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

112 homes near Middleton

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Del Webb Chauncy Lake

$400ks - $600ks

Del Webb Chauncy Lake, Westborough, MA

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

Martins Landing

$400ks - $700ks

Martins Landing, North Reading, MA

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

The Preserve at Hunters H...

$400ks - $500ks

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

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

Great Island

$600ks

Great Island, Plymouth, MA

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

Harmony Place

$400ks - $500ks

Harmony Place, Rutland, MA

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

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

Questions? Call us: (508) 715-6046

Sawyer's Reach

$400ks - $900ks

Sawyer's Reach, Plymouth, MA

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

30 Coppersmith

$700ks

30 Coppersmith, Canton, MA

New Construction | 55+ age-restricted | Built 2025 - present | 63 homes

Seton Highlands at The Pi...

$600ks - $700ks

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

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

Riverside Woods

$400ks - $600ks

Riverside Woods, Andover, MA

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

Preserve at Emerald Pines

$800ks

Preserve at Emerald Pines, Methuen, MA

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

Reading Woods

$400ks - $600ks

Reading Woods, Reading, MA

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

Bigelow Farm

$500ks - $600ks

Bigelow Farm, Northborough, MA

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes

North Meadow Village

$500ks - $800ks

North Meadow Village, Middleton, MA

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

Orchard Hill

$500ks

Orchard Hill, Westborough, MA

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

The Trails

$500ks - $700ks

The Trails, Hopkinton, MA

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

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

Questions? Call us: (508) 715-6046

Regency at Glen Ellen

$700ks - $900ks

Regency at Glen Ellen, Millis, MA

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

The Villages at Walker Me...

$600ks - $700ks

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

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

Lake Point Village

$400ks - $600ks

Lake Point Village, Lakeville, MA

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

4 rating (2 reviews)

Regency at Methuen

$500ks - $600ks

Regency at Methuen, Methuen, MA

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

WestRidge

$700ks

WestRidge, Hudson, MA

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

Regency at Assabet Ridge

$500ks - $600ks

Regency at Assabet Ridge, Marlborough, MA

Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes

Whitestone Village

$400ks - $500ks

Whitestone Village, Groveland, MA

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

Regency at Emerald Pines

$600ks - $900ks

Regency at Emerald Pines, Methuen, MA

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

The Village at Westminste...

$400ks - $500ks

The Village at Westminste..., Holden, MA

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

Westbrook Crossing

$400ks - $500ks

Westbrook Crossing, Dedham, MA

Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes

Quail Ridge

$600ks - $700ks

Quail Ridge, Acton, MA

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

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

Questions? Call us: (508) 715-6046

Woodstone Crossing

$300ks - $400ks

Woodstone Crossing, Weymouth, MA

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

Seaside at Scituate - The...

$900ks - $1Ms

Seaside at Scituate - The..., Scituate, MA

New Construction | 55+ age-restricted | Built 2019 - present | 44 homes

Garrison Place

$900ks - $1Ms

Garrison Place, Carlisle, MA

Resale Only | 55+ age-restricted | Built 2018 - 2019 | 16 homes

Northwoods at Sudbury

$500ks

Northwoods at Sudbury, Sudbury, MA

Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes

Wyman Farms

$500ks - $900ks

Wyman Farms, Shrewsbury, MA

New Construction | 55+ age-restricted | Built 2017 - present | 26 homes

Rolling Mill

$600ks - $700ks

Rolling Mill, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2018 - 2021 | 46 homes

