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

77 homes near Middleton

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North Meadow Village

$500Ks - $800Ks

North Meadow Village, Middleton, MA

Resale Only | 55+ age-restricted | Built 2012 - 2015 | 42 homes

5 rating (3 reviews)

Oak Point

$400Ks - $400Ks

Oak Point, Middleborough, MA

New and Resale | 55+ age-restricted | Built 1999 - present | 1,150 homes

No reviews yet

Del Webb Chauncy Lake

$300Ks - $600Ks

Del Webb Chauncy Lake, Westborough, MA

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

No reviews yet

Great Island

$600Ks - $1Ms

Great Island, Plymouth, MA

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

No reviews yet

Martins Landing

$400Ks - $700Ks

Martins Landing, North Reading, MA

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

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

Questions? Call us: (508) 715-6046

No reviews yet

Reading Woods

$500Ks - $700Ks

Reading Woods, Reading, MA

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

No reviews yet

Regency at Glen Ellen

$900Ks - $1Ms

Regency at Glen Ellen, Millis, MA

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

3 rating (1 reviews)

Regency at Methuen

$600Ks - $800Ks

Regency at Methuen, Methuen, MA

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

No reviews yet

Sawyer's Reach

$600Ks - $700Ks

Sawyer's Reach, Plymouth, MA

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

No reviews yet

Riverside Woods

$400Ks - $600Ks

Riverside Woods, Andover, MA

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

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No reviews yet

Woodstone Crossing

$300Ks - $400Ks

Woodstone Crossing, Weymouth, MA

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

No reviews yet

Brierly Pond Village

$400Ks - $400Ks

Brierly Pond Village, Millbury, MA

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

No reviews yet

Preserve at Emerald Pines

$800Ks - $1Ms

Preserve at Emerald Pines, Methuen, MA

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

No reviews yet

Cross Farm

$700Ks - $800Ks

Cross Farm, Londonderry, NH

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

No reviews yet

The Village at Cider Hill

$400Ks - $500Ks

The Village at Cider Hill, Old Orchard Beach, ME

Resale Only | 55+ age-restricted | Built 2003 - 2007 | 176 homes

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

Questions? Call us: (508) 715-6046

No reviews yet

Pennington Crossing

$500Ks - $500Ks

Pennington Crossing, Walpole, MA

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

No reviews yet

The Trails

$900Ks - $1Ms

The Trails, Hopkinton, MA

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

No reviews yet

Red Mill Village

$500Ks - $800Ks

Red Mill Village, Norton, MA

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

No reviews yet

Quail Ridge

$800Ks - $800Ks

Quail Ridge, Acton, MA

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

No reviews yet

Villages at Weathervane

$800Ks - $1Ms

Villages at Weathervane, Weymouth, MA

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

No reviews yet

Harmony Place

$400Ks - $500Ks

Harmony Place, Rutland, MA

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

No reviews yet

The Preserve at Hunters H...

$700Ks - $700Ks

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

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

No reviews yet

Regency at Emerald Pines

$800Ks - $800Ks

Regency at Emerald Pines, Methuen, MA

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

No reviews yet

Upton Ridge

$600Ks - $600Ks

Upton Ridge, Upton, MA

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

No reviews yet

WestRidge

$700Ks - $1Ms

WestRidge, Hudson, MA

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

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

Questions? Call us: (508) 715-6046

No reviews yet

Angell Brook Village

$400Ks - $400Ks

Angell Brook Village, West Boylston, MA

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

No reviews yet

Millwood Preserve

$1Ms - $1Ms

Millwood Preserve, Framingham, MA

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

No reviews yet

The Nevins

$700Ks - $700Ks

The Nevins, Londonderry, NH

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

No reviews yet

The Village at Westminste...

$500Ks - $500Ks

The Village at Westminste..., Holden, MA

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

No reviews yet

Stonebridge Commons

$600Ks - $700Ks

Stonebridge Commons, Hanson, MA

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

No reviews yet

The Villages at Hobbs Pon...

