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

170 communities near Milton

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Northwoods at Sudbury

$500ks

Northwoods at Sudbury, Sudbury, MA

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

Northside Meadows

$600ks - $700ks

Northside Meadows, Framingham, MA

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

The Village at Northridge

$500ks - $600ks

The Village at Northridge, North Reading, MA

Resale Only | 55+ age-restricted | 56 homes

Brooksmont

$