Call us at (508) 715-6046 to learn more about active adult communities near Middleton
Middleton, MA 55+ active adult communities & homes for sale
162 communities near Middleton
96 homes near Middleton
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$500Ks
- $800Ks
North Meadow Village, Middleton, MA
Resale Only
|
55+ age-restricted
|
Built 2012 - 2015
|
42 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
$300Ks
- $600Ks
Del Webb Chauncy Lake, Westborough, MA
New Construction
|
55+ age-restricted
|
Built 2018 - present
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700 homes
$600Ks
- $900Ks
Great Island, Plymouth, MA
Resale Only
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55+ age-restricted
|
Built 2002 - 2015
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600 homes
$500Ks
- $900Ks
Martins Landing, North Reading, MA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
450 homes
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$500Ks
- $600Ks
Reading Woods, Reading, MA
Resale Only
|
55+ age-restricted
|
Built 2011 - 2016
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424 homes
$800Ks
- $1Ms
Regency at Glen Ellen, Millis, MA
New Construction
|
55+ age-restricted
|
Built 2017 - present
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324 homes
4 rating (2 reviews)
![Regency at Methuen]()
$700Ks
- $800Ks
Regency at Methuen, Methuen, MA
Resale Only
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55+ age-restricted
|
Built 2011 - 2015
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240 homes
$500Ks
- $800Ks
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.
$400Ks
- $600Ks
Riverside Woods, Andover, MA
Resale Only
|
55+ age-restricted
|
Built 2017 - present
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200 homes
$400Ks
Brierly Pond Village, Millbury, MA
Resale Only
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55+ age-restricted
|
Built 2003 - 2013
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199 homes
$800Ks
- $1Ms
Preserve at Emerald Pines, Methuen, MA
Resale Only
|
55+ age-restricted
|
Built 2017 - 2024
|
192 homes
$700Ks
- $800Ks
Cross Farm, Londonderry, NH
Resale Only
|
55+ age-restricted
|
Built 2018 - 2024
|
189 homes
$400Ks
- $500Ks
The Village at Cider Hill, Old Orchard Beach, ME
Resale Only
|
55+ age-restricted
|
Built 2003 - 2007
|
176 homes
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(508) 715-6046
$500Ks
Pennington Crossing, Walpole, MA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
172 homes
$800Ks
- $1Ms
The Trails, Hopkinton, MA
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
170 homes
$500Ks
- $800Ks
Red Mill Village, Norton, MA
Resale Only
|
55+ age-restricted
|
Built 2012 - 2014
|
156 homes
$800Ks
- $1Ms
Villages at Weathervane, Weymouth, MA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2010
|
149 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.
$400Ks
Harmony Place, Rutland, MA
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
142 homes
$800Ks
Regency at Emerald Pines, Methuen, MA
Resale Only
|
55+ age-restricted
|
Built 2015 - 2018
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140 homes
$600Ks
- $800Ks
The Preserve at Hunters H..., Dighton, MA
New and Resale
|
55+ age-restricted
|
Built 2006 - present
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140 homes
$600Ks
Upton Ridge, Upton, MA
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
139 homes
$700Ks
- $1Ms
WestRidge, Hudson, MA
Resale Only
|
55+ age-restricted
|
Built 2009 - 2016
|
136 homes
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$400Ks
Angell Brook Village, West Boylston, MA
Resale Only
|
55+ age-restricted
|
Built 2005 - 2012
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132 homes
$1Ms
Millwood Preserve, Framingham, MA
New Construction
|
55+ age-restricted
|
Built 2020 - present
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129 homes
$500Ks
- $600Ks
The Village at Westminste..., Holden, MA
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
125 homes
$600Ks
- $700Ks
Stonebridge Commons, Hanson, MA
Resale Only
|
55+ age-restricted
|
Built 2007 - 2018
|
121 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.
$800Ks
- $900Ks
Seton Highlands at The Pi..., Plymouth, MA
New and Resale
|
55+ age-restricted
|
Built 2008 - present
|
120 homes
$600Ks
- $800Ks
The Villages at Hobbs Pon..., Wells, ME
Resale Only
|
55+ age-restricted
|
Built 2019 - 2023
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120 homes
$300Ks
The Club at Meadowbrook, Salem, NH
Resale Only
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55+ age-restricted
|
Built 2005 - 2005
|
117 homes
5 rating (1 reviews)
![Ray Farm]()
$600Ks
- $700Ks
Ray Farm, Exeter, NH
Resale Only
|
55+ age-restricted
|
Built 2018 - 2023
|
116 homes
$700Ks
- $900Ks
Hampton Meadows, Hampton, NH
Resale Only
|
55+ age-restricted
|
Built 1998 - 2002
|
116 homes
Want to learn more about 55+ communities in Middleton?
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Questions? Call us:
(508) 715-6046
$400Ks
- $500Ks
Summer Reach, Plymouth, MA
Resale Only
|
55+ age-restricted
|
Built 2017 - 2020
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114 homes
$400Ks
- $500Ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only
|
55+ age-restricted
|
Built 2002 - 2007
|
114 homes
$300Ks
Black Rocks Village, Fremont, NH
Resale Only
|
55+ age-restricted
|
Built 2013 - 2016
|
112 homes
Del Webb Chauncy Lake
![2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158..., Westborough, MA 01581]()
1 beds
|1 baths
|956 sq ft
|Condo
2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158...
