Sherborn, MA 55+ active adult communities & homes for sale - Page 2

170 communities near Sherborn

Sort by:

Relevance

Forest Glen

$400ks - $500ks

Forest Glen, Uxbridge, MA

New Construction | 55+ age-restricted | Built 2018 - present | 44 homes

Summer Reach

$400ks - $500ks

Summer Reach, Plymouth, MA

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

Regency at Glen Ellen

$700ks - $900ks

Regency at Glen Ellen, Millis, MA

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

Holliston Woods

$500ks - $700ks

Holliston Woods, Holliston, MA

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes

Red Mill Village

$400ks - $600ks

Red Mill Village, Norton, MA

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

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

Questions? Call us: (508) 545-9274

Spring Meadow

$400ks - $500ks

Spring Meadow, Hanover, MA

Resale Only | 55+ age-restricted | Built 2004 - 2007 | 39 homes

Rolling Green at Topsfiel...

$600ks - $800ks

Rolling Green at Topsfiel..., Topsfield, MA

Resale Only | 55+ age-restricted | Built 2014 - 2014 | 30 homes

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

Mattapoisett Landing

$400ks - $500ks

Mattapoisett Landing, Mattapoisett, MA

Resale Only | 55+ age-restricted | Built 2012 - 2015 | 27 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.

Quail Ridge

$600ks - $700ks

Quail Ridge, Acton, MA

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

Whitestone Village

$400ks - $500ks

Whitestone Village, Groveland, MA

Resale Only | 55+ age-restricted | Built 2002 - 2005 | 100 homes

English Commons at Topsfi...

$800ks - $900ks

English Commons at Topsfi..., Topsfield, MA

Resale Only | 55+ age-restricted | Built 2010 - 2014 | 49 homes

Rockland Glen

$300ks - $500ks

Rockland Glen, Rockland, MA

Resale Only | 55+ age-restricted | Built 2008 - 2015 | 60 homes

Arbor Hills

$400ks - $500ks

Arbor Hills, Kingston, MA

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 54 homes

Kensington at The Pinehil...

$500ks

Kensington at The Pinehil..., Plymouth, MA

New Construction | Age-targeted | Built 2017 - present | 17 homes

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

Questions? Call us: (508) 545-9274

Westbrook Crossing

$400ks - $500ks

Westbrook Crossing, Dedham, MA

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

Cranberry Grove

$200ks - $300ks

Cranberry Grove, Wareham, MA

Resale Only | 55+ age-restricted | Built 2001 - 2001 | 36 homes

Adams Farm

$700ks - $800ks

Adams Farm, Shrewsbury, MA

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes

Pheasant Hill

$300ks - $400ks

Pheasant Hill, Northborough, MA

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes

Balancing Rock

$500ks - $600ks

Balancing Rock, Holliston, MA

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes

Trail Ridge at Harvard

$700ks

Trail Ridge at Harvard, Harvard, MA

Resale Only | 55+ age-restricted | Built 2008 - 2023 | 52 homes

Brookside Village

$700ks

Brookside Village, Walpole, MA

Resale Only | 55+ age-restricted | Built 2018 - 2018 | 30 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

Blue Heron Pond

$500ks

Blue Heron Pond, Lancaster, MA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 58 homes

Angell Brook Village

$300ks

Angell Brook Village, West Boylston, MA

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

Donovan Farm

$500ks - $700ks

Donovan Farm, Norwell, MA

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 40 homes

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

Questions? Call us: (508) 545-9274

The Lanterns at Warren Wo...

$500ks - $700ks

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

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

Center Commons

$500ks - $600ks

Center Commons, Pembroke, MA

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

The Cottages at Lebaron H...