Woodcrest Run

$400ks - $600ks

Woodcrest Run, Sharon, MA

New Construction | 55+ age-restricted | Built 2019 - present | 25 homes

Brierly Pond Village

$300ks - $400ks

Brierly Pond Village, Millbury, MA

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

Pennington Crossing

$300ks - $600ks

Pennington Crossing, Walpole, MA

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

Millwood Preserve

$700ks - $800ks

Millwood Preserve, Framingham, MA

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

Brookside Village

$700ks

Brookside Village, Walpole, MA

Resale Only | 55+ age-restricted | Built 2018 - 2018 | 30 homes

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

Questions? Call us: (508) 715-6046

Blackberry Hill Village

$400ks - $500ks

Blackberry Hill Village, Berwick, ME

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

Bates Quarry

Bates Quarry, Walpole, MA

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

23 AUGUSTUS CT 4003, READING, MA, 01867

Community: Reading Woods

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

Questions? Call us: (508) 715-6046

Oak Point

$435,000

2 beds

2 baths

1,674 sq ft

House

6802 OAK POINT DR, MIDDLEBORO, MA, 02346

Community: Oak Point

Quail Ridge

$925,000

2 beds

3 baths

2,279 sq ft

Condo

22 QUAIL RIDGE DR 22, ACTON, MA, 01720

Community: Quail Ridge

Lake Point Village

57 LONG POINT RD 205, LAKEVILLE, MA, 023..., Lakeville, MA 02347

$575,000

2 beds

2 baths

1,334 sq ft

Condo

57 LONG POINT RD 205, LAKEVILLE, MA, 023...

Community: Lake Point Village

Great Island

6 CHAMPLAIN CIR, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$695,000

2 beds

2 baths

1,529 sq ft

House

6 CHAMPLAIN CIR, PLYMOUTH, MA, 02360

Community: Great Island

The Village at Auburnville

877 AUBURNVILLE WAY H7, WHITMAN, MA, 023..., Whitman, MA 02382

$529,900

2 beds

2 baths

2,083 sq ft

Condo

877 AUBURNVILLE WAY H7, WHITMAN, MA, 023...

Community: The Village at Auburnville

Sawyer's Reach

3 MARINERS WAY 311, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$690,000

2 beds

2 baths

1,386 sq ft

Condo

3 MARINERS WAY 311, PLYMOUTH, MA, 02360

Community: Sawyer's Reach

Orchard Hill

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581

$609,900

2 beds

3 baths

2,183 sq ft

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...