$600Ks - $800Ks

The Villages at Hobbs Pon..., Wells, ME

Resale Only | 55+ age-restricted | Built 2019 - 2023 | 120 homes

No reviews yet

Seton Highlands at The Pi...

$700Ks - $900Ks

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

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

No reviews yet

The Club at Meadowbrook

$300Ks

The Club at Meadowbrook, Salem, NH

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

5 rating (1 reviews)

Ray Farm

$600Ks - $700Ks

Ray Farm, Exeter, NH

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

No reviews yet

Hampton Meadows

$700Ks - $900Ks

Hampton Meadows, Hampton, NH

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

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

Questions? Call us: (508) 715-6046

No reviews yet

Summer Reach

$400Ks - $500Ks

Summer Reach, Plymouth, MA

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

No reviews yet

The Village at Orchard Me...

$400Ks - $500Ks

The Village at Orchard Me..., Shrewsbury, MA

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes

No reviews yet

Sargent Woods

$500Ks - $500Ks

Sargent Woods, Newton, NH

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

No reviews yet

Black Rocks Village

$300Ks - $300Ks

Black Rocks Village, Fremont, NH

Resale Only | 55+ age-restricted | Built 2013 - 2016 | 112 homes

No reviews yet

The Mews of Bedford

$500Ks - $500Ks

The Mews of Bedford, Bedford, NH

Resale Only | 55+ age-restricted | Built 1999 - 2002 | 108 homes

1 2 3 4

The Village at Orchard Meadows

75 ORCHARD MEADOW DR # 75, SHREWSBURY, M..., Shrewsbury, MA 01545

$499,900

2 beds

2 baths

1,370 sq ft

Condo

75 ORCHARD MEADOW DR # 75, SHREWSBURY, M...

Community: The Village at Orchard Meadows

Great Island

29 BELLTREE, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$740,000

3 beds

3 baths

2,580 sq ft

House

29 BELLTREE, PLYMOUTH, MA, 02360

Community: Great Island

Millwood Preserve

7 PIONEER RD # 7, FRAMINGHAM, MA, 01701, Framingham, MA 01701

$1,245,000

2 beds

3 baths

2,306 sq ft

Condo

7 PIONEER RD # 7, FRAMINGHAM, MA, 01701

Community: Millwood Preserve

Millwood Preserve

4 PIONEER RD # 4, FRAMINGHAM, MA, 01701, Framingham, MA 01701

$1,439,843

2 beds

3 baths

2,454 sq ft

Condo

4 PIONEER RD # 4, FRAMINGHAM, MA, 01701

Community: Millwood Preserve

The Preserve at Hunters Hill

3064 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715

$734,900

3 beds

3 baths

1,928 sq ft

House

3064 CLUB HOUSE DR, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

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

Questions? Call us: (508) 715-6046

Martins Landing

$439,999

1 beds

1 baths

1,027 sq ft

Condo

320 MARTINS LANDING WAY 103, NORTH READI...

Community: Martins Landing

Great Island

11 GREAT POINTE, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$849,000

3 beds

4 baths

4,488 sq ft

House

11 GREAT POINTE, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

71 COTTAGE CV, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$719,000

2 beds

2 baths

2,059 sq ft

House

71 COTTAGE CV, PLYMOUTH, MA, 02360

Community: Great Island

Martins Landing

230 MARTINS LNDG APT 310, NORTH READING,..., North Reading, MA 01864

$599,999

2 beds

2 baths

1,335 sq ft

Condo

230 MARTINS LNDG APT 310, NORTH READING,...

Community: Martins Landing

Martins Landing

260 MARTINS LNDG APT 508, NORTH READING,..., North Reading, MA 01864

$685,900

2 beds

2 baths

