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

170 communities near Dedham

Sort by:

Relevance

Del Webb Chauncy Lake

$400ks - $600ks

Del Webb Chauncy Lake, Westborough, MA

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

Martins Landing

$400ks - $700ks

Martins Landing, North Reading, MA

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

Great Island

$600ks

Great Island, Plymouth, MA

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

Preserve at Emerald Pines

$800ks - $900ks

Preserve at Emerald Pines, Methuen, MA

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

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

Questions? Call us: (781) 381-4258

Harmony Place

$400ks - $500ks

Harmony Place, Rutland, MA

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

Southport

$400ks - $600ks

Southport, Mashpee, MA

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

Riverside Woods

$400ks - $600ks

Riverside Woods, Andover, MA

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

30 Coppersmith

$700ks

30 Coppersmith, Canton, MA

New Construction | 55+ age-restricted | Built 2025 - present | 63 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.

Upton Ridge

$400ks - $600ks

Upton Ridge, Upton, MA

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

Sawyer's Reach

$400ks - $900ks

Sawyer's Reach, Plymouth, MA

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

WestRidge

$700ks

WestRidge, Hudson, MA

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

The Trails

$500ks - $700ks

The Trails, Hopkinton, MA

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

Brierly Pond Village

$300ks - $400ks

Brierly Pond Village, Millbury, MA

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

4 rating (2 reviews)

Regency at Methuen

$500ks - $600ks

Regency at Methuen, Methuen, MA

Resale Only | 55+ age-restricted | Built 2011 - 2015 | 240 homes

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

Questions? Call us: (781) 381-4258

Orchard Hill

$500ks

Orchard Hill, Westborough, MA

Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes

Reading Woods

$400ks - $600ks

Reading Woods, Reading, MA

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

The Lanterns at Warren Wo...

$500ks - $700ks

The Lanterns at Warren Wo..., Ashland, MA

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes

Pennington Crossing

$300ks - $600ks

Pennington Crossing, Walpole, MA

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

Millwood Preserve

$700ks - $800ks

Millwood Preserve, Framingham, MA

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

Stone Castle Estates

$200ks - $600ks

Stone Castle Estates, Methuen, MA

Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes

The Village at Shepley Hi...

$900ks

The Village at Shepley Hi..., Groton, MA

New and Resale | 55+ age-restricted | Built 2023 - present | 26 homes

Woodcrest Run

$400ks - $600ks

Woodcrest Run, Sharon, MA

New Construction | 55+ age-restricted | Built 2019 - present | 25 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

Stonebridge Commons

$500ks

Stonebridge Commons, Hanson, MA

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

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

Questions? Call us: (781) 381-4258

Regency at Glen Ellen

$700ks - $900ks

Regency at Glen Ellen, Millis, MA

New Construction | 55+ age-restricted | Built 2017 - present | 324 homes

Quail Ridge

$600ks - $700ks

Quail Ridge, Acton, MA

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

Willis Brook at Lynnfield

$1Ms

Willis Brook at Lynnfield, Lynnfield, MA

New Construction | 55+ age-restricted | Built 2026 - present | 100 homes

Garrison Place

$900ks - $1Ms

Garrison Place, Carlisle, MA

Resale Only | 55+ age-restricted | Built 2018 - 2019 | 16 homes

The Village at Auburnvill...

$300ks - $400ks

The Village at Auburnvill..., Whitman, MA

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes

The Villages at Crane Mea...

$400ks

The Villages at Crane Mea..., Marlborough, MA

Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes

Hatter's Point

$600ks - $700ks

Hatter's Point, Amesbury, MA

Resale Only | 55+ age-restricted | Built 2004 - 2017 | 88 homes

Chilton Park Village

$400ks

Chilton Park Village, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2006 - 2015 | 25 homes

