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

80 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
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
Southport
$400ks - $600ks
Southport, Mashpee, MA
New and Resale | 55+ age-restricted | Built 1989 - present | 730 homes
Regency at Glen Ellen
$700ks - $900ks
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
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Questions? Call us: (401) 313-4589
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
Sawyer's Reach
$400ks - $900ks
Sawyer's Reach, Plymouth, MA
New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 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.
5 rating (3 reviews) Oak Point
$300ks - $400ks
Oak Point, Middleborough, MA
New and Resale | 55+ age-restricted | Built 1999 - present | 1,150 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Lake Point Village
$400ks - $600ks
Lake Point Village, Lakeville, MA
New Construction | 55+ age-restricted | Built 2020 - present | 66 homes
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
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Great Island
$600ks
Great Island, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
Want to learn more about 55+ rental communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
The Village at Orchard Me...
$400ks - $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
The Elms of Hanover
$500ks - $700ks
The Elms of Hanover, Hanover, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 51 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.
Millwood Preserve
$700ks - $800ks
Millwood Preserve, Framingham, MA
New Construction | 55+ age-restricted | Built 2020 - present | 129 homes
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Balancing Rock
$500ks - $600ks
Balancing Rock, Holliston, MA
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes
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Questions? Call us: (401) 313-4589
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes
Villages at Weathervane
$800ks - $1Ms
Villages at Weathervane, Weymouth, MA
Resale Only | 55+ age-restricted | Built 2003 - 2010 | 149 homes
Cranberry Grove
$200ks - $300ks
Cranberry Grove, Wareham, MA
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 36 homes
Kensington at The Pinehil...
$500ks
Kensington at The Pinehil..., Plymouth, MA
New Construction | Age-targeted | Built 2017 - present | 17 homes
Want to learn more about 55+ rental communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
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.
Arbor Hills
$400ks - $500ks
Arbor Hills, Kingston, MA
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 54 homes
Mattapoisett Landing
$400ks - $500ks
Mattapoisett Landing, Mattapoisett, MA
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 27 homes
Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
Spring Meadow
$400ks - $500ks
Spring Meadow, Hanover, MA
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 39 homes
Rockland Glen
$300ks - $500ks
Rockland Glen, Rockland, MA
Resale Only | 55+ age-restricted | Built 2008 - 2015 | 60 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Villages at Walker Me...
$600ks - $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
Seaside at Scituate - The...
$900ks - $1Ms
Seaside at Scituate - The..., Scituate, MA
New Construction | 55+ age-restricted | Built 2019 - present | 44 homes
Northwoods at Sudbury
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 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.
Wyman Farms
$500ks - $900ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
Want to learn more about 55+ rental communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Rolling Mill
$600ks - $700ks
Rolling Mill, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2018 - 2021 | 46 homes
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
59 North Main
$900ks
59 North Main, Sherborn, MA
New Construction | 55+ age-restricted | Built 2019 - present | 12 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
The Cottages at Lebaron H...
$500ks - $600ks
The Cottages at Lebaron H..., Lakeville, MA
New Construction | 55+ age-restricted | Built 2019 - present | 32 homes
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
1...2
New 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...
New Millwood Preserve 14 CALLAHAN DR 14, FRAMINGHAM, MA, 01701, Framingham, MA 01701
$1,215,000

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

14 CALLAHAN DR 14, FRAMINGHAM, MA, 01701
Community: Millwood Preserve
New Cranberry Grove 3 CRANBERRY GROVE WAY C, WAREHAM, MA, 02..., Wareham, MA 02571
$419,900

2 beds

|

2 baths

|

1,350 sq ft

|

Condo

3 CRANBERRY GROVE WAY C, WAREHAM, MA, 02...
Community: Cranberry Grove
New Villages at Weathervane 6 TEE TIME LN 38, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$1,185,000

