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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
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
Riverside Woods
$400ks - $600ks
Riverside Woods, Andover, MA
Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
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
Willis Brook at Lynnfield
$1Ms
Willis Brook at Lynnfield, Lynnfield, MA
New Construction | 55+ age-restricted | Built 2026 - present | 100 homes
Preserve at Emerald Pines
$800ks
Preserve at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 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.
Reading Woods
$400ks - $600ks
Reading Woods, Reading, MA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes
30 Coppersmith
$700ks
30 Coppersmith, Canton, MA
New Construction | 55+ age-restricted | Built 2025 - present | 63 homes
Regency at Emerald Pines
$600ks - $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Millwood Preserve
$700ks - $800ks
Millwood Preserve, Framingham, MA
New Construction | 55+ age-restricted | Built 2020 - present | 129 homes
Wyman Farms
$500ks - $900ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
Northwoods at Sudbury
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 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 Villages at Walker Me...
$600ks - $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 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
Red Mill Village
$400ks - $600ks
Red Mill Village, Norton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes
The Village at Auburnvill...
$300ks - $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes
Beckley Farms
$300ks - $400ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Evergreen
$400ks - $500ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 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.
Souhegan River View Villa...
$400ks - $500ks
Souhegan River View Villa..., Merrimack, NH
Resale Only | 55+ age-restricted | Built 2001 - 2006 | 51 homes
Del Ray Place
$700ks - $800ks
Del Ray Place, Windham, NH
New Construction | 55+ age-restricted | Built 2019 - present | 26 homes
Village at Oakwood
$600ks - $700ks
Village at Oakwood, Derry, NH
Resale Only | 55+ age-restricted | Built 2019 - 2021 | 30 homes
Silver Lake Estates
$700ks - $800ks
Silver Lake Estates, Hollis, NH
Resale Only | 55+ age-restricted | Built 2019 - 2022 | 52 homes
Annandale on The River
$500ks - $600ks
Annandale on The River, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2009 - 2011 | 57 homes
5 rating (1 reviews) Ray Farm
$600ks - $700ks
Ray Farm, Exeter, NH
Resale Only | 55+ age-restricted | Built 2018 - 2023 | 116 homes
The Club at Meadowbrook
$300ks
The Club at Meadowbrook, Salem, NH
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 117 homes
Mission Pointe
$500ks
Mission Pointe, Hudson, NH
Resale Only | 62+ age-restricted | Built 2006 - 2011 | 58 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
The Village at Hollis Dep...
$300ks
The Village at Hollis Dep..., Hollis, NH
Resale Only | 55+ age-restricted | Built 2003 - 2003 | 60 homes
Blackstone Reserve
$600ks
Blackstone Reserve, Raymond, NH
Resale Only | 55+ age-restricted | Built 2018 - 2022 | 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.
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New Del Webb Chauncy Lake 5 PETERS FARM WAY 7107, WESTBOROUGH, MA,..., Westborough, MA 01581
$649,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 7107, WESTBOROUGH, MA,...
New Willis Brook at Lynnfield 7 FAIRWAY LN 59, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,624,000

2 beds

|

3 baths

|

2,442 sq ft

|

Condo

7 FAIRWAY LN 59, LYNNFIELD, MA, 01940
New 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,...
New Reading Woods 57 AUGUSTUS CT 1010, READING, MA, 01867, Reading, MA 01867
$549,900

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

57 AUGUSTUS CT 1010, READING, MA, 01867
Community: Reading Woods
New Del Webb Chauncy Lake 6 PETERS FARM WAY 411, WESTBOROUGH, MA, ..., Westborough, MA 01581
$567,000

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

6 PETERS FARM WAY 411, 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 407, NORTH READING, MA,..., North Reading, MA 01864
$859,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 407, NORTH READING, MA,...
Community: Martins Landing
Martins Landing 320 MARTINS LNDG 512, NORTH READING, MA,..., North Reading, MA 01864
$989,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 512, NORTH READING, MA,...
Community: Martins Landing
Reading Woods 36 AUGUSTUS CT 2012, READING, MA, 01867, Reading, MA 01867
$515,000

1 beds

|

1 baths

|

1,020 sq ft

|

Condo

36 AUGUSTUS CT 2012, READING, MA, 01867
Community: Reading Woods
The Trails 7 WATERVILLE LN 7, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$989,000

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
$475,000

1 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.
Del Webb Chauncy Lake 5 PETERS FARM WAY 5205, WESTBOROUGH, MA,..., Westborough, MA 01581
$549,995

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

5 PETERS FARM WAY 5205, WESTBOROUGH, MA,...
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
Riverside Woods 1 FRANCIS DR 309, ANDOVER, MA, 01810, Andover, MA 01810
$589,900

2 beds

|

2 baths

|

1,330 sq ft

|

Condo

1 FRANCIS DR 309, ANDOVER, MA, 01810
Community: Riverside Woods
Del Webb Chauncy Lake 5 PETERS FARM WAY 307, WESTBOROUGH, MA, ..., Westborough, MA 01581
$709,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 307, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 1207 CODMAN WAY 1207, WESTBOROUGH, MA, 0..., Westborough, MA 01581
$629,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

