Middletown, RI 55+ active adult communities & homes for sale

81 communities near Middletown

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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

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

Southport

$400ks - $600ks

Southport, Mashpee, MA

New and Resale | 55+ age-restricted | Built 1989 - present | 730 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 Middletown? 55places can help!

Questions? Call us: (401) 313-4589

Sawyer's Reach

$400ks - $900ks

Sawyer's Reach, Plymouth, MA

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

30 Coppersmith

$700ks

30 Coppersmith, Canton, MA

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

Bigelow Farm

$500ks - $600ks

Bigelow Farm, Northborough, MA

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

Orchard Hill

$500ks

Orchard Hill, Westborough, MA

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

Lake Point Village

$400ks - $600ks

Lake Point Village, Lakeville, MA

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

The Trails

$500ks - $700ks

The Trails, Hopkinton, MA

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

Regency at Glen Ellen

$700ks - $900ks

Regency at Glen Ellen, Millis, MA

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

Seaside at Scituate - The...

$900ks - $1Ms

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

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

Woodstone Crossing

$300ks - $400ks

Woodstone Crossing, Weymouth, MA

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

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

Questions? Call us: (401) 313-4589

WestRidge

$700ks

WestRidge, Hudson, MA

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

Millwood Preserve

$700ks - $800ks

Millwood Preserve, Framingham, MA

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

Regency at Assabet Ridge

$500ks - $600ks

Regency at Assabet Ridge, Marlborough, MA

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

Brierly Pond Village

$300ks - $400ks

Brierly Pond Village, Millbury, MA

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

The Village at Westminste...

$400ks - $500ks

The Village at Westminste..., Holden, MA

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

Pennington Crossing

$300ks - $600ks

Pennington Crossing, Walpole, MA

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

Brookside Village

$700ks

Brookside Village, Walpole, MA

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

Wyman Farms

$500ks - $900ks

Wyman Farms, Shrewsbury, MA

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

Northwoods at Sudbury

$500ks

Northwoods at Sudbury, Sudbury, MA

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

Rolling Mill

$600ks - $700ks

Rolling Mill, Plymouth, MA

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

Westbrook Crossing

$400ks - $500ks

Westbrook Crossing, Dedham, MA

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

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

Questions? Call us: (401) 313-4589

The Villages at Walker Me...

$600ks - $700ks

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

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

Woodcrest Run

$400ks - $600ks

Woodcrest Run, Sharon, MA

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

The Pines at Hathaway Pon...

$300ks - $500ks

The Pines at Hathaway Pon..., Rochester, MA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 61 homes

The Elms of Hanover

$500ks - $700ks

The Elms of Hanover, Hanover, MA

Resale Only | 55+ age-restricted | Built 2003 - 2004 | 51 homes

Adams Farm

$700ks - $800ks

Adams Farm, Shrewsbury, MA

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes

Donovan Farm

$500ks - $700ks

Donovan Farm, Norwell, MA

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 40 homes

Center Commons

$500ks - $600ks

Center Commons, Pembroke, MA

Resale Only | 55+ age-restricted | Built 2004 - 2009 | 44 homes

The Village at Orchard Me...

$400ks - $500ks

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

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

Tara Woods

$400ks

Tara Woods, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2007 - 2015 | 38 homes

Peregrine Woods

$400ks - $600ks

Peregrine Woods, Marshfield, MA

Resale Only | 55+ age-restricted | Built 2002 - 2005 | 32 homes

Blue Heron Pond

$500ks

Blue Heron Pond, Lancaster, MA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 58 homes

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

Questions? Call us: (401) 313-4589

Duxbury Estates

$700ks - $800ks

Duxbury Estates, Duxbury, MA

Resale Only | 55+ age-restricted | Built 2008 - 2013 | 44 homes

New England Commons

$200ks - $300ks

New England Commons, Webster, MA

New and Resale | 55+ age-restricted | Built 2005 - present | 100 homes

1 2...3

New Del Webb Chauncy Lake

11 PETERS FARM WAY 310, WESTBOROUGH, MA,..., Westborough, MA 01581

$575,000

2 beds

2 baths

1,326 sq ft

Condo

11 PETERS FARM WAY 310, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

New Wyman Farms

935 MAIN ST 10, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545

$1,195,000

2 beds

4 baths

2,648 sq ft

Condo

935 MAIN ST 10, SHREWSBURY, MA, 01545

Community: Wyman Farms

New Brookside Village

51 FILLMORE LN 51, WALPOLE, MA, 02081, Walpole, MA 02081

$899,000

2 beds

3 baths

2,180 sq ft

Condo

51 FILLMORE LN 51, WALPOLE, MA, 02081

Community: Brookside Village

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

Condo

115 PINE HILL BLVD 347, MASHPEE, MA, 026...

Community: Southport

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

Questions? Call us: (401) 313-4589

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

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

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

Great Island

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

$975,000

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

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

Questions? Call us: (401) 313-4589

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

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

Great Island

17 MAPLEWOOD, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$915,000

3 beds

3 baths

2,553 sq ft

House

17 MAPLEWOOD, PLYMOUTH, MA, 02360

Community: Great Island

30 Coppersmith

$675,250

2 beds

2 baths

1,582 sq ft

Condo

30 COPPERSMITH WAY 106, CANTON, MA, 0202...

Community: 30 Coppersmith

30 Coppersmith

$561,555

1 beds

1 baths

1,027 sq ft

Condo

30 COPPERSMITH WAY 304, CANTON, MA, 0202...

Community: 30 Coppersmith

30 Coppersmith

$828,325

2 beds

2 baths

1,582 sq ft

Condo

30 COPPERSMITH WAY 507, CANTON, MA, 0202...

Community: 30 Coppersmith

Seton Highlands at The Pinehills

105 SETON HIGHLANDS 105, PLYMOUTH, MA, 0..., Plymouth, MA 02360

$825,000

2 beds

3 baths

2,186 sq ft

House

105 SETON HIGHLANDS 105, PLYMOUTH, MA, 0...

Community: Seton Highlands at The Pinehills

Oak Point

$435,000

2 beds

2 baths

1,674 sq ft

House

6802 OAK POINT DR, MIDDLEBORO, MA, 02346

Community: Oak Point

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

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

Questions? Call us: (401) 313-4589

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

Frequently Asked Questions

What size 55+ communities are there in Middletown?

In Middletown, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.

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

The smallest 55+ communities in Middletown has 36 homes, the largest has 60 homes, and the average communities consists of 48 homes.

Are there gated 55+ communities in Middletown?

Yes, there is gated 55+ communities in Middletown. Approximately 50.0% of 55+ communities in the area are gated. For instance, Bay Ridge is a gated communities with 60 homes.

Want more information about active adult communities around Middletown?

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55+ communities in Tiverton

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81 communities

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Middletown, RI 55+ active adult communities & homes for sale

81 communities near Middletown

98 homes near Middletown

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

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

2 baths

1,659 sq ft

Condo

2 beds

2 baths

1,338 sq ft

Condo

2 beds

3 baths

2,408 sq ft

Condo

2 beds

2 baths

1,420 sq ft

House

3 beds

3 baths

3,500 sq ft

House

2 beds