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Milton, MA 55+ active adult communities & homes for sale - Page 3
170 communities near Milton
160 homes near Milton
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$400ks
- $600ks
Del Webb Chauncy Lake, Westborough, MA
New Construction
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55+ age-restricted
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Built 2018 - present
|
700 homes
$400ks
- $600ks
Southport, Mashpee, MA
New and Resale
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55+ age-restricted
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Built 1989 - present
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730 homes
$400ks
- $700ks
Martins Landing, North Reading, MA
New Construction
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55+ age-restricted
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Built 2018 - present
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450 homes
$600ks
Great Island, Plymouth, MA
Resale Only
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55+ age-restricted
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Built 2002 - 2015
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600 homes
$400ks
- $500ks
The Preserve at Hunters H..., Dighton, MA
New and Resale
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55+ age-restricted
|
Built 2006 - present
|
140 homes
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$800ks
- $900ks
Preserve at Emerald Pines, Methuen, MA
Resale Only
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55+ age-restricted
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Built 2017 - 2024
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192 homes
$400ks
- $600ks
Upton Ridge, Upton, MA
New Construction
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55+ age-restricted
|
Built 2019 - present
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139 homes
$400ks
- $500ks
Harmony Place, Rutland, MA
New Construction
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55+ age-restricted
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Built 2023 - present
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142 homes
$400ks
- $900ks
Sawyer's Reach, Plymouth, MA
New and Resale
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55+ age-restricted
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Built 2017 - present
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224 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
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
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55+ age-restricted
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Built 2017 - present
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200 homes
$700ks
30 Coppersmith, Canton, MA
New Construction
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55+ age-restricted
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Built 2025 - present
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63 homes
$400ks
- $600ks
Woodcrest Run, Sharon, MA
New Construction
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55+ age-restricted
|
Built 2019 - present
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25 homes
$300ks
- $600ks
Pennington Crossing, Walpole, MA
New Construction
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55+ age-restricted
|
Built 2018 - present
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172 homes
$600ks
- $700ks
Seton Highlands at The Pi..., Plymouth, MA
New and Resale
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55+ age-restricted
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Built 2008 - present
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120 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
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$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
$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
$500ks
- $700ks
The Trails, Hopkinton, MA
New Construction
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55+ age-restricted
|
Built 2017 - present
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170 homes
$800ks
- $1Ms
Stone Castle Estates, Methuen, MA
Resale Only
|
55+ age-restricted
|
Built 2005 - 2018
|
89 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
- $900ks
Regency at Glen Ellen, Millis, MA
New Construction
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55+ age-restricted
|
Built 2017 - present
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324 homes
$900ks
The Village at Shepley Hi..., Groton, MA
New and Resale
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55+ age-restricted
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Built 2023 - present
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26 homes
$900ks
- $1Ms
Garrison Place, Carlisle, MA
Resale Only
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55+ age-restricted
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Built 2018 - 2019
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16 homes
$300ks
- $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only
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55+ age-restricted
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Built 2004 - 2014
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92 homes
$700ks
WestRidge, Hudson, MA
Resale Only
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55+ age-restricted
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Built 2009 - 2016
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136 homes
$500ks
- $700ks
The Lanterns at Warren Wo..., Ashland, MA
Resale Only
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55+ age-restricted
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Built 2016 - 2020
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93 homes
$400ks
- $600ks
Reading Woods, Reading, MA
Resale Only
|
55+ age-restricted
|
Built 2011 - 2016
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424 homes
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$300ks
- $400ks
Woodstone Crossing, Weymouth, MA
Resale Only
|
Age-targeted
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Built 2015 - 2019
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200 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
$400ks
- $600ks
Brooksmont, Holliston, MA
Resale Only
|
55+ age-restricted
|
Built 2017 - 2020
|
66 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
Quail Ridge, Acton, MA
Resale Only
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55+ age-restricted
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Built 2015 - present
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153 homes
$400ks
- $500ks
Westbrook Crossing, Dedham, MA
Resale Only
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55+ age-restricted
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Built 2003 - 2004
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60 homes
$600ks
- $700ks
Northside Meadows, Framingham, MA
Resale Only
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55+ age-restricted
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Built 2017 - 2019
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60 homes
4 rating (2 reviews)
![Regency at Methuen]()
$500ks
- $600ks
Regency at Methuen, Methuen, MA
Resale Only
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55+ age-restricted
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Built 2011 - 2015
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240 homes
$400ks
- $500ks
Spring Meadow, Hanover, MA
Resale Only
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55+ age-restricted
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Built 2004 - 2007
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39 homes
$500ks
- $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only
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55+ age-restricted
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Built 2010 - 2015
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69 homes
$400ks
- $500ks
The Village at Westminste..., Holden, MA
New and Resale
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55+ age-restricted
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Built 2006 - present
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125 homes
$600ks
- $700ks
Hatter's Point, Amesbury, MA
Resale Only
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55+ age-restricted
|
Built 2004 - 2017
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88 homes
Want to learn more about 55+ communities in Milton?
