Call us at (401) 313-4589 to learn more about active adult communities near Middletown
Middletown, RI 55+ active adult communities & homes for sale
80 communities near Middletown
114 homes near Middletown
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![Bay Ridge]()
$600Ks
- $800Ks
Bay Ridge, Middletown, RI
Resale Only
|
55+ age-restricted
|
Built 2008 - 2014
|
60 homes
No reviews yet
![Bailey Brook]()
$600Ks
- $700Ks
Bailey Brook, Middletown, RI
Resale Only
|
55+ age-restricted
|
Built 2018 - 2024
|
36 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
No reviews yet
![Southport]()
$400Ks
- $700Ks
Southport, Mashpee, MA
New and Resale
|
55+ age-restricted
|
Built 1989 - present
|
730 homes
No reviews yet
![Del Webb Chauncy Lake]()
$300Ks
- $800Ks
Del Webb Chauncy Lake, Westborough, MA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
700 homes
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No reviews yet
![Great Island]()
$700Ks
- $1Ms
Great Island, Plymouth, MA
Resale Only
|
55+ age-restricted
|
Built 2002 - 2015
|
600 homes
No reviews yet
![Regency at Glen Ellen]()
$800Ks
- $1Ms
Regency at Glen Ellen, Millis, MA
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
324 homes
4 rating (5 reviews)
![South Shore Village]()
$600Ks
- $800Ks
South Shore Village, South Kingstown, RI
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
303 homes
No reviews yet
![The Villages on Mount Hop...]()
$600Ks
- $1Ms
The Villages on Mount Hop..., Tiverton, RI
New and Resale
|
55+ age-restricted
|
Built 2003 - present
|
230 homes
No reviews yet
![Sawyer's Reach]()
$600Ks
- $600Ks
Sawyer's Reach, Plymouth, MA
New and Resale
|
55+ age-restricted
|
Built 2017 - present
|
224 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.
No reviews yet
![Woodstone Crossing]()
$500Ks
- $500Ks
Woodstone Crossing, Weymouth, MA
Resale Only
|
Age-targeted
|
Built 2015 - 2019
|
200 homes
No reviews yet
![Brierly Pond Village]()
$400Ks
- $400Ks
Brierly Pond Village, Millbury, MA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2013
|
199 homes
No reviews yet
![Pennington Crossing]()
$500Ks
- $500Ks
Pennington Crossing, Walpole, MA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
172 homes
No reviews yet
![The Trails]()
$900Ks
- $1Ms
The Trails, Hopkinton, MA
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
170 homes
No reviews yet
![Red Mill Village]()
$500Ks
- $800Ks
Red Mill Village, Norton, MA
Resale Only
|
55+ age-restricted
|
Built 2012 - 2014
|
156 homes
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No reviews yet
![Villages at Weathervane]()
$800Ks
- $1Ms
Villages at Weathervane, Weymouth, MA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2010
|
149 homes
No reviews yet
![Harmony Place]()
$400Ks
- $500Ks
Harmony Place, Rutland, MA
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
142 homes
No reviews yet
![Wakefield Meadows]()
$700Ks
- $800Ks
Wakefield Meadows, Wakefield, RI
Resale Only
|
55+ age-restricted
|
Built 2009 - 2015
|
142 homes
No reviews yet
![The Preserve at Hunters H...]()
$600Ks
- $800Ks
The Preserve at Hunters H..., Dighton, MA
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
140 homes
No reviews yet
![Upton Ridge]()
$600Ks
- $600Ks
Upton Ridge, Upton, MA
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
139 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.
No reviews yet
![WestRidge]()
$700Ks
- $1Ms
WestRidge, Hudson, MA
Resale Only
|
55+ age-restricted
|
Built 2009 - 2016
|
136 homes
No reviews yet
![Angell Brook Village]()
$400Ks
- $400Ks
Angell Brook Village, West Boylston, MA
Resale Only
|
55+ age-restricted
|
Built 2005 - 2012
|
132 homes
No reviews yet
![Millwood Preserve]()
$1Ms
- $1Ms
Millwood Preserve, Framingham, MA
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
129 homes
No reviews yet
![The Village at Westminste...]()
$400Ks
- $600Ks
The Village at Westminste..., Holden, MA
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
125 homes
No reviews yet
![Stonebridge Commons]()
$600Ks
- $700Ks
Stonebridge Commons, Hanson, MA
Resale Only
|
55+ age-restricted
|
Built 2007 - 2018
|
121 homes
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Questions? Call us:
(401) 313-4589
No reviews yet
![Seton Highlands at The Pi...]()
$700Ks
- $900Ks
Seton Highlands at The Pi..., Plymouth, MA
New and Resale
|
55+ age-restricted
|
Built 2008 - present
|
120 homes
No reviews yet
![Summer Reach]()
$400Ks
- $500Ks
Summer Reach, Plymouth, MA
Resale Only
|
55+ age-restricted
|
Built 2017 - 2020
|
114 homes
No reviews yet
![The Village at Orchard Me...]()
$400Ks
- $500Ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only
|
55+ age-restricted
|
Built 2002 - 2007
|
114 homes
No reviews yet
![New England Commons]()
$400Ks
- $400Ks
New England Commons, Webster, MA
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
100 homes
No reviews yet
![Orchard Hill]()
$600Ks
- $600Ks
Orchard Hill, Westborough, MA
Resale Only
|
55+ age-restricted
|
Built 2002 - 2010
|
100 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.
