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

141 communities near Webster

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Orchard Hill
$600Ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
Whitestone Village
$400Ks - $500Ks
Whitestone Village, Groveland, MA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 100 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
Hickory Woods
$400Ks - $700Ks
Hickory Woods, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2014 - 2016 | 98 homes
Ledgewood of Milford
$400Ks
Ledgewood of Milford, Milford, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 98 homes
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The Lanterns at Warren Wo...
$500Ks - $700Ks
The Lanterns at Warren Wo..., Ashland, MA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes
The Village at Auburnvill...
$300Ks - $400Ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes
The Seasons at Salisbury
$600Ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
The Villages at Crane Mea...
$400Ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 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.
Adams Farm
$800Ks - $900Ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 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.
RiverWalk at Bedford
$500Ks
RiverWalk at Bedford, Bedford, NH
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 90 homes
Stone Castle Estates
$700Ks
Stone Castle Estates, Methuen, MA
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes
Bartlett Hill
$500Ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
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The Cliffs at Evergreen
$700Ks - $600Ks
The Cliffs at Evergreen, Auburn, NH
New Construction | 55+ age-restricted | Built 2022 - present | 79 homes
Summerfield of Amherst
$600Ks
Summerfield of Amherst, Amherst, NH
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 77 homes
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Shaker Heights
$400Ks - $500Ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
Stage Crossing
$400Ks - $500Ks
Stage Crossing, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 76 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.
Parker Village
$400Ks
Parker Village, Merrimack, NH
Resale Only | 55+ age-restricted | Built 2003 - 2008 | 76 homes
Colliston Yard
$400Ks - $500Ks
Colliston Yard, Nashua, NH
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 75 homes
5 rating (3 reviews) Founders Ridge
$500Ks - $600Ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 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.
Southwinds
$600Ks - $700Ks
Southwinds, South Kingstown, RI
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 70 homes
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Bella Vista
$300Ks - $400Ks
Bella Vista, Glocester, RI
Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 homes
The Village at Hunt Glen
$300Ks
The Village at Hunt Glen, Granby, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes
Regency at Assabet Ridge
$500Ks - $600Ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
Sonoma Woods
$300Ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 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.
The Villages at Three Pon...
$500Ks - $700Ks
The Villages at Three Pon..., Brentwood, NH
Resale Only | 55+ age-restricted | Built 2019 - 2023 | 68 homes
Blackstone Reserve
$600Ks
Blackstone Reserve, Raymond, NH
Resale Only | 55+ age-restricted | Built 2018 - 2022 | 66 homes
Long Pond Woods
$500Ks - $600Ks
Long Pond Woods, Pelham, NH
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 66 homes
Brooksmont
$600Ks - $700Ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
Holliston Woods
$500Ks - $700Ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 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.
Forest Hills of Londonder...
$400Ks
Forest Hills of Londonder..., Londonderry, NH
Resale Only | 55+ age-restricted | Built 2001 - 2006 | 65 homes
Enclave at Hudson
$800Ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
30 Coppersmith
$400Ks - $800Ks
30 Coppersmith, Canton, MA
New Construction | 55+ age-restricted | Built 2025 - present | 63 homes
Hadleigh Woods
$300Ks
Hadleigh Woods, Windham, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 62 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 Hollis Dep...
$300Ks
The Village at Hollis Dep..., Hollis, NH
Resale Only | 55+ age-restricted | Built 2003 - 2003 | 60 homes
Want to learn more about 55+ rental communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Bay Ridge
$600Ks - $800Ks
Bay Ridge, Middletown, RI
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 60 homes
Westbrook Crossing
$400Ks - $500Ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes
RiverWalk
$500Ks - $600Ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Northside Meadows
$600Ks - $700Ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
Blue Heron Pond
$400Ks - $500Ks
Blue Heron Pond, Lancaster, MA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 58 homes
New Bartlett Hill 9 PEAR ORCHARD RD # 9, PORTLAND, CT, 064..., Portland, CT 06480
$525,000

2 beds

|

3 baths

|

1,404 sq ft

|

Condo

9 PEAR ORCHARD RD # 9, PORTLAND, CT, 064...
Community: Bartlett Hill
South Pond Village 81 SILO WAY # 81, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002
$274,900

2 beds

|

2 baths

|

1,204 sq ft

|

Condo

81 SILO WAY # 81, BLOOMFIELD, CT, 06002
Community: South Pond Village
Bidwell Village 94 STONEHOUSE RD UNIT 10, COVENTRY, CT, ..., Coventry, CT 06238
$425,000

