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Webster, MA 55+ active adult communities & homes for sale - Page 3

144 communities near Webster

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Bramble Ridge
$300ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Autumn Fields
$200ks - $300ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
English Commons at Topsfi...
$800ks - $900ks
English Commons at Topsfi..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2010 - 2014 | 49 homes
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
Pheasant Hill
$300ks - $400ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
Want to learn more about 55+ communities in Webster? 55places can help!
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Whitestone Village
$400ks - $500ks
Whitestone Village, Groveland, MA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 100 homes
Red Mill Village
$400ks - $600ks
Red Mill Village, Norton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes
The Village at Westminste...
$400ks - $500ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes
New England Commons
$200ks - $300ks
New England Commons, Webster, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 100 homes
Blue Heron Pond
$500ks
Blue Heron Pond, Lancaster, MA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 58 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
$700ks - $800ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes
Holliston Woods
$500ks - $700ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes
The Villages at Crane Mea...
$400ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Balancing Rock
$500ks - $600ks
Balancing Rock, Holliston, MA
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 homes
Trail Ridge at Harvard
$700ks
Trail Ridge at Harvard, Harvard, MA
Resale Only | 55+ age-restricted | Built 2008 - 2023 | 52 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.
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
Wyman Farms
$500ks - $900ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
59 North Main
$900ks
59 North Main, Sherborn, MA
New Construction | 55+ age-restricted | Built 2019 - present | 12 homes
The Cottages at Lebaron H...
$500ks - $600ks
The Cottages at Lebaron H..., Lakeville, MA
New Construction | 55+ age-restricted | Built 2019 - present | 32 homes
The Lanterns at Warren Wo...
$500ks - $700ks
The Lanterns at Warren Wo..., Ashland, MA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
Brookside Village
$700ks
Brookside Village, Walpole, MA
Resale Only | 55+ age-restricted | Built 2018 - 2018 | 30 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Wolcott Woods
$1Ms
Wolcott Woods, Milton, MA
New Construction | 55+ age-restricted | Built 2020 - present | 54 homes
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
Village at Silver Hill
$1Ms - $2Ms
Village at Silver Hill, Weston, MA
New Construction | 55+ age-restricted | Built 2021 - present | 8 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.
Buttrick Village
$400ks - $500ks
Buttrick Village, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1997 - 2000 | 40 homes
Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
The Village at Northridge
$500ks - $600ks
The Village at Northridge, North Reading, MA
Resale Only | 55+ age-restricted | 56 homes
Hawthorn Preserve
$900ks - $1Ms
Hawthorn Preserve, Braintree, MA
New Construction | 55+ age-restricted | Built 2025 - present | 51 homes
The Cliffs at Evergreen
$700ks - $600ks
The Cliffs at Evergreen, Auburn, NH
New Construction | 55+ age-restricted | Built 2022 - present | 79 homes
The Villages on Mount Hop...
$600ks - $1Ms
The Villages on Mount Hop..., Tiverton, RI
New and Resale | 55+ age-restricted | Built 2003 - present | 230 homes
Bay Ridge
$600ks - $800ks
Bay Ridge, Middletown, RI
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 60 homes
Wakefield Meadows
$700ks - $800ks
Wakefield Meadows, Wakefield, RI
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 142 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
4 rating (5 reviews) South Shore Village
$600ks - $800ks
South Shore Village, South Kingstown, RI
New and Resale | 55+ age-restricted | Built 2016 - present | 303 homes
Brookedge Village Condomi...
$300ks - $400ks
Brookedge Village Condomi..., South Kingstown, RI
Resale Only | 55+ age-restricted | Built 2007 - 2007 | 28 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.
New Reading Woods 31 JACOB WAY 31, READING, MA, 01867, Reading, MA 01867
$879,000

3 beds

|

3 baths

|

2,089 sq ft

|

Condo

31 JACOB WAY 31, READING, MA, 01867
Community: Reading Woods
New 30 Coppersmith 30 COPPERSMITH WAY 403, CANTON, MA, 0202..., Canton, MA 02021
$603,995