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$400ks
- $500ks
The Seasons at Salisbury, Holden, MA
Resale Only
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55+ age-restricted
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Built 2002 - 2006
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91 homes
$600ks
- $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only
|
55+ age-restricted
|
Built 2015 - 2018
|
140 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.
Martins Landing
![260 MARTINS LANDING WAY 202, NORTH READI..., North Reading, MA 01864]()
1 beds
|1 baths
|972 sq ft
|Condo
260 MARTINS LANDING WAY 202, NORTH READI...
Community: Martins Landing
MLS 73561792 • Century 21 North East, Patricia Wh... • Century 21 North East
Regency at Glen Ellen
![112 GLEN ELLEN BLVD 112, MILLIS, MA, 020..., Millis, MA 02054]()
3 beds
|4 baths
|4,483 sq ft
|Condo
112 GLEN ELLEN BLVD 112, MILLIS, MA, 020...
Community: Regency at Glen Ellen
MLS 73561525 • The Greene Realty Group, Derek Gre... • The Greene Realty Group
Stone Castle Estates
![17 STONE CASTLE DR 17, METHUEN, MA, 0184..., Methuen, MA 01844]()
3 beds
|3 baths
|2,438 sq ft
|House
17 STONE CASTLE DR 17, METHUEN, MA, 0184...
Community: Stone Castle Estates
MLS 73561193 • Citylight Realty, Jeanette Alexand... • Citylight Realty
Regency at Methuen
![106 SHERWOOD DR 01844, METHUEN, MA, 0184..., Methuen, MA 01844]()
2 beds
|2 baths
|1,797 sq ft
|House
106 SHERWOOD DR 01844, METHUEN, MA, 0184...
Community: Regency at Methuen
MLS 73561189 • MLSAGENTSONLY.COM, Joyce Misuraca • MLSAGENTSONLY.COM
Cindy Certified
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Cindy Certified
Cindy Certified
30 Coppersmith
![30 COPPERSMITH WAY 502, CANTON, MA, 0202..., Canton, MA 02021]()
1 beds
|1 baths
|1,027 sq ft
|Condo
30 COPPERSMITH WAY 502, CANTON, MA, 0202...
Community: 30 Coppersmith
MLS 73560355 • Pulte Homes of New England, Erin S... • Pulte Homes of New England
30 Coppersmith
![30 COPPERSMITH WAY 406, CANTON, MA, 0202..., Canton, MA 02021]()
2 beds
|2 baths
|1,582 sq ft
|Condo
30 COPPERSMITH WAY 406, CANTON, MA, 0202...
Community: 30 Coppersmith
MLS 73560341 • Pulte Homes of New England, Erin S... • Pulte Homes of New England
The Seasons at Salisbury
![148 FIRESIDE LN 148, HOLDEN, MA, 01520, Holden, MA 01520]()
2 beds
|3 baths
|2,601 sq ft
|Condo
148 FIRESIDE LN 148, HOLDEN, MA, 01520
Community: The Seasons at Salisbury
MLS 73559379 • RE/MAX Vision, Janet Schoeny • RE/MAX Vision
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.
