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

167 communities near Milton

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Wolcott Woods

$1Ms - $2Ms

Wolcott Woods, Milton, MA

New Construction | 55+ age-restricted | Built 2020 - present | 54 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

Southport

$400Ks - $700Ks

Southport, Mashpee, MA

New and Resale | 55+ age-restricted | Built 1989 - present | 730 homes

Del Webb Chauncy Lake

$300Ks - $700Ks

Del Webb Chauncy Lake, Westborough, MA

New Construction | 55+ age-restricted | Built 2018 - present | 700 homes

Great Island

$700Ks

Great Island, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes

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Questions? Call us: (857) 314-6642

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Questions? Call us: (857) 314-6642

Martins Landing

$400Ks - $800Ks

Martins Landing, North Reading, MA

New Construction | 55+ age-restricted | Built 2018 - present | 450 homes

Reading Woods

$500Ks - $600Ks

Reading Woods, Reading, MA

Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes

Regency at Glen Ellen

$1Ms

Regency at Glen Ellen, Millis, MA

New Construction | 55+ age-restricted | Built 2017 - present | 324 homes

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

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.

4 rating (2 reviews)

Regency at Methuen

$700Ks - $800Ks

Regency at Methuen, Methuen, MA

Resale Only | 55+ age-restricted | Built 2011 - 2015 | 240 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.

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

Sawyer's Reach

$800Ks

Sawyer's Reach, Plymouth, MA

New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes

Woodstone Crossing

$400Ks

Woodstone Crossing, Weymouth, MA

Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes

Want to learn more about 55+ communities in Milton? 55places can help!

Questions? Call us: (857) 314-6642

Riverside Woods

$600Ks

Riverside Woods, Andover, MA

Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes

Brierly Pond Village

$400Ks

Brierly Pond Village, Millbury, MA

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes

Want to learn more about 55+ rental communities in Milton? 55places can help!

Questions? Call us: (857) 314-6642

Preserve at Emerald Pines

$800Ks - $1Ms

Preserve at Emerald Pines, Methuen, MA

Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes

Cross Farm

$700Ks - $800Ks

Cross Farm, Londonderry, NH

Resale Only | 55+ age-restricted | Built 2018 - 2024 | 189 homes

Pennington Crossing

$500Ks

Pennington Crossing, Walpole, MA

New Construction | 55+ age-restricted | Built 2018 - present | 172 homes

The Trails

$800Ks - $1Ms

The Trails, Hopkinton, MA

New Construction | 55+ age-restricted | Built 2017 - present | 170 homes

Red Mill Village

$500Ks - $800Ks

Red Mill Village, Norton, MA

Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes

Quail Ridge

$800Ks

Quail Ridge, Acton, MA

Resale Only | 55+ age-restricted | Built 2015 - present | 153 homes

Want to learn more about 55+ communities in Milton? 55places can help!

Questions? Call us: (857) 314-6642

Villages at Weathervane

$800Ks - $1Ms

Villages at Weathervane, Weymouth, MA

Resale Only | 55+ age-restricted | Built 2003 - 2010 | 149 homes

Wakefield Meadows

$700Ks - $800Ks

Wakefield Meadows, Wakefield, RI

Resale Only | 55+ age-restricted | Built 2009 - 2015 | 142 homes

Harmony Place

$400Ks - $500Ks

Harmony Place, Rutland, MA

New Construction | 55+ age-restricted | Built 2023 - present | 142 homes

The Preserve at Hunters H...

$700Ks - $800Ks

The Preserve at Hunters H..., Dighton, MA

New and Resale | 55+ age-restricted | Built 2006 - present | 140 homes

Want to learn more about 55+ rental communities in Milton? 55places can help!

Questions? Call us: (857) 314-6642

Regency at Emerald Pines

$800Ks

Regency at Emerald Pines, Methuen, MA

Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes

Upton Ridge

$600Ks

Upton Ridge, Upton, MA

New Construction | 55+ age-restricted | Built 2019 - present | 139 homes

WestRidge

$700Ks - $1Ms

WestRidge, Hudson, MA

Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes

Angell Brook Village

$400Ks

Angell Brook Village, West Boylston, MA

Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes

Millwood Preserve

$1Ms

Millwood Preserve, Framingham, MA

New Construction | 55+ age-restricted | Built 2020 - present | 129 homes

Want to learn more about 55+ communities in Milton? 55places can help!

Questions? Call us: (857) 314-6642

The Nevins

$700Ks

The Nevins, Londonderry, NH

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 128 homes

The Village at Westminste...

$500Ks - $600Ks

The Village at Westminste..., Holden, MA

New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes

Stonebridge Commons

$600Ks - $700Ks

Stonebridge Commons, Hanson, MA

Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 homes

Seton Highlands at The Pi...

