Middleton, MA 55+ active adult communities & homes for sale - Page 4

167 communities near Middleton

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59 North Main

$900ks

59 North Main, Sherborn, MA

New Construction | 55+ age-restricted | Built 2019 - present | 12 homes

The Cottages at Lebaron H...

$500ks - $600ks

The Cottages at Lebaron H..., Lakeville, MA

New Construction | 55+ age-restricted | Built 2019 - present | 32 homes

Upton Ridge

$400ks - $600ks

Upton Ridge, Upton, MA

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

Brooksmont

$400ks - $600ks

Brooksmont, Holliston, MA

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

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

Questions? Call us: (508) 715-6046

Wolcott Woods

$1Ms

Wolcott Woods, Milton, MA

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

Enclave at Hudson

$800ks - $1Ms

Enclave at Hudson, Hudson, MA

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

Liberty Woods

$600ks - $700ks

Liberty Woods, Hanson, MA

New Construction | 55+ age-restricted | Built 2023 - present | 56 homes

Blackberry Hill Village

$400ks - $500ks

Blackberry Hill Village, Berwick, ME

New and Resale | 55+ age-restricted | Built 2023 - present | 77 homes

Village at Silver Hill

$1Ms - $2Ms

Village at Silver Hill, Weston, MA

New Construction | 55+ age-restricted | Built 2021 - present | 8 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.

Bates Quarry

Bates Quarry, Walpole, MA

New Construction | 55+ age-restricted | Built 2025 - present | 100 homes

The Village at Northridge

$500ks - $600ks

The Village at Northridge, North Reading, MA

Resale Only | 55+ age-restricted | 56 homes

The Village at Shepley Hi...

$900ks

The Village at Shepley Hi..., Groton, MA

New and Resale | 55+ age-restricted | Built 2023 - present | 26 homes

Willis Brook at Lynnfield

$1Ms

Willis Brook at Lynnfield, Lynnfield, MA

New Construction | 55+ age-restricted | Built 2026 - present | 100 homes

Hawthorn Preserve

$900ks - $1Ms

Hawthorn Preserve, Braintree, MA

New Construction | 55+ age-restricted | Built 2025 - present | 51 homes

The Cliffs at Evergreen

$700ks - $600ks

The Cliffs at Evergreen, Auburn, NH

New Construction | 55+ age-restricted | Built 2022 - present | 79 homes

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

Questions? Call us: (508) 715-6046

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

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

Eagles Trace

$400ks - $500ks

Eagles Trace, Acton, ME

Resale Only | 55+ age-restricted | Built 2005 - 2020 | 14 homes

Fairway View Village

$500ks - $600ks

Fairway View Village, Wells, ME

New Construction | 55+ age-restricted | Built 2021 - present | 46 homes

The Villages at Hobbs Pon...

$600ks - $800ks

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

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

RiverWalk at Bedford

$500ks

RiverWalk at Bedford, Bedford, NH

Resale Only | 55+ age-restricted | Built 2006 - 2006 | 90 homes

Brook Ridge

$400ks

Brook Ridge, Hooksett, NH

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

Black Rocks Village

$300ks

Black Rocks Village, Fremont, NH

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

Berry Hill Estates

$600ks - $700ks

Berry Hill Estates, Hooksett, NH

Resale Only | 55+ age-restricted | Built 2009 - 2022 | 107 homes

King's Landing

$300ks - $400ks

King's Landing, Kingston, NH

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 44 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

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

Questions? Call us: (508) 715-6046

Blackstone Reserve

$600ks

Blackstone Reserve, Raymond, NH

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

5 rating (1 reviews)