Northside Meadows
![11 TOLLAND WAY 11, FRAMINGHAM, MA, 01701, Framingham, MA 01701]()
2 beds
|3 baths
|2,607 sq ft
|Condo
11 TOLLAND WAY 11, FRAMINGHAM, MA, 01701
Community: Northside Meadows
MLS 73559195 • Keller Williams Realty, Gloria Con... • Keller Williams Realty
Preserve at Emerald Pines
![40 PHOEBE ST 101, METHUEN, MA, 01844, Methuen, MA 01844]()
3 beds
|3 baths
|2,654 sq ft
|Condo
40 PHOEBE ST 101, METHUEN, MA, 01844
Community: Preserve at Emerald Pines
MLS 73558694 • Compass, The Movement Group • Compass
Southport
![2 MAINSAIL CIR 70, MASHPEE, MA, 02649, Mashpee, MA 02649]()
MLS 73558675 • Kinlin Grover Compass, Carli Taylo... • Kinlin Grover Compass
Southport
![1 WOODS EDGE LN 191, MASHPEE, MA, 02649, Mashpee, MA 02649]()
MLS 73558132 • Kinlin Grover Compass, Carli Taylo... • Kinlin Grover Compass
Harmony Place
![21 FIDELITY DR 73, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
21 FIDELITY DR 73, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73557945 • Harbor Classic Realty, Karin Ander... • Harbor Classic Realty
Harmony Place
![23 FIDELITY DR 74, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
23 FIDELITY DR 74, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73557946 • Harbor Classic Realty, Karin Ander... • Harbor Classic Realty
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Harmony Place
![19 FIDELITY DR 72, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
19 FIDELITY DR 72, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73557939 • Harbor Classic Realty, Karin Ander... • Harbor Classic Realty
Harmony Place
![17 FIDELITY DR 71, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
17 FIDELITY DR 71, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73557931 • Harbor Classic Realty, Karin Ander... • Harbor Classic Realty
WestRidge
![4 HASTINGS RD 4, HUDSON, MA, 01749, Hudson, MA 01749]()
MLS 73557622 • Keller Williams Pinnacle MetroWest... • Keller Williams Pinnacle MetroWest
Great Island
![7 WHITE TRELLIS, PLYMOUTH, MA, 02360, Plymouth, MA 02360]()
MLS 73557250 • Pinehills Brokerage Services LLC, ... • Pinehills Brokerage Services LLC
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.
Preserve at Emerald Pines
![36 PHOEBE ST 36, METHUEN, MA, 01844, Methuen, MA 01844]()
3 beds
|3 baths
|2,649 sq ft
|Condo
36 PHOEBE ST 36, METHUEN, MA, 01844
Community: Preserve at Emerald Pines
MLS 73556268 • Real Broker MA, LLC, Derek T. Beat... • Real Broker MA, LLC
Riverside Woods
![2 FRANCIS DR 401, ANDOVER, MA, 01810, Andover, MA 01810]()
2 beds
|2 baths
|1,490 sq ft
|Condo
2 FRANCIS DR 401, ANDOVER, MA, 01810
Community: Riverside Woods
MLS 73556074 • RE/MAX 360, Bob Trodden • RE/MAX 360
Cindy Certified
Great Island
![5 HIGHBANK TRL, PLYMOUTH, MA, 02360, Plymouth, MA 02360]()
MLS 73554408 • Pinehills Brokerage Services LLC, ... • Pinehills Brokerage Services LLC
Regency at Glen Ellen
![43 JAMESON DR 43, MILLIS, MA, 02054, Millis, MA 02054]()
3 beds
|3 baths
|2,873 sq ft
|Condo
43 JAMESON DR 43, MILLIS, MA, 02054
Community: Regency at Glen Ellen
MLS 73553742 • Coldwell Banker Realty - Sharon, E... • Coldwell Banker Realty - Sharon
Riverside Woods
![2 FRANCIS DR 203, ANDOVER, MA, 01810, Andover, MA 01810]()
1 beds
|1 baths
|955 sq ft
|Condo
2 FRANCIS DR 203, ANDOVER, MA, 01810
Community: Riverside Woods
MLS 73553588 • Coldwell Banker Realty, Brian Hron... • Coldwell Banker Realty
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 73553543 • Jane Coit Real Estate, Inc., The A... • Jane Coit Real Estate, Inc.