$800Ks - $900Ks

Seton Highlands at The Pi..., Plymouth, MA

New and Resale | 55+ age-restricted | Built 2008 - present | 120 homes

The Club at Meadowbrook

$300Ks

The Club at Meadowbrook, Salem, NH

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 117 homes

Want to learn more about 55+ rental communities in Milton? 55places can help!

Questions? Call us: (857) 314-6642

5 rating (1 reviews)

Ray Farm

$600Ks - $700Ks

Ray Farm, Exeter, NH

Resale Only | 55+ age-restricted | Built 2018 - 2023 | 116 homes

Hampton Meadows

$700Ks - $900Ks

Hampton Meadows, Hampton, NH

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 116 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

Want to learn more about 55+ communities in Milton? 55places can help!

Questions? Call us: (857) 314-6642

Summer Reach

$400Ks - $500Ks

Summer Reach, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 homes

Sargent Woods

$500Ks

Sargent Woods, Newton, NH

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 113 homes

71 WESTON LN # 71, HOPKINTON, MA, 01748

Community: The Trails

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

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

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...

Community: Del Webb Chauncy Lake

New Del Webb Chauncy Lake

4203 PETERS FARM WAY 203, WESTBOROUGH, M..., Westborough, MA 01581

$470,000

1 beds

1 baths

945 sq ft

Condo

4203 PETERS FARM WAY 203, WESTBOROUGH, M...

Community: Del Webb Chauncy Lake

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

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

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

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...

Community: Del Webb Chauncy Lake

Want to learn more about 55+ communities in Milton? 55places can help!

Questions? Call us: (857) 314-6642

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...

Community: Del Webb Chauncy Lake

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

Community: Seton Highlands at The Pinehills

Want to learn more about 55+ rental communities in Milton? 55places can help!

Questions? Call us: (857) 314-6642

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

Community: The Preserve at Hunters Hill

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

The Trails

13 BIRKDALE LN # 13, HOPKINTON, MA, 0174..., Hopkinton, MA 01748

$859,900

2 beds

3 baths

2,277 sq ft

Condo

13 BIRKDALE LN # 13, HOPKINTON, MA, 0174...

Community: The Trails

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

Community: The Villages at Walker Meadow

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 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 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

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

30 Coppersmith

$733,995

2 beds

2 baths

1,582 sq ft

Condo

30 COPPERSMITH WAY # 301, CANTON, MA, 02...

Community: 30 Coppersmith

30 Coppersmith

$496,550

1 beds

1 baths

1,027 sq ft

Condo

30 COPPERSMITH WAY # 103, CANTON, MA, 02...

Condo

30 WATERVILLE LN # 30, HOPKINTON, MA, 01...

Condo

8 HATHAWAY POND CIR # 8, ROCHESTER, MA, ...

Community: The Pines at Hathaway Pond

Want to learn more about 55+ rental communities in Milton? 55places can help!

Questions? Call us: (857) 314-6642

30 Coppersmith

$487,765

1 beds

1 baths

1,119 sq ft

Condo

30 COPPERSMITH WAY # 109, CANTON, MA, 02...

Community: 30 Coppersmith

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...

Community: The Villages at Crane Meadow

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

Want to learn more about 55+ communities in Milton? 55places can help!

Questions? Call us: (857) 314-6642

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...

Community: The Preserve at Hunters Hill

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

Frequently Asked Questions

What size 55+ communities are there in Milton?

In Milton, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Milton?

The smallest 55+ community in Milton has 54 homes, the largest has 54 homes, and the average community consists of 54 homes.

Are there new 55+ homes available in Milton?

Yes, there is new 55+ home available in Milton. The most recent community started in Milton include Wolcott Woods. There is also 1 community in Milton that offers new construction homes, including Wolcott Woods.

Are there gated 55+ communities in Milton?

No, there are no gated 55+ communities in Milton.

How long do listings in 55+ communities in Milton typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in Milton stay on the market for around 4 days. The average price of homes for sale in this community is approximately $1,675,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Wolcott Woods average around $1,675,000.

Want more information about active adult communities around Milton?

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167 communities

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

167 communities near Milton

75 homes near Milton

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,333 sq ft

Condo

2 beds

3 baths

2,527 sq ft

Condo

2 beds

2 baths

1,485 sq ft

Condo

2 beds

4 baths

3,258 sq ft

Condo

2 beds

2 baths

1,425 sq ft

Condo

2 beds

2 baths

1,166 sq ft

Condo

1 beds

1 baths

945 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,586 sq ft

Condo

1 beds

1 baths

1,027 sq ft

Condo

1 beds

1 baths

1,115 sq ft

Condo

2 beds

2 baths

1,512 sq ft

Condo

2 beds

2 baths

1,496 sq ft

Condo

3 beds

3 baths

2,690 sq ft

Condo

2 beds

2 baths

2,266 sq ft

House

2 beds

3 baths

1,966 sq ft

Condo

2 beds

3 baths

2,277 sq ft

Condo

2 beds

2 baths

2,090 sq ft

Condo

2 beds