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

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.
1234...5
30 Coppersmith 30 COPPERSMITH WAY 304, CANTON, MA, 0202..., Canton, MA 02021
$566,495

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

30 COPPERSMITH WAY 304, CANTON, MA, 0202...
Community: 30 Coppersmith
30 Coppersmith 30 COPPERSMITH WAY 507, CANTON, MA, 0202..., Canton, MA 02021
$828,325

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY 507, CANTON, MA, 0202...
Community: 30 Coppersmith
Seton Highlands at The Pinehills 105 SETON HIGHLANDS 105, PLYMOUTH, MA, 0..., Plymouth, MA 02360
$825,000

2 beds

|

3 baths

|

2,186 sq ft

|

House

105 SETON HIGHLANDS 105, PLYMOUTH, MA, 0...
Reading Woods 23 AUGUSTUS CT 4003, READING, MA, 01867, Reading, MA 01867
$809,900

2 beds

|

2 baths

|

1,510 sq ft

|

Condo

23 AUGUSTUS CT 4003, READING, MA, 01867
Community: Reading Woods
Oak Point 6802 OAK POINT DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$425,000

2 beds

|

2 baths

|

1,674 sq ft

|

House

6802 OAK POINT DR, MIDDLEBORO, MA, 02346
Community: Oak Point
Want to learn more about 55+ communities in Sherborn? 55places can help!
Questions? Call us: (508) 545-9274
Lake Point Village 57 LONG POINT RD 205, LAKEVILLE, MA, 023..., Lakeville, MA 02347
$575,000

2 beds

|

2 baths

|

1,334 sq ft

|

Condo

57 LONG POINT RD 205, LAKEVILLE, MA, 023...
Community: Lake Point Village
Great Island 6 CHAMPLAIN CIR, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$695,000

2 beds

|

2 baths

|

1,529 sq ft

|

House

6 CHAMPLAIN CIR, PLYMOUTH, MA, 02360
Community: Great Island
Southport 118 GREY HAWK DR 118, MASHPEE, MA, 02649, Mashpee, MA 02649
$669,000

2 beds

|

2 baths

|

1,416 sq ft

|

Condo

118 GREY HAWK DR 118, MASHPEE, MA, 02649
Community: Southport
Orchard Hill 19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$609,900

2 beds

|

3 baths

|

2,183 sq ft

|

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...
Community: Orchard Hill
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,...
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 512, NORTH READING, MA,..., North Reading, MA 01864
$924,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 512, NORTH READING, MA,...
Community: Martins Landing
The Trails 7 WATERVILLE LN 7, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$1,009,000

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
$450,000

2 beds

|

1 baths

|

956 sq ft

|

Condo

4204 PETERS FARM WAY 204, WESTBOROUGH, M...
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
Southport 21 GREY HAWK DR 21, MASHPEE, MA, 02649, Mashpee, MA 02649
$624,900

2 beds

|

2 baths

|

1,491 sq ft

|

Condo

21 GREY HAWK DR 21, MASHPEE, MA, 02649
Community: Southport
Oak Point 1307 BLUEBERRY CIR, MIDDLEBORO, MA, 0234..., Middleboro, MA 02346
$369,900

3 beds

|

2 baths

|

1,344 sq ft

|

House

1307 BLUEBERRY CIR, MIDDLEBORO, MA, 0234...
Community: Oak Point
Want to learn more about 55+ communities in Sherborn? 55places can help!
Questions? Call us: (508) 545-9274
Seaside at Scituate - The Carriage Collection 5 BRAND BLVD 5, SCITUATE, MA, 02066, Scituate, MA 02066
$1,799,000

2 beds

|

4 baths

|

3,790 sq ft

|

Condo

5 BRAND BLVD 5, SCITUATE, MA, 02066
The Villages at Walker Meadow 3 QUAKER WAY 40, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$619,900

2 beds

|

2 baths

|

1,876 sq ft

|

Condo

3 QUAKER WAY 40, WESTBOROUGH, MA, 01581
Great Island 9 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$789,000

3 beds

|

3 baths

|

2,348 sq ft

|

House

9 MADISON REACH, PLYMOUTH, MA, 02360
Community: Great Island
Sawyer's Reach 2 MARINERS WAY 310, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$499,900

