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

162 communities near Middleton

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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

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

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

Questions? Call us: (508) 715-6046

The Villages at Walker Me...

$600Ks - $700Ks

The Villages at Walker Me..., Westborough, MA

Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes

Orchard Hill

$600Ks

Orchard Hill, Westborough, MA

Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes

Whitestone Village

$400Ks - $500Ks

Whitestone Village, Groveland, MA

Resale Only | 55+ age-restricted | Built 2002 - 2005 | 100 homes

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

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 Lanterns at Warren Wo...

$500Ks - $700Ks

The Lanterns at Warren Wo..., Ashland, MA

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes

The Village at Auburnvill...

$300Ks - $400Ks

The Village at Auburnvill..., Whitman, MA

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes

The Villages at Crane Mea...

$400Ks

The Villages at Crane Mea..., Marlborough, MA

Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes

The Seasons at Salisbury

$600Ks

The Seasons at Salisbury, Holden, MA

Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes

Brook Ridge

$400Ks

Brook Ridge, Hooksett, NH

Resale Only | 55+ age-restricted | Built 2004 - present | 91 homes

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

Questions? Call us: (508) 715-6046

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

Stone Castle Estates

$700Ks

Stone Castle Estates, Methuen, MA

Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes

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

The Vineyards

$500Ks - $600Ks

The Vineyards, Stratham, NH

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 77 homes

Summerfield of Amherst

$600Ks

Summerfield of Amherst, Amherst, NH

Resale Only | 55+ age-restricted | Built 2005 - 2008 | 77 homes

Parker Village

$400Ks

Parker Village, Merrimack, NH

Resale Only | 55+ age-restricted | Built 2003 - 2008 | 76 homes

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

Questions? Call us: (508) 715-6046

Stage Crossing

$400Ks - $500Ks

Stage Crossing, Litchfield, NH

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

Bella Vista

$300Ks - $400Ks

Bella Vista, Glocester, RI

Resale Only | 55+ age-restricted | Built 2015 - 2021 | 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

Blackstone Reserve

$600Ks

Blackstone Reserve, Raymond, NH

Resale Only | 55+ age-restricted | Built 2018 - 2022 | 66 homes

Long Pond Woods

$500Ks - $600Ks

Long Pond Woods, Pelham, NH

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 66 homes

Holliston Woods

$500Ks - $700Ks

Holliston Woods, Holliston, MA

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes

Lake Point Village

$400Ks

Lake Point Village, Lakeville, MA

New Construction | 55+ age-restricted | Built 2020 - present | 66 homes

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

Questions? Call us: (508) 715-6046

Brooksmont

$600Ks - $700Ks

Brooksmont, Holliston, MA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes

Forest Hills of Londonder...

