Call us at (781) 381-4258 to learn more about active adult communities in Dedham

Dedham, MA 55+ active adult communities & homes for sale - Page 4

158 homes near Dedham

Sort by:

Relevance

Relevance

Del Webb Chauncy Lake
$400ks - $600ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
Southport
$400ks - $600ks
Southport, Mashpee, MA
New and Resale | 55+ age-restricted | Built 1989 - present | 730 homes
Great Island
$600ks
Great Island, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes
Martins Landing
$400ks - $700ks
Martins Landing, North Reading, MA
New Construction | 55+ age-restricted | Built 2018 - present | 450 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
Want to learn more about 55+ communities in Dedham? 55places can help!
Questions? Call us: (781) 381-4258
Preserve at Emerald Pines
$800ks - $900ks
Preserve at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
Sawyer's Reach
$400ks - $900ks
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.
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
Riverside Woods
$400ks - $600ks
Riverside Woods, Andover, MA
Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes
The Pines at Hathaway Pon...
$300ks - $500ks
The Pines at Hathaway Pon..., Rochester, MA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 61 homes
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
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
Want to learn more about 55+ communities in Dedham? 55places can help!
Questions? Call us: (781) 381-4258
Garrison Place
$900ks - $1Ms
Garrison Place, Carlisle, MA
Resale Only | 55+ age-restricted | Built 2018 - 2019 | 16 homes
Regency at Glen Ellen
$700ks - $900ks
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 homes
The Village at Orchard Me...
$400ks - $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
Reading Woods
$400ks - $600ks
Reading Woods, Reading, MA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 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.
The Village at Shepley Hi...
$900ks
The Village at Shepley Hi..., Groton, MA
New and Resale | 55+ age-restricted | Built 2023 - present | 26 homes
Regency at Emerald Pines
$600ks - $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 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
Stone Castle Estates
$800ks - $1Ms
Stone Castle Estates, Methuen, MA
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 homes
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
Want to learn more about 55+ communities in Dedham? 55places can help!
Questions? Call us: (781) 381-4258
Spring Meadow
$400ks - $500ks
Spring Meadow, Hanover, MA
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 39 homes
The Villages at Walker Me...
$600ks - $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
Orchard Hill
$500ks
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.
Arbor Hills
$400ks - $500ks
Arbor Hills, Kingston, MA
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 54 homes
The Village at Northridge
$500ks - $600ks
The Village at Northridge, North Reading, MA
Resale Only | 55+ age-restricted | 56 homes
Hatter's Point
$600ks - $700ks
Hatter's Point, Amesbury, MA
Resale Only | 55+ age-restricted | Built 2004 - 2017 | 88 homes
Northwoods at Sudbury
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
The Village at Auburnvill...
$300ks - $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes
Woodstone Crossing
$300ks - $400ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes
The Village at Westminste...
$400ks - $500ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes
Want to learn more about 55+ communities in Dedham? 55places can help!
Questions? Call us: (781) 381-4258
Willis Brook at Lynnfield
$1Ms
Willis Brook at Lynnfield, Lynnfield, MA
New Construction | 55+ age-restricted | Built 2026 - present | 100 homes
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 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.
1234...5
The Preserve at Hunters Hill 127 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$756,275

2 beds

|

2 baths

|

1,815 sq ft

|

House

127 CLUB HOUSE DR, DIGHTON, MA, 02715
Martins Landing 320 MARTINS LNDG 307, NORTH READING, MA,..., North Reading, MA 01864
$679,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 307, NORTH READING, MA,...
Community: Martins Landing
The Village at Orchard Meadows 79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA..., Shrewsbury, MA 01545
$534,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA...
Southport 14 STONY BROOK DR 516, MASHPEE, MA, 0264..., Mashpee, MA 02649
$679,000

2 beds

|

3 baths

|

1,792 sq ft

|

Condo

14 STONY BROOK DR 516, MASHPEE, MA, 0264...
Community: Southport
Pennington Crossing 4402 PENNINGTON DR 4402, WALPOLE, MA, 02..., Walpole, MA 02081
$725,000

