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

144 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
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
The Village at Orchard Me...
$400ks - $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 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
Preserve at Emerald Pines
$800ks - $900ks
Preserve at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 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
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.
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
Regency at Emerald Pines
$600ks - $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
Reading Woods
$400ks - $600ks
Reading Woods, Reading, MA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 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
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
North Meadow Village
$500ks - $800ks
North Meadow Village, Middleton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 42 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.
Woodstone Crossing
$300ks - $400ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes
The Village at Auburnvill...
$300ks - $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 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
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 homes
Millwood Preserve
$700ks - $800ks
Millwood Preserve, Framingham, MA
New Construction | 55+ age-restricted | Built 2020 - present | 129 homes
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
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Questions? Call us: (508) 504-9971
Quail Ridge
$600ks - $700ks
Quail Ridge, Acton, MA
Resale Only | 55+ age-restricted | Built 2015 - present | 153 homes
Willis Brook at Lynnfield
$1Ms
Willis Brook at Lynnfield, Lynnfield, MA
New Construction | 55+ age-restricted | Built 2026 - present | 100 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
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 Village at Shepley Hi...
$900ks
The Village at Shepley Hi..., Groton, MA
New and Resale | 55+ age-restricted | Built 2023 - present | 26 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
Braemoor Commons
$300ks - $400ks
Braemoor Commons, Salem, NH
Resale Only | 55+ age-restricted | Built 2014 - 2015 | 44 homes
Cohas Landing
$300ks
Cohas Landing, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1991 - 1997 | 44 homes
Stage Crossing
$400ks - $500ks
Stage Crossing, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 76 homes
Runnells Landing
$300ks
Runnells Landing, Hollis, NH
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 45 homes
Gilcreast Farms
$300ks
Gilcreast Farms, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 47 homes
Summerfield of Amherst
$600ks
Summerfield of Amherst, Amherst, NH
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 77 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Cross Farm
$700ks - $800ks
Cross Farm, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2018 - 2024 | 189 homes
Cahill Place
$200ks
Cahill Place, Milford, NH
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 49 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.
123...4
New Bartlett Hill 19 PLUMROSE CT 19, PORTLAND, CT, 06480, Portland, CT 06480
$500,000

2 beds

|

3 baths

|

1,503 sq ft

19 PLUMROSE CT 19, PORTLAND, CT, 06480
Community: Bartlett Hill
New The Preserve at Hunters Hill 72 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$799,900

2 beds

|

2 baths

|

1,600 sq ft

|

House

72 CLUBHOUSE DR, DIGHTON, MA, 02715
New Quail Ridge 20 PARKLAND LN 20, ACTON, MA, 01720, Acton, MA 01720
$925,000

2 beds

|

2 baths

|

2,149 sq ft

|

Condo

20 PARKLAND LN 20, ACTON, MA, 01720
Community: Quail Ridge
New The Preserve at Hunters Hill 127 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$756,275

2 beds

|

2 baths

|

1,815 sq ft

|

House

127 CLUBHOUSE DR, DIGHTON, MA, 02715
New Riverside Woods 1 FRANCIS DR 405, ANDOVER, MA, 01810, Andover, MA 01810
$529,900

2 beds

|

2 baths

|

1,135 sq ft

|

Condo

1 FRANCIS DR 405, ANDOVER, MA, 01810
Community: Riverside Woods
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
New Martins Landing 320 MARTINS LNDG 509, NORTH READING, MA,..., North Reading, MA 01864
$824,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 509, NORTH READING, MA,...
Community: Martins Landing
New Martins Landing 320 MARTINS LNDG 307, NORTH READING, MA,..., North Reading, MA 01864
$774,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 307, NORTH READING, MA,...
Community: Martins Landing
New The Gardens of Wilbraham 79 CHERRY DR 79, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$435,000

2 beds

|

2 baths

|

1,376 sq ft

|

Condo

79 CHERRY DR 79, WILBRAHAM, MA, 01095
New The Village at Orchard Meadows 79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA..., Shrewsbury, MA 01545
$534,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA...
WestRidge 68 HASTINGS RD 68, HUDSON, MA, 01749, Hudson, MA 01749
$850,000

3 beds

|

3 baths

|

2,264 sq ft

|

Condo

68 HASTINGS RD 68, HUDSON, MA, 01749
Community: WestRidge
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.
Pennington Crossing 4402 PENNINGTON DR 4402, WALPOLE, MA, 02..., Walpole, MA 02081
$799,900

2 beds

|

2 baths

|

1,339 sq ft

|

Condo

4402 PENNINGTON DR 4402, WALPOLE, MA, 02...
Community: Pennington Crossing
The Trails 21 BIRKDALE LN 21, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$1,149,000

2 beds

|

4 baths

|

3,610 sq ft

|

Condo

21 BIRKDALE LN 21, HOPKINTON, MA, 01748
Community: The Trails
Martins Landing 280 MARTINS LNDG 104, NORTH READING, MA,..., North Reading, MA 01864
$559,900

1 beds

|

1 baths

|

972 sq ft

|

Condo

280 MARTINS LNDG 104, NORTH READING, MA,...
Community: Martins Landing
Northwoods at Sudbury 10 NORTHWOOD DR 301, SUDBURY, MA, 01776, Sudbury, MA 01776
$649,000

1 beds

|

2 baths

|

1,668 sq ft

|

Condo

10 NORTHWOOD DR 301, SUDBURY, MA, 01776
Riverside Woods 6 OVERLOOK DR 305, ANDOVER, MA, 01810, Andover, MA 01810
$679,900

2 beds

|

2 baths

|

1,720 sq ft

|

Condo

6 OVERLOOK DR 305, ANDOVER, MA, 01810
Community: Riverside Woods
Willis Brook at Lynnfield 1 FAIRWAY LN 62, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,700,000

