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

158 homes near Dedham

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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

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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

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

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

1 2 3 4...5

New Regency at Emerald Pines

21 PINE TREE DR 21, METHUEN, MA, 01844, Methuen, MA 01844

$948,000

3 beds

3 baths

2,875 sq ft

Condo

21 PINE TREE DR 21, METHUEN, MA, 01844

Community: Regency at Emerald Pines

New Upton Ridge

87 SHANNON WAY 1, UPTON, MA, 01568, Upton, MA 01568

$669,900

2 beds

3 baths

1,950 sq ft

Condo

87 SHANNON WAY 1, UPTON, MA, 01568

Community: Upton Ridge

New WestRidge

29 HASTINGS 29, HUDSON, MA, 01749, Hudson, MA 01749

$799,000

3 beds

3 baths

2,264 sq ft

Condo

29 HASTINGS 29, HUDSON, MA, 01749

Community: WestRidge

New Reading Woods

36 AUGUSTUS CT 1002, READING, MA, 01867, Reading, MA 01867

$520,000

1 beds

1 baths

955 sq ft

Condo

36 AUGUSTUS CT 1002, READING, MA, 01867

Community: Reading Woods

New Oak Point

5006 OAK POINT DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$459,900

3 beds

2 baths

1,750 sq ft

House

5006 OAK POINT DR, MIDDLEBORO, MA, 02346

Community: Oak Point

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

Questions? Call us: (781) 381-4258

New Great Island

7 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$685,000

2 beds

3 baths

2,061 sq ft

House

7 MADISON REACH, PLYMOUTH, MA, 02360

Community: Great Island

New Great Island

15 MINT SPRIG, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$979,000

3 beds

4 baths

4,417 sq ft

House

15 MINT SPRIG, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

14 HORIZON, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$795,000

2 beds

2 baths

2,267 sq ft

House

14 HORIZON, PLYMOUTH, MA, 02360

Community: Great Island

Martins Landing

320 MARTINS LNDG 209, NORTH READING, MA,..., North Reading, MA 01864

$615,995

1 beds

1 baths

1,115 sq ft

Condo

320 MARTINS LNDG 209, NORTH READING, MA,...

Community: Martins Landing

WestRidge

33 HASTINGS 33, HUDSON, MA, 01749, Hudson, MA 01749

$599,999

2 beds

3 baths

1,758 sq ft

Condo

33 HASTINGS 33, HUDSON, MA, 01749

Community: WestRidge

Arbor Hills

46 HOLLY CIR 46, KINGSTON, MA, 02364, Kingston, MA 02364

$699,900

2 beds

3 baths

2,137 sq ft

Condo

46 HOLLY CIR 46, KINGSTON, MA, 02364

Community: Arbor Hills

The Pines at Hathaway Pond

39 HATHAWAY POND CIR 39, ROCHESTER, MA, ..., Rochester, MA 02770

$739,900

2 beds

3 baths

2,004 sq ft

Condo

39 HATHAWAY POND CIR 39, ROCHESTER, MA, ...

Community: The Pines at Hathaway Pond

Garrison Place

1 GARRISON WAY 1, CARLISLE, MA, 01741, Carlisle, MA 01741

$1,138,000

2 beds

4 baths

3,230 sq ft

House

1 GARRISON WAY 1, CARLISLE, MA, 01741

Community: Garrison Place

Great Island

10 GREAT POINTE, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$785,000

2 beds

2 baths

2,048 sq ft

House

10 GREAT POINTE, PLYMOUTH, MA, 02360

Community: Great Island