$500ks - $600ks

The Cottages at Lebaron H..., Lakeville, MA

New Construction | 55+ age-restricted | Built 2019 - present | 32 homes

Tara Woods

$400ks

Tara Woods, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2007 - 2015 | 38 homes

59 North Main

$900ks

59 North Main, Sherborn, MA

New Construction | 55+ age-restricted | Built 2019 - present | 12 homes

Peregrine Woods

$400ks - $600ks

Peregrine Woods, Marshfield, MA

Resale Only | 55+ age-restricted | Built 2002 - 2005 | 32 homes

New England Commons

$200ks - $300ks

New England Commons, Webster, MA

New and Resale | 55+ age-restricted | Built 2005 - present | 100 homes

Rolling Mill

$600ks - $700ks

Rolling Mill, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2018 - 2021 | 46 homes

Wyman Farms

$500ks - $900ks

Wyman Farms, Shrewsbury, MA

New Construction | 55+ age-restricted | Built 2017 - present | 26 homes

Duxbury Estates

$700ks - $800ks

Duxbury Estates, Duxbury, MA

Resale Only | 55+ age-restricted | Built 2008 - 2013 | 44 homes

Brooksmont

$400ks - $600ks

Brooksmont, Holliston, MA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes

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

Questions? Call us: (508) 545-9274

Northside Meadows

$600ks - $700ks

Northside Meadows, Framingham, MA

Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes

The Seasons at Salisbury

$400ks - $500ks

The Seasons at Salisbury, Holden, MA

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

1 2 3 4...5

New Del Webb Chauncy Lake

6305 PETERS FARM WAY 6305, WESTBOROUGH, ..., Westborough, MA 01581

$475,000

2 beds

2 baths

1,166 sq ft

Condo

6305 PETERS FARM WAY 6305, WESTBOROUGH, ...

Community: Del Webb Chauncy Lake

New Willis Brook at Lynnfield

37 FAIRWAY LN 33, LYNNFIELD, MA, 01940, Lynnfield, MA 01940

$1,758,000

2 beds

3 baths

2,442 sq ft

Condo

37 FAIRWAY LN 33, LYNNFIELD, MA, 01940

Community: Willis Brook at Lynnfield

New Southport

68 LEISURE GREEN DR 68, MASHPEE, MA, 026..., Mashpee, MA 02649

$779,900

2 beds

3 baths

1,620 sq ft

House

68 LEISURE GREEN DR 68, MASHPEE, MA, 026...

Community: Southport

New Seton Highlands at The Pinehills

26 ABERDEEN 26, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$1,065,000

3 beds

5 baths

3,680 sq ft

Condo

26 ABERDEEN 26, PLYMOUTH, MA, 02360

Community: Seton Highlands at The Pinehills

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

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

Questions? Call us: (508) 545-9274

New Southport

18 BONWOOD DR 402, MASHPEE, MA, 02649, Mashpee, MA 02649

$599,000

2 beds

4 baths

2,527 sq ft

Condo

18 BONWOOD DR 402, MASHPEE, MA, 02649

Community: Southport

Great Island

39 COTTAGE CV, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$759,000

2 beds

3 baths

2,427 sq ft

House

39 COTTAGE CV, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

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

$729,000

2 beds

3 baths

2,074 sq ft

House

7 MADISON REACH, PLYMOUTH, MA, 02360

Community: Great Island

Orchard Hill

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581

$597,500

2 beds

3 baths

2,183 sq ft

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...