Ray Farm

$600ks - $700ks

Ray Farm, Exeter, NH

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

Village at Oakwood

$600ks - $700ks

Village at Oakwood, Derry, NH

Resale Only | 55+ age-restricted | Built 2019 - 2021 | 30 homes

Arbor Woods

$400ks - $500ks

Arbor Woods, Dover, NH

Resale Only | 55+ age-restricted | 65 homes

Hampton Meadows

$700ks - $900ks

Hampton Meadows, Hampton, NH

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

The Mews of Bedford

$500ks

The Mews of Bedford, Bedford, NH

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

Sherwood Glen

$400ks - $500ks

Sherwood Glen, Raymond, NH

Resale Only | 55+ age-restricted | Built 2005 - 2010 | 82 homes

The Vineyards

$500ks - $600ks

The Vineyards, Stratham, NH

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

Bramber Green

$900ks

Bramber Green, Greenland, NH

Resale Only | 55+ age-restricted | Built 2016 - 2017 | 73 homes

Clearwater Estates

$300ks - $400ks

Clearwater Estates, Raymond, NH

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

Sawyer Green

$400ks - $500ks

Sawyer Green, Dover, NH

Resale Only | 55+ age-restricted | Built 2009 - 2013 | 62 homes

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

Questions? Call us: (508) 715-6046

Mill Pond Crossing

$300ks - $400ks

Mill Pond Crossing, Brentwood, NH

Resale Only | 55+ age-restricted | Built 2008 - 2013 | 47 homes

The Cottages at Spruce Wo...

