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

170 communities near Sherborn

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

Southport

$400ks - $600ks

Southport, Mashpee, MA

New and Resale | 55+ age-restricted | Built 1989 - present | 730 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 Sherborn? 55places can help!

Questions? Call us: (508) 545-9274

Harmony Place

$400ks - $500ks

Harmony Place, Rutland, MA

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

30 Coppersmith

$700ks

30 Coppersmith, Canton, MA

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

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

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.

Riverside Woods

$400ks - $600ks

Riverside Woods, Andover, MA

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

Stone Castle Estates

$800ks - $1Ms

Stone Castle Estates, Methuen, MA

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

Brierly Pond Village

$300ks - $400ks

Brierly Pond Village, Millbury, MA

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

Millwood Preserve

$1Ms

Millwood Preserve, Framingham, MA

Resale Only | 55+ age-restricted | Built 2020 - 2024 | 129 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 Trails

$500ks - $700ks

The Trails, Hopkinton, MA

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

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

Questions? Call us: (508) 545-9274

4 rating (2 reviews)

Regency at Methuen

$500ks - $600ks

Regency at Methuen, Methuen, MA

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

Orchard Hill

$500ks

Orchard Hill, Westborough, MA

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

Regency at Glen Ellen

$700ks - $900ks

Regency at Glen Ellen, Millis, MA

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

Pennington Crossing

$300ks - $600ks

Pennington Crossing, Walpole, MA

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

Quail Ridge

$600ks - $700ks

Quail Ridge, Acton, MA

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

Woodcrest Run

$400ks - $600ks

Woodcrest Run, Sharon, MA

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

WestRidge

$700ks

WestRidge, Hudson, MA

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

Bates Quarry

Bates Quarry, Walpole, MA

New Construction | 55+ age-restricted | Built 2025 - present | 100 homes

Northside Meadows

$600ks - $700ks

Northside Meadows, Framingham, MA

Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 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 Sherborn? 55places can help!

Questions? Call us: (508) 545-9274

Northwoods at Sudbury

$500ks

Northwoods at Sudbury, Sudbury, MA

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

Regency at Emerald Pines

$600ks - $900ks

Regency at Emerald Pines, Methuen, MA

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

Stonebridge Commons

$500ks

Stonebridge Commons, Hanson, MA

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

Willis Brook at Lynnfield

$1Ms

Willis Brook at Lynnfield, Lynnfield, MA

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

The Village at Auburnvill...