3 beds

|

3 baths

|

1,717 sq ft

94 STONEHOUSE RD UNIT 10, COVENTRY, CT, ...
Community: Bidwell Village
Evergreen 34 WOODSBORO CIR # 34, CROMWELL, CT, 064..., Cromwell, CT 06416
$519,900

2 beds

|

2 baths

|

1,758 sq ft

|

Condo

34 WOODSBORO CIR # 34, CROMWELL, CT, 064...
Community: Evergreen
New 30 Coppersmith 30 COPPERSMITH WAY # 408, CANTON, MA, 02..., Canton, MA 02021
$622,995

2 beds

|

2 baths

|

1,425 sq ft

|

Condo

30 COPPERSMITH WAY # 408, CANTON, MA, 02...
Community: 30 Coppersmith
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
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Questions? Call us: (508) 504-9971
Del Webb Chauncy Lake 11101 PETERS FARM WAY # 101, WESTBOROUGH..., Westborough, MA 01581
$599,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

11101 PETERS FARM WAY # 101, WESTBOROUGH...
Millwood Preserve 9 HAWK LN # 28, FRAMINGHAM, MA, 01701, Framingham, MA 01701
$1,175,000

2 beds

|

3 baths

|

2,306 sq ft

|

Condo

9 HAWK LN # 28, FRAMINGHAM, MA, 01701
Community: Millwood Preserve
New 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
30 Coppersmith 30 COPPERSMITH WAY # 301, CANTON, MA, 02..., Canton, MA 02021
$733,995

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY # 301, CANTON, MA, 02...
Community: 30 Coppersmith
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.
New 30 Coppersmith 30 COPPERSMITH WAY # 207, CANTON, MA, 02..., Canton, MA 02021
$692,995

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY # 207, CANTON, MA, 02...
Community: 30 Coppersmith
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.
30 Coppersmith 30 COPPERSMITH WAY # 103, CANTON, MA, 02..., Canton, MA 02021
$496,550

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

30 COPPERSMITH WAY # 103, CANTON, MA, 02...
Community: 30 Coppersmith
New Del Webb Chauncy Lake 4 PETERS FARM WAY # 203, WESTBOROUGH, MA..., Westborough, MA 01581
$470,000

1 beds

|

1 baths

|

945 sq ft

|

Condo

4 PETERS FARM WAY # 203, WESTBOROUGH, MA...
New 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
Harmony Place 12 FIDELITY DR # 6, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

12 FIDELITY DR # 6, RUTLAND, MA, 01543
Community: Harmony Place
New Harmony Place 210 FIDELITY DR 84, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

210 FIDELITY DR 84, RUTLAND, MA, 01543
Community: Harmony Place
Want to learn more about 55+ rental communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Martins Landing 320 MARTINS LNDG APT 210, NORTH READING,..., North Reading, MA 01864
$594,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

320 MARTINS LNDG APT 210, NORTH READING,...
Community: Martins Landing
Martins Landing 320 MARTINS LNDG 410, NORTH READING, MA,..., North Reading, MA 01864
$734,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 410, 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 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
New Martins Landing 320 MARTINS LNDG 401, NORTH READING, MA,..., North Reading, MA 01864
$849,999

2 beds

|

2 baths

|

1,586 sq ft

|

Condo

320 MARTINS LNDG 401, NORTH READING, MA,...
Community: Martins Landing
The Villages at Crane Meadow 11 WHISPERING BROOK RD # 55, MARLBOROUGH..., Marlborough, MA 01752
$569,900

2 beds

|

3 baths

|

1,830 sq ft

|

Condo

11 WHISPERING BROOK RD # 55, MARLBOROUGH...
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.
New Del Webb Chauncy Lake 5 PETERS FARM WAY # 207, WESTBOROUGH, MA..., Westborough, MA 01581
$706,855

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY # 207, WESTBOROUGH, MA...
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
New Del Webb Chauncy Lake 5 PETERS FARM WAY # 5205, WESTBOROUGH, M..., Westborough, MA 01581
$603,795

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY # 5205, WESTBOROUGH, M...
New Del Webb Chauncy Lake 5 PETERS FARM WAY # 101, WESTBOROUGH, MA..., Westborough, MA 01581
$680,285

