Call us at (401) 313-4589 to learn more about active adult communities in Middletown
Middletown, RI 55+ active adult communities & homes for sale - Page 3
81 communities near Middletown
100 homes near Middletown
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$400ks
- $600ks
Del Webb Chauncy Lake, Westborough, MA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
700 homes
$400ks
- $500ks
The Preserve at Hunters H..., Dighton, MA
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
140 homes
$400ks
- $600ks
Southport, Mashpee, MA
New and Resale
|
55+ age-restricted
|
Built 1989 - present
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730 homes
$400ks
- $900ks
Sawyer's Reach, Plymouth, MA
New and Resale
|
55+ age-restricted
|
Built 2017 - present
|
224 homes
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(401) 313-4589
$700ks
30 Coppersmith, Canton, MA
New Construction
|
55+ age-restricted
|
Built 2025 - present
|
63 homes
$400ks
- $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only
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55+ age-restricted
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Built 2002 - 2007
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114 homes
5 rating (3 reviews)
![Oak Point]()
$300ks
- $400ks
Oak Point, Middleborough, MA
New and Resale
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55+ age-restricted
|
Built 1999 - present
|
1,150 homes
$500ks
- $700ks
The Trails, Hopkinton, MA
New Construction
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55+ age-restricted
|
Built 2017 - present
|
170 homes
$400ks
- $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.
$600ks
- $700ks
Seton Highlands at The Pi..., Plymouth, MA
New and Resale
|
55+ age-restricted
|
Built 2008 - present
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120 homes
$400ks
- $500ks
Harmony Place, Rutland, MA
New Construction
|
55+ age-restricted
|
Built 2023 - present
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142 homes
$300ks
- $400ks
Brierly Pond Village, Millbury, MA
Resale Only
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55+ age-restricted
|
Built 2003 - 2013
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199 homes
$300ks
- $600ks
Pennington Crossing, Walpole, MA
New Construction
|
55+ age-restricted
|
Built 2018 - present
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172 homes
$500ks
Orchard Hill, Westborough, MA
Resale Only
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55+ age-restricted
|
Built 2002 - 2010
|
100 homes
Want to learn more about 55+ communities in Middletown?
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Questions? Call us:
(401) 313-4589
$300ks
- $500ks
The Pines at Hathaway Pon..., Rochester, MA
Resale Only
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55+ age-restricted
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Built 2006 - 2014
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61 homes
$900ks
- $1Ms
Seaside at Scituate - The..., Scituate, MA
New Construction
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55+ age-restricted
|
Built 2019 - present
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44 homes
$300ks
- $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only
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55+ age-restricted
|
Built 2004 - 2014
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92 homes
$300ks
- $400ks
Woodstone Crossing, Weymouth, MA
Resale Only
|
Age-targeted
|
Built 2015 - 2019
|
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.
$700ks
- $800ks
Millwood Preserve, Framingham, MA
New Construction
|
55+ age-restricted
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Built 2020 - present
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129 homes
$600ks
- $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only
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55+ age-restricted
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Built 1999 - 2000
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100 homes
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only
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55+ age-restricted
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Built 1999 - 2019
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43 homes
$500ks
Stonebridge Commons, Hanson, MA
Resale Only
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55+ age-restricted
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Built 2007 - 2018
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121 homes
$400ks
Chilton Park Village, Plymouth, MA
Resale Only
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55+ age-restricted
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Built 2006 - 2015
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25 homes
$500ks
- $600ks
Bigelow Farm, Northborough, MA
Resale Only
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55+ age-restricted
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Built 2006 - 2013
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41 homes
$400ks
- $600ks
Woodcrest Run, Sharon, MA
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
25 homes
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(401) 313-4589
$500ks
- $700ks
The Elms of Hanover, Hanover, MA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2004
|
51 homes
$500ks
- $700ks
Donovan Farm, Norwell, MA
Resale Only
|
55+ age-restricted
|
Built 2001 - 2003
|
40 homes
$500ks
- $600ks
Center Commons, Pembroke, MA
Resale Only
|
55+ age-restricted
|
Built 2004 - 2009
|
44 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.