Woodstone Crossing

$300ks - $400ks

Woodstone Crossing, Weymouth, MA

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

North Meadow Village

$500ks - $800ks

North Meadow Village, Middleton, MA

Resale Only | 55+ age-restricted | Built 2012 - 2015 | 42 homes

Northwoods at Sudbury

$500ks

Northwoods at Sudbury, Sudbury, MA

Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes

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

Questions? Call us: (781) 381-4258

Villages at Weathervane

$800ks - $1Ms

Villages at Weathervane, Weymouth, MA

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

Westbrook Crossing

$400ks - $500ks

Westbrook Crossing, Dedham, MA

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

17 FIDELITY DR 71, RUTLAND, MA, 01543

Community: Harmony Place

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

Questions? Call us: (781) 381-4258

New Great Island

12 BELLTREE, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$759,900

2 beds

3 baths

2,322 sq ft

House

12 BELLTREE, PLYMOUTH, MA, 02360

Community: Great Island

New WestRidge

4 HASTINGS RD 4, HUDSON, MA, 01749, Hudson, MA 01749

$610,000

2 beds

3 baths

1,736 sq ft

Condo

4 HASTINGS RD 4, HUDSON, MA, 01749

Community: WestRidge

New 30 Coppersmith

30 COPPERSMITH WAY 501, CANTON, MA, 0202..., Canton, MA 02021

$844,745

2 beds

2 baths

1,582 sq ft

Condo

30 COPPERSMITH WAY 501, CANTON, MA, 0202...

Community: 30 Coppersmith

New Great Island

7 WHITE TRELLIS, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$750,000

2 beds

3 baths

2,061 sq ft

House

7 WHITE TRELLIS, PLYMOUTH, MA, 02360

Community: Great Island

New Great Island

6 CHAMPLAIN CIR, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$659,900

2 beds

2 baths

1,549 sq ft

House

6 CHAMPLAIN CIR, PLYMOUTH, MA, 02360

Community: Great Island

The Lanterns at Warren Woods

8 LANTERN WAY 8, ASHLAND, MA, 01721, Ashland, MA 01721

$780,000

2 beds

2 baths

1,657 sq ft

Condo

8 LANTERN WAY 8, ASHLAND, MA, 01721

Community: The Lanterns at Warren Woods

Preserve at Emerald Pines

36 PHOEBE ST 36, METHUEN, MA, 01844, Methuen, MA 01844

$914,900

3 beds

3 baths

2,649 sq ft

Condo

36 PHOEBE ST 36, METHUEN, MA, 01844

Community: Preserve at Emerald Pines

Oak Point

408 GREEN ST, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$389,000

3 beds

2 baths

1,344 sq ft

House

408 GREEN ST, MIDDLEBORO, MA, 02346

Community: Oak Point

Riverside Woods

2 FRANCIS DR 401, ANDOVER, MA, 01810, Andover, MA 01810

$619,000

2 beds

2 baths

1,490 sq ft

Condo

2 FRANCIS DR 401, ANDOVER, MA, 01810

Community: Riverside Woods

Great Island

6 CLAM PUDDING, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$850,000

3 beds

3 baths

2,580 sq ft

House

6 CLAM PUDDING, PLYMOUTH, MA, 02360

Community: Great Island

Seton Highlands at The Pinehills

24 INVERNESS 24, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$923,000

3 beds

3 baths

2,719 sq ft

Condo

24 INVERNESS 24, PLYMOUTH, MA, 02360

Community: Seton Highlands at The Pinehills

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

Questions? Call us: (781) 381-4258

Reading Woods

31 JACOB WAY 31, READING, MA, 01867, Reading, MA 01867

$879,000

3 beds

3 baths

2,089 sq ft

Condo

31 JACOB WAY 31, READING, MA, 01867

Community: Reading Woods

Del Webb Chauncy Lake

5 PETERS FARM WAY 411, WESTBOROUGH, MA, ..., Westborough, MA 01581

$654,995

2 beds

2 baths

1,375 sq ft

Condo

5 PETERS FARM WAY 411, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

5 PETERS FARM WAY 410, WESTBOROUGH, MA, ..., Westborough, MA 01581

$594,995

2 beds

2 baths

1,375 sq ft

Condo

5 PETERS FARM WAY 410, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

5 PETERS FARM WAY 7303, WESTBOROUGH, MA,..., Westborough, MA 01581

$429,995

1 beds

1 baths

972 sq ft

Condo

5 PETERS FARM WAY 7303, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

5312 PETERS FARM WAY 312, WESTBOROUGH, M..., Westborough, MA 01581

$699,995

2 beds

2 baths

1,512 sq ft

Condo

5312 PETERS FARM WAY 312, WESTBOROUGH, M...

Community: Del Webb Chauncy Lake

Oak Point

6406 OAK PT, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$399,000

3 beds

2 baths

1,456 sq ft

House

6406 OAK PT, MIDDLEBORO, MA, 02346

Community: Oak Point

Great Island

5 HIGHBANK TRL, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$691,050

2 beds

3 baths

2,074 sq ft

House

5 HIGHBANK TRL, PLYMOUTH, MA, 02360

Community: Great Island

Stone Castle Estates

4 TILBURY RD 4, METHUEN, MA, 01844, Methuen, MA 01844

$324,424

1 beds

2 baths

1,128 sq ft

Condo