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

30 COPPERSMITH WAY 403, CANTON, MA, 0202...
Community: 30 Coppersmith
New Del Webb Chauncy Lake 5 PETERS FARM WAY 411, WESTBOROUGH, MA, ..., Westborough, MA 01581
$654,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 411, WESTBOROUGH, MA, ...
New Del Webb Chauncy Lake 5 PETERS FARM WAY 410, WESTBOROUGH, MA, ..., Westborough, MA 01581
$599,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 410, WESTBOROUGH, MA, ...
New Del Webb Chauncy Lake 5 PETERS FARM WAY 7303, WESTBOROUGH, MA,..., Westborough, MA 01581
$429,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 7303, 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 5312 PETERS FARM WAY 312, WESTBOROUGH, M..., Westborough, MA 01581
$699,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5312 PETERS FARM WAY 312, WESTBOROUGH, M...
New Stone Castle Estates 4 TILBURY RD 4, METHUEN, MA, 01844, Methuen, MA 01844
$324,424

1 beds

|

2 baths

|

1,128 sq ft

|

Condo

4 TILBURY RD 4, METHUEN, MA, 01844
New Orchard Hill 9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$600,000

3 beds

|

3 baths

|

2,793 sq ft

|

Condo

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill
New Preserve at Emerald Pines 3 HUMMINGBIRD WAY 3, METHUEN, MA, 01844, Methuen, MA 01844
$879,000

3 beds

|

3 baths

|

2,642 sq ft

|

Condo

3 HUMMINGBIRD WAY 3, METHUEN, MA, 01844
New Regency at Glen Ellen 43 JAMESON DR 43, MILLIS, MA, 02054, Millis, MA 02054
$1,299,900

3 beds

|

3 baths

|

2,873 sq ft

|

Condo

43 JAMESON DR 43, MILLIS, MA, 02054
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 Riverside Woods 2 FRANCIS DR 203, ANDOVER, MA, 01810, Andover, MA 01810
$449,900

1 beds

|

1 baths

|

955 sq ft

|

Condo

2 FRANCIS DR 203, ANDOVER, MA, 01810
Community: Riverside Woods
New Regency at Methuen 14 HARTSHORNE WAY 14, METHUEN, MA, 01844, Methuen, MA 01844
$799,900

3 beds

|

3 baths

|

2,407 sq ft

|

Condo

14 HARTSHORNE WAY 14, METHUEN, MA, 01844
Community: Regency at Methuen
New Upton Ridge 213 SAND TRAP CT 213, NORTHBRIDGE, MA, 0..., Northbridge, MA 01534
$699,999

2 beds

|

3 baths

|

2,410 sq ft

|

Condo

213 SAND TRAP CT 213, NORTHBRIDGE, MA, 0...
Community: Upton Ridge
Del Webb Chauncy Lake 2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0..., Westborough, MA 01581
$559,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0...
Angell Brook Village 10 ANGELL BROOK DR 10, WEST BOYLSTON, MA..., West Boylston, MA 01583
$540,000

3 beds

|

2 baths

|

2,228 sq ft

|

Condo

10 ANGELL BROOK DR 10, WEST BOYLSTON, MA...
Preserve at Emerald Pines 53 PHOEBE ST 31, METHUEN, MA, 01844, Methuen, MA 01844
$940,000

2 beds

|

4 baths

|

2,985 sq ft

|

Condo

53 PHOEBE ST 31, METHUEN, MA, 01844
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Millwood Preserve 5 BAITING BROOK RD 5, FRAMINGHAM, MA, 01..., Framingham, MA 01701
$1,429,000

2 beds

|

4 baths

|

3,396 sq ft

|

Condo

5 BAITING BROOK RD 5, FRAMINGHAM, MA, 01...
Community: Millwood Preserve
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
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
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
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 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
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
Martins Landing 320 MARTINS LNDG 509, NORTH READING, MA,..., North Reading, MA 01864
$799,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 509, NORTH READING, MA,...
Community: Martins Landing
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
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
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
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
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
$999,000

2 beds

|

4 baths

|

3,610 sq ft

|

Condo

21 BIRKDALE LN 21, HOPKINTON, MA, 01748
Community: The Trails
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
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.
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
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
$709,000

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

56 SHANNON WAY 56, UPTON, MA, 01568
Community: Upton Ridge
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
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 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
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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