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

208 homes near Dedham

Sort by:

Relevance

Westbrook Crossing

$400Ks - $500Ks

Westbrook Crossing, Dedham, MA

Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 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

Southport

$400Ks - $700Ks

Southport, Mashpee, MA

New and Resale | 55+ age-restricted | Built 1989 - present | 730 homes

Del Webb Chauncy Lake

$300Ks - $600Ks

Del Webb Chauncy Lake, Westborough, MA

New Construction | 55+ age-restricted | Built 2018 - present | 700 homes

Great Island

$600Ks - $900Ks

Great Island, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes

Want to learn more about 55+ communities in Dedham? 55places can help!

Questions? Call us: (781) 381-4258

Martins Landing

$500Ks - $700Ks

Martins Landing, North Reading, MA

New Construction | 55+ age-restricted | Built 2018 - present | 450 homes

Reading Woods

$500Ks - $600Ks

Reading Woods, Reading, MA

Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes

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

4 rating (2 reviews)

Regency at Methuen

$700Ks - $800Ks

Regency at Methuen, Methuen, MA

Resale Only | 55+ age-restricted | Built 2011 - 2015 | 240 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 Villages on Mount Hop...

$600Ks - $1Ms

The Villages on Mount Hop..., Tiverton, RI

New and Resale | 55+ age-restricted | Built 2003 - present | 230 homes

Sawyer's Reach

$500Ks - $800Ks

Sawyer's Reach, Plymouth, MA

New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes

Woodstone Crossing

$400Ks

Woodstone Crossing, Weymouth, MA

Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes

Riverside Woods

$400Ks - $600Ks

Riverside Woods, Andover, MA

Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes

Brierly Pond Village

$400Ks

Brierly Pond Village, Millbury, MA

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes

Want to learn more about 55+ communities in Dedham? 55places can help!

Questions? Call us: (781) 381-4258

Preserve at Emerald Pines

$800Ks - $1Ms

Preserve at Emerald Pines, Methuen, MA

Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes

Cross Farm

$700Ks - $800Ks

Cross Farm, Londonderry, NH

Resale Only | 55+ age-restricted | Built 2018 - 2024 | 189 homes

Pennington Crossing

$500Ks

Pennington Crossing, Walpole, MA

New Construction | 55+ age-restricted | Built 2018 - present | 172 homes

The Trails

$800Ks - $1Ms

The Trails, Hopkinton, MA

New Construction | 55+ age-restricted | Built 2017 - present | 170 homes

Red Mill Village

$500Ks - $800Ks

Red Mill Village, Norton, MA

Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes

Quail Ridge

$800Ks

Quail Ridge, Acton, MA

Resale Only | 55+ age-restricted | Built 2015 - present | 153 homes

Villages at Weathervane

$800Ks - $1Ms

Villages at Weathervane, Weymouth, MA

Resale Only | 55+ age-restricted | Built 2003 - 2010 | 149 homes

Harmony Place

$400Ks

Harmony Place, Rutland, MA

New Construction | 55+ age-restricted | Built 2023 - present | 142 homes

Wakefield Meadows

$700Ks - $800Ks

Wakefield Meadows, Wakefield, RI

Resale Only | 55+ age-restricted | Built 2009 - 2015 | 142 homes

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

Want to learn more about 55+ communities in Dedham? 55places can help!

Questions? Call us: (781) 381-4258

Regency at Emerald Pines

$800Ks

Regency at Emerald Pines, Methuen, MA

Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes

Upton Ridge

$600Ks

Upton Ridge, Upton, MA

New Construction | 55+ age-restricted | Built 2019 - present | 139 homes

WestRidge

$700Ks - $1Ms

WestRidge, Hudson, MA

Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes

Angell Brook Village

$400Ks

Angell Brook Village, West Boylston, MA

Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes

Millwood Preserve

$1Ms

Millwood Preserve, Framingham, MA

New Construction | 55+ age-restricted | Built 2020 - present | 129 homes

The Nevins

$700Ks

The Nevins, Londonderry, NH

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 128 homes

The Village at Westminste...