Community: Del Webb Chauncy Lake
MLS 73446186 • Lamacchia Realty, Inc., Martha Con...
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...
Seton Highlands at The Pinehills
![17 ABERDEEN # 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360]()
3 beds
|3 baths
|2,690 sq ft
|Condo
17 ABERDEEN # 17, PLYMOUTH, MA, 02360
Community: Seton Highlands at The Pinehills
MLS 73437805 • Pinehills Brokerage Services LLC, ...
Sawyer's Reach
![51 MARINERS WAY # 51, PLYMOUTH, MA, 0236..., Plymouth, MA 02360]()
2 beds
|3 baths
|1,871 sq ft
|Condo
51 MARINERS WAY # 51, PLYMOUTH, MA, 0236...
Community: Sawyer's Reach
MLS 73457958 • Keller Williams Realty, Dennis Mac...
Great Island
![16 REBECCAS LNDG # 16, PLYMOUTH, MA, 023..., Plymouth, MA 02360]()
2 beds
|2 baths
|1,814 sq ft
|Condo
16 REBECCAS LNDG # 16, PLYMOUTH, MA, 023...
Community: Great Island
MLS 73457841 • Pinehills Brokerage Services LLC, ...
Want to learn more about 55+ communities in Middleton?
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Questions? Call us:
(508) 715-6046
Regency at Methuen
![46 HOPKINS CIR # 46, METHUEN, MA, 01844, Methuen, MA 01844]()
2 beds
|3 baths
|2,102 sq ft
|Condo
46 HOPKINS CIR # 46, METHUEN, MA, 01844
Community: Regency at Methuen
MLS 73457836 • Coldwell Banker Realty - Andovers/...
Garrison Place
![1 GARRISON WAY # 1, CARLISLE, MA, 01741, Carlisle, MA 01741]()
2 beds
|4 baths
|3,230 sq ft
|Condo
1 GARRISON WAY # 1, CARLISLE, MA, 01741
Community: Garrison Place
MLS 73432889 • Coldwell Banker Realty - Concord, ...
Sawyer's Reach
![45 PLAZA WAY UNIT 406, PLYMOUTH, MA, 023..., Plymouth, MA 02360]()
2 beds
|2 baths
|1,368 sq ft
|Condo
45 PLAZA WAY UNIT 406, PLYMOUTH, MA, 023...
Community: Sawyer's Reach
MLS 73426451 • Keller Williams Realty, Dennis Mac...
30 Coppersmith
![30 COPPERSMITH WAY # 301, CANTON, MA, 02..., Canton, MA 02021]()
2 beds
|2 baths
|1,582 sq ft
|Condo
30 COPPERSMITH WAY # 301, CANTON, MA, 02...
Community: 30 Coppersmith
MLS 73457468 • Pulte Homes of New England, Erin S...
Del Webb Chauncy Lake
![4403 PETERS FARM WAY 403, WESTBOROUGH, M..., Westborough, MA 01581]()
1 beds
|1 baths
|956 sq ft
|Condo
4403 PETERS FARM WAY 403, WESTBOROUGH, M...
Community: Del Webb Chauncy Lake
MLS 73446787 • Boucher Real Estate, Inc., Duane B...
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.
Quail Ridge
![159 SKYLINE DR # 159, ACTON, MA, 01720, Acton, MA 01720]()
2 beds
|3 baths
|2,244 sq ft
|Condo
159 SKYLINE DR # 159, ACTON, MA, 01720
Community: Quail Ridge
MLS 73451790 • William Raveis R.E. & Home Service...
Brierly Pond Village
![23 HORNE WAY # 23, MILLBURY, MA, 01527, Millbury, MA 01527]()
2 beds
|3 baths
|1,794 sq ft
|Condo
23 HORNE WAY # 23, MILLBURY, MA, 01527
Community: Brierly Pond Village
MLS 73456924 • Hillman Real Estate, Andrew Hillma...
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...
Martins Landing
![300 MARTINS LNDG APT 107, NORTH READING,..., North Reading, MA 01864]()
2 beds
|2 baths
|1,434 sq ft
|Condo
300 MARTINS LNDG APT 107, NORTH READING,...
Community: Martins Landing
MLS 73419948 • Better Homes and Gardens Real Esta...
The Villages at Crane Meadow
![11 WHISPERING BROOK RD # 55, MARLBOROUGH..., Marlborough, MA 01752]()
2 beds
|3 baths
|1,830 sq ft
|Condo
11 WHISPERING BROOK RD # 55, MARLBOROUGH...
Community: The Villages at Crane Meadow
MLS 73456931 • Comrie Real Estate, Inc., Rosemary...
Want to learn more about 55+ communities in Middleton?
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Questions? Call us:
(508) 715-6046
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
Oak Point
![2602 GREEN ST, MIDDLEBORO, MA, 02346, Middleboro, MA 02346]()
MLS 73422842 • Conway - Bridgewater, Stephen Damo...