No reviews yet
![The Villages at Walker Me...]()
$600Ks
- $600Ks
The Villages at Walker Me..., Westborough, MA
Resale Only
|
55+ age-restricted
|
Built 1999 - 2000
|
100 homes
No reviews yet
![Bates Quarry]()
Bates Quarry, Walpole, MA
New Construction
|
55+ age-restricted
|
Built 2025 - present
|
100 homes
No reviews yet
![The Lanterns at Warren Wo...]()
$500Ks
- $700Ks
The Lanterns at Warren Wo..., Ashland, MA
Resale Only
|
55+ age-restricted
|
Built 2016 - 2020
|
93 homes
No reviews yet
![The Village at Auburnvill...]()
$300Ks
- $400Ks
The Village at Auburnvill..., Whitman, MA
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
92 homes
No reviews yet
![The Seasons at Salisbury]()
$600Ks
- $600Ks
The Seasons at Salisbury, Holden, MA
Resale Only
|
55+ age-restricted
|
Built 2002 - 2006
|
91 homes
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(401) 313-4589
No reviews yet
![The Villages at Crane Mea...]()
$400Ks
- $400Ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only
|
55+ age-restricted
|
Built 2001 - 2005
|
91 homes
No reviews yet
![Adams Farm]()
$800Ks
- $900Ks
Adams Farm, Shrewsbury, MA
Resale Only
|
55+ age-restricted
|
Built 2005 - 2013
|
90 homes
No reviews yet
![Southwinds]()
$600Ks
- $700Ks
Southwinds, South Kingstown, RI
Resale Only
|
55+ age-restricted
|
Built 2005 - 2010
|
70 homes
No reviews yet
![Bella Vista]()
$300Ks
- $400Ks
Bella Vista, Glocester, RI
Resale Only
|
55+ age-restricted
|
Built 2015 - 2021
|
70 homes
No reviews yet
![Regency at Assabet Ridge]()
$500Ks
- $600Ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only
|
55+ age-restricted
|
Built 2010 - 2015
|
69 homes
Wolcott Woods
![61 WOLCOTT WOODS LN # 61, MILTON, MA, 02..., Milton, MA 02186]()
2 beds
|3 baths
|2,201 sq ft
|Condo
61 WOLCOTT WOODS LN # 61, MILTON, MA, 02...
Community: Wolcott Woods
MLS 73435597 • LandVest, Inc., Greta Gustafson
Del Webb Chauncy Lake
![5 PETERS FARM WAY # 412, WESTBOROUGH, MA..., Westborough, MA 01581]()
2 beds
|2 baths
|1,512 sq ft
|Condo
5 PETERS FARM WAY # 412, WESTBOROUGH, MA...
Community: Del Webb Chauncy Lake
MLS 73436343 • Pulte Homes of New England, Erin S...
Del Webb Chauncy Lake
![2 CODMAN WAY 302, WESTBOROUGH, MA, 01581, Westborough, MA 01581]()
1 beds
|1 baths
|972 sq ft
|Condo
2 CODMAN WAY 302, WESTBOROUGH, MA, 01581
Community: Del Webb Chauncy Lake
MLS 73435856 • Pulte Homes of New England, Erin S...
The Trails
![13 BIRKDALE LN # 13, HOPKINTON, MA, 0174..., Hopkinton, MA 01748]()
2 beds
|3 baths
|2,277 sq ft
|Condo
13 BIRKDALE LN # 13, HOPKINTON, MA, 0174...
Community: The Trails
MLS 73430544 • Keller Williams Elite, Sue Sindoni
Southport
![5 FRIENDSHIP CT # 89, MASHPEE, MA, 02649, Mashpee, MA 02649]()
2 beds
|2 baths
|1,333 sq ft
|Condo
5 FRIENDSHIP CT # 89, MASHPEE, MA, 02649
Community: Southport
MLS 73436534 • Kinlin Grover Compass, Carli Taylo...