2 beds

|

2 baths

|

1,339 sq ft

|

Condo

4402 PENNINGTON DR 4402, WALPOLE, MA, 02...
Community: Pennington Crossing
Want to learn more about 55+ communities in Dedham? 55places can help!
Questions? Call us: (781) 381-4258
Northwoods at Sudbury 10 NORTHWOOD DR 301, SUDBURY, MA, 01776, Sudbury, MA 01776
$649,000

1 beds

|

2 baths

|

1,668 sq ft

|

Condo

10 NORTHWOOD DR 301, SUDBURY, MA, 01776
Cindy Certified
9 INDEPENDENCE AVE 307, BRAINTREE, MA, 0..., Braintree, MA 02184
$595,000

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

9 INDEPENDENCE AVE 307, BRAINTREE, MA, 0...
Upton Ridge 56 SHANNON WAY 56, UPTON, MA, 01568, Upton, MA 01568
$669,000

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

56 SHANNON WAY 56, UPTON, MA, 01568
Community: Upton Ridge
Southport 18 BONWOOD DR 402, MASHPEE, MA, 02649, Mashpee, MA 02649
$549,000

2 beds

|

4 baths

|

2,527 sq ft

|

Condo

18 BONWOOD DR 402, MASHPEE, MA, 02649
Community: Southport
Cindy Certified
27 HOWLAND 7, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$859,900

2 beds

|

2 baths

|

1,678 sq ft

|

Condo

27 HOWLAND 7, PLYMOUTH, MA, 02360
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.
Orchard Hill 19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$579,000

2 beds

|

3 baths

|

2,183 sq ft

|

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...
Community: Orchard Hill
Del Webb Chauncy Lake 3202 PETERS FARM WAY 202, WESTBOROUGH, M..., Westborough, MA 01581
$425,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3202 PETERS FARM WAY 202, WESTBOROUGH, M...
The Trails 9 WATERVILLE LN 9, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$999,900

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

9 WATERVILLE LN 9, HOPKINTON, MA, 01748
Community: The Trails
Martins Landing 320 MARTINS LNDG 401, NORTH READING, MA,..., North Reading, MA 01864
$724,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 401, NORTH READING, MA,...
Community: Martins Landing
Preserve at Emerald Pines 11 HUMMINGBIRD WAY 11, METHUEN, MA, 0184..., Methuen, MA 01844
$900,000

3 beds

|

3 baths

|

2,907 sq ft

|

Condo

11 HUMMINGBIRD WAY 11, METHUEN, MA, 0184...
The Village at Shepley Hill 70 LEGACY LN B, GROTON, MA, 01450, Groton, MA 01450
$1,120,000

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

70 LEGACY LN B, GROTON, MA, 01450
Want to learn more about 55+ communities in Dedham? 55places can help!
Questions? Call us: (781) 381-4258
Cindy Certified
180/208 OLD POST RD 208, SHARON, MA, 020..., Sharon, MA 02067
$1,094,900

2 beds

|

3 baths

|

1,653 sq ft

|

Condo

180/208 OLD POST RD 208, SHARON, MA, 020...
Southport 1 SANDVIEW TER 1, MASHPEE, MA, 02649, Mashpee, MA 02649
$549,900

2 beds

|

2 baths

|

2,333 sq ft

|

Condo

1 SANDVIEW TER 1, MASHPEE, MA, 02649
Community: Southport
Great Island 17 VALLEY FRONT, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$735,000

2 beds

|

2 baths

|

1,554 sq ft

|

House

17 VALLEY FRONT, PLYMOUTH, MA, 02360
Community: Great Island
Del Webb Chauncy Lake 3405 PETERS FARM WAY 3405, WESTBOROUGH, ..., Westborough, MA 01581
$523,500

2 beds

|

2 baths

|

1,121 sq ft

|

Condo

3405 PETERS FARM WAY 3405, 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.
The Village at Orchard Meadows 70 ORCHARD MEADOW DR 70, SHREWSBURY, MA,..., Shrewsbury, MA 01545
$648,900