Martins Landing
![320 MARTINS LNDG APT 403, NORTH READING,..., North Reading, MA 01864]()
1 beds
|1 baths
|1,027 sq ft
|Condo
320 MARTINS LNDG APT 403, NORTH READING,...
Community: Martins Landing
MLS 73455880 • Pulte Homes of New England, Erin S...
Del Webb Chauncy Lake
![3102 PETERS FARM WAY # 102, WESTBOROUGH,..., Westborough, MA 01581]()
1 beds
|1 baths
|956 sq ft
|Condo
3102 PETERS FARM WAY # 102, WESTBOROUGH,...
Community: Del Webb Chauncy Lake
MLS 73416001 • Guardian Realty Group, Barton Fink
Del Webb Chauncy Lake
![5 PETERS FARM WAY # 105, WESTBOROUGH, MA..., Westborough, MA 01581]()
1 beds
|1 baths
|958 sq ft
|Condo
5 PETERS FARM WAY # 105, WESTBOROUGH, MA...
Community: Del Webb Chauncy Lake
MLS 73455676 • Pulte Homes of New England, Erin S...
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 # 212, WESTBOROUGH, MA..., Westborough, MA 01581]()
1 beds
|1 baths
|1,058 sq ft
|Condo
5 PETERS FARM WAY # 212, WESTBOROUGH, MA...
Community: Del Webb Chauncy Lake
MLS 73455524 • Pulte Homes of New England, Erin S...
Del Webb Chauncy Lake
![5 PETERS FARM WAY # 106, WESTBOROUGH, MA..., Westborough, MA 01581]()
2 beds
|2 baths
|1,496 sq ft
|Condo
5 PETERS FARM WAY # 106, WESTBOROUGH, MA...
Community: Del Webb Chauncy Lake
MLS 73455518 • Pulte Homes of New England, Erin S...
Brierly Pond Village
![92 HORNE WAY # 92, MILLBURY, MA, 01527, Millbury, MA 01527]()
2 beds
|2 baths
|1,420 sq ft
|Condo
92 HORNE WAY # 92, MILLBURY, MA, 01527
Community: Brierly Pond Village
MLS 73454040 • RE/MAX Partners, Stephanie McNamar...
Great Island
![25 FOX HOLW, PLYMOUTH, MA, 02360, Plymouth, MA 02360]()
MLS 73454977 • Pinehills Brokerage Services LLC, ...
Del Webb Chauncy Lake
![2 CODMAN WAY 411, WESTBOROUGH, MA, 01581, Westborough, MA 01581]()
2 beds
|2 baths
|1,375 sq ft
|Condo
2 CODMAN WAY 411, WESTBOROUGH, MA, 01581
Community: Del Webb Chauncy Lake
MLS 73452782 • Pulte Homes of New England, Erin S...
Want to learn more about 55+ communities in Middleton?
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Questions? Call us:
(508) 715-6046
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 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 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 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
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
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
![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
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
![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, 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
The Villages at Walker Meadow
![3 DOVER WAY # 3, WESTBOROUGH, MA, 01581, Westborough, MA 01581]()
2 beds
|2 baths
|1,874 sq ft
|Condo
3 DOVER WAY # 3, WESTBOROUGH, MA, 01581
Community: The Villages at Walker Meadow
MLS 73452352 • Mathieu Newton Sotheby's Internati...
Want to learn more about 55+ communities in Middleton?
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(508) 715-6046
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...
30 Coppersmith
![30 COPPERSMITH WAY # 107, CANTON, MA, 02..., Canton, MA 02021]()
2 beds
|2 baths
|1,582 sq ft
|Condo
30 COPPERSMITH WAY # 107, CANTON, MA, 02...
Community: 30 Coppersmith
MLS 73441720 • Pulte Homes of New England, Erin S...
Woodstone Crossing
![130 TROTTER RD 1309, WEYMOUTH, MA, 02190, Weymouth, MA 02190]()
2 beds
|2 baths
|1,325 sq ft
|Condo
130 TROTTER RD 1309, WEYMOUTH, MA, 02190
Community: Woodstone Crossing
MLS 73430930 • Keller Williams Realty, Depend on ...
Oak Point
![2602 PHEASANT LN, MIDDLEBORO, MA, 02346, Middleboro, MA 02346]()
MLS 73451128 • The Real Estate Collaborative, San...
Great Island
![14 PICKET FENCE, PLYMOUTH, MA, 02360, Plymouth, MA 02360]()
MLS 73451083 • Pinehills Brokerage Services LLC, ...
Frequently Asked Questions
In Middleton, there is 1 small community with less than 500 homes.
The smallest 55+ community in Middleton has 42 homes, the largest has 42 homes, and the average community consists of 42 homes.
No, there are no gated 55+ communities in Middleton.
Want more information about active adult communities around Middleton?
Want to learn more about 55+ communities in Middleton?
96
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near Middleton
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© 2025 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Dec 08, 2025.
This application does not include information on all of the properties available for sale at this time.
