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Webster, MA 55+ active adult communities & homes for sale - Page 2

111 homes 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
Martins Landing
$400ks - $700ks
Martins Landing, North Reading, MA
New Construction | 55+ age-restricted | Built 2018 - present | 450 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
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
The Village at Orchard Me...
$400ks - $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
Preserve at Emerald Pines
$700ks - $900ks
Preserve at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes
Reading Woods
$400ks - $600ks
Reading Woods, Reading, MA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 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.
Millwood Preserve
$700ks - $800ks
Millwood Preserve, Framingham, MA
New Construction | 55+ age-restricted | Built 2020 - present | 129 homes
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
Woodstone Crossing
$300ks - $400ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
North Meadow Village
$500ks - $800ks
North Meadow Village, Middleton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 42 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Riverside Woods
$400ks - $600ks
Riverside Woods, Andover, MA
Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 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.
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 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
Regency at Glen Ellen
$700ks - $900ks
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 homes
Garrison Place
$900ks - $1Ms
Garrison Place, Carlisle, MA
Resale Only | 55+ age-restricted | Built 2018 - 2019 | 16 homes
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 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
Regency at Emerald Pines
$600ks - $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Quail Ridge
$600ks - $700ks
Quail Ridge, Acton, MA
Resale Only | 55+ age-restricted | Built 2015 - present | 153 homes
Adams Farm
$700ks - $800ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 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
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
5 rating (3 reviews) Founders Ridge
$300ks - $400ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
English Commons at Topsfi...
$800ks - $900ks
English Commons at Topsfi..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2010 - 2014 | 49 homes
Stone Castle Estates
$200ks - $600ks
Stone Castle Estates, Methuen, MA
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes
Newington Ridge Preserve
$300ks - $400ks
Newington Ridge Preserve, Newington, CT
New Construction | 55+ age-restricted | Built 2014 - present | 16 homes
The Cliffs at Evergreen
$700ks - $600ks
The Cliffs at Evergreen, Auburn, NH
New Construction | 55+ age-restricted | Built 2022 - present | 79 homes
Autumn Fields
$200ks - $300ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
RiverWalk
$500ks - $600ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
Bramble Ridge
$300ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 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.
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Del Webb Chauncy Lake 5 PETERS FARM WAY 405, WESTBOROUGH, MA, ..., Westborough, MA 01581
$624,995

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY 405, WESTBOROUGH, MA, ...
Martins Landing 220 MARTINS LNDG 107, NORTH READING, MA,..., North Reading, MA 01864
$639,900

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

220 MARTINS LNDG 107, NORTH READING, MA,...
Community: Martins Landing
Woodstone Crossing 130 TROTTER RD 1212, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$440,000

1 beds

|

1 baths

|

1,020 sq ft

|

Condo

130 TROTTER RD 1212, WEYMOUTH, MA, 02190
Community: Woodstone Crossing
The Village at Westminster Place 4 KING PHILIP TRL 601, HOLDEN, MA, 01520, Holden, MA 01520
$519,900

2 beds

|

2 baths

|

1,435 sq ft

|

Condo

4 KING PHILIP TRL 601, HOLDEN, MA, 01520
Del Webb Chauncy Lake 5 PETERS FARM WAY 407, WESTBOROUGH, MA, ..., Westborough, MA 01581
$799,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 407, WESTBOROUGH, MA, ...
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Del Webb Chauncy Lake 11 PETERS FARM WAY 409, WESTBOROUGH, MA,..., Westborough, MA 01581
$499,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

11 PETERS FARM WAY 409, WESTBOROUGH, MA,...
Brierly Pond Village 6 ASHTON LN 6, MILLBURY, MA, 01527, Millbury, MA 01527
$524,900

2 beds

|

4 baths

|

2,256 sq ft

|

Condo

6 ASHTON LN 6, MILLBURY, MA, 01527
Regency at Glen Ellen 65 GLEN ELLEN BLVD 65, MILLIS, MA, 02054, Millis, MA 02054
$885,000

