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

71 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

$400Ks - $600Ks

Del Webb Chauncy Lake, Westborough, MA

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

No reviews yet

Great Island

$700Ks - $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

$500Ks - $700Ks

Sawyer's Reach, Plymouth, MA

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

No reviews yet

Woodstone Crossing

$300Ks - $400Ks

Woodstone Crossing, Weymouth, MA

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

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No reviews yet

Riverside Woods

$400Ks - $600Ks

Riverside Woods, Andover, MA

Resale Only | 55+ age-restricted | Built 2017 - present | 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 - $800Ks

Preserve at Emerald Pines, Methuen, MA

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

$600Ks - $700Ks

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

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

The Preserve at Hunters H...

$600Ks - $700Ks

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

New and Resale | 55+ age-restricted | Built 2006 - present | 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 - $500Ks

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 - $600Ks

Stonebridge Commons, Hanson, MA

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

No reviews yet

Seton Highlands at The Pi...

$900Ks - $1Ms

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

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

The Club at Meadowbrook

$300Ks

The Club at Meadowbrook, Salem, NH

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

No reviews yet

Hampton Meadows

$700Ks - $900Ks

Hampton Meadows, Hampton, NH

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

5 rating (1 reviews)

Ray Farm

$600Ks - $700Ks

Ray Farm, Exeter, NH

Resale Only | 55+ age-restricted | Built 2018 - 2023 | 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...