$400Ks

Forest Hills of Londonder..., Londonderry, NH

Resale Only | 55+ age-restricted | Built 2001 - 2006 | 65 homes

Arbor Woods

$400Ks - $500Ks

Arbor Woods, Dover, NH

Resale Only | 55+ age-restricted | 65 homes

Clearwater Estates

$300Ks - $400Ks

Clearwater Estates, Raymond, NH

Resale Only | 55+ age-restricted | Built 2005 - 2019 | 64 homes

Enclave at Hudson

$800Ks - $1Ms

Enclave at Hudson, Hudson, MA

New Construction | 55+ age-restricted | Built 2021 - present | 64 homes

1 2 3 4...5

30 Coppersmith

$581,995

2 beds

2 baths

1,425 sq ft

Condo

30 COPPERSMITH WAY # 409, CANTON, MA, 02...

Community: 30 Coppersmith

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

New Del Webb Chauncy Lake

2 TALBOT WAY 2208, WESTBOROUGH, MA, 0158..., Westborough, MA 01581

$390,000

1 beds

1 baths

1,021 sq ft

Condo

2 TALBOT WAY 2208, WESTBOROUGH, MA, 0158...

Community: Del Webb Chauncy Lake

Wolcott Woods

$1,999,900

2 beds

3 baths

3,599 sq ft

Condo

69 WOLCOTT WOODS LN # 69, MILTON, MA, 02...

Community: Wolcott Woods

Riverside Woods

4 FRANCIS DR 105, ANDOVER, MA, 01810, Andover, MA 01810

$449,900

1 beds

1 baths

945 sq ft

Condo

4 FRANCIS DR 105, ANDOVER, MA, 01810

Community: Riverside Woods

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

Questions? Call us: (508) 715-6046

Oak Point

3905 PHEASANT LN, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$415,000

2 beds

2 baths

1,600 sq ft

House

3905 PHEASANT LN, MIDDLEBORO, MA, 02346

Community: Oak Point

Seton Highlands at The Pinehills

9 ABERDEEN # 9, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$799,000

2 beds

4 baths

2,987 sq ft

Condo

9 ABERDEEN # 9, PLYMOUTH, MA, 02360

Community: Seton Highlands at The Pinehills

Riverside Woods

2 FRANCIS DR 412, ANDOVER, MA, 01810, Andover, MA 01810

$624,900

2 beds

2 baths

1,490 sq ft

Condo

2 FRANCIS DR 412, ANDOVER, MA, 01810

Community: Riverside Woods

Woodstone Crossing

130 TROTTER RD 1211, WEYMOUTH, MA, 02190, Weymouth, MA 02190

$459,000

1 beds

1 baths

1,030 sq ft

Condo

130 TROTTER RD 1211, WEYMOUTH, MA, 02190

Community: Woodstone Crossing

New Whitestone Village

603 ALYSSA DR # 603, GROVELAND, MA, 0183..., Groveland, MA 01834

$549,900

2 beds

3 baths

2,426 sq ft

Condo

603 ALYSSA DR # 603, GROVELAND, MA, 0183...

Community: Whitestone Village

New Martins Landing

200 MARTINS LNDG APT 102, NORTH READING,..., North Reading, MA 01864

$538,000

1 beds

1 baths

955 sq ft

Condo

200 MARTINS LNDG APT 102, NORTH READING,...

Community: Martins Landing

Regency at Methuen

42 HOPKINS CIR # 42, METHUEN, MA, 01844, Methuen, MA 01844

$849,900

2 beds

4 baths

3,085 sq ft

Condo

42 HOPKINS CIR # 42, METHUEN, MA, 01844

Community: Regency at Methuen

New The Preserve at Hunters Hill

RR33 CLUB HOUSE DR RR33, DIGHTON, MA, 02..., Dighton, MA 02715

$719,900

2 beds

2 baths

1,928 sq ft

House

RR33 CLUB HOUSE DR RR33, DIGHTON, MA, 02...

Community: The Preserve at Hunters Hill

New Del Webb Chauncy Lake

2 CODMAN WAY 402, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$424,999

1 beds

1 baths

972 sq ft

Condo

2 CODMAN WAY 402, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

New Oak Point

503 HASTINGS RD, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$395,000

2 beds

2 baths

1,620 sq ft

House

503 HASTINGS RD, MIDDLEBORO, MA, 02346

Community: Oak Point

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

Questions? Call us: (508) 715-6046

New Oak Point

3402 ISLAND DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$369,000

3 beds

2 baths

1,344 sq ft

House

3402 ISLAND DR, MIDDLEBORO, MA, 02346

Community: Oak Point

The Preserve at Hunters Hill

3055 CLUB HOUSE DR # 80, DIGHTON, MA, 02..., Dighton, MA 02715

$743,175

2 beds

2 baths

1,775 sq ft

House

3055 CLUB HOUSE DR # 80, DIGHTON, MA, 02...

Community: The Preserve at Hunters Hill

New Martins Landing

320 MARTINS LNDG APT 406, NORTH READING,..., North Reading, MA 01864

$903,920

2 beds

2 baths

1,586 sq ft

Condo

320 MARTINS LNDG APT 406, NORTH READING,...

Community: Martins Landing

New Martins Landing

320 MARTINS LNDG APT 311, NORTH READING,..., North Reading, MA 01864

$599,985

1 beds

1 baths

1,115 sq ft

Condo

320 MARTINS LNDG APT 311, NORTH READING,...

Community: Martins Landing

New Martins Landing

320 MARTINS LNDG 107, NORTH READING, MA,..., North Reading, MA 01864

$702,115

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 APT 210, NORTH READING,..., North Reading, MA 01864

$600,620

1 beds

1 baths

1,129 sq ft

Condo

320 MARTINS LNDG APT 210, NORTH READING,...

Community: Martins Landing

Regency at Glen Ellen

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

$1,050,000

3 beds

3 baths

2,656 sq ft

Condo

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

Community: Regency at Glen Ellen

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

The Village at Westminster Place

27 TEA PARTY CIR # 27, HOLDEN, MA, 01520, Holden, MA 01520

$579,900

3 beds

3 baths

1,895 sq ft

Condo

27 TEA PARTY CIR # 27, HOLDEN, MA, 01520

Community: The Village at Westminster Place

Brierly Pond Village

32 HORNE WAY # 32, MILLBURY, MA, 01527, Millbury, MA 01527

$449,900

2 beds

2 baths

1,420 sq ft

Condo

32 HORNE WAY # 32, MILLBURY, MA, 01527

Community: Brierly Pond Village

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

Questions? Call us: (508) 715-6046

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

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...