2 beds

|

3 baths

|

2,408 sq ft

|

Condo

65 GLEN ELLEN BLVD 65, MILLIS, MA, 02054
Whitestone Village 1305 ALYSSA DR 1305, GROVELAND, MA, 0183..., Groveland, MA 01834
$549,900

2 beds

|

3 baths

|

1,829 sq ft

|

Condo

1305 ALYSSA DR 1305, GROVELAND, MA, 0183...
Community: Whitestone Village
Garrison Place 16 GARRISON WAY 16, CARLISLE, MA, 01741, Carlisle, MA 01741
$1,250,000

2 beds

|

4 baths

|

3,230 sq ft

|

House

16 GARRISON WAY 16, CARLISLE, MA, 01741
Community: Garrison 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.
Millwood Preserve 11 BAITING BROOK RD 11, FRAMINGHAM, MA, ..., Framingham, MA 01701
$1,275,000

2 beds

|

3 baths

|

2,559 sq ft

|

Condo

11 BAITING BROOK RD 11, FRAMINGHAM, MA, ...
Community: Millwood Preserve
Bigelow Farm 29 LYDIAS WAY 29, NORTHBOROUGH, MA, 0153..., Northborough, MA 01532
$875,000

2 beds

|

3 baths

|

2,656 sq ft

|

Condo

29 LYDIAS WAY 29, NORTHBOROUGH, MA, 0153...
Community: Bigelow Farm
Del Webb Chauncy Lake 1 CODMAN WAY 312, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$624,900

2 beds

|

2 baths

|

1,510 sq ft

|

Condo

1 CODMAN WAY 312, WESTBOROUGH, MA, 01581
Regency at Methuen 67 SHERWOOD DR 67, METHUEN, MA, 01844, Methuen, MA 01844
$799,900

3 beds

|

3 baths

|

2,488 sq ft

|

Condo

67 SHERWOOD DR 67, METHUEN, MA, 01844
Community: Regency at Methuen
30 Coppersmith 30 COPPERSMITH WAY 408, CANTON, MA, 0202..., Canton, MA 02021
$682,435

2 beds

|

2 baths

|

1,425 sq ft

|

Condo

30 COPPERSMITH WAY 408, CANTON, MA, 0202...
Community: 30 Coppersmith
WestRidge 15 HASTINGS RD 15, HUDSON, MA, 01749, Hudson, MA 01749
$650,000

2 beds

|

3 baths

|

1,934 sq ft

|

Condo

15 HASTINGS RD 15, HUDSON, MA, 01749
Community: WestRidge
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Del Webb Chauncy Lake 5 PETERS FARM WAY 304, WESTBOROUGH, MA, ..., Westborough, MA 01581
$454,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 304, WESTBOROUGH, MA, ...
Angell Brook Village 14 ANGELL BROOK DR 14, WEST BOYLSTON, MA..., West Boylston, MA 01583
$619,900

3 beds

|

3 baths

|

1,962 sq ft

|

Condo

14 ANGELL BROOK DR 14, WEST BOYLSTON, MA...
The Gardens of Wilbraham 56 CHERRY DR 56, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$419,000

2 beds

|

2 baths

|

1,213 sq ft

|

Condo

56 CHERRY DR 56, WILBRAHAM, MA, 01095
Martins Landing 300 MARTINS LNDG 103, NORTH READING, MA,..., North Reading, MA 01864
$519,000

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

300 MARTINS LNDG 103, NORTH READING, MA,...
Community: Martins Landing
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.
Martins Landing 320 MARTINS LNDG 311, NORTH READING, MA,..., North Reading, MA 01864
$614,995

1 beds

|

1 baths

|

1,115 sq ft

|

Condo

320 MARTINS LNDG 311, NORTH READING, MA,...
Community: Martins Landing
South Pond Village 20 REED CT 20, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002
$245,000

2 beds

|

2 baths

|

1,202 sq ft

|

Condo

20 REED CT 20, BLOOMFIELD, CT, 06002
Community: South Pond Village
30 Coppersmith 30 COPPERSMITH WAY 304, CANTON, MA, 0202..., Canton, MA 02021
$566,495