$500Ks - $600Ks

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

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

No reviews yet

Sargent Woods

$300Ks - $400Ks

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

$300Ks - $400Ks

The Mews of Bedford, Bedford, NH

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

57 AUGUSTUS CT 3004, READING, MA, 01867

Community: Reading Woods

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

Questions? Call us: (508) 715-6046

Millwood Preserve

4 CALLAHAN DR # 4, FRAMINGHAM, MA, 01701, Framingham, MA 01701

$1,463,634

2 beds

3 baths

3,274 sq ft

Condo

4 CALLAHAN DR # 4, FRAMINGHAM, MA, 01701

Community: Millwood Preserve

The Villages at Walker Meadow

7 SHAKER WAY # 7, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$640,000

2 beds

2 baths

1,874 sq ft

Condo

7 SHAKER WAY # 7, WESTBOROUGH, MA, 01581

Community: The Villages at Walker Meadow

Great Island

67 CHAMPLAIN CIR, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$769,000

3 beds

3 baths

3,889 sq ft

House

67 CHAMPLAIN CIR, PLYMOUTH, MA, 02360

Community: Great Island

Garrison Place

1 GARRISON WAY # 1, CARLISLE, MA, 01741, Carlisle, MA 01741

$1,238,000

2 beds

4 baths

3,230 sq ft

Condo

1 GARRISON WAY # 1, CARLISLE, MA, 01741

Community: Garrison Place

Martins Landing

240 MARTINS LNDG APT 405, NORTH READING,..., North Reading, MA 01864

$589,900

2 beds

2 baths

1,140 sq ft

Condo

240 MARTINS LNDG APT 405, NORTH READING,...

Community: Martins Landing

Quail Ridge

16 GREENSIDE LN # 16, ACTON, MA, 01720, Acton, MA 01720

$820,000

2 beds

3 baths

1,920 sq ft

Condo

16 GREENSIDE LN # 16, ACTON, MA, 01720

Community: Quail Ridge

Martins Landing

320 MARTINS LNDG 405, NORTH READING, MA,..., North Reading, MA 01864

$639,390

2 beds

2 baths

1,221 sq ft

Condo

320 MARTINS LNDG 405, NORTH READING, MA,...

Community: Martins Landing

Pennington Crossing

3303 PENNINGTON DR # 3303, WALPOLE, MA, ..., Walpole, MA 02081

$557,000

1 beds

1 baths

955 sq ft

Condo

3303 PENNINGTON DR # 3303, WALPOLE, MA, ...

Community: Pennington Crossing

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

Riverside Woods

1 FRANCIS DR 106, ANDOVER, MA, 01810, Andover, MA 01810

$614,900

2 beds

2 baths

1,485 sq ft

Condo

1 FRANCIS DR 106, ANDOVER, MA, 01810

Community: Riverside Woods

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

Questions? Call us: (508) 715-6046

Seton Highlands at The Pinehills

18 INVERNESS LN # 18, PLYMOUTH, MA, 0236..., Plymouth, MA 02360

$999,000

3 beds

4 baths

3,782 sq ft

Condo

18 INVERNESS LN # 18, PLYMOUTH, MA, 0236...

Community: Seton Highlands at The Pinehills

Upton Ridge

7 SIENNA CIR # 7, UPTON, MA, 01568, Upton, MA 01568

$699,999

2 beds

2 baths

1,500 sq ft

Condo

7 SIENNA CIR # 7, UPTON, MA, 01568

Community: Upton Ridge

The Villages at Walker Meadow

11 SHAKER WAY # 4, WESTBOROUGH, MA, 0158..., Westborough, MA 01581

$699,900

2 beds

3 baths

2,552 sq ft

Condo

11 SHAKER WAY # 4, WESTBOROUGH, MA, 0158...

Community: The Villages at Walker Meadow

Arbor Hills

$699,900

2 beds

3 baths

2,367 sq ft

Condo

27 ARBOR HILLS DR # 27, KINGSTON, MA, 02...

Community: Arbor Hills

Pennington Crossing

3111 PENNINGTON DR # 3111, WALPOLE, MA, ..., Walpole, MA 02081

$545,000

1 beds

1 baths

1,030 sq ft

Condo

3111 PENNINGTON DR # 3111, WALPOLE, MA, ...

Community: Pennington Crossing

Great Island

17 SADDLEBACK, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$1,049,000

2 beds

3 baths

3,576 sq ft

House

17 SADDLEBACK, PLYMOUTH, MA, 02360

Community: Great Island

Lake Point Village

57 LONG POINT RD UNIT 111, LAKEVILLE, MA..., Lakeville, MA 02347

$440,050

2 beds

2 baths

1,285 sq ft

Condo

57 LONG POINT RD UNIT 111, LAKEVILLE, MA...

Community: Lake Point Village

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

Westbrook Crossing

989 EAST ST 106, DEDHAM, MA, 02026, Dedham, MA 02026

$599,000

2 beds

2 baths

1,178 sq ft

Condo

989 EAST ST 106, DEDHAM, MA, 02026

Community: Westbrook Crossing

Northwoods at Sudbury

20 NORTHWOOD DR 203, SUDBURY, MA, 01776, Sudbury, MA 01776

$669,000

1 beds

2 baths

1,616 sq ft

Condo

20 NORTHWOOD DR 203, SUDBURY, MA, 01776

Community: Northwoods at Sudbury

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

Questions? Call us: (508) 715-6046

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

The Village at Orchard Meadows

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

$519,000

2 beds

2 baths

1,370 sq ft

Condo

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

Community: The Village at Orchard Meadows

Riverside Woods

6 OVERLOOK DR 207, ANDOVER, MA, 01810, Andover, MA 01810

$429,900

1 beds

1 baths

934 sq ft

Condo

6 OVERLOOK DR 207, ANDOVER, MA, 01810

Community: Riverside Woods

The Preserve at Hunters Hill

3082 HUNTERS HILL DR LOT 108, DIGHTON, M..., Dighton, MA 02715

$699,900

2 beds

2 baths

1,815 sq ft

House

3082 HUNTERS HILL DR LOT 108, DIGHTON, M...

Community: The Preserve at Hunters Hill

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

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

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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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71 homes near Middleton

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

160 communities near Middleton

71 homes near Middleton

2 beds

3 baths

4,067 sq ft

Condo

2 beds

3 baths

2,174 sq ft

Condo

2 beds

2 baths

1,586 sq ft

Condo

2 beds

4 baths

3,457 sq ft

Condo

1 beds

1 baths

965 sq ft

Condo

2 beds

3 baths

3,274 sq ft

Condo

2 beds

2 baths

1,874 sq ft

Condo

3 beds

3 baths

3,889 sq ft

House

2 beds

4 baths

3,230 sq ft

Condo

2 beds

2 baths

1,140 sq ft

Condo

2 beds

3 baths

1,920 sq ft

Condo

2 beds

2 baths

1,221 sq ft

Condo

1 beds

1 baths

955 sq ft

Condo

2 beds

3 baths

2,285 sq ft

Condo

2 beds

2 baths

1,485 sq ft

Condo

3 beds

4 baths

3,782 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

3 baths

2,552 sq ft

Condo

2 beds

3 baths

2,367 sq ft

Condo

1 beds