2 beds

|

3 baths

|

2,030 sq ft

|

Condo

6 TEE TIME LN 38, WEYMOUTH, MA, 02190
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
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Want to learn more about 55+ rental communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Del Webb Chauncy Lake 5 PETERS FARM WAY 309, WESTBOROUGH, MA, ..., Westborough, MA 01581
$629,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 309, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 104, WESTBOROUGH, MA, ..., Westborough, MA 01581
$419,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 104, WESTBOROUGH, MA, ...
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
Arbor Hills 47 HOLLY CIR 47, KINGSTON, MA, 02364, Kingston, MA 02364
$729,000

2 beds

|

4 baths

|

3,167 sq ft

|

House

47 HOLLY CIR 47, KINGSTON, MA, 02364
Community: Arbor Hills
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.
Del Webb Chauncy Lake 5 PETERS FARM WAY 5105, WESTBOROUGH, MA,..., Westborough, MA 01581
$399,995

1 beds

|

1 baths

|

958 sq ft

|

Condo

5 PETERS FARM WAY 5105, WESTBOROUGH, MA,...
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Trails 28 WATERVILLE LN 28, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$1,069,000

2 beds

|

3 baths

|

2,510 sq ft

|

Condo

28 WATERVILLE LN 28, HOPKINTON, MA, 0174...
Community: The Trails
30 Coppersmith 30 COPPERSMITH WAY 108, CANTON, MA, 0202..., Canton, MA 02021
$475,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

30 COPPERSMITH WAY 108, CANTON, MA, 0202...
Community: 30 Coppersmith
Southport 12 KETTLE LN 31, MASHPEE, MA, 02649, Mashpee, MA 02649
$475,000

2 beds

|

2 baths

|

1,606 sq ft

|

Condo

12 KETTLE LN 31, MASHPEE, MA, 02649
Community: Southport
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Regency at Glen Ellen 86 GLEN ELLEN BLVD 86, MILLIS, MA, 02054, Millis, MA 02054
$1,249,900

3 beds

|

3 baths

|

3,060 sq ft

|

Condo

86 GLEN ELLEN BLVD 86, MILLIS, MA, 02054
Rockland Glen 1 VON RHOR DR 1, ROCKLAND, MA, 02370, Rockland, MA 02370
$690,000

2 beds

|

4 baths

|

1,990 sq ft

|

Condo

1 VON RHOR DR 1, ROCKLAND, MA, 02370
Community: Rockland Glen
Want to learn more about 55+ rental communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Regency at Glen Ellen 6 JAMESON DR 6, MILLIS, MA, 02054, Millis, MA 02054
$1,259,000

3 beds

|

4 baths

|

3,106 sq ft

|

Condo

6 JAMESON DR 6, MILLIS, MA, 02054
Regency at Assabet Ridge 25 AVEBURY LN 22, MARLBOROUGH, MA, 01752, Marlborough, MA 01752
$725,000

3 beds

|

3 baths

|

2,264 sq ft

|

Condo

25 AVEBURY LN 22, MARLBOROUGH, MA, 01752
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.
Sawyer's Reach 45 PLAZA WAY 406, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$580,000

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

45 PLAZA WAY 406, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Balancing Rock 20 GLACIER WAY 20, HOLLISTON, MA, 01746, Holliston, MA 01746
$685,000

2 beds

|

3 baths

|

2,084 sq ft

|

Condo

20 GLACIER WAY 20, HOLLISTON, MA, 01746
Community: Balancing Rock
Del Webb Chauncy Lake 1105 PETERS FARM WAY 105, WESTBOROUGH, M..., Westborough, MA 01581
$389,900

1 beds

|

1 baths

|

945 sq ft

|

Condo

1105 PETERS FARM WAY 105, WESTBOROUGH, M...
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Westbrook Crossing 989 E ST 402, DEDHAM, MA, 02026, Dedham, MA 02026
$499,900

1 beds

|

1 baths

|

882 sq ft

|

Condo

989 E ST 402, DEDHAM, MA, 02026
Community: Westbrook Crossing
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Regency at Glen Ellen 8 GLEN ELLEN BLVD 8, MILLIS, MA, 02054, Millis, MA 02054
$1,449,000