Community: Orchard Hill

Stonebridge Commons

31 STONEBRIDGE DR 31, HANSON, MA, 02341, Hanson, MA 02341

$695,000

2 beds

3 baths

2,071 sq ft

Condo

31 STONEBRIDGE DR 31, HANSON, MA, 02341

Community: Stonebridge Commons

Reading Woods

36 ABIGAIL WAY 1009, READING, MA, 01867, Reading, MA 01867

$509,000

1 beds

1 baths

1,030 sq ft

Condo

36 ABIGAIL WAY 1009, READING, MA, 01867

Community: Reading Woods

Brierly Pond Village

168 HORNE WAY 168, MILLBURY, MA, 01527, Millbury, MA 01527

$475,000

2 beds

3 baths

1,735 sq ft

Condo

168 HORNE WAY 168, MILLBURY, MA, 01527

Community: Brierly Pond Village

Martins Landing

220 MARTINS LNDG 102, NORTH READING, MA,..., North Reading, MA 01867

$479,900

1 beds

1 baths

955 sq ft

Condo

220 MARTINS LNDG 102, NORTH READING, MA,...

Community: Martins Landing

Stonebridge Commons

93 STONEBRIGDGE 93, HANSON, MA, 02341, Hanson, MA 02341

$699,900

2 beds

3 baths

2,681 sq ft

Condo

93 STONEBRIGDGE 93, HANSON, MA, 02341

Community: Stonebridge Commons

Hatter's Point

60 MERRIMAC ST 608, AMESBURY, MA, 01913, Amesbury, MA 01913

$700,000

2 beds

2 baths

1,280 sq ft

Condo

60 MERRIMAC ST 608, AMESBURY, MA, 01913

Community: Hatter's Point

Upton Ridge

204 SAND TRAP CT 204, NORTHBRIDGE, MA, 0..., Northbridge, MA 01534

$670,000

3 beds

3 baths

2,170 sq ft

Condo

204 SAND TRAP CT 204, NORTHBRIDGE, MA, 0...

Community: Upton Ridge

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

Questions? Call us: (508) 545-9274

Great Island

4 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$934,900

3 beds

3 baths

3,323 sq ft

House

4 MADISON REACH, PLYMOUTH, MA, 02360

Community: Great Island

Brierly Pond Village

16 ASHTON LN 16, MILLBURY, MA, 01527, Millbury, MA 01527

$529,900

2 beds

3 baths

2,062 sq ft

Condo

16 ASHTON LN 16, MILLBURY, MA, 01527

Community: Brierly Pond Village

Preserve at Emerald Pines

4 PLOVER LN 4, METHUEN, MA, 01844, Methuen, MA 01844

$859,900

3 beds

3 baths

2,236 sq ft

Condo

4 PLOVER LN 4, METHUEN, MA, 01844

Community: Preserve at Emerald Pines

Regency at Emerald Pines

49 PINE TREE DR 49, METHUEN, MA, 01844, Methuen, MA 01844

$1,029,900

3 beds

3 baths

3,202 sq ft

House

49 PINE TREE DR 49, METHUEN, MA, 01844

Community: Regency at Emerald Pines

Martins Landing

250 MARTINS LNDG 409, NORTH READING, MA,..., North Reading, MA 01864

$649,900

2 beds

2 baths

1,340 sq ft

Condo

250 MARTINS LNDG 409, NORTH READING, MA,...

Community: Martins Landing

Del Webb Chauncy Lake

3202 PETERS FARM WAY 202, WESTBOROUGH, M..., Westborough, MA 01581

$440,000

1 beds

1 baths

956 sq ft

Condo

3202 PETERS FARM WAY 202, WESTBOROUGH, M...

Community: Del Webb Chauncy Lake

Great Island

12 MILLERS JOIST, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$754,900

2 beds

2 baths

2,171 sq ft

House

12 MILLERS JOIST, PLYMOUTH, MA, 02360

Community: Great Island

The Village at Orchard Meadows

19 CORTLAND GROVE DR 19, SHREWSBURY, MA,..., Shrewsbury, MA 01545

$539,900

2 beds

2 baths

1,370 sq ft

Condo

19 CORTLAND GROVE DR 19, SHREWSBURY, MA,...

Community: The Village at Orchard Meadows

Villages at Weathervane

33 MULLIGAN DR 33, WEYMOUTH, MA, 02190, Weymouth, MA 02190

$989,900

2 beds

2 baths

1,787 sq ft

Condo

33 MULLIGAN DR 33, WEYMOUTH, MA, 02190

Community: Villages at Weathervane

Martins Landing

230 MARTINS LNDG 102, NORTH READING, MA,..., North Reading, MA 01864

$489,900

1 beds

1 baths

955 sq ft

Condo

230 MARTINS LNDG 102, NORTH READING, MA,...

Community: Martins Landing

Rockland Glen

13 MIDFIELD DR 13, ROCKLAND, MA, 02370, Rockland, MA 02370

$680,000

2 beds

3 baths

1,770 sq ft

Condo

13 MIDFIELD DR 13, ROCKLAND, MA, 02370

Community: Rockland Glen

