Community: Whitestone Village
Del Webb Chauncy Lake 2306 TALBOT WAY # 2306, WESTBOROUGH, MA,..., Westborough, MA 01581
$599,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

2306 TALBOT WAY # 2306, WESTBOROUGH, MA,...
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
30 Coppersmith 30 COPPERSMITH WAY # 309, CANTON, MA, 02..., Canton, MA 02021
$560,995

1 beds

|

1 baths

|

1,119 sq ft

|

Condo

30 COPPERSMITH WAY # 309, CANTON, MA, 02...
Community: 30 Coppersmith
Brierly Pond Village 100 HORNE WAY # 100, MILLBURY, MA, 01527, Millbury, MA 01527
$509,900

2 beds

|

3 baths

|

2,021 sq ft

|

Condo

100 HORNE WAY # 100, MILLBURY, MA, 01527
Want to learn more about 55+ rental communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
30 Coppersmith 30 COPPERSMITH WAY 506, CANTON, MA, 0202..., Canton, MA 02021
$865,915

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY 506, CANTON, MA, 0202...
Community: 30 Coppersmith
Del Webb Chauncy Lake 5 PETERS FARM WAY # 111, WESTBOROUGH, MA..., Westborough, MA 01581
$489,995

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

5 PETERS FARM WAY # 111, WESTBOROUGH, MA...
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.
Preserve at Emerald Pines 40 PHOEBE ST 101, METHUEN, MA, 01844, Methuen, MA 01844
$859,900

3 beds

|

3 baths

|

2,654 sq ft

|

Condo

40 PHOEBE ST 101, METHUEN, MA, 01844
Forest Glen 61 SPRING HILL DR # 61, UXBRIDGE, MA, 01..., Uxbridge, MA 01569
$589,000

2 beds

|

2 baths

|

1,525 sq ft

|

Condo

61 SPRING HILL DR # 61, UXBRIDGE, MA, 01...
Community: Forest Glen
South Pond Village 81 SILO WAY 81, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002
$259,999

2 beds

|

2 baths

|

1,204 sq ft

|

Condo

81 SILO WAY 81, BLOOMFIELD, CT, 06002
Community: South Pond Village
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Martins Landing 280 MARTINS LNDG 312, NORTH READING, MA,..., North Reading, MA 01864
$625,000

1 beds

|

1 baths

|

1,058 sq ft

|

Condo

280 MARTINS LNDG 312, NORTH READING, MA,...
Community: Martins Landing
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Reading Woods 75 AUGUSTUS CT 2003, READING, MA, 01867, Reading, MA 01867
$515,000

1 beds

|

1 baths

|

955 sq ft

|

Condo

75 AUGUSTUS CT 2003, READING, MA, 01867
Community: Reading Woods
Brierly Pond Village 196 HORNE WAY # 196, MILLBURY, MA, 01527, Millbury, MA 01527
$515,000

2 beds

|

4 baths

|

2,100 sq ft

|

Condo

196 HORNE WAY # 196, MILLBURY, MA, 01527
Regency at Emerald Pines 2 SEQUOIA DR # 2, METHUEN, MA, 01844, Methuen, MA 01844
$799,900

2 beds

|

2 baths

|

1,826 sq ft

|

Condo

2 SEQUOIA DR # 2, METHUEN, MA, 01844
The Trails 6 WATERVILLE LN # 6, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$1,179,900

2 beds

|

4 baths

|

3,292 sq ft

|

Condo

6 WATERVILLE LN # 6, HOPKINTON, MA, 0174...
Community: The Trails
Want to learn more about 55+ rental communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
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.
Brooksmont 59 BROOKSMONT DR # 59, HOLLISTON, MA, 01..., Holliston, MA 01746
$724,900

2 beds

|

3 baths

|

2,360 sq ft

|

Condo

59 BROOKSMONT DR # 59, HOLLISTON, MA, 01...
Community: Brooksmont
Regency at Glen Ellen 13 HATTIE LN 13, MILLIS, MA, 02054, Millis, MA 02054
$920,000

2 beds

|

3 baths

|

2,627 sq ft

|

Condo

13 HATTIE LN 13, MILLIS, MA, 02054
The Villages at Walker Meadow 5 WESSONVILLE VILLAGE WAY 5, WESTBOROUGH..., Westborough, MA 01581
$739,000

2 beds

|

3 baths

|

2,090 sq ft

|

Condo

5 WESSONVILLE VILLAGE WAY 5, WESTBOROUGH...
Del Webb Chauncy Lake 1102 PETERS FARM WAY # 1102, WESTBOROUGH..., Westborough, MA 01581
$419,900

1 beds

|

1 baths

|

956 sq ft

|

Condo

1102 PETERS FARM WAY # 1102, WESTBOROUGH...
Del Webb Chauncy Lake 5 PETERS FARM WAY 103, WESTBOROUGH, MA, ..., Westborough, MA 01581
$440,485

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 103, WESTBOROUGH, MA, ...
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Willis Brook at Lynnfield 15 FAIRWAY LN 55, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,819,000

2 beds

|

3 baths

|

2,442 sq ft

|

Condo

15 FAIRWAY LN 55, LYNNFIELD, MA, 01940
South Pond Village 162 THISTLE POND DR 162, BLOOMFIELD, CT,..., Bloomfield, CT 06002
$395,000

2 beds

|

2 baths

|

1,341 sq ft

|

Condo

162 THISTLE POND DR 162, BLOOMFIELD, CT,...
Community: South Pond Village
Riverside Woods 4 FRANCIS DR 312, ANDOVER, MA, 01810, Andover, MA 01810
$619,900

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

4 FRANCIS DR 312, ANDOVER, MA, 01810
Community: Riverside Woods
Harmony Place 20 FIDELITY DR # 10, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

20 FIDELITY DR # 10, RUTLAND, MA, 01543
Community: Harmony Place
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.
Regency at Assabet Ridge 28 BOWOOD LN # 28, MARLBOROUGH, MA, 0175..., Marlborough, MA 01752
$759,900

3 beds

|

3 baths

|

2,205 sq ft

|

Condo

28 BOWOOD LN # 28, MARLBOROUGH, MA, 0175...
Want to learn more about 55+ rental communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Harmony Place 18 FIDELITY DR # 9, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

18 FIDELITY DR # 9, RUTLAND, MA, 01543
Community: Harmony Place
Martins Landing 250 MARTINS LNDG APT 402, NORTH READING,..., North Reading, MA 01864
$494,900

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

250 MARTINS LNDG APT 402, NORTH READING,...
Community: Martins Landing
Harmony Place 10 FIDELITY DR # 5, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

10 FIDELITY DR # 5, RUTLAND, MA, 01543
Community: Harmony Place
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Del Webb Chauncy Lake 2 CODMAN WAY 408, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$589,999

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

2 CODMAN WAY 408, WESTBOROUGH, MA, 01581
Del Webb Chauncy Lake 5 PETERS FARM WAY 5205, WESTBOROUGH, MA,..., Westborough, MA 01581
$576,025

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY 5205, WESTBOROUGH, MA,...

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