$400ks - $500ks

The Cottages at Spruce Wo..., Durham, NH

Resale Only | 55+ age-restricted | Built 1999 - 2014 | 25 homes

51 FILLMORE LN 51, WALPOLE, MA, 02081

Community: Brookside Village

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

Questions? Call us: (508) 715-6046

New Great Island

9 SADDLEBACK, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$949,000

2 beds

3 baths

3,542 sq ft

House

9 SADDLEBACK, PLYMOUTH, MA, 02360

Community: Great Island

New Great Island

22 PICKET FENCE, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$949,000

3 beds

3 baths

4,085 sq ft

House

22 PICKET FENCE, PLYMOUTH, MA, 02360

Community: Great Island

New Rolling Mill

91 NEWFIELD ST 41, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$750,000

2 beds

2 baths

1,781 sq ft

Condo

91 NEWFIELD ST 41, PLYMOUTH, MA, 02360

Community: Rolling Mill

Bigelow Farm

8 LYDIA'S WAY 8, NORTHBOROUGH, MA, 01532, Northborough, MA 01532

$825,000

2 beds

3 baths

2,598 sq ft

Condo

8 LYDIA'S WAY 8, NORTHBOROUGH, MA, 01532

Community: Bigelow Farm

Del Webb Chauncy Lake

5 PETERS FARM WAY 405, WESTBOROUGH, MA, ..., Westborough, MA 01581

$624,995

2 beds

2 baths

1,166 sq ft

Condo

5 PETERS FARM WAY 405, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

5 PETERS FARM WAY 7207, WESTBOROUGH, MA,..., Westborough, MA 01581

$706,855

2 beds

2 baths

1,512 sq ft

Condo

5 PETERS FARM WAY 7207, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

Martins Landing

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

$639,900

2 beds

2 baths

1,496 sq ft

Condo

220 MARTINS LNDG 107, NORTH READING, MA,...

Community: Martins Landing

Woodstone Crossing

130 TROTTER RD 1212, WEYMOUTH, MA, 02190, Weymouth, MA 02190

$440,000

1 beds

1 baths

1,020 sq ft

Condo

130 TROTTER RD 1212, WEYMOUTH, MA, 02190

Community: Woodstone Crossing

The Village at Westminster Place

4 KING PHILIP TRL 601, HOLDEN, MA, 01520, Holden, MA 01520

$519,900

2 beds

2 baths

1,435 sq ft

Condo

4 KING PHILIP TRL 601, HOLDEN, MA, 01520

Community: The Village at Westminster Place

Del Webb Chauncy Lake

5 PETERS FARM WAY 407, WESTBOROUGH, MA, ..., Westborough, MA 01581

$799,995

2 beds

2 baths

1,512 sq ft

Condo

5 PETERS FARM WAY 407, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

11 PETERS FARM WAY 409, WESTBOROUGH, MA,..., Westborough, MA 01581

$525,000

2 beds

2 baths

1,326 sq ft

Condo

11 PETERS FARM WAY 409, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

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

Questions? Call us: (508) 715-6046

Brierly Pond Village

6 ASHTON LN 6, MILLBURY, MA, 01527, Millbury, MA 01527

$524,900

2 beds

4 baths

2,256 sq ft

Condo

6 ASHTON LN 6, MILLBURY, MA, 01527

Community: Brierly Pond Village

Regency at Glen Ellen

65 GLEN ELLEN BLVD 65, MILLIS, MA, 02054, Millis, MA 02054

$885,000

2 beds

3 baths

2,408 sq ft

Condo

65 GLEN ELLEN BLVD 65, MILLIS, MA, 02054

Community: Regency at Glen Ellen

Preserve at Emerald Pines

15 CARDINAL RD 15, METHUEN, MA, 01844, Methuen, MA 01844

$899,900

3 beds

3 baths

2,407 sq ft

Condo

15 CARDINAL RD 15, METHUEN, MA, 01844

Community: Preserve at Emerald Pines

Whitestone Village

1305 ALYSSA DR 1305, GROVELAND, MA, 0183..., Groveland, MA 01834

$549,900

2 beds

3 baths

1,829 sq ft

Condo

1305 ALYSSA DR 1305, GROVELAND, MA, 0183...

Community: Whitestone Village

The Preserve at Hunters Hill

3080 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715

$629,000

2 beds

2 baths

1,420 sq ft

House

3080 CLUB HOUSE DR, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

Garrison Place

16 GARRISON WAY 16, CARLISLE, MA, 01741, Carlisle, MA 01741

$1,250,000

2 beds

4 baths

3,230 sq ft

House

16 GARRISON WAY 16, CARLISLE, MA, 01741

Community: Garrison Place

Great Island

2 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$939,000

3 beds

3 baths

3,500 sq ft

House

2 MADISON REACH, PLYMOUTH, MA, 02360

Community: Great Island

Millwood Preserve

11 BAITING BROOK RD 11, FRAMINGHAM, MA, ..., Framingham, MA 01701

$1,275,000

2 beds

3 baths

2,559 sq ft

Condo

11 BAITING BROOK RD 11, FRAMINGHAM, MA, ...

Community: Millwood Preserve

Bigelow Farm

29 LYDIAS WAY 29, NORTHBOROUGH, MA, 0153..., Northborough, MA 01532

$875,000

2 beds

3 baths

2,656 sq ft

Condo

29 LYDIAS WAY 29, NORTHBOROUGH, MA, 0153...

Community: Bigelow Farm

Del Webb Chauncy Lake

1 CODMAN WAY 312, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$624,900

2 beds