$500Ks - $600Ks

The Village at Westminste..., Holden, MA

New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes

Stonebridge Commons

$600Ks - $700Ks

Stonebridge Commons, Hanson, MA

Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 homes

Seton Highlands at The Pi...

$800Ks - $900Ks

Seton Highlands at The Pi..., Plymouth, MA

New and Resale | 55+ age-restricted | Built 2008 - present | 120 homes

The Club at Meadowbrook

$300Ks

The Club at Meadowbrook, Salem, NH

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 117 homes

Want to learn more about 55+ communities in Dedham? 55places can help!

Questions? Call us: (781) 381-4258

5 rating (1 reviews)

Ray Farm

$600Ks - $700Ks

Ray Farm, Exeter, NH

Resale Only | 55+ age-restricted | Built 2018 - 2023 | 116 homes

Hampton Meadows

$700Ks - $900Ks

Hampton Meadows, Hampton, NH

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 116 homes

Summer Reach

$400Ks - $500Ks

Summer Reach, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 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

Sargent Woods

$500Ks

Sargent Woods, Newton, NH

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 113 homes

1 2 3 4...5

Del Webb Chauncy Lake

11302 PETERS FARM WAY # 11302, WESTBOROU..., Westborough, MA 01581

$359,995

1 beds

1 baths

956 sq ft

Condo

11302 PETERS FARM WAY # 11302, WESTBOROU...

Community: Del Webb Chauncy Lake

Great Island

25 FOX HOLW, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$699,000

2 beds

2 baths

1,529 sq ft

House

25 FOX HOLW, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

$699,000

2 beds

2 baths

1,529 sq ft

House

25 FOX HOLW, PLYMOUTH, MA, 02360

Community: Great Island

Del Webb Chauncy Lake

2 CODMAN WAY 411, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$599,999

2 beds

2 baths

1,375 sq ft

Condo

2 CODMAN WAY 411, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

$599,999

2 beds

2 baths

1,375 sq ft

Condo

2 CODMAN WAY 411, WESTBOROUGH, MA, 01581

3035 CLUBHOUSE DR 5, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

Want to learn more about 55+ communities in Dedham? 55places can help!

Questions? Call us: (781) 381-4258

The Preserve at Hunters Hill

$779,900

2 beds

2 baths

2,216 sq ft

House

Community: The Preserve at Hunters Hill

The Preserve at Hunters Hill

$699,900

2 beds

2 baths

1,775 sq ft

House

3035 CLUBHOUSE DR 1, DIGHTON, MA, 02715

3051 CLUBHOUSE DR 78, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

The Preserve at Hunters Hill

3055 CLUB HOUSE DR # 80, DIGHTON, MA, 02..., Dighton, MA 02715

$743,175

2 beds

2 baths

1,775 sq ft

House

3055 CLUB HOUSE DR # 80, DIGHTON, MA, 02...

Community: The Preserve at Hunters Hill

The Preserve at Hunters Hill

$743,175

2 beds

2 baths

1,775 sq ft

House

3055 CLUB HOUSE DR # 80, DIGHTON, MA, 02...

Community: The Preserve at Hunters Hill

Want to learn more about 55+ communities in Dedham? 55places can help!