1,340 sq ft

Condo

260 MARTINS LNDG APT 508, NORTH READING,...

Community: Martins Landing

Balancing Rock

$660,000

2 beds

3 baths

1,974 sq ft

Condo

39 BALANCING ROCK DR # 39, HOLLISTON, MA...

Community: Balancing Rock

Regency at Emerald Pines

10 SIERRA CT # 10, METHUEN, MA, 01844, Methuen, MA 01844

$939,900

2 beds

3 baths

2,395 sq ft

Condo

10 SIERRA CT # 10, METHUEN, MA, 01844

Community: Regency at Emerald Pines

Del Webb Chauncy Lake

2 CODMAN WAY 301, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$649,999

2 beds

2 baths

1,496 sq ft

Condo

2 CODMAN WAY 301, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Martins Landing

200 MARTINS LNDG APT 108, NORTH READING,..., North Reading, MA 01864

$505,000

1 beds

1 baths

1,020 sq ft

Condo

200 MARTINS LNDG APT 108, NORTH READING,...

Community: Martins Landing

Martins Landing

260 MARTINS LNDG APT 309, NORTH READING,..., North Reading, MA 01864

$549,900

1 beds

1 baths

1,015 sq ft

Condo

260 MARTINS LNDG APT 309, NORTH READING,...

Community: Martins Landing

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

Questions? Call us: (508) 715-6046

Great Island

49 CHAMPLAIN CIR, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$700,000

2 beds

3 baths

2,201 sq ft

House

49 CHAMPLAIN CIR, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

28 PICKET FENCE, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$639,000

2 beds

2 baths

1,548 sq ft

House

28 PICKET FENCE, PLYMOUTH, MA, 02360

Community: Great Island

Del Webb Chauncy Lake

2 CODMAN WAY 213, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$699,999

2 beds

2 baths

1,512 sq ft

Condo

2 CODMAN WAY 213, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

2 CODMAN WAY 311, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$539,999

2 beds

2 baths

1,375 sq ft

Condo

2 CODMAN WAY 311, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Preserve at Emerald Pines

109 PHOEBE ST # 109, METHUEN, MA, 01844, Methuen, MA 01844

$799,900

2 beds

2 baths

1,619 sq ft

Condo

109 PHOEBE ST # 109, METHUEN, MA, 01844

Community: Preserve at Emerald Pines

Adams Farm

$850,000

2 beds

3 baths

2,757 sq ft

Condo

40 ADAMS FARM RD # 40, SHREWSBURY, MA, 0...

Community: Adams Farm

Wolcott Woods

$2,100,000

3 beds

5 baths

3,592 sq ft

Condo

67 WOLCOTT WOODS LN # 67, MILTON, MA, 02...

Community: Wolcott Woods

Seton Highlands at The Pinehills

7 ABERDEEN # 7, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$749,900

2 beds

3 baths

2,206 sq ft

Condo

7 ABERDEEN # 7, PLYMOUTH, MA, 02360

Community: Seton Highlands at The Pinehills

Great Island

12 BELLTREE, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$719,900

2 beds

3 baths

2,322 sq ft

House

12 BELLTREE, PLYMOUTH, MA, 02360

Community: Great Island

The Preserve at Hunters Hill

3070 CLUB HOUSE DR LOT 121, DIGHTON, MA,..., Dighton, MA 02715

$757,730

2 beds

2 baths

1,928 sq ft

House

3070 CLUB HOUSE DR LOT 121, DIGHTON, MA,...

Community: The Preserve at Hunters Hill

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

Questions? Call us: (508) 715-6046

Regency at Glen Ellen

27 RICHARDSON DR # 27, MILLIS, MA, 02054, Millis, MA 02054

$998,900

2 beds

3 baths

2,485 sq ft

Condo

27 RICHARDSON DR # 27, MILLIS, MA, 02054

Community: Regency at Glen Ellen

Brierly Pond Village

47 HORNE WAY # 47, MILLBURY, MA, 01527, Millbury, MA 01527

$454,000

2 beds

3 baths

1,746 sq ft

Condo

47 HORNE WAY # 47, MILLBURY, MA, 01527