Want to learn more about 55+ communities in Middletown?
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Questions? Call us:
(401) 313-4589
Regency at Glen Ellen
![18 LANSING WAY # 18, MILLIS, MA, 02054, Millis, MA 02054]()
2 beds
|3 baths
|2,306 sq ft
|Condo
18 LANSING WAY # 18, MILLIS, MA, 02054
Community: Regency at Glen Ellen
MLS 73424107 • Berkshire Hathaway HomeServices Co...
Blue Heron Pond
![453 BLUE HERON DR # 453, LANCASTER, MA, ..., Lancaster, MA 01523]()
2 beds
|3 baths
|1,477 sq ft
|Condo
453 BLUE HERON DR # 453, LANCASTER, MA, ...
Community: Blue Heron Pond
MLS 73436371 • Coldwell Banker Realty - Leominste...
Del Webb Chauncy Lake
![2 CODMAN WAY 5103, WESTBOROUGH, MA, 0158..., Westborough, MA 01581]()
1 beds
|1 baths
|972 sq ft
|Condo
2 CODMAN WAY 5103, WESTBOROUGH, MA, 0158...
Community: Del Webb Chauncy Lake
MLS 73432617 • Pulte Homes of New England, Erin S...
Westbrook Crossing
![989 EAST ST 107, DEDHAM, MA, 02026, Dedham, MA 02026]()
1 beds
|1 baths
|882 sq ft
|Condo
989 EAST ST 107, DEDHAM, MA, 02026
Community: Westbrook Crossing
MLS 73434932 • Coldwell Banker Realty - Belmont, ...
Southport
![16 GREY HAWK DR # 16, MASHPEE, MA, 02649, Mashpee, MA 02649]()
2 beds
|3 baths
|1,767 sq ft
|Condo
16 GREY HAWK DR # 16, MASHPEE, MA, 02649
Community: Southport
MLS 73356160 • Sotheby's International Realty, Jo...
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.
Seton Highlands at The Pinehills
![4 INVERNESS LN # 4, PLYMOUTH, MA, 02360, Plymouth, MA 02360]()
2 beds
|4 baths
|3,483 sq ft
|Condo
4 INVERNESS LN # 4, PLYMOUTH, MA, 02360
Community: Seton Highlands at The Pinehills
MLS 73384256 • Pinehills Brokerage Services LLC, ...
Southport
![37 PINE HILL BLVD # 30, MASHPEE, MA, 026..., Mashpee, MA 02649]()
2 beds
|2 baths
|1,338 sq ft
|Condo
37 PINE HILL BLVD # 30, MASHPEE, MA, 026...
Community: Southport
MLS 73396871 • Kinlin Grover Compass, Carli Taylo...
The Trails
![10 WATERVILLE LN # 10, HOPKINTON, MA, 01..., Hopkinton, MA 01748]()
2 beds
|3 baths
|2,274 sq ft
|Condo
10 WATERVILLE LN # 10, HOPKINTON, MA, 01...
Community: The Trails
MLS 73410711 • Realty Executives Boston West, Kar...
The Preserve at Hunters Hill
![3051 CLUBHOUSE DR 78, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|2,266 sq ft
|House
3051 CLUBHOUSE DR 78, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73429696 • Long Realty, Patricia Fanning
The Preserve at Hunters Hill
![3055 CLUB HOUSE DR # 80, DIGHTON, MA, 02..., Dighton, MA 02715]()
2 beds
|2 baths
|1,775 sq ft
|House
3055 CLUB HOUSE DR # 80, DIGHTON, MA, 02...
Community: The Preserve at Hunters Hill
MLS 73429695 • Long Realty, Patricia Fanning
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Questions? Call us:
(401) 313-4589
Millwood Preserve
![18 EAGLE LN # 21, FRAMINGHAM, MA, 01701, Framingham, MA 01701]()
2 beds
|3 baths
|2,454 sq ft
|Condo
18 EAGLE LN # 21, FRAMINGHAM, MA, 01701
Community: Millwood Preserve
MLS 73429114 • Coldwell Banker Realty - Wellesley...