4 TILBURY RD 4, METHUEN, MA, 01844

Community: Stone Castle Estates

Orchard Hill

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$600,000

3 beds

3 baths

2,793 sq ft

Condo

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581

Community: Orchard Hill

Preserve at Emerald Pines

3 HUMMINGBIRD WAY 3, METHUEN, MA, 01844, Methuen, MA 01844

$879,000

3 beds

3 baths

2,642 sq ft

Condo

3 HUMMINGBIRD WAY 3, METHUEN, MA, 01844

Community: Preserve at Emerald Pines

Regency at Glen Ellen

43 JAMESON DR 43, MILLIS, MA, 02054, Millis, MA 02054

$1,299,900

3 beds

3 baths

2,873 sq ft

Condo

43 JAMESON DR 43, MILLIS, MA, 02054

Community: Regency at Glen Ellen

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

Questions? Call us: (781) 381-4258

Riverside Woods

2 FRANCIS DR 203, ANDOVER, MA, 01810, Andover, MA 01810

$449,900

1 beds

1 baths

955 sq ft

Condo

2 FRANCIS DR 203, ANDOVER, MA, 01810

Community: Riverside Woods

Regency at Methuen

14 HARTSHORNE WAY 14, METHUEN, MA, 01844, Methuen, MA 01844

$799,900

3 beds

3 baths

2,407 sq ft

Condo

14 HARTSHORNE WAY 14, METHUEN, MA, 01844

Community: Regency at Methuen

Seton Highlands at The Pinehills

17 ABERDEEN 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$889,000

3 beds

3 baths

2,690 sq ft

Condo

17 ABERDEEN 17, PLYMOUTH, MA, 02360

Community: Seton Highlands at The Pinehills

Del Webb Chauncy Lake

2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0..., Westborough, MA 01581

$559,000

2 beds

2 baths

1,469 sq ft

Condo

2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0...

Community: Del Webb Chauncy Lake

Angell Brook Village

10 ANGELL BROOK DR 10, WEST BOYLSTON, MA..., West Boylston, MA 01583

$540,000

3 beds

2 baths

2,228 sq ft

Condo

10 ANGELL BROOK DR 10, WEST BOYLSTON, MA...

Community: Angell Brook Village

Preserve at Emerald Pines

53 PHOEBE ST 31, METHUEN, MA, 01844, Methuen, MA 01844

$940,000

2 beds

4 baths

2,985 sq ft

Condo

53 PHOEBE ST 31, METHUEN, MA, 01844

Community: Preserve at Emerald Pines

Millwood Preserve

5 BAITING BROOK RD 5, FRAMINGHAM, MA, 01..., Framingham, MA 01701

$1,429,000

2 beds

4 baths

3,396 sq ft

Condo

5 BAITING BROOK RD 5, FRAMINGHAM, MA, 01...

Community: Millwood Preserve

The Preserve at Hunters Hill

72 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715

$799,900

2 beds

2 baths

1,600 sq ft

House

72 CLUB HOUSE DR, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

Quail Ridge

20 PARKLAND LN 20, ACTON, MA, 01720, Acton, MA 01720

$925,000

2 beds

2 baths

2,149 sq ft

Condo

20 PARKLAND LN 20, ACTON, MA, 01720

Community: Quail Ridge

The Preserve at Hunters Hill

127 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715

$756,275

2 beds

2 baths

1,815 sq ft

House

127 CLUBHOUSE DR, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

Riverside Woods

1 FRANCIS DR 405, ANDOVER, MA, 01810, Andover, MA 01810

$529,900

2 beds

2 baths

1,135 sq ft

Condo

1 FRANCIS DR 405, ANDOVER, MA, 01810

Community: Riverside Woods

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

Questions? Call us: (781) 381-4258

Martins Landing

320 MARTINS LNDG 307, NORTH READING, MA,..., North Reading, MA 01864

$774,995

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...

Community: The Village at Orchard Meadows

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.

How long do listings in 55+ communities in Dedham typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in Dedham stay on the market for around 16 days. The average price of homes for sale in this community is approximately $499,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Westbrook Crossing average around $499,000.

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 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

170 communities

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.
© 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: Aug 04, 2026.
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

170 communities near Dedham

133 homes near Dedham

2 beds

2 baths

1,838 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

3 baths

2,322 sq ft

House

2 beds

3 baths

1,736 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

3 baths

2,061 sq ft

House

2 beds

2 baths

1,549 sq ft

House

2 beds

2 baths

1,657 sq ft

Condo

3 beds

3 baths

2,649 sq ft

Condo

3 beds

2 baths

1,344 sq ft

House

2 beds

2 baths

1,490 sq ft

Condo

3 beds

3 baths

2,580 sq ft

House

3 beds

3 baths

2,719 sq ft

Condo

3 beds

3 baths

2,089 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

1 beds