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

142 homes near Sherborn

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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
Great Island
$600ks
Great Island, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes
Southport
$400ks - $600ks
Southport, Mashpee, MA
New and Resale | 55+ age-restricted | Built 1989 - present | 730 homes
Want to learn more about 55+ communities in Sherborn? 55places can help!
Questions? Call us: (508) 545-9274
Sawyer's Reach
$400ks - $900ks
Sawyer's Reach, Plymouth, MA
New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes
5 rating (3 reviews) Oak Point
$300ks - $400ks
Oak Point, Middleborough, MA
New and Resale | 55+ age-restricted | Built 1999 - present | 1,150 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
The Village at Orchard Me...
$400ks - $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 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
Preserve at Emerald Pines
$800ks - $900ks
Preserve at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes
Seton Highlands at The Pi...
$600ks - $700ks
Seton Highlands at The Pi..., Plymouth, MA
New and Resale | 55+ age-restricted | Built 2008 - present | 120 homes
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
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
Want to learn more about 55+ communities in Sherborn? 55places can help!
Questions? Call us: (508) 545-9274
North Meadow Village
$500ks - $800ks
North Meadow Village, Middleton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 42 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
Riverside Woods
$400ks - $600ks
Riverside Woods, Andover, MA
Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes
Woodstone Crossing
$300ks - $400ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 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.
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
Quail Ridge
$600ks - $700ks
Quail Ridge, Acton, MA
Resale Only | 55+ age-restricted | Built 2015 - present | 153 homes
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
Adams Farm
$700ks - $800ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
Want to learn more about 55+ communities in Sherborn? 55places can help!
Questions? Call us: (508) 545-9274
Lake Point Village
$400ks - $600ks
Lake Point Village, Lakeville, MA
New Construction | 55+ age-restricted | Built 2020 - present | 66 homes
Seaside at Scituate - The...
$900ks - $1Ms
Seaside at Scituate - The..., Scituate, MA
New Construction | 55+ age-restricted | Built 2019 - present | 44 homes
Garrison Place
$900ks - $1Ms
Garrison Place, Carlisle, MA
Resale Only | 55+ age-restricted | Built 2018 - 2019 | 16 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.
Regency at Emerald Pines
$600ks - $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes
Regency at Glen Ellen
$700ks - $900ks
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 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
Northwoods at Sudbury
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes
Rockland Glen
$300ks - $500ks
Rockland Glen, Rockland, MA
Resale Only | 55+ age-restricted | Built 2008 - 2015 | 60 homes
The Elms of Hanover
$500ks - $700ks
The Elms of Hanover, Hanover, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 51 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
Want to learn more about 55+ communities in Sherborn? 55places can help!
Questions? Call us: (508) 545-9274
Chilton Park Village
$400ks
Chilton Park Village, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 25 homes
Rolling Mill
$600ks - $700ks
Rolling Mill, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2018 - 2021 | 46 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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Great Island 17 SADDLEBACK, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$1,150,000

2 beds

|

3 baths

|

3,576 sq ft

|

House

17 SADDLEBACK, PLYMOUTH, MA, 02360
Community: Great Island
Martins Landing 320 MARTINS LNDG 2501, NORTH READING, MA..., North Reading, MA 01864
$899,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 2501, NORTH READING, MA...
Community: Martins Landing
Martins Landing 320 MARTINS LNDG 410, NORTH READING, MA,..., North Reading, MA 01864
$674,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 410, NORTH READING, MA,...
Community: Martins Landing
Reading Woods 62 ABIGAIL WAY 1006, READING, MA, 01867, Reading, MA 01867
$625,000

2 beds

|

2 baths

|

1,320 sq ft

|

Condo

62 ABIGAIL WAY 1006, READING, MA, 01867
Community: Reading Woods
Upton Ridge 87 SHANNON WAY 86, UPTON, MA, 01568, Upton, MA 01568
$729,000

2 beds

|

3 baths

|

1,930 sq ft

|

Condo

87 SHANNON WAY 86, UPTON, MA, 01568
Community: Upton Ridge
Want to learn more about 55+ communities in Sherborn? 55places can help!
Questions? Call us: (508) 545-9274
The Preserve at Hunters Hill 3085 HUNTERS HILL DR 3085, DIGHTON, MA, ..., Dighton, MA 02715
$626,000