2 baths

1,510 sq ft

Condo

1 CODMAN WAY 312, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Regency at Methuen

67 SHERWOOD DR 67, METHUEN, MA, 01844, Methuen, MA 01844

$799,900

3 beds

3 baths

2,488 sq ft

Condo

67 SHERWOOD DR 67, METHUEN, MA, 01844

Community: Regency at Methuen

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

Questions? Call us: (508) 715-6046

Regency at Methuen

2 HOPKINS CIR 2, METHUEN, MA, 01844, Methuen, MA 01844

$659,900

2 beds

2 baths

1,415 sq ft

Condo

2 HOPKINS CIR 2, METHUEN, MA, 01844

Community: Regency at Methuen

Great Island

23 WOODSONG, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$949,000

2 beds

2 baths

2,096 sq ft

House

23 WOODSONG, PLYMOUTH, MA, 02360

Community: Great Island

Seton Highlands at The Pinehills

18 ABERDEEN 18, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$875,000

2 beds

3 baths

4,054 sq ft

Condo

18 ABERDEEN 18, PLYMOUTH, MA, 02360

Community: Seton Highlands at The Pinehills

WestRidge

15 HASTINGS RD 15, HUDSON, MA, 01749, Hudson, MA 01749

$650,000

2 beds

3 baths

1,934 sq ft

Condo

15 HASTINGS RD 15, HUDSON, MA, 01749

Community: WestRidge

Del Webb Chauncy Lake

5 PETERS FARM WAY 308, WESTBOROUGH, MA, ..., Westborough, MA 01581

$639,995

2 beds

2 baths

1,375 sq ft

Condo

5 PETERS FARM WAY 308, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

5 PETERS FARM WAY 304, WESTBOROUGH, MA, ..., Westborough, MA 01581

$454,995

1 beds

1 baths

972 sq ft

Condo

5 PETERS FARM WAY 304, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Angell Brook Village

14 ANGELL BROOK DR 14, WEST BOYLSTON, MA..., West Boylston, MA 01583

$619,900

3 beds

3 baths

1,962 sq ft

Condo

14 ANGELL BROOK DR 14, WEST BOYLSTON, MA...

Community: Angell Brook Village

Great Island

51 CHAMPLAIN CIR, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$795,000

3 beds

3 baths

2,822 sq ft

House

51 CHAMPLAIN CIR, PLYMOUTH, MA, 02360

Community: Great Island

Westbrook Crossing

989 E ST 310, DEDHAM, MA, 02026, Dedham, MA 02026

$499,000

2 beds

2 baths

1,164 sq ft

Condo

989 E ST 310, DEDHAM, MA, 02026

Community: Westbrook Crossing

Martins Landing

300 MARTINS LNDG 103, NORTH READING, MA,..., North Reading, MA 01864

$525,000

1 beds

1 baths

1,027 sq ft

Condo

300 MARTINS LNDG 103, NORTH READING, MA,...

Community: Martins Landing

Martins Landing

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

$614,995

1 beds

1 baths

1,115 sq ft

Condo

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

Community: Martins Landing

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

Questions? Call us: (508) 715-6046

Martins Landing

320 MARTINS LNDG 508, NORTH READING, MA,..., North Reading, MA 01864

$779,995

2 beds

2 baths

1,450 sq ft

Condo

320 MARTINS LNDG 508, NORTH READING, MA,...

Community: Martins Landing

Great Island

7 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$729,000

2 beds

3 baths

2,074 sq ft

House

7 MADISON REACH, PLYMOUTH, MA, 02360

Community: Great Island

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.

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

On average, listings in 55+ community in Middleton stay on the market for around 32 days. The average price of homes for sale in this community is approximately $1,095,531, though prices can range widely based on the size, location, and amenities of the community. For example, homes in North Meadow Village average around $1,095,531.

Want more information about active adult communities around Middleton?

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167 communities

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Middleton, MA 55+ active adult communities & homes for sale - Page 4

167 communities near Middleton

112 homes near Middleton

2 beds

2 baths

1,874 sq ft

Condo

3 beds

3 baths

2,616 sq ft

Condo

2 beds

2 baths

1,326 sq ft

Condo

2 beds

4 baths

2,648 sq ft

Condo

2 beds

3 baths

2,180 sq ft

Condo

2 beds

3 baths

3,542 sq ft

House

3 beds

3 baths

4,085 sq ft

House

2 beds

2 baths

1,781 sq ft

Condo

2 beds

3 baths

2,598 sq ft

Condo

2 beds

2 baths

1,166 sq ft

Condo

2 beds

2 baths

1,512 sq ft

Condo

2 beds

2 baths

1,496 sq ft

Condo

1 beds

1 baths

1,020 sq ft

Condo

2 beds

2 baths

1,435 sq ft

Condo

2 beds

2 baths

1,512 sq ft

Condo

2 beds

2 baths

1,326 sq ft

Condo

2 beds

4 baths

2,256 sq ft

Condo

2 beds

3 baths

2,408 sq ft

Condo

3 beds

3 baths

2,407 sq ft

Condo

2 beds