$300ks - $400ks

The Village at Auburnvill..., Whitman, MA

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

Chilton Park Village

$400ks

Chilton Park Village, Plymouth, MA

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

North Meadow Village

$500ks - $800ks

North Meadow Village, Middleton, MA

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

Woodstone Crossing

$300ks - $400ks

Woodstone Crossing, Weymouth, MA

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

Center Commons

$500ks - $600ks

Center Commons, Pembroke, MA

Resale Only | 55+ age-restricted | Built 2004 - 2009 | 44 homes

The Seasons at Salisbury

$400ks - $500ks

The Seasons at Salisbury, Holden, MA

Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes

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

Questions? Call us: (508) 545-9274

Rockwood Meadows

$600ks - $700ks

Rockwood Meadows, Upton, MA

New Construction | 55+ age-restricted | Built 2016 - present | 58 homes

Villages at Weathervane

$800ks - $1Ms

Villages at Weathervane, Weymouth, MA

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

1 2 3 4...5

New Great Island

17 MAPLEWOOD, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$935,000

3 beds

3 baths

2,553 sq ft

House

17 MAPLEWOOD, PLYMOUTH, MA, 02360

Community: Great Island

New The Village at Westminster Place

18 TEA PARTY CIR 18, HOLDEN, MA, 01520, Holden, MA 01520

$649,990

3 beds

3 baths

2,028 sq ft

House

18 TEA PARTY CIR 18, HOLDEN, MA, 01520

Community: The Village at Westminster Place

New Martins Landing

320 MARTINS LNDG 510, NORTH READING, MA,..., North Reading, MA 01864

$749,995

2 beds

2 baths

1,450 sq ft

Condo

320 MARTINS LNDG 510, NORTH READING, MA,...

Community: Martins Landing

New 30 Coppersmith

30 COPPERSMITH WAY 50701, CANTON, MA, 02..., Canton, MA 02021

$817,325

2 beds

2 baths

1,582 sq ft

Condo

30 COPPERSMITH WAY 50701, CANTON, MA, 02...

Community: 30 Coppersmith

New Del Webb Chauncy Lake

5 PETERS FARM WAY 7409, WESTBOROUGH, MA,..., Westborough, MA 01581

$599,995

2 beds

2 baths

1,375 sq ft

Condo

5 PETERS FARM WAY 7409, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

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

Questions? Call us: (508) 545-9274

New Bates Quarry

4 BATES QUARRY LN 44, WALPOLE, MA, 02081, Walpole, MA 02081

$936,949

2 beds

3 baths

2,301 sq ft

House

4 BATES QUARRY LN 44, WALPOLE, MA, 02081

Community: Bates Quarry

New Spring Meadow

152 SPRING MEADOW LN 152, HANOVER, MA, 0..., Hanover, MA 02339

$750,000

2 beds

3 baths

2,417 sq ft

Condo

152 SPRING MEADOW LN 152, HANOVER, MA, 0...

Community: Spring Meadow

New Pennington Crossing

1211 PENNINGTON DR 1211, WALPOLE, MA, 02..., Walpole, MA 02081

$575,000

1 beds

1 baths

1,030 sq ft

Condo

1211 PENNINGTON DR 1211, WALPOLE, MA, 02...

Community: Pennington Crossing

New Regency at Emerald Pines

38 SEQUOIA DR 38, METHUEN, MA, 01844, Methuen, MA 01844

$889,000

3 beds

3 baths

2,633 sq ft

Condo

38 SEQUOIA DR 38, METHUEN, MA, 01844

Community: Regency at Emerald Pines

New Del Webb Chauncy Lake

8 PETERS FARM WAY 401, WESTBOROUGH, MA, ..., Westborough, MA 01581

$872,440

2 beds

2 baths

1,496 sq ft

Condo

8 PETERS FARM WAY 401, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

New Del Webb Chauncy Lake

5 PETERS FARM WAY 404, WESTBOROUGH, MA, ..., Westborough, MA 01581

$489,995

1 beds

1 baths

972 sq ft

Condo

5 PETERS FARM WAY 404, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

New Center Commons

33 FREEDOM CIR 33, PEMBROKE, MA, 02359, Pembroke, MA 02359

$485,000

2 beds

2 baths

1,452 sq ft

Condo

33 FREEDOM CIR 33, PEMBROKE, MA, 02359

Community: Center Commons

New Southport

7 IRONWOOD PATH 186, MASHPEE, MA, 02649, Mashpee, MA 02649

$564,000

2 beds

3 baths

1,685 sq ft

Condo

7 IRONWOOD PATH 186, MASHPEE, MA, 02649

Community: Southport

Great Island

9 CANOE LNDG, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$747,000

2 beds

3 baths

2,074 sq ft

House

9 CANOE LNDG, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

22 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$825,000

3 beds

3 baths

2,440 sq ft

House

22 CROSS WIND, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

6 AUTUMN GLN, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$725,000

2 beds

3 baths

2,061 sq ft

House

6 AUTUMN GLN, PLYMOUTH, MA, 02360

Community: Great Island

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

Questions? Call us: (508) 545-9274

Martins Landing

$499,900

1 beds

1 baths

972 sq ft

Condo

260 MARTINS LANDING WAY 202, NORTH READI...

Community: Martins Landing

Rockwood Meadows

41 ROCKWOOD LN 41, UPTON, MA, 01568, Upton, MA 01568

$779,900

2 beds

2 baths

1,743 sq ft

Condo

41 ROCKWOOD LN 41, UPTON, MA, 01568

Community: Rockwood Meadows

Regency at Glen Ellen

112 GLEN ELLEN BLVD 112, MILLIS, MA, 020..., Millis, MA 02054

$1,299,950

3 beds

4 baths

4,483 sq ft

Condo

112 GLEN ELLEN BLVD 112, MILLIS, MA, 020...

Community: Regency at Glen Ellen

Riverside Woods

1 HOOD DR 1, ANDOVER, MA, 01810, Andover, MA 01810

$945,900

3 beds

3 baths

2,466 sq ft

Condo

1 HOOD DR 1, ANDOVER, MA, 01810

Community: Riverside Woods

Stone Castle Estates

17 STONE CASTLE DR 17, METHUEN, MA, 0184..., Methuen, MA 01844

$875,000

3 beds