Community: Orchard Hill

Del Webb Chauncy Lake

5 PETERS FARM WAY 7107, WESTBOROUGH, MA,..., Westborough, MA 01581

$649,995

2 beds

2 baths

1,512 sq ft

Condo

5 PETERS FARM WAY 7107, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

5 PETERS FARM WAY 7112, WESTBOROUGH, MA,..., Westborough, MA 01581

$464,995

1 beds

1 baths

1,058 sq ft

Condo

5 PETERS FARM WAY 7112, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

Reading Woods

57 AUGUSTUS CT 1010, READING, MA, 01867, Reading, MA 01867

$549,900

1 beds

1 baths

1,030 sq ft

Condo

57 AUGUSTUS CT 1010, READING, MA, 01867

Community: Reading Woods

Del Webb Chauncy Lake

6 PETERS FARM WAY 411, WESTBOROUGH, MA, ..., Westborough, MA 01581

$567,000

2 beds

2 baths

1,375 sq ft

Condo

6 PETERS FARM WAY 411, 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

Oak Point

3305 ISLAND DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$339,000

3 beds

2 baths

1,344 sq ft

Mobile Home

3305 ISLAND DR, MIDDLEBORO, MA, 02346

Community: Oak Point

Martins Landing

320 MARTINS LNDG 407, NORTH READING, MA,..., North Reading, MA 01864

$869,995

2 beds

2 baths

1,579 sq ft

Condo

320 MARTINS LNDG 407, NORTH READING, MA,...

Community: Martins Landing

Martins Landing

320 MARTINS LNDG 512, NORTH READING, MA,..., North Reading, MA 01864

$979,995

2 beds

2 baths

1,579 sq ft

Condo

320 MARTINS LNDG 512, NORTH READING, MA,...

Community: Martins Landing

The Trails

7 WATERVILLE LN 7, HOPKINTON, MA, 01748, Hopkinton, MA 01748

$989,000

2 beds

3 baths

2,274 sq ft

Condo

7 WATERVILLE LN 7, HOPKINTON, MA, 01748

Community: The Trails

Del Webb Chauncy Lake

4204 PETERS FARM WAY 204, WESTBOROUGH, M..., Westborough, MA 01581

$450,000

1 beds

1 baths

956 sq ft

Condo

4204 PETERS FARM WAY 204, WESTBOROUGH, M...

Community: Del Webb Chauncy Lake

Riverside Woods

1 FRANCIS DR 309, ANDOVER, MA, 01810, Andover, MA 01810

$574,900

2 beds

2 baths

1,330 sq ft

Condo

1 FRANCIS DR 309, ANDOVER, MA, 01810

Community: Riverside Woods

Pennington Crossing

1108 PENNINGTON DR 1108, WALPOLE, MA, 02..., Walpole, MA 02081

$539,900

1 beds

1 baths

1,015 sq ft

Condo

1108 PENNINGTON DR 1108, WALPOLE, MA, 02...

Community: Pennington Crossing

Red Mill Village

28 WILLIAMS RD 28, NORTON, MA, 02766, Norton, MA 02766

$775,000

2 beds

3 baths

2,160 sq ft

Condo

28 WILLIAMS RD 28, NORTON, MA, 02766

Community: Red Mill Village

Oak Point

1307 BLUEBERRY CIR, MIDDLEBORO, MA, 0234..., Middleboro, MA 02346

$369,900

3 beds

2 baths

1,344 sq ft

House

1307 BLUEBERRY CIR, MIDDLEBORO, MA, 0234...

Community: Oak Point

Seaside at Scituate - The Carriage Collection

$1,799,000

2 beds

4 baths

3,790 sq ft

Condo

5 BRAND BLVD 5, SCITUATE, MA, 02066

Community: Seaside at Scituate - The Carriage Collection

The Villages at Walker Meadow

3 QUAKER WAY 40, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$629,900

2 beds

2 baths

1,876 sq ft

Condo

3 QUAKER WAY 40, WESTBOROUGH, MA, 01581

Community: The Villages at Walker Meadow

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

Questions? Call us: (508) 715-6046

Great Island

9 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$789,000

3 beds

3 baths

2,348 sq ft

House

9 MADISON REACH, PLYMOUTH, MA, 02360

Community: Great Island

Sawyer's Reach

2 MARINERS WAY 310, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$499,900

1 beds

2 baths

897 sq ft

Condo

2 MARINERS WAY 310, PLYMOUTH, MA, 02360

Community: Sawyer's Reach

Northwoods at Sudbury

20 NORTHWOOD DR 303, SUDBURY, MA, 01776, Sudbury, MA 01776

$699,750

1 beds

2 baths

1,616 sq ft

Condo

20 NORTHWOOD DR 303, SUDBURY, MA, 01776

Community: Northwoods at Sudbury

Del Webb Chauncy Lake

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581

$569,000

2 beds

2 baths

1,469 sq ft

Condo

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Seton Highlands at The Pinehills

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

$889,000

3 beds

3 baths

2,690 sq ft

Condo

17 ABERDEEN 17, PLYMOUTH, MA, 02360

Community: Seton Highlands at The Pinehills

North Meadow Village

10 WHITE CEDAR DR 10, MIDDLETON, MA, 019..., Middleton, MA 01949

$969,900

3 beds

3 baths

2,691 sq ft

Condo

10 WHITE CEDAR DR 10, MIDDLETON, MA, 019...

Community: North Meadow Village

Great Island

29 FOX HOLW, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$690,000

2 beds

2 baths

2,439 sq ft

House

29 FOX HOLW, PLYMOUTH, MA, 02360

Community: Great Island

Oak Point

2602 GREEN ST, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$349,900

2 beds

2 baths

1,680 sq ft

House

2602 GREEN ST, MIDDLEBORO, MA, 02346

Community: Oak Point

Del Webb Chauncy Lake

4403 PETERS FARM WAY 4403, WESTBOROUGH, ..., Westborough, MA 01581

$415,000

1 beds

1 baths

956 sq ft

Condo

4403 PETERS FARM WAY 4403, WESTBOROUGH, ...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

12308 PETERS FARM WAY 308, WESTBOROUGH, ..., Westborough, MA 01581

$549,900

2 beds

2 baths

1,326 sq ft

Condo

12308 PETERS FARM WAY 308, WESTBOROUGH, ...

Community: Del Webb Chauncy Lake

Orchard Hill

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$625,000

3 beds

3 baths

2,793 sq ft

Condo

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581

Community: Orchard Hill

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

Questions? Call us: (508) 715-6046

Regency at Assabet Ridge

13 WILSHIRE WAY 13, MARLBOROUGH, MA, 017..., Marlborough, MA 01752

$689,000

2 beds

2 baths

1,584 sq ft

Condo

13 WILSHIRE WAY 13, MARLBOROUGH, MA, 017...

Community: Regency at Assabet Ridge

Cranberry Grove

$399,900

2 beds

2 baths

1,350 sq ft

Condo

3 CRANBERRY GROVE WAY C, WAREHAM, MA, 02...

Community: Cranberry Grove

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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.

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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112 homes

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

167 communities near Middleton

112 homes near Middleton

2 beds

2 baths

1,582 sq ft

Condo

1 beds

1 baths

1,027 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

3 baths

2,186 sq ft

House

2 beds

2 baths

1,510 sq ft

Condo

2 beds

2 baths

1,674 sq ft

House

2 beds

3 baths

2,279 sq ft

Condo

2 beds

2 baths

1,334 sq ft

Condo

2 beds

2 baths

1,529 sq ft

House

2 beds

2 baths

2,083 sq ft

Condo

2 beds

2 baths

1,386 sq ft

Condo

2 beds

3 baths

2,183 sq ft

Condo

2 beds

2 baths

1,512 sq ft

Condo

1 beds

1 baths

1,058 sq ft

Condo

1 beds

1 baths

1,030 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

3 beds

2 baths

1,344 sq ft

Mobile Home

2 beds

2 baths

1,579 sq ft

Condo

2 beds

2 baths

1,579 sq ft

Condo

2 beds