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

167 communities near Milton

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Black Rocks Village
$300Ks
Black Rocks Village, Fremont, NH
Resale Only | 55+ age-restricted | Built 2013 - 2016 | 112 homes
The Mews of Bedford
$500Ks
The Mews of Bedford, Bedford, NH
Resale Only | 55+ age-restricted | Built 1999 - 2002 | 108 homes
Berry Hill Estates
$600Ks - $700Ks
Berry Hill Estates, Hooksett, NH
Resale Only | 55+ age-restricted | Built 2009 - 2022 | 107 homes
Oak Ridge Estates
$500Ks - $600Ks
Oak Ridge Estates, Hudson, NH
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 101 homes
Canterbury Commons
$500Ks - $600Ks
Canterbury Commons, Epping, NH
New Construction | 55+ age-restricted | Built 2021 - present | 100 homes
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Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
New England Commons
$400Ks
New England Commons, Webster, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 100 homes
Whitestone Village
$400Ks - $500Ks
Whitestone Village, Groveland, MA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 100 homes
Orchard Hill
$600Ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 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
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.
Ledgewood of Milford
$400Ks
Ledgewood of Milford, Milford, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 98 homes
Hickory Woods
$400Ks - $700Ks
Hickory Woods, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2014 - 2016 | 98 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
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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
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The Villages at Crane Mea...
$400Ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes
Brook Ridge
$400Ks
Brook Ridge, Hooksett, NH
Resale Only | 55+ age-restricted | Built 2004 - present | 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.
RiverWalk at Bedford
$500Ks
RiverWalk at Bedford, Bedford, NH
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 90 homes
5 rating (1 reviews) The Village at Great Broo...
$500Ks - $700Ks
The Village at Great Broo..., Eliot, ME
Resale Only | 55+ age-restricted | Built 2016 - 2023 | 90 homes
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.
Stone Castle Estates
$700Ks
Stone Castle Estates, Methuen, MA
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes
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Hatter's Point
$700Ks - $1Ms
Hatter's Point, Amesbury, MA
Resale Only | 55+ age-restricted | Built 2004 - 2017 | 88 homes
Sherwood Glen
$400Ks - $500Ks
Sherwood Glen, Raymond, NH
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 82 homes
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
Want to learn more about 55+ rental communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
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 Vineyards
$500Ks - $600Ks
The Vineyards, Stratham, NH
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 77 homes
Stage Crossing
$400Ks - $500Ks
Stage Crossing, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 76 homes
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
Bramber Green
$900Ks
Bramber Green, Greenland, NH
Resale Only | 55+ age-restricted | Built 2016 - 2017 | 73 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
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.
Bella Vista
$300Ks - $400Ks
Bella Vista, Glocester, RI
Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 homes
Southwinds
$600Ks - $700Ks
Southwinds, South Kingstown, RI
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 70 homes
Regency at Assabet Ridge
$500Ks - $600Ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
The Villages at Three Pon...
$500Ks - $700Ks
The Villages at Three Pon..., Brentwood, NH
Resale Only | 55+ age-restricted | Built 2019 - 2023 | 68 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.
Long Pond Woods
$500Ks - $600Ks
Long Pond Woods, Pelham, NH
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 66 homes
Want to learn more about 55+ rental communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Blackstone Reserve
$600Ks
Blackstone Reserve, Raymond, NH
Resale Only | 55+ age-restricted | Built 2018 - 2022 | 66 homes
Holliston Woods
$500Ks - $700Ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes
Brooksmont
$600Ks - $700Ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Lake Point Village
$400Ks
Lake Point Village, Lakeville, MA
New Construction | 55+ age-restricted | Built 2020 - present | 66 homes
Arbor Woods
$400Ks - $500Ks
Arbor Woods, Dover, NH
Resale Only | 55+ age-restricted | 65 homes
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
Oak Point 3402 ISLAND DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$349,900

3 beds

|

2 baths

|

1,344 sq ft

|

House

3402 ISLAND DR, MIDDLEBORO, MA, 02346
Community: Oak Point
Southport 10 KETTLE LN # 10, MASHPEE, MA, 02649, Mashpee, MA 02649
$535,000

2 beds

|

3 baths

|

1,685 sq ft

|

Condo

10 KETTLE LN # 10, MASHPEE, MA, 02649
Community: Southport
Southport 181 LEISURE GREEN DR # 181, MASHPEE, MA,..., Mashpee, MA 02649
$449,000

2 beds

|

2 baths

|

1,338 sq ft

|

Condo

181 LEISURE GREEN DR # 181, MASHPEE, MA,...
Community: Southport
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...
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Want to learn more about 55+ rental communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Southport 15 PEBBLE BEACH AVE # 2005-103, MASHPEE,..., Mashpee, MA 02649
$549,000

2 beds

|

3 baths

|

1,685 sq ft

|

Condo

15 PEBBLE BEACH AVE # 2005-103, MASHPEE,...
Community: Southport
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
New Tara Woods 6 STERLING BLVD # 6, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$680,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

6 STERLING BLVD # 6, PLYMOUTH, MA, 02360
Community: Tara 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.
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
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.
Southport 23 SEA SPRAY AVE # 563, MASHPEE, MA, 026..., Mashpee, MA 02649
$759,000

2 beds

|

4 baths

|

2,455 sq ft

|

Condo

23 SEA SPRAY AVE # 563, MASHPEE, MA, 026...
Community: Southport
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
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
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
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...
Seton Highlands at The Pinehills 17 ABERDEEN # 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$949,000

3 beds

|

3 baths

|

2,690 sq ft

|

Condo

17 ABERDEEN # 17, PLYMOUTH, MA, 02360
Want to learn more about 55+ rental communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Great Island 16 REBECCAS LNDG # 16, PLYMOUTH, MA, 023..., Plymouth, MA 02360
$799,000

2 beds

|

2 baths

|

1,814 sq ft

|

Condo

16 REBECCAS LNDG # 16, PLYMOUTH, MA, 023...
Community: Great Island
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
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.
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
Center Commons 29 LIBERTY DR # 29, PEMBROKE, MA, 02359, Pembroke, MA 02359
$619,900

2 beds

|

3 baths

|

1,966 sq ft

|

Condo

29 LIBERTY DR # 29, PEMBROKE, MA, 02359
Community: Center Commons
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.
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
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
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
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...
Want to learn more about 55+ rental communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
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 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...
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+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
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 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
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.
Southport 18 EXECUTIVE DR # 18, MASHPEE, MA, 02649, Mashpee, MA 02649
$450,000

2 beds

|

2 baths

|

1,338 sq ft

|

Condo

18 EXECUTIVE DR # 18, MASHPEE, MA, 02649
Community: Southport
Want to learn more about 55+ rental communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Seton Highlands at The Pinehills 105 SETON HIGHLANDS # 105, PLYMOUTH, MA,..., Plymouth, MA 02360
$849,000

2 beds

|

3 baths

|

2,186 sq ft

|

Condo

105 SETON HIGHLANDS # 105, PLYMOUTH, MA,...
Southport 20 TWIN OAKS DR # 20, MASHPEE, MA, 02649, Mashpee, MA 02649
$524,900

2 beds

|

2 baths

|

1,491 sq ft

|

Condo

20 TWIN OAKS DR # 20, MASHPEE, MA, 02649
Community: Southport
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 Milton? 55places can help!
Questions? Call us: (857) 314-6642
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

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