3 baths

2,438 sq ft

House

17 STONE CASTLE DR 17, METHUEN, MA, 0184...

Community: Stone Castle Estates

Regency at Methuen

106 SHERWOOD DR 01844, METHUEN, MA, 0184..., Methuen, MA 01844

$779,900

2 beds

2 baths

1,797 sq ft

House

106 SHERWOOD DR 01844, METHUEN, MA, 0184...

Community: Regency at Methuen

Willis Brook at Lynnfield

13 FAIRWAY LN 56, LYNNFIELD, MA, 01940, Lynnfield, MA 01940

$1,687,000

2 beds

2 baths

1,913 sq ft

Condo

13 FAIRWAY LN 56, LYNNFIELD, MA, 01940

Community: Willis Brook at Lynnfield

30 Coppersmith

$625,995

1 beds

1 baths

1,027 sq ft

Condo

30 COPPERSMITH WAY 502, CANTON, MA, 0202...

Community: 30 Coppersmith

30 Coppersmith

$827,440

2 beds

2 baths

1,582 sq ft

Condo

30 COPPERSMITH WAY 406, CANTON, MA, 0202...

Community: 30 Coppersmith

Great Island

66 CLAM PUDDING, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$850,000

3 beds

3 baths

2,555 sq ft

House

66 CLAM PUDDING, PLYMOUTH, MA, 02360

Community: Great Island

The Seasons at Salisbury

148 FIRESIDE LN 148, HOLDEN, MA, 01520, Holden, MA 01520

$700,000

2 beds

3 baths

2,601 sq ft

Condo

148 FIRESIDE LN 148, HOLDEN, MA, 01520

Community: The Seasons at Salisbury

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

Questions? Call us: (508) 545-9274

Preserve at Emerald Pines

21 PHOEBE ST 21, METHUEN, MA, 01844, Methuen, MA 01844

$894,000

3 beds

3 baths

2,616 sq ft

Condo

21 PHOEBE ST 21, METHUEN, MA, 01844

Community: Preserve at Emerald Pines

Northside Meadows

11 TOLLAND WAY 11, FRAMINGHAM, MA, 01701, Framingham, MA 01701

$1,195,000

2 beds

3 baths

2,607 sq ft

Condo

11 TOLLAND WAY 11, FRAMINGHAM, MA, 01701

Community: Northside Meadows

Preserve at Emerald Pines

40 PHOEBE ST 101, METHUEN, MA, 01844, Methuen, MA 01844

$825,000

3 beds

3 baths

2,654 sq ft

Condo

40 PHOEBE ST 101, METHUEN, MA, 01844

Community: Preserve at Emerald Pines

Southport

2 MAINSAIL CIR 70, MASHPEE, MA, 02649, Mashpee, MA 02649

$569,000

2 beds

3 baths

1,685 sq ft

Condo

2 MAINSAIL CIR 70, MASHPEE, MA, 02649

Community: Southport

Southport

1 WOODS EDGE LN 191, MASHPEE, MA, 02649, Mashpee, MA 02649

$579,000

2 beds

3 baths

2,542 sq ft

Condo

1 WOODS EDGE LN 191, MASHPEE, MA, 02649

Community: Southport

Southport

26 GREY HAWK DR 647, MASHPEE, MA, 02649, Mashpee, MA 02649

$719,000

2 beds

2 baths

1,952 sq ft

Condo

26 GREY HAWK DR 647, MASHPEE, MA, 02649

Community: Southport

The Villages at Crane Meadow

7 WHISPERING BRK 7, MARLBOROUGH, MA, 017..., Marlborough, MA 01752

$579,900

2 beds

2 baths

1,838 sq ft

Condo

7 WHISPERING BRK 7, MARLBOROUGH, MA, 017...

Community: The Villages at Crane Meadow

Harmony Place

21 FIDELITY DR 73, RUTLAND, MA, 01543, Rutland, MA 01543

$489,000

2 beds

2 baths

1,582 sq ft

Condo

21 FIDELITY DR 73, RUTLAND, MA, 01543

Community: Harmony Place

Harmony Place

23 FIDELITY DR 74, RUTLAND, MA, 01543, Rutland, MA 01543

$489,000

2 beds

2 baths

1,582 sq ft

Condo

23 FIDELITY DR 74, RUTLAND, MA, 01543

Community: Harmony Place

Harmony Place

19 FIDELITY DR 72, RUTLAND, MA, 01543, Rutland, MA 01543

$498,000

2 beds

2 baths

1,582 sq ft

Condo

19 FIDELITY DR 72, RUTLAND, MA, 01543

Community: Harmony Place

Harmony Place

17 FIDELITY DR 71, RUTLAND, MA, 01543, Rutland, MA 01543

$498,000

2 beds

2 baths

1,582 sq ft

Condo

17 FIDELITY DR 71, RUTLAND, MA, 01543

Community: Harmony Place

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

Questions? Call us: (508) 545-9274

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

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

Frequently Asked Questions

What size 55+ communities are there in Sherborn?

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

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

The smallest 55+ community in Sherborn has 12 homes, the largest has 12 homes, and the average community consists of 12 homes.

Are there new 55+ homes available in Sherborn?

Yes, there is new 55+ home available in Sherborn. The most recent community started in Sherborn include 59 North Main. There is also 1 community in Sherborn that offers new construction homes, including 59 North Main.

Are there gated 55+ communities in Sherborn?

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

Want more information about active adult communities around Sherborn?

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 Sherborn?

Call us: (508) 545-9274

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 17, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

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

170 communities near Sherborn

131 homes near Sherborn

3 beds

3 baths

2,553 sq ft

House

3 beds

3 baths

2,028 sq ft

House

2 beds

2 baths

1,450 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

2 beds

3 baths

2,301 sq ft

House

2 beds

3 baths

2,417 sq ft

Condo

1 beds

1 baths

1,030 sq ft

Condo

3 beds

3 baths

2,633 sq ft

Condo

2 beds

2 baths

1,496 sq ft

Condo

1 beds

1 baths

972 sq ft

Condo

2 beds

2 baths

1,452 sq ft

Condo

2 beds

3 baths

1,685 sq ft

Condo

2 beds

3 baths

2,074 sq ft

House

3 beds

3 baths

2,440 sq ft

House

2 beds

3 baths

2,061 sq ft

House

1 beds

1 baths

972 sq ft

Condo

2 beds

2 baths

1,743 sq ft

Condo

3 beds

4 baths

4,483 sq ft

Condo

3 beds