$600ks
- $700ks
Bailey Brook, Middletown, RI
Resale Only
|
55+ age-restricted
|
Built 2018 - 2024
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36 homes
$400ks
- $600ks
Peregrine Woods, Marshfield, MA
Resale Only
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55+ age-restricted
|
Built 2002 - 2005
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32 homes
$700ks
- $800ks
Duxbury Estates, Duxbury, MA
Resale Only
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55+ age-restricted
|
Built 2008 - 2013
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44 homes
$900ks
- $1Ms
Hawthorn Preserve, Braintree, MA
New Construction
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55+ age-restricted
|
Built 2025 - present
|
51 homes
$600ks
- $700ks
Southwinds, South Kingstown, RI
Resale Only
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55+ age-restricted
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Built 2005 - 2010
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70 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
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(401) 313-4589
$400ks
- $500ks
Summer Reach, Plymouth, MA
Resale Only
|
55+ age-restricted
|
Built 2017 - 2020
|
114 homes
$600ks
- $700ks
Rolling Mill, Plymouth, MA
Resale Only
|
55+ age-restricted
|
Built 2018 - 2021
|
46 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.
Oak Point
![1307 BLUEBERRY CIR, MIDDLEBORO, MA, 0234..., Middleboro, MA 02346]()
3 beds
|2 baths
|1,344 sq ft
|House
1307 BLUEBERRY CIR, MIDDLEBORO, MA, 0234...
Community: Oak Point
MLS 73502190 • Keller Williams Realty, Tom Dixon • Keller Williams Realty
Seaside at Scituate - The Carriage Collection
![5 BRAND BLVD 5, SCITUATE, MA, 02066, Scituate, MA 02066]()
2 beds
|4 baths
|3,790 sq ft
|Condo
5 BRAND BLVD 5, SCITUATE, MA, 02066
MLS 73501880 • Coldwell Banker Realty - Scituate,... • Coldwell Banker Realty - Scituate
The Villages at Walker Meadow
![3 QUAKER WAY 40, WESTBOROUGH, MA, 01581, Westborough, MA 01581]()
2 beds
|2 baths
|1,876 sq ft
|Condo
3 QUAKER WAY 40, WESTBOROUGH, MA, 01581
Community: The Villages at Walker Meadow
MLS 73501795 • Berkshire Hathaway HomeServices To... • Berkshire Hathaway HomeServices Town and Country Real Estate
Sawyer's Reach
![2 MARINERS WAY 310, PLYMOUTH, MA, 02360, Plymouth, MA 02360]()
1 beds
|2 baths
|897 sq ft
|Condo
2 MARINERS WAY 310, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
MLS 73501221 • Compass, Aranson Maguire Group • Compass
Del Webb Chauncy Lake
![4 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581]()
2 beds
|2 baths
|1,469 sq ft
|Condo
4 PETERS FARM WAY 206, WESTBOROUGH, MA, ...
Community: Del Webb Chauncy Lake
MLS 73499155 • eXp Realty LLC - Corporate Office,... • eXp Realty LLC - Corporate Office
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(401) 313-4589
Del Webb Chauncy Lake
![12308 PETERS FARM WAY 308, WESTBOROUGH, ..., Westborough, MA 01581]()
2 beds
|2 baths
|1,326 sq ft
|Condo
12308 PETERS FARM WAY 308, WESTBOROUGH, ...
Community: Del Webb Chauncy Lake
MLS 73495030 • ERA Key Realty Services - Distinct... • ERA Key Realty Services - Distinctive Group
Orchard Hill
![9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581]()
3 beds
|3 baths
|2,793 sq ft
|Condo
9 BALDWIN CT 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill
MLS 73493124 • Mathieu Newton Sotheby's Internati... • Mathieu Newton Sotheby's International Realty
The Trails
![28 WATERVILLE LN 28, HOPKINTON, MA, 0174..., Hopkinton, MA 01748]()