2 beds

|

2 baths

|

1,913 sq ft

|

Condo

1 FAIRWAY LN 62, LYNNFIELD, MA, 01940
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Riverside Woods 6 OVERLOOK DR 204, ANDOVER, MA, 01810, Andover, MA 01810
$679,900

2 beds

|

2 baths

|

1,600 sq ft

|

Condo

6 OVERLOOK DR 204, ANDOVER, MA, 01810
Community: Riverside Woods
Regency at Methuen 67 SHERWOOD DR 67, METHUEN, MA, 01844, Methuen, MA 01844
$799,900

3 beds

|

3 baths

|

2,488 sq ft

|

House

67 SHERWOOD DR 67, METHUEN, MA, 01844
Community: Regency at Methuen
Brierly Pond Village 26 HORNE WAY 26, MILLBURY, MA, 01527, Millbury, MA 01527
$546,000

2 beds

|

3 baths

|

1,968 sq ft

|

Condo

26 HORNE WAY 26, MILLBURY, MA, 01527
Upton Ridge 56 SHANNON WAY 56, UPTON, MA, 01568, Upton, MA 01568
$724,900

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

56 SHANNON WAY 56, UPTON, MA, 01568
Community: Upton Ridge
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 Glen Ellen 20 GLEN ELLEN BLVD 20, MILLIS, MA, 02054, Millis, MA 02054
$1,275,000

4 beds

|

3 baths

|

2,892 sq ft

|

Condo

20 GLEN ELLEN BLVD 20, MILLIS, MA, 02054
Whitestone Village 1001 ALYSSA DR 1001, GROVELAND, MA, 0183..., Groveland, MA 01834
$569,000

2 beds

|

2 baths

|

1,306 sq ft

|

Condo

1001 ALYSSA DR 1001, GROVELAND, MA, 0183...
Community: Whitestone Village
Del Webb Chauncy Lake 5 PETERS FARM WAY 410, WESTBOROUGH, MA, ..., Westborough, MA 01581
$594,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 410, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 302, WESTBOROUGH, MA, ..., Westborough, MA 01581
$414,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 302, WESTBOROUGH, MA, ...
The Preserve at Hunters Hill 3059 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$649,999

3 beds

|

2 baths

|

1,524 sq ft

|

House

3059 CLUB HOUSE DR, DIGHTON, MA, 02715
Del Webb Chauncy Lake 6305 PETERS FARM WAY 6305, WESTBOROUGH, ..., Westborough, MA 01581
$474,999

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

6305 PETERS FARM WAY 6305, WESTBOROUGH, ...
The Gardens of Wilbraham 137 CHERRY DR 137, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$400,000

2 beds

|

2 baths

|

1,241 sq ft

|

Condo

137 CHERRY DR 137, WILBRAHAM, MA, 01095
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Orchard Hill 19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$597,500

2 beds

|

3 baths

|

2,183 sq ft

|

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...
Community: Orchard Hill
Brierly Pond Village 168 HORNE WAY 168, MILLBURY, MA, 01527, Millbury, MA 01527
$475,000

2 beds

|

3 baths

|

1,735 sq ft

|

Condo

168 HORNE WAY 168, MILLBURY, MA, 01527
Martins Landing 220 MARTINS LNDG 102, NORTH READING, MA,..., North Reading, MA 01867
$479,900

1 beds

|

1 baths

|

955 sq ft

|

Condo

220 MARTINS LNDG 102, 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.
Upton Ridge 204 SAND TRAP CT 204, NORTHBRIDGE, MA, 0..., Northbridge, MA 01534
$650,000

3 beds

|

3 baths

|

2,170 sq ft

|

Condo

204 SAND TRAP CT 204, NORTHBRIDGE, MA, 0...
Community: Upton Ridge
Preserve at Emerald Pines 4 PLOVER LN 4, METHUEN, MA, 01844, Methuen, MA 01844
$859,900

3 beds

|

3 baths

|

2,236 sq ft

|

Condo

4 PLOVER LN 4, METHUEN, MA, 01844
Del Webb Chauncy Lake 3202 PETERS FARM WAY 202, WESTBOROUGH, M..., Westborough, MA 01581
$440,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3202 PETERS FARM WAY 202, WESTBOROUGH, M...
The Village at Orchard Meadows 19 CORTLAND GROVE DR 19, SHREWSBURY, MA,..., Shrewsbury, MA 01545
$534,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

19 CORTLAND GROVE DR 19, SHREWSBURY, MA,...
Martins Landing 230 MARTINS LNDG 102, NORTH READING, MA,..., North Reading, MA 01864
$489,900

1 beds

|

1 baths

|

955 sq ft

|

Condo

230 MARTINS LNDG 102, NORTH READING, MA,...
Community: Martins Landing
The Trails 9 WATERVILLE LN 9, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$999,900

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

9 WATERVILLE LN 9, HOPKINTON, MA, 01748
Community: The Trails
Del Webb Chauncy Lake 5205 PETERS FARM WAY 7205, WESTBOROUGH, ..., Westborough, MA 01581
$499,995

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

5205 PETERS FARM WAY 7205, WESTBOROUGH, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 7104, WESTBOROUGH, MA,..., Westborough, MA 01581
$399,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 7104, WESTBOROUGH, MA,...
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Martins Landing 230 MARTIN'S LNDG 108, NORTH READING, MA..., North Reading, MA 01864
$490,000

1 beds

|

1 baths

|

1,020 sq ft

|

Condo

230 MARTIN'S LNDG 108, NORTH READING, MA...
Community: Martins Landing
Martins Landing 300 MARTINS LNDG 103, NORTH READING, MA,..., North Reading, MA 01864
$489,000

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.

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