2 beds

|

2 baths

|

1,973 sq ft

|

House

3085 HUNTERS HILL DR 3085, DIGHTON, MA, ...
Del Webb Chauncy Lake 12101 PETERS FARM WAY 12101, WESTBOROUGH..., Westborough, MA 01712
$579,000

2 beds

|

2 baths

|

1,459 sq ft

|

Condo

12101 PETERS FARM WAY 12101, WESTBOROUGH...
Reading Woods 62 ABIGAIL WAY 4006, READING, MA, 01867, Reading, MA 01867
$709,000

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

62 ABIGAIL WAY 4006, READING, MA, 01867
Community: Reading Woods
New England Commons 5 LITCHFIELD LN 5A, WEBSTER, MA, 01570, Webster, MA 01570
$454,900

2 beds

|

2 baths

|

1,173 sq ft

|

Condo

5 LITCHFIELD LN 5A, WEBSTER, MA, 01570
Community: New England Commons
The Villages at Walker Meadow 6 ASHLEY WAY 6, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$649,900

2 beds

|

2 baths

|

1,874 sq ft

|

Condo

6 ASHLEY WAY 6, WESTBOROUGH, MA, 01581
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.
Preserve at Emerald Pines 38 PHOEBE ST 102, METHUEN, MA, 01844, Methuen, MA 01844
$879,000

3 beds

|

3 baths

|

2,616 sq ft

|

Condo

38 PHOEBE ST 102, METHUEN, MA, 01844
Del Webb Chauncy Lake 11 PETERS FARM WAY 310, WESTBOROUGH, MA,..., Westborough, MA 01581
$575,000

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

11 PETERS FARM WAY 310, WESTBOROUGH, MA,...
Great Island 9 SADDLEBACK, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$949,000

2 beds

|

3 baths

|

3,542 sq ft

|

House

9 SADDLEBACK, PLYMOUTH, MA, 02360
Community: Great Island
Great Island 22 PICKET FENCE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$895,000

3 beds

|

3 baths

|

4,085 sq ft

|

House

22 PICKET FENCE, PLYMOUTH, MA, 02360
Community: Great Island
Rolling Mill 91 NEWFIELD ST 41, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$750,000

2 beds

|

2 baths

|

1,781 sq ft

|

Condo

91 NEWFIELD ST 41, PLYMOUTH, MA, 02360
Community: Rolling Mill
Bigelow Farm 8 LYDIA'S WAY 8, NORTHBOROUGH, MA, 01532, Northborough, MA 01532
$825,000

2 beds

|

3 baths

|

2,598 sq ft

|

Condo

8 LYDIA'S WAY 8, NORTHBOROUGH, MA, 01532
Community: Bigelow Farm
Want to learn more about 55+ communities in Sherborn? 55places can help!
Questions? Call us: (508) 545-9274
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
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 407, WESTBOROUGH, MA, ..., Westborough, MA 01581
$799,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 407, WESTBOROUGH, MA, ...
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
Southport 115 PINE HILL BLVD 347, MASHPEE, MA, 026..., Mashpee, MA 02649
$579,000

2 beds

|

2 baths

|

1,338 sq ft

|

Condo

115 PINE HILL BLVD 347, MASHPEE, MA, 026...
Community: Southport
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
Want to learn more about 55+ communities in Sherborn? 55places can help!
Questions? Call us: (508) 545-9274
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
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 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
Great Island 23 WOODSONG, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$949,000

2 beds

|

2 baths

|

2,096 sq ft

|

House

23 WOODSONG, PLYMOUTH, MA, 02360
Community: Great Island
Seton Highlands at The Pinehills 18 ABERDEEN 18, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$875,000

2 beds

|

3 baths

|

4,054 sq ft

|

Condo

18 ABERDEEN 18, PLYMOUTH, MA, 02360
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
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...
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
Want to learn more about 55+ communities in Sherborn? 55places can help!
Questions? Call us: (508) 545-9274
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
Great Island 7 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$729,000

2 beds

|

3 baths

|

2,074 sq ft

|

House

7 MADISON REACH, PLYMOUTH, MA, 02360
Community: Great Island
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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