2 beds
|3 baths
|2,510 sq ft
|Condo
28 WATERVILLE LN 28, HOPKINTON, MA, 0174...
Community: The Trails
MLS 73489252 • Realty Executives Boston West, Phi... • Realty Executives Boston West
30 Coppersmith
![30 COPPERSMITH WAY 108, CANTON, MA, 0202..., Canton, MA 02021]()
1 beds
|1 baths
|1,129 sq ft
|Condo
30 COPPERSMITH WAY 108, CANTON, MA, 0202...
Community: 30 Coppersmith
MLS 73489110 • Pulte Homes of New England, Erin S... • Pulte Homes of New England
Del Webb Chauncy Lake
![6312 PETERS FARM WAY 6312, WESTBOROUGH, ..., Westborough, MA 01581]()
2 beds
|2 baths
|1,469 sq ft
|Condo
6312 PETERS FARM WAY 6312, WESTBOROUGH, ...
Community: Del Webb Chauncy Lake
MLS 73481383 • Keller Williams Pinnacle MetroWest... • Keller Williams Pinnacle MetroWest
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]()
2 beds
|2 baths
|1,447 sq ft
|Condo
15 FIDELITY DR 70, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73479872 • Harbor Classic Realty, Karin Ander... • Harbor Classic Realty
Harmony Place
![4 FIDELITY DR 2, RUTLAND, MA, 01543, Rutland, MA 01543]()
MLS 73479871 • Harbor Classic Realty, Karin Ander... • Harbor Classic Realty
The Preserve at Hunters Hill
![R42 CLUBHOUSE DR R42, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|1,775 sq ft
|House
R42 CLUBHOUSE DR R42, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73479410 • Long Realty, Patricia Fanning • Long Realty
Sawyer's Reach
![44 MARINERS WAY 44, PLYMOUTH, MA, 02360, Plymouth, MA 02360]()
2 beds
|3 baths
|1,871 sq ft
|Condo
44 MARINERS WAY 44, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
MLS 73475457 • Gibson Sotheby's International Rea... • Gibson Sotheby's International Realty
Sawyer's Reach
![62 MARINERS WAY 305, PLYMOUTH, MA, 02360, Plymouth, MA 02360]()
1 beds
|1 baths
|804 sq ft
|Condo
62 MARINERS WAY 305, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
MLS 73466887 • RE/MAX Platinum, Cindi Ford • RE/MAX Platinum
The Preserve at Hunters Hill
![3057 CLUBHOUSE DR MODEL, DIGHTON, MA, 02..., Dighton, MA 02715]()
2 beds
|2 baths
|2,044 sq ft
|House
3057 CLUBHOUSE DR MODEL, DIGHTON, MA, 02...
Community: The Preserve at Hunters Hill
MLS 73361019 • Long Realty, Patricia Fanning • Long Realty
Want to learn more about 55+ communities in Middletown?
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(401) 313-4589
The Preserve at Hunters Hill
![74R CLUB HOUSE DR 74R, DIGHTON, MA, 0271..., Dighton, MA 02715]()
2 beds
|2 baths
|1,899 sq ft
|House
74R CLUB HOUSE DR 74R, DIGHTON, MA, 0271...
Community: The Preserve at Hunters Hill
MLS 73256663 • Long Realty, Patricia Fanning • Long Realty
The Preserve at Hunters Hill
![R65 CLUBHOUSE DR 65, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|2,796 sq ft
|House
R65 CLUBHOUSE DR 65, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73256656 • Long Realty, Patricia Fanning • Long Realty
The Preserve at Hunters Hill
![R66 CLUB HOUSE DR R66, DIGHTON, MA, 0271..., Dighton, MA 02715]()
2 beds
|3 baths
|2,216 sq ft
|House
R66 CLUB HOUSE DR R66, DIGHTON, MA, 0271...
Community: The Preserve at Hunters Hill
MLS 73256653 • Long Realty, Patricia Fanning • Long Realty
The Preserve at Hunters Hill
![R64 CLUBHOUSE DR 64, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|1,928 sq ft
|House
R64 CLUBHOUSE DR 64, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73256626 • Long Realty, Patricia Fanning • Long Realty
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.
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?
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REIN updates its listings on a daily basis. Data last updated: Jul 18, 2026.
This application does not include information on all of the properties available for sale at this time.