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Preserve at Emerald Pines
![53 PHOEBE ST 31, METHUEN, MA, 01844, Methuen, MA 01844]()
2 beds
|4 baths
|2,985 sq ft
|Condo
53 PHOEBE ST 31, METHUEN, MA, 01844
Community: Preserve at Emerald Pines
MLS 73552525 • Compass, The Movement Group • Compass
The Preserve at Hunters Hill
![72 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|1,600 sq ft
|House
72 CLUB HOUSE DR, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73551635 • Long Realty, Patricia Fanning • Long Realty
Quail Ridge
![20 PARKLAND LN 20, ACTON, MA, 01720, Acton, MA 01720]()
MLS 73548155 • RE/MAX Innovative Properties, Josh... • RE/MAX Innovative Properties
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
![127 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715]()
2 beds
|2 baths
|1,815 sq ft
|House
127 CLUBHOUSE DR, DIGHTON, MA, 02715
Community: The Preserve at Hunters Hill
MLS 73551465 • Long Realty, Patricia Fanning • Long Realty
Martins Landing
![320 MARTINS LNDG 307, NORTH READING, MA,..., North Reading, MA 01864]()
2 beds
|2 baths
|1,579 sq ft
|Condo
320 MARTINS LNDG 307, NORTH READING, MA,...
Community: Martins Landing
MLS 73551099 • Pulte Homes of New England, Erin S... • Pulte Homes of New England
The Village at Orchard Meadows
![79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA..., Shrewsbury, MA 01545]()
2 beds
|2 baths
|1,370 sq ft
|Condo
79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA...
Community: The Village at Orchard Meadows
MLS 73550830 • ERA Key Realty Services- Fram, Nel... • ERA Key Realty Services- Fram
Southport
![14 STONY BROOK DR 516, MASHPEE, MA, 0264..., Mashpee, MA 02649]()
2 beds
|3 baths
|1,792 sq ft
|Condo
14 STONY BROOK DR 516, MASHPEE, MA, 0264...
Community: Southport
MLS 73549947 • Kinlin Grover Compass, Carli Taylo... • Kinlin Grover Compass
Pennington Crossing
![4402 PENNINGTON DR 4402, WALPOLE, MA, 02..., Walpole, MA 02081]()
2 beds
|2 baths
|1,339 sq ft
|Condo
4402 PENNINGTON DR 4402, WALPOLE, MA, 02...
Community: Pennington Crossing
MLS 73549881 • Get Listed Realty, LLC, Kris Lippi • Get Listed Realty, LLC
Northwoods at Sudbury
![10 NORTHWOOD DR 301, SUDBURY, MA, 01776, Sudbury, MA 01776]()
1 beds
|2 baths
|1,668 sq ft
|Condo
10 NORTHWOOD DR 301, SUDBURY, MA, 01776
Community: Northwoods at Sudbury
MLS 73548630 • Berkshire Hathaway HomeServices Ro... • Berkshire Hathaway HomeServices Robert Paul Properties
Cindy Certified
Great Island
![7 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360]()
MLS 73547838 • Coldwell Banker Realty - Plymouth,... • Coldwell Banker Realty - Plymouth
Want to learn more about 55+ communities in Milton?
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Great Island
![28 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360]()
MLS 73547439 • Pinehills Brokerage Services LLC, ... • Pinehills Brokerage Services LLC
Upton Ridge
![56 SHANNON WAY 56, UPTON, MA, 01568, Upton, MA 01568]()
MLS 73546012 • Coldwell Banker Realty - Sudbury, ... • Coldwell Banker Realty - Sudbury
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 Milton, there is 1 small community with less than 500 homes.
The smallest 55+ community in Milton has 54 homes, the largest has 54 homes, and the average community consists of 54 homes.
Yes, there is new 55+ home available in Milton. The most recent community started in Milton include Wolcott Woods. There is also 1 community in Milton that offers new construction homes, including Wolcott Woods.
No, there are no gated 55+ communities in Milton.
Want more information about active adult communities around Milton?
Want to learn more about 55+ communities in Milton?
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© 2026 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: Sep 17, 2026.
This application does not include information on all of the properties available for sale at this time.