2 beds

|

4 baths

|

4,247 sq ft

|

Condo

8 GLEN ELLEN BLVD 8, MILLIS, MA, 02054
Southport 94 PINE HL 94, MASHPEE, MA, 02649, Mashpee, MA 02649
$550,000

2 beds

|

3 baths

|

1,685 sq ft

|

Condo

94 PINE HL 94, MASHPEE, MA, 02649
Community: Southport
Del Webb Chauncy Lake 5 PETERS FARM WAY 305, WESTBOROUGH, MA, ..., Westborough, MA 01581
$589,999

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

5 PETERS FARM WAY 305, WESTBOROUGH, MA, ...
Northside Meadows 10 TANGLEWOOD DR 10, FRAMINGHAM, MA, 017..., Framingham, MA 01701
$949,900

2 beds

|

3 baths

|

2,218 sq ft

|

Condo

10 TANGLEWOOD DR 10, FRAMINGHAM, MA, 017...
Community: Northside Meadows
Want to learn more about 55+ rental communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
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.
Woodcrest Run 635 OLD POST RD 210, SHARON, MA, 02067, Sharon, MA 02067
$499,900

2 beds

|

2 baths

|

1,056 sq ft

|

Condo

635 OLD POST RD 210, SHARON, MA, 02067
Community: Woodcrest Run
Oak Point 402 BLUEBERRY CIR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$379,900

3 beds

|

2 baths

|

1,568 sq ft

|

House

402 BLUEBERRY CIR, MIDDLEBORO, MA, 02346
Community: Oak Point
Orchard Hill 14 BALDWIN CT 14, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$730,000

2 beds

|

3 baths

|

2,225 sq ft

|

Condo

14 BALDWIN CT 14, WESTBOROUGH, MA, 01581
Community: Orchard Hill
Del Webb Chauncy Lake 6312 PETERS FARM WAY 6312, WESTBOROUGH, ..., Westborough, MA 01581
$625,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

6312 PETERS FARM WAY 6312, WESTBOROUGH, ...
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 Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Harmony Place 12 FIDELITY DR 6, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

12 FIDELITY DR 6, RUTLAND, MA, 01543
Community: Harmony Place
Del Webb Chauncy Lake 1 PETERS FARM WAY 411, WESTBOROUGH, MA, ..., Westborough, MA 01581
$575,000

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

1 PETERS FARM WAY 411, WESTBOROUGH, MA, ...
Southport 16 GREY HAWK DR 16, MASHPEE, MA, 02649, Mashpee, MA 02649
$598,000

2 beds

|

3 baths

|

1,416 sq ft

|

Condo

16 GREY HAWK DR 16, MASHPEE, MA, 02649
Community: Southport
Del Webb Chauncy Lake 1109 PETERS FARM WAY 1109, WESTBOROUGH, ..., Westborough, MA 01581
$429,000

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

1109 PETERS FARM WAY 1109, WESTBOROUGH, ...
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.
Harmony Place 15 FIDELITY DR 70, RUTLAND, MA, 01543, Rutland, MA 01543
$489,000

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

15 FIDELITY DR 70, RUTLAND, MA, 01543
Community: Harmony Place
Want to learn more about 55+ rental communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Harmony Place 4 FIDELITY DR 2, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

4 FIDELITY DR 2, RUTLAND, MA, 01543
Community: Harmony Place
The Preserve at Hunters Hill R42 CLUBHOUSE DR R42, DIGHTON, MA, 02715, Dighton, MA 02715
$709,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

R42 CLUBHOUSE DR R42, DIGHTON, MA, 02715
Regency at Glen Ellen 124 GLEN ELLEN BLVD 124, MILLIS, MA, 020..., Millis, MA 02054
$1,150,000

2 beds

|

2 baths

|

1,797 sq ft

|

Condo

124 GLEN ELLEN BLVD 124, MILLIS, MA, 020...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Sawyer's Reach 1 MARINERS WAY 204, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$580,000

1 beds

|

2 baths

|

1,113 sq ft

|

Condo

1 MARINERS WAY 204, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Del Webb Chauncy Lake 5 PETERS FARM WAY 107, WESTBOROUGH, MA, ..., Westborough, MA 01581
$649,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 107, WESTBOROUGH, MA, ...

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