1 beds

|

2 baths

|

897 sq ft

|

Condo

2 MARINERS WAY 310, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
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.
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
$569,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ...
Seton Highlands at The Pinehills 17 ABERDEEN 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$889,000

3 beds

|

3 baths

|

2,690 sq ft

|

Condo

17 ABERDEEN 17, PLYMOUTH, MA, 02360
North Meadow Village 10 WHITE CEDAR DR 10, MIDDLETON, MA, 019..., Middleton, MA 01949
$944,888

3 beds

|

3 baths

|

2,691 sq ft

|

Condo

10 WHITE CEDAR DR 10, MIDDLETON, MA, 019...
Great Island 29 FOX HOLW, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$690,000

2 beds

|

2 baths

|

2,439 sq ft

|

House

29 FOX HOLW, PLYMOUTH, MA, 02360
Community: Great Island
Oak Point 2602 GREEN ST, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$349,900

2 beds

|

2 baths

|

1,680 sq ft

|

House

2602 GREEN ST, MIDDLEBORO, MA, 02346
Community: Oak Point
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, ...
Want to learn more about 55+ communities in Sherborn? 55places can help!
Questions? Call us: (508) 545-9274
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, ...
Orchard Hill 9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$625,000

3 beds

|

3 baths

|

2,793 sq ft

|

Condo

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill
Martins Landing 320 MARTINS LNDG 108, NORTH READING, MA,..., North Reading, MA 01864
$525,000

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

320 MARTINS LNDG 108, 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.
The Trails 28 WATERVILLE LN 28, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$1,069,000

2 beds

|

3 baths

|

2,510 sq ft

|

Condo

28 WATERVILLE LN 28, HOPKINTON, MA, 0174...
Community: The Trails
30 Coppersmith 30 COPPERSMITH WAY 108, CANTON, MA, 0202..., Canton, MA 02021
$536,085

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

30 COPPERSMITH WAY 108, CANTON, MA, 0202...
Community: 30 Coppersmith
Quail Ridge 35 GREENSIDE LN 35, ACTON, MA, 01720, Acton, MA 01720
$985,000

2 beds

|

3 baths

|

2,956 sq ft

|

Condo

35 GREENSIDE LN 35, ACTON, MA, 01720
Community: Quail Ridge
North Meadow Village 37 WHITE CEDAR DR 37, MIDDLETON, MA, 019..., Middleton, MA 01949
$1,149,000

2 beds

|

4 baths

|

3,083 sq ft

|

Condo

37 WHITE CEDAR DR 37, MIDDLETON, MA, 019...
Southport 94 PINE HL 94, MASHPEE, MA, 02649, Mashpee, MA 02649
$525,000

2 beds

|

3 baths

|

1,685 sq ft

|

Condo

94 PINE HL 94, MASHPEE, MA, 02649
Community: Southport
Harmony Place 20 FIDELITY DR 10, RUTLAND, MA, 01543, Rutland, MA 01543
$503,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

20 FIDELITY DR 10, RUTLAND, MA, 01543
Community: Harmony Place
Martins Landing 220 MARTINS LNDG 411, NORTH READING, MA,..., North Reading, MA 01864
$635,000

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

220 MARTINS LNDG 411, NORTH READING, MA,...
Community: Martins Landing
Martins Landing 220 MARTINS LNDG 410, NORTH READING, MA,..., North Reading, MA 01864
$635,000

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

220 MARTINS LNDG 410, NORTH READING, MA,...
Community: Martins Landing
Want to learn more about 55+ communities in Sherborn? 55places can help!
Questions? Call us: (508) 545-9274
Regency at Emerald Pines 64 PINE TREE DR 64, METHUEN, MA, 01844, Methuen, MA 01844
$840,000

3 beds

|

3 baths

|

1,960 sq ft

|

Condo

64 PINE TREE DR 64, METHUEN, MA, 01844
Riverside Woods 2 FRANCIS DR 405, ANDOVER, MA, 01810, Andover, MA 01810
$525,000

2 beds

|

2 baths

|

1,135 sq ft

|

Condo

2 FRANCIS DR 405, 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.
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