Community: Del Webb Chauncy Lake

Hatter's Point

60 MERRIMAC ST 604, AMESBURY, MA, 01913, Amesbury, MA 01913

$695,000

2 beds

2 baths

1,265 sq ft

Condo

60 MERRIMAC ST 604, AMESBURY, MA, 01913

Community: Hatter's Point

Martins Landing

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

$640,000

2 beds

2 baths

1,335 sq ft

Condo

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

Community: Martins Landing

Great Island

38 GREAT POINTE, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$939,000

3 beds

3 baths

3,579 sq ft

House

38 GREAT POINTE, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

19 RED LEAF, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$755,000

2 beds

2 baths

1,534 sq ft

House

19 RED LEAF, PLYMOUTH, MA, 02360

Community: Great Island

Del Webb Chauncy Lake

2 CODMAN WAY 104, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$374,999

1 beds

1 baths

972 sq ft

Condo

2 CODMAN WAY 104, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Great Island

74 CHAMPLAIN CIR, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$745,000

3 beds

3 baths

2,580 sq ft

House

74 CHAMPLAIN CIR, PLYMOUTH, MA, 02360

Community: Great Island

Center Commons

29 LIBERTY DR # 29, PEMBROKE, MA, 02359, Pembroke, MA 02359

$629,900

2 beds

3 baths

1,966 sq ft

Condo

29 LIBERTY DR # 29, PEMBROKE, MA, 02359

Community: Center Commons

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

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

Questions? Call us: (508) 715-6046

Sawyer's Reach

2 MARINERS WAY UNIT 306, PLYMOUTH, MA, 0..., Plymouth, MA 02360

$650,000

2 beds

2 baths

1,368 sq ft

Condo

2 MARINERS WAY UNIT 306, PLYMOUTH, MA, 0...

Community: Sawyer's Reach

The Trails

30 WATERVILLE LN # 30, HOPKINTON, MA, 01..., Hopkinton, MA 01748

$1,129,000

2 beds

3 baths

2,510 sq ft

Condo

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

Community: The Trails

The Preserve at Hunters Hill

3057 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715

$739,900

2 beds

2 baths

2,044 sq ft

House

3057 CLUB HOUSE DR, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

Orchard Hill

5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$690,000

3 beds

4 baths

3,373 sq ft

Condo

5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581

Community: Orchard Hill

Brierly Pond Village

192 HORNE WAY # 192, MILLBURY, MA, 01527, Millbury, MA 01527

$475,000

2 beds

3 baths

1,746 sq ft

Condo

192 HORNE WAY # 192, MILLBURY, MA, 01527

Community: Brierly Pond Village

1 2…3

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.

Want more information about active adult communities around Middleton?

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162 communities near Middleton

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

162 communities near Middleton

96 homes near Middleton

2 beds

2 baths

1,425 sq ft

Condo

2 beds

2 baths

1,490 sq ft

Condo

1 beds

1 baths

1,021 sq ft

Condo

2 beds

3 baths

3,599 sq ft

Condo

1 beds

1 baths

945 sq ft

Condo

2 beds

2 baths

1,600 sq ft

House

2 beds

4 baths

2,987 sq ft

Condo

2 beds

2 baths

1,490 sq ft

Condo

1 beds

1 baths

1,030 sq ft

Condo

2 beds

3 baths

2,426 sq ft

Condo

1 beds

1 baths

955 sq ft

Condo

2 beds

4 baths

3,085 sq ft

Condo

2 beds

2 baths

1,928 sq ft

House

1 beds

1 baths

972 sq ft

Condo

2 beds

2 baths

1,620 sq ft

House

3 beds

2 baths

1,344 sq ft

House

2 beds

2 baths

1,775 sq ft

House

2 beds

2 baths

1,586 sq ft

Condo

1 beds

1 baths

1,115 sq ft

Condo

2 beds