Questions? Call us: (781) 381-4258

Southport

14 SANDVIEW TER # 14, MASHPEE, MA, 02649, Mashpee, MA 02649

$414,000

2 beds

2 baths

1,338 sq ft

Condo

14 SANDVIEW TER # 14, MASHPEE, MA, 02649

Community: Southport

Brierly Pond Village

32 HORNE WAY # 32, MILLBURY, MA, 01527, Millbury, MA 01527

$449,900

2 beds

2 baths

1,420 sq ft

Condo

32 HORNE WAY # 32, MILLBURY, MA, 01527

Community: Brierly Pond Village

Southport

$414,000

2 beds

2 baths

1,338 sq ft

Condo

14 SANDVIEW TER # 14, MASHPEE, MA, 02649

Community: Southport

Southport

44 TWIN OAKS DR # 44, MASHPEE, MA, 02649, Mashpee, MA 02649

$519,000

2 beds

2 baths

1,659 sq ft

Condo

44 TWIN OAKS DR # 44, MASHPEE, MA, 02649

Community: Southport

Southport

$519,000

2 beds

2 baths

1,659 sq ft

Condo

44 TWIN OAKS DR # 44, MASHPEE, MA, 02649

Community: Southport

The Villages at Walker Meadow

3 DOVER WAY # 3, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$620,000

2 beds

2 baths

1,874 sq ft

Condo

3 DOVER WAY # 3, WESTBOROUGH, MA, 01581

Community: The Villages at Walker Meadow

The Villages at Walker Meadow

$620,000

2 beds

2 baths

1,874 sq ft

Condo

3 DOVER WAY # 3, WESTBOROUGH, MA, 01581

Community: The Villages at Walker Meadow

Regency at Methuen

42 HOPKINS CIR # 42, METHUEN, MA, 01844, Methuen, MA 01844

$849,900

2 beds

4 baths

3,085 sq ft

Condo

42 HOPKINS CIR # 42, METHUEN, MA, 01844

Community: Regency at Methuen

Regency at Methuen

$849,900

2 beds

4 baths

3,085 sq ft

Condo

42 HOPKINS CIR # 42, METHUEN, MA, 01844

Community: Regency at Methuen

Southport

181 LEISURE GREEN DR # 181, MASHPEE, MA,..., Mashpee, MA 02649

$449,000

2 beds

2 baths

1,338 sq ft

Condo

181 LEISURE GREEN DR # 181, MASHPEE, MA,...

Community: Southport

Want to learn more about 55+ communities in Dedham? 55places can help!

Questions? Call us: (781) 381-4258

Brierly Pond Village

$449,900

2 beds

2 baths

1,420 sq ft

Condo

32 HORNE WAY # 32, MILLBURY, MA, 01527

Community: Brierly Pond Village

Oak Point

$374,900

3 beds

2 baths

1,456 sq ft

House

2612 OAK POINT DR, MIDDLEBORO, MA, 02346

Community: Oak Point

Oak Point

$374,900

3 beds

2 baths

1,456 sq ft

House

2612 OAK POINT DR, MIDDLEBORO, MA, 02346

Community: Oak Point

Regency at Glen Ellen

18 LANSING WAY # 18, MILLIS, MA, 02054, Millis, MA 02054

$825,000

2 beds

3 baths

2,306 sq ft

Condo

18 LANSING WAY # 18, MILLIS, MA, 02054

Community: Regency at Glen Ellen

Regency at Glen Ellen

$825,000

2 beds

3 baths

2,306 sq ft

Condo

18 LANSING WAY # 18, MILLIS, MA, 02054

Community: Regency at Glen Ellen

1 2 3 4 5…6

Frequently Asked Questions

What size 55+ communities are there in Dedham?

In Dedham, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Dedham?

The smallest 55+ community in Dedham has 60 homes, the largest has 60 homes, and the average community consists of 60 homes.

Are there gated 55+ communities in Dedham?

No, there are no gated 55+ communities in Dedham.

Want more information about active adult communities around Dedham?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

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 [email protected]. 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

208 homes near Dedham

Remove Boundaries ×

Map Satellite

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.
© 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 04, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

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

166 communities near Dedham

208 homes near Dedham

1 beds

1 baths

956 sq ft

Condo

2 beds

2 baths

1,529 sq ft

House

2 beds

2 baths

1,529 sq ft

House

2 beds

2 baths

1,375 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

2 beds

2 baths

2,216 sq ft

House

2 beds

2 baths

2,097 sq ft

House

2 beds

2 baths

1,775 sq ft

House

2 beds

2 baths

1,928 sq ft

House

2 beds

2 baths

1,928 sq ft

House

2 beds

2 baths

2,097 sq ft

House

2 beds

2 baths

1,928 sq ft

House

2 beds

2 baths

1,928 sq ft

House

2 beds

2 baths

1,775 sq ft

House

2 beds

2 baths

2,097 sq ft

House

2 beds

2 baths

2,216 sq ft

House

2 beds

2 baths

2,097 sq ft

House

2 beds

2 baths

2,266 sq ft

House

2 beds

2 baths

1,775 sq ft

House

2 beds