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

Questions? Call us: (508) 545-9274

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

Del Webb Chauncy Lake

5205 PETERS FARM WAY 7205, WESTBOROUGH, ..., Westborough, MA 01581

$499,995

2 beds

2 baths

1,175 sq ft

Condo

5205 PETERS FARM WAY 7205, WESTBOROUGH, ...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

5 PETERS FARM WAY 7104, WESTBOROUGH, MA,..., Westborough, MA 01581

$399,995

1 beds

1 baths

972 sq ft

Condo

5 PETERS FARM WAY 7104, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

Great Island

22 PICKET FENCE, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$895,000

3 beds

3 baths

4,085 sq ft

House

22 PICKET FENCE, PLYMOUTH, MA, 02360

Community: Great Island

Martins Landing

230 MARTIN'S LNDG 108, NORTH READING, MA..., North Reading, MA 01864

$490,000

1 beds

1 baths

1,020 sq ft

Condo

230 MARTIN'S LNDG 108, NORTH READING, MA...

Community: Martins Landing

The Village at Westminster Place

78 TEA PARTY CIR 532, HOLDEN, MA, 01520, Holden, MA 01520

$599,900

2 beds

2 baths

1,565 sq ft

Condo

78 TEA PARTY CIR 532, HOLDEN, MA, 01520

Community: The Village at Westminster Place

Martins Landing

300 MARTINS LNDG 103, NORTH READING, MA,..., North Reading, MA 01864

$499,000

1 beds

1 baths

1,027 sq ft

Condo

300 MARTINS LNDG 103, NORTH READING, MA,...

Community: Martins Landing

Great Island

9 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$785,000

3 beds

3 baths

2,348 sq ft

House

9 MADISON REACH, PLYMOUTH, MA, 02360

Community: Great Island

Martins Landing

320 MARTINS LNDG 2508, NORTH READING, MA..., North Reading, MA 01864

$749,995

2 beds

2 baths

1,450 sq ft

Condo

320 MARTINS LNDG 2508, NORTH READING, MA...

Community: Martins Landing

Martins Landing

320 MARTINS LNDG 401, NORTH READING, MA,..., North Reading, MA 01864

$879,995

2 beds

2 baths

1,579 sq ft

Condo

320 MARTINS LNDG 401, NORTH READING, MA,...

Community: Martins Landing

Bigelow Farm

14 LYDIAS WAY 14, NORTHBOROUGH, MA, 0153..., Northborough, MA 01532

$799,000

2 beds

3 baths

2,691 sq ft

Condo

14 LYDIAS WAY 14, NORTHBOROUGH, MA, 0153...

Community: Bigelow Farm

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

Questions? Call us: (508) 545-9274

Preserve at Emerald Pines

11 HUMMINGBIRD WAY 11, METHUEN, MA, 0184..., Methuen, MA 01844

$999,900

3 beds

3 baths

2,907 sq ft

Condo

11 HUMMINGBIRD WAY 11, METHUEN, MA, 0184...

Community: Preserve at Emerald Pines

The Village at Auburnville

877 AUBURNVILLE WAY K6, WHITMAN, MA, 023..., Whitman, MA 02382

$539,000

2 beds

2 baths

2,103 sq ft

Condo

877 AUBURNVILLE WAY K6, WHITMAN, MA, 023...

Community: The Village at Auburnville

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 [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 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: Jul 06, 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 - Page 2

170 communities near Sherborn

135 homes near Sherborn

2 beds

2 baths

1,166 sq ft

Condo

2 beds

3 baths

2,442 sq ft

Condo

2 beds

3 baths

1,620 sq ft

House

3 beds

5 baths

3,680 sq ft

Condo

2 beds

3 baths

2,322 sq ft

House

2 beds

4 baths

2,527 sq ft

Condo

2 beds

3 baths

2,427 sq ft

House

2 beds

3 baths

2,074 sq ft

House

2 beds

3 baths

2,183 sq ft

Condo

2 beds

3 baths

2,071 sq ft

Condo

1 beds

1 baths

1,030 sq ft

Condo

2 beds

3 baths

1,735 sq ft

Condo

1 beds

1 baths

955 sq ft

Condo

2 beds

3 baths

2,681 sq ft

Condo

2 beds

2 baths

1,280 sq ft

Condo

3 beds

3 baths

2,170 sq ft

Condo

3 beds

3 baths

3,323 sq ft

House

2 beds

3 baths

2,062 sq ft

Condo

3 beds

3 baths

2,236 sq ft

Condo

3 beds