Enclave at Hudson

38 BARNES BLVD 23, HUDSON, MA, 01749, Hudson, MA 01749

$1,125,000

2 beds

3 baths

2,544 sq ft

Condo

38 BARNES BLVD 23, HUDSON, MA, 01749

Community: Enclave at Hudson

Bigelow Farm

5 LYDIA'S WAY 5, NORTHBOROUGH, MA, 01532, Northborough, MA 01532

$799,900

2 beds

3 baths

2,556 sq ft

Condo

5 LYDIA'S WAY 5, NORTHBOROUGH, MA, 01532

Community: Bigelow Farm

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

Questions? Call us: (781) 381-4258

Rolling Green at Topsfield

470 BOSTON ST 3, TOPSFIELD, MA, 01983, Topsfield, MA 01983

$989,000

2 beds

3 baths

2,712 sq ft

House

470 BOSTON ST 3, TOPSFIELD, MA, 01983

Community: Rolling Green at Topsfield

Oak Point

$399,900

3 beds

2 baths

1,344 sq ft

House

701 OAK POINT DR, MIDDLEBORO, MA, 02346

Community: Oak Point

The Village at Auburnville

877 AUBURNVILLE WAY C2, WHITMAN, MA, 023..., Whitman, MA 02382

$525,000

2 beds

2 baths

2,090 sq ft

Condo

877 AUBURNVILLE WAY C2, WHITMAN, MA, 023...

Community: The Village at Auburnville

Del Webb Chauncy Lake

3 PETERS FARM WAY 107, WESTBOROUGH, MA, ..., Westborough, MA 01581

$560,000

2 beds

2 baths

1,469 sq ft

Condo

3 PETERS FARM WAY 107, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Great Island

11 SADDLEBACK, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$1,175,000

2 beds

3 baths

3,463 sq ft

House

11 SADDLEBACK, PLYMOUTH, MA, 02360

Community: Great Island

Hatter's Point

60 MERRIMAC ST 615, AMESBURY, MA, 01913, Amesbury, MA 01913

$919,000

2 beds

3 baths

2,095 sq ft

Condo

60 MERRIMAC ST 615, AMESBURY, MA, 01913

Community: Hatter's Point

The Trails

38 WESTON LN 38, HOPKINTON, MA, 01748, Hopkinton, MA 01748

$999,900

2 beds

3 baths

2,274 sq ft

Condo

38 WESTON LN 38, HOPKINTON, MA, 01748

Community: The Trails

Sawyer's Reach

45 PLAZA WAY 204, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$565,000

1 beds

2 baths

1,113 sq ft

Condo

45 PLAZA WAY 204, PLYMOUTH, MA, 02360

Community: Sawyer's Reach

Great Island

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

$719,900

2 beds

3 baths

2,061 sq ft

House

7 WHITE TRELLIS, PLYMOUTH, MA, 02360

Community: Great Island

The Trails

10 WATERVILLE LN 10, HOPKINTON, MA, 0174..., Hopkinton, MA 01748

$999,900

2 beds

3 baths

2,274 sq ft

Condo

10 WATERVILLE LN 10, HOPKINTON, MA, 0174...

Community: The Trails

Del Webb Chauncy Lake

8310 PETERS FARM WAY 310, WESTBOROUGH, M..., Westborough, MA 01581

$564,995

2 beds

2 baths

1,375 sq ft

Condo

8310 PETERS FARM WAY 310, WESTBOROUGH, M...

Community: Del Webb Chauncy Lake

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

Questions? Call us: (781) 381-4258

Regency at Glen Ellen

29 HENRY WAY 29, MILLIS, MA, 02054, Millis, MA 02054

$899,000

2 beds

3 baths

2,432 sq ft

Condo

29 HENRY WAY 29, MILLIS, MA, 02054

Community: Regency at Glen Ellen

Great Island

12 MAPLEWOOD, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$720,000

2 beds

2 baths

1,548 sq ft

House

12 MAPLEWOOD, PLYMOUTH, MA, 02360

Community: Great Island

The Village at Westminster Place

9 SETTLERS LN 583, HOLDEN, MA, 01520, Holden, MA 01520

$649,000

3 beds