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

30 COPPERSMITH WAY 304, CANTON, MA, 0202...
Community: 30 Coppersmith
30 Coppersmith 30 COPPERSMITH WAY 507, CANTON, MA, 0202..., Canton, MA 02021
$828,325

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY 507, CANTON, MA, 0202...
Community: 30 Coppersmith
Reading Woods 23 AUGUSTUS CT 4003, READING, MA, 01867, Reading, MA 01867
$809,900

2 beds

|

2 baths

|

1,510 sq ft

|

Condo

23 AUGUSTUS CT 4003, READING, MA, 01867
Community: Reading Woods
Orchard Hill 19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$609,900

2 beds

|

3 baths

|

2,183 sq ft

|

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...
Community: Orchard Hill
Del Webb Chauncy Lake 5 PETERS FARM WAY 7112, WESTBOROUGH, MA,..., Westborough, MA 01581
$464,995

1 beds

|

1 baths

|

1,058 sq ft

|

Condo

5 PETERS FARM WAY 7112, WESTBOROUGH, MA,...
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Martins Landing 320 MARTINS LNDG 512, NORTH READING, MA,..., North Reading, MA 01864
$924,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 512, NORTH READING, MA,...
Community: Martins Landing
The Trails 7 WATERVILLE LN 7, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$1,009,000

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

7 WATERVILLE LN 7, HOPKINTON, MA, 01748
Community: The Trails
Del Webb Chauncy Lake 4204 PETERS FARM WAY 204, WESTBOROUGH, M..., Westborough, MA 01581
$450,000

2 beds

|

1 baths

|

956 sq ft

|

Condo

4204 PETERS FARM WAY 204, 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.
Martins Landing 220 MARTINS LNDG 104, NORTH READING, MA,..., North Reading, MA 01864
$445,000

1 beds

|

1 baths

|

955 sq ft

|

Condo

220 MARTINS LNDG 104, NORTH READING, MA,...
Community: Martins Landing
The Villages at Walker Meadow 3 QUAKER WAY 40, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$619,900

2 beds

|

2 baths

|

1,876 sq ft

|

Condo

3 QUAKER WAY 40, WESTBOROUGH, MA, 01581
Beckley Farms 13 CONCORD DR 13, BERLIN, CT, 06037, Berlin, CT 06037
$599,900

3 beds

|

3 baths

|

2,030 sq ft

|

Condo

13 CONCORD DR 13, BERLIN, CT, 06037
Community: Beckley Farms
Northwoods at Sudbury 20 NORTHWOOD DR 303, SUDBURY, MA, 01776, Sudbury, MA 01776
$699,750

1 beds

|

2 baths

|

1,616 sq ft

|

Condo

20 NORTHWOOD DR 303, SUDBURY, MA, 01776
Del Webb Chauncy Lake 4 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581
$569,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ...
North Meadow Village 10 WHITE CEDAR DR 10, MIDDLETON, MA, 019..., Middleton, MA 01949
$944,888

3 beds

|

3 baths

|

2,691 sq ft

|

Condo

10 WHITE CEDAR DR 10, MIDDLETON, MA, 019...
South Pond Village 78 SILO WAY 78, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002
$289,900

3 beds

|

3 baths

|

1,639 sq ft

|

Condo

78 SILO WAY 78, BLOOMFIELD, CT, 06002
Community: South Pond Village
Del Webb Chauncy Lake 4403 PETERS FARM WAY 4403, WESTBOROUGH, ..., Westborough, MA 01581
$415,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

4403 PETERS FARM WAY 4403, WESTBOROUGH, ...
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Del Webb Chauncy Lake 12308 PETERS FARM WAY 308, WESTBOROUGH, ..., Westborough, MA 01581
$549,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

12308 PETERS FARM WAY 308, WESTBOROUGH, ...
Orchard Hill 9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$625,000

3 beds

|

3 baths

|

2,793 sq ft

|

Condo

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill
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.
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