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

5 PETERS FARM WAY # 101, WESTBOROUGH, MA...
The Trails 71 WESTON LN # 71, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$1,025,000

2 beds

|

4 baths

|

3,258 sq ft

|

Condo

71 WESTON LN # 71, HOPKINTON, MA, 01748
Community: The Trails
The Trails 30 WATERVILLE LN # 30, HOPKINTON, MA, 01..., Hopkinton, MA 01748
$1,199,000

2 beds

|

3 baths

|

2,510 sq ft

|

Condo

30 WATERVILLE LN # 30, HOPKINTON, MA, 01...
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.
New Martins Landing 320 MARTINS LANDING WAY 102, NORTH READI..., North Reading, MA 01864
$499,999

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

320 MARTINS LANDING WAY 102, NORTH READI...
Community: Martins Landing
New Martins Landing 320 MARTINS LNDG APT 209, NORTH READING,..., North Reading, MA 01864
$589,995

1 beds

|

1 baths

|

1,115 sq ft

|

Condo

320 MARTINS LNDG APT 209, NORTH READING,...
Community: Martins Landing
The Preserve at Hunters Hill 3051 CLUBHOUSE DR 78, DIGHTON, MA, 02715, Dighton, MA 02715
$829,225

2 beds

|

2 baths

|

2,266 sq ft

|

House

3051 CLUBHOUSE DR 78, DIGHTON, MA, 02715
The Villages at Walker Meadow 9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$700,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581
Riverside Woods 4 FRANCIS DR 207, ANDOVER, MA, 01810, Andover, MA 01810
$620,000

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

4 FRANCIS DR 207, ANDOVER, MA, 01810
Community: Riverside Woods
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.
30 Coppersmith 50 COPPERSMITH WAY UNIT 211, CANTON, MA,..., Canton, MA 02021
$899,000

2 beds

|

2 baths

|

1,831 sq ft

|

Condo

50 COPPERSMITH WAY UNIT 211, CANTON, MA,...
Community: 30 Coppersmith
Regency at Glen Ellen 18 LANSING WAY # 18, MILLIS, MA, 02054, Millis, MA 02054
$799,000

2 beds

|

3 baths

|

2,306 sq ft

|

Condo

18 LANSING WAY # 18, MILLIS, MA, 02054
Whitestone Village 603 ALYSSA DR # 603, GROVELAND, MA, 0183..., Groveland, MA 01834
$549,900

2 beds

|

3 baths

|

2,426 sq ft

|

Condo

603 ALYSSA DR # 603, GROVELAND, MA, 0183...
Community: Whitestone Village
Millwood Preserve 18 EAGLE LN # 21, FRAMINGHAM, MA, 01701, Framingham, MA 01701
$1,249,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

18 EAGLE LN # 21, FRAMINGHAM, MA, 01701
Community: Millwood Preserve
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 Preserve at Hunters Hill 3057 CLUB HOUSE DR MODEL, DIGHTON, MA, 0..., Dighton, MA 02715
$739,900

2 beds

|

2 baths

|

2,044 sq ft

|

House

3057 CLUB HOUSE DR MODEL, DIGHTON, MA, 0...
Want to learn more about 55+ rental communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Quail Ridge 159 SKYLINE DR # 159, ACTON, MA, 01720, Acton, MA 01720
$910,000

2 beds

|

3 baths

|

2,244 sq ft

|

Condo

159 SKYLINE DR # 159, ACTON, MA, 01720
Community: Quail Ridge
The Preserve at Hunters Hill 3035 CLUBHOUSE DR 2, DIGHTON, MA, 02715, Dighton, MA 02715
$749,900

2 beds

|

2 baths

|

1,928 sq ft

|

House

3035 CLUBHOUSE DR 2, DIGHTON, MA, 02715
The Preserve at Hunters Hill 3035 CLUBHOUSE DR 1, DIGHTON, MA, 02715, Dighton, MA 02715
$709,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

3035 CLUBHOUSE DR 1, DIGHTON, MA, 02715
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
The Preserve at Hunters Hill 3035 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$709,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

3035 CLUBHOUSE DR, DIGHTON, MA, 02715
The Preserve at Hunters Hill 3035 CLUBHOUSE DR 3, DIGHTON, MA, 02715, Dighton, MA 02715
$749,900

2 beds

|

2 baths

|

1,928 sq ft

|

House

3035 CLUBHOUSE DR 3, DIGHTON, MA, 02715

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