Community: Brierly Pond Village

The Trails

12 WATERVILLE LN # 12, HOPKINTON, MA, 01..., Hopkinton, MA 01748

$1,049,000

2 beds

3 baths

2,510 sq ft

Condo

12 WATERVILLE LN # 12, HOPKINTON, MA, 01...

Community: The Trails

Regency at Methuen

72 SHERWOOD DR # 72, METHUEN, MA, 01844, Methuen, MA 01844

$924,900

4 beds

4 baths

3,271 sq ft

Condo

72 SHERWOOD DR # 72, METHUEN, MA, 01844

Community: Regency at Methuen

Great Island

24 WEBSTER REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$778,000

3 beds

3 baths

2,782 sq ft

House

24 WEBSTER REACH, PLYMOUTH, MA, 02360

Community: Great Island

Seton Highlands at The Pinehills

4 INVERNESS LN # 4, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$999,000

2 beds

4 baths

3,483 sq ft

Condo

4 INVERNESS LN # 4, PLYMOUTH, MA, 02360

Community: Seton Highlands at The Pinehills

The Trails

14 WATERVILLE LN # 14, HOPKINTON, MA, 01..., Hopkinton, MA 01748

$989,000

2 beds

3 baths

2,274 sq ft

Condo

14 WATERVILLE LN # 14, HOPKINTON, MA, 01...

Community: The Trails

Great Island

29 SHINGLEWOOD, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$905,000

3 beds

3 baths

2,573 sq ft

House

29 SHINGLEWOOD, PLYMOUTH, MA, 02360

Community: Great Island

The Village at Auburnville

877 AUBURNVILLE WAY O6, WHITMAN, MA, 023..., Whitman, MA 02382

$620,000

2 beds

3 baths

2,285 sq ft

Condo

877 AUBURNVILLE WAY O6, WHITMAN, MA, 023...

Community: The Village at Auburnville

Seton Highlands at The Pinehills

17 ABERDEEN # 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$975,000

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+ communities in Middleton? 55places can help!

Questions? Call us: (508) 715-6046

Riverside Woods

4 FRANCIS DR 407, ANDOVER, MA, 01810, Andover, MA 01810

$649,900

2 beds

2 baths

1,500 sq ft

Condo

4 FRANCIS DR 407, ANDOVER, MA, 01810

Community: Riverside Woods

Regency at Glen Ellen

6 GLEN ELLEN BLVD # 6, MILLIS, MA, 02054, Millis, MA 02054

$1,160,000

3 beds

3 baths

2,656 sq ft

Condo

6 GLEN ELLEN BLVD # 6, MILLIS, MA, 02054

Community: Regency at Glen Ellen

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Frequently Asked Questions

What size 55+ communities are there in Middleton?

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

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

The smallest 55+ community in Middleton has 42 homes, the largest has 42 homes, and the average community consists of 42 homes.

Are there gated 55+ communities in Middleton?

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

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77 homes near Middleton

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

160 communities near Middleton

77 homes near Middleton

2 beds

2 baths

1,370 sq ft

Condo

3 beds

3 baths

2,580 sq ft

House

2 beds

3 baths

2,306 sq ft

Condo

2 beds

3 baths

2,454 sq ft

Condo

3 beds

3 baths

1,928 sq ft

House

1 beds

1 baths

1,027 sq ft

Condo

3 beds

4 baths

4,488 sq ft

House

2 beds

2 baths

2,059 sq ft

House

2 beds

2 baths

1,335 sq ft

Condo

2 beds

2 baths

1,340 sq ft

Condo

2 beds

3 baths

1,974 sq ft

Condo

2 beds

3 baths

2,395 sq ft

Condo

2 beds

2 baths

1,496 sq ft

Condo

1 beds

1 baths

1,020 sq ft

Condo

1 beds

1 baths

1,015 sq ft

Condo

2 beds

3 baths

2,201 sq ft

House

2 beds

2 baths

1,548 sq ft

House

2 beds

2 baths

1,512 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

2 beds