2 beds

|

3 baths

|

1,896 sq ft

|

Condo

70 ORCHARD MEADOW DR 70, SHREWSBURY, MA,...
Del Webb Chauncy Lake 4 PETERS FARM WAY 311, WESTBOROUGH, MA, ..., Westborough, MA 01581
$549,000

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

4 PETERS FARM WAY 311, WESTBOROUGH, MA, ...
Upton Ridge 87 SHANNON WAY 86, UPTON, MA, 01568, Upton, MA 01568
$669,900

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

87 SHANNON WAY 86, UPTON, MA, 01568
Community: Upton Ridge
Del Webb Chauncy Lake 12101 PETERS FARM WAY 12101, WESTBOROUGH..., Westborough, MA 01712
$574,444

2 beds

|

2 baths

|

1,459 sq ft

|

Condo

12101 PETERS FARM WAY 12101, WESTBOROUGH...
Del Webb Chauncy Lake 11 PETERS FARM WAY 310, WESTBOROUGH, MA,..., Westborough, MA 01581
$519,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

11 PETERS FARM WAY 310, WESTBOROUGH, MA,...
Brierly Pond Village 6 ASHTON LN 6, MILLBURY, MA, 01527, Millbury, MA 01527
$512,900

2 beds

|

4 baths

|

2,256 sq ft

|

Condo

6 ASHTON LN 6, MILLBURY, MA, 01527
Southport 118 GREY HAWK DR 118, MASHPEE, MA, 02649, Mashpee, MA 02649
$639,000

2 beds

|

2 baths

|

1,416 sq ft

|

Condo

118 GREY HAWK DR 118, MASHPEE, MA, 02649
Community: Southport
Want to learn more about 55+ communities in Dedham? 55places can help!
Questions? Call us: (781) 381-4258
Del Webb Chauncy Lake 4 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581
$549,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 12308 PETERS FARM WAY 308, WESTBOROUGH, ..., Westborough, MA 01581
$525,000

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

12308 PETERS FARM WAY 308, WESTBOROUGH, ...
Martins Landing 220 MARTINS LNDG 411, NORTH READING, MA,..., North Reading, MA 01864
$618,900

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

220 MARTINS LNDG 411, NORTH READING, MA,...
Community: Martins Landing
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 220 MARTINS LNDG 410, NORTH READING, MA,..., North Reading, MA 01864
$618,900

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

220 MARTINS LNDG 410, NORTH READING, MA,...
Community: Martins Landing
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 CLUB HOUSE DR R42, DIGHTON, MA, 0271..., Dighton, MA 02715
$739,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

R42 CLUB HOUSE DR R42, DIGHTON, MA, 0271...
Sawyer's Reach 44 MARINERS WAY 44, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$699,900

2 beds

|

3 baths

|

1,871 sq ft

|

Condo

44 MARINERS WAY 44, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Sawyer's Reach 62 MARINERS WAY 305, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$490,000

1 beds

|

1 baths

|

804 sq ft

|

Condo

62 MARINERS WAY 305, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
The Preserve at Hunters Hill 3057 CLUB HOUSE DR MODEL, DIGHTON, MA, 0..., Dighton, MA 02715
$769,900

2 beds

|

2 baths

|

2,044 sq ft

|

House

3057 CLUB HOUSE DR MODEL, DIGHTON, MA, 0...
The Preserve at Hunters Hill R66 CLUB HOUSE DR R66, DIGHTON, MA, 0271..., Dighton, MA 02715
$799,900

2 beds

|

3 baths

|

2,216 sq ft

|

House

R66 CLUB HOUSE DR R66, DIGHTON, MA, 0271...
The Preserve at Hunters Hill R64 CLUB HOUSE DR 64, DIGHTON, MA, 02715, Dighton, MA 02715
$769,900

2 beds

|

2 baths

|

1,928 sq ft

|

House

R64 CLUB HOUSE DR 64, DIGHTON, MA, 02715
Want to learn more about 55+ communities in Dedham? 55places can help!
Questions? Call us: (781) 381-4258

Frequently Asked Questions


Want more information about active adult communities around Dedham?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting optout@55places.com. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Dedham?

Call us: (781) 381-4258
158 homes
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 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: Oct 09, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top