3 baths

1,877 sq ft

Condo

9 SETTLERS LN 583, HOLDEN, MA, 01520

Community: The Village at Westminster Place

Stone Castle Estates

10 ASHLEY LN 10, METHUEN, MA, 01844, Methuen, MA 01844

$316,649

2 beds

2 baths

1,209 sq ft

Condo

10 ASHLEY LN 10, METHUEN, MA, 01844

Community: Stone Castle Estates

The Village at Orchard Meadows

4 BLOSSOM TREE DR 4, SHREWSBURY, MA, 015..., Shrewsbury, MA 01545

$599,900

2 beds

2 baths

1,580 sq ft

Condo

4 BLOSSOM TREE DR 4, SHREWSBURY, MA, 015...

Community: The Village at Orchard Meadows

Martins Landing

320 MARTINS LNDG 2510, NORTH READING, MA..., North Reading, MA 01864

$649,995

2 beds

2 baths

1,450 sq ft

Condo

320 MARTINS LNDG 2510, NORTH READING, MA...

Community: Martins Landing

Brierly Pond Village

22 HORNE WAY 22, MILLBURY, MA, 01527, Millbury, MA 01527

$459,900

2 beds

2 baths

1,746 sq ft

Condo

22 HORNE WAY 22, MILLBURY, MA, 01527

Community: Brierly Pond Village

Oak Point

412 GREEN ST, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$359,000

3 beds

2 baths

1,670 sq ft

Mobile Home

412 GREEN ST, MIDDLEBORO, MA, 02346

Community: Oak Point

Rockland Glen

23 NORTHFIELD DR 23, ROCKLAND, MA, 02370, Rockland, MA 02370

$729,000

2 beds

3 baths

1,770 sq ft

Condo

23 NORTHFIELD DR 23, ROCKLAND, MA, 02370

Community: Rockland Glen

Willis Brook at Lynnfield

2 QUIGLEY CIR 39, LYNNFIELD, MA, 01940, Lynnfield, MA 01940

$1,985,000

2 beds

3 baths

2,442 sq ft

Condo

2 QUIGLEY CIR 39, LYNNFIELD, MA, 01940

Community: Willis Brook at Lynnfield

Garrison Place

13 GARRISON WAY 13, CARLISLE, MA, 01741, Carlisle, MA 01741

$1,098,000

2 beds

3 baths

2,385 sq ft

House

13 GARRISON WAY 13, CARLISLE, MA, 01741

Community: Garrison Place

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

Questions? Call us: (781) 381-4258

The Lanterns at Warren Woods

20 FERN XING 20, ASHLAND, MA, 01721, Ashland, MA 01721

$850,000

2 beds

3 baths

2,290 sq ft

Condo

20 FERN XING 20, ASHLAND, MA, 01721

Community: The Lanterns at Warren Woods

Reading Woods

23 AUGUSTUS CT 2004, READING, MA, 01867, Reading, MA 01867

$769,900

2 beds

2 baths

1,615 sq ft

Condo

23 AUGUSTUS CT 2004, READING, MA, 01867

Community: Reading Woods

1 2 3…4

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?

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158 homes

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

170 communities near Dedham

158 homes near Dedham

3 beds

3 baths

2,875 sq ft

Condo

2 beds

3 baths

1,950 sq ft

Condo

3 beds

3 baths

2,264 sq ft

Condo

1 beds

1 baths

955 sq ft

Condo

3 beds

2 baths

1,750 sq ft

House

2 beds

3 baths

2,061 sq ft

House

3 beds

4 baths

4,417 sq ft

House

2 beds

2 baths

2,267 sq ft

House

1 beds

1 baths

1,115 sq ft

Condo

2 beds

3 baths

1,758 sq ft

Condo

2 beds

3 baths

2,137 sq ft

Condo

2 beds

3 baths

2,004 sq ft

Condo

2 beds

4 baths

3,230 sq ft

House

2 beds

2 baths

2,048 sq ft

House

2 beds

3 baths

2,544 sq ft

Condo

2 beds

3 baths

2,556 sq ft

Condo

2 beds

3 baths

2,712 sq ft

House

3 beds

2 baths

1,344 sq ft

House

2 beds

2 baths

2,090 sq ft

Condo

2 beds