Regency at Assabet Ridge
![13 WILSHIRE WAY # 13, MARLBOROUGH, MA, 0..., Marlborough, MA 01752]()
2 beds
|2 baths
|1,584 sq ft
|Condo
13 WILSHIRE WAY # 13, MARLBOROUGH, MA, 0...
Community: Regency at Assabet Ridge
MLS 73424705 • Colby Hunter Realty, John Jewett
The Preserve at Hunters Hill
![3035 CLUBHOUSE DR 5, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|2,097 sq ft
|House
3035 CLUBHOUSE DR 5, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73256653 • Long Realty, Patricia Fanning
Regency at Glen Ellen
![20 LANSING WAY # 20, MILLIS, MA, 02054, Millis, MA 02054]()
2 beds
|3 baths
|2,308 sq ft
|Condo
20 LANSING WAY # 20, MILLIS, MA, 02054
Community: Regency at Glen Ellen
MLS 73426563 • Hammond Residential Real Estate, T...
The Preserve at Hunters Hill
![3035 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|1,775 sq ft
|House
3035 CLUBHOUSE DR, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73314514 • Long Realty, Patricia Fanning
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 Preserve at Hunters Hill
![3057 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|2,044 sq ft
|House
3057 CLUB HOUSE DR, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73361019 • Long Realty, Patricia Fanning
Harmony Place
![6 FIDELITY DR # 3, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
6 FIDELITY DR # 3, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73399780 • Harbor Classic Realty, Karin Ander...
Seton Highlands at The Pinehills
![83 SETON HIGHLANDS # 83, PLYMOUTH, MA, 0..., Plymouth, MA 02360]()
2 beds
|3 baths
|2,174 sq ft
|Condo
83 SETON HIGHLANDS # 83, PLYMOUTH, MA, 0...
Community: Seton Highlands at The Pinehills
MLS 73422373 • Pinehills Brokerage Services LLC, ...
The Preserve at Hunters Hill
![3035 CLUBHOUSE DR 6, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|2,097 sq ft
|House
3035 CLUBHOUSE DR 6, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73256656 • Long Realty, Patricia Fanning
The Preserve at Hunters Hill
![3035 CLUBHOUSE DR 8, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|2,216 sq ft
|House
3035 CLUBHOUSE DR 8, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73256663 • Long Realty, Patricia Fanning
Want to learn more about 55+ communities in Middletown?
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(401) 313-4589
The Preserve at Hunters Hill
![3035 CLUBHOUSE DR 3, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|1,928 sq ft
|House
3035 CLUBHOUSE DR 3, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73256641 • Long Realty, Patricia Fanning
The Preserve at Hunters Hill
![3035 CLUBHOUSE DR 1, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|1,775 sq ft
|House
3035 CLUBHOUSE DR 1, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73256626 • Long Realty, Patricia Fanning
The Preserve at Hunters Hill
![3035 CLUBHOUSE DR 7, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|2,216 sq ft
|House
3035 CLUBHOUSE DR 7, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73256662 • Long Realty, Patricia Fanning
The Preserve at Hunters Hill
![3035 CLUBHOUSE DR 4, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|1,775 sq ft
|House
3035 CLUBHOUSE DR 4, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73256645 • Long Realty, Patricia Fanning
The Preserve at Hunters Hill
![3035 CLUBHOUSE DR 2, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|1,928 sq ft
|House
3035 CLUBHOUSE DR 2, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73256631 • Long Realty, Patricia Fanning
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.
Southport
![22 GREY HAWK DR # 22, MASHPEE, MA, 02649, Mashpee, MA 02649]()
2 beds
|2 baths
|1,491 sq ft
|Condo
22 GREY HAWK DR # 22, MASHPEE, MA, 02649
Community: Southport
MLS 73354080 • Thurston Residential R.E., Katie T...
Woodcrest Run
![635 OLD POST RD 110, SHARON, MA, 02067, Sharon, MA 02067]()
1 beds
|2 baths
|1,056 sq ft
|Condo
635 OLD POST RD 110, SHARON, MA, 02067
Community: Woodcrest Run
MLS 73406593 • Strive Realty, Phillip Gendreau
Adams Farm
![40 ADAMS FARM RD # 40, SHREWSBURY, MA, 0..., Shrewsbury, MA 01545]()
2 beds
|3 baths
|2,757 sq ft
|Condo
40 ADAMS FARM RD # 40, SHREWSBURY, MA, 0...
Community: Adams Farm
MLS 73376018 • Mathieu Newton Sotheby's Internati...
Harmony Place
![4 FIDELITY DR # 2, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
4 FIDELITY DR # 2, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73403315 • Harbor Classic Realty, Karin Ander...
Frequently Asked Questions
In Middletown, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.
The smallest 55+ communities in Middletown has 36 homes, the largest has 60 homes, and the average communities consists of 48 homes.
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?
Want to learn more about 55+ communities in Middletown?
114
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REIN updates its listings on a daily basis. Data last updated: Oct 23, 2025.
This application does not include information on all of the properties available for sale at this time.