1207 CODMAN WAY 1207, WESTBOROUGH, MA, 0...
Pennington Crossing 1108 PENNINGTON DR 1108, WALPOLE, MA, 02..., Walpole, MA 02081
$549,900

1 beds

|

1 baths

|

1,015 sq ft

|

Condo

1108 PENNINGTON DR 1108, WALPOLE, MA, 02...
Community: Pennington Crossing
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Regency at Emerald Pines 23 SEQUOIA DR 23, METHUEN, MA, 01844, Methuen, MA 01844
$975,000

3 beds

|

3 baths

|

3,111 sq ft

|

Condo

23 SEQUOIA DR 23, METHUEN, MA, 01844
Riverside Woods 2 FRANCIS DR 101, ANDOVER, MA, 01810, Andover, MA 01810
$599,000

2 beds

|

2 baths

|

1,485 sq ft

|

Condo

2 FRANCIS DR 101, ANDOVER, MA, 01810
Community: Riverside Woods
Red Mill Village 28 WILLIAMS RD 28, NORTON, MA, 02766, Norton, MA 02766
$775,000

2 beds

|

3 baths

|

2,160 sq ft

|

Condo

28 WILLIAMS RD 28, NORTON, MA, 02766
Community: Red Mill Village
Riverside Woods 2 FRANCIS DR 107, ANDOVER, MA, 01810, Andover, MA 01810
$599,900

2 beds

|

2 baths

|

1,485 sq ft

|

Condo

2 FRANCIS DR 107, ANDOVER, MA, 01810
Community: Riverside Woods
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 Villages at Walker Meadow 3 QUAKER WAY 40, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$629,900

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
$624,900

3 beds

|

3 baths

|

2,030 sq ft

|

Condo

13 CONCORD DR 13, BERLIN, CT, 06037
Community: Beckley Farms
The Village at Auburnville 877 AUBURNVILLE WAY J4, WHITMAN, MA, 023..., Whitman, MA 02382
$565,000

2 beds

|

3 baths

|

2,090 sq ft

|

Condo

877 AUBURNVILLE WAY J4, WHITMAN, MA, 023...
Willis Brook at Lynnfield 5 QUIGLEY CIR 47, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,819,000

2 beds

|

3 baths

|

2,442 sq ft

|

Condo

5 QUIGLEY CIR 47, LYNNFIELD, MA, 01940
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
$589,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ...
Martins Landing 260 MARTINS LNDG 412, NORTH READING, MA,..., North Reading, MA 01864
$749,000

2 beds

|

2 baths

|

1,485 sq ft

|

Condo

260 MARTINS LNDG 412, NORTH READING, MA,...
Community: Martins Landing
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
North Meadow Village 10 WHITE CEDAR DR 10, MIDDLETON, MA, 019..., Middleton, MA 01949
$984,900

3 beds

|

3 baths

|

2,691 sq ft

|

Condo

10 WHITE CEDAR DR 10, MIDDLETON, MA, 019...
Millwood Preserve 11 BAITING BROOK RD 11, FRAMINGHAM, MA, ..., Framingham, MA 01701
$1,275,000

3 beds

|

3 baths

|

2,559 sq ft

|

Condo

11 BAITING BROOK RD 11, FRAMINGHAM, MA, ...
Community: Millwood Preserve
Pennington Crossing 2301 PENNINGTON DR 2301, WALPOLE, MA, 02..., Walpole, MA 02081
$715,000

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

2301 PENNINGTON DR 2301, WALPOLE, MA, 02...
Community: Pennington Crossing
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.
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
Wyman Farms 935 MAIN ST 23, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545
$918,000

2 beds

|

3 baths

|

2,435 sq ft

|

Condo

935 MAIN ST 23, SHREWSBURY, MA, 01545
Community: Wyman Farms
Martins Landing 320 MARTINS LNDG 207, NORTH READING, MA,..., North Reading, MA 01864
$774,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 207, NORTH READING, MA,...
Community: Martins Landing
Martins Landing 220 MARTINS LNDG 309, NORTH READING, MA,..., North Reading, MA 01864
$640,000

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

220 MARTINS LNDG 309, NORTH READING, MA,...
Community: Martins Landing
The Village at Auburnville 877 AUBURNVILLE WAY M2, WHITMAN, MA, 023..., Whitman, MA 02382
$524,900

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

877 AUBURNVILLE WAY M2, WHITMAN, MA, 023...
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, ...
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, ...
Martins Landing 220 MARTINS LNDG 403, NORTH READING, MA,..., North Reading, MA 01864
$529,900

1 beds

|

1 baths

|

965 sq ft

|

Condo

220 MARTINS LNDG 403, NORTH READING, MA,...
Community: Martins Landing
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Martins Landing 280 MARTINS 306, NORTH READING, MA, 0186..., North Reading, MA 01864
$794,999

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

280 MARTINS 306, NORTH READING, MA, 0186...
Community: Martins Landing
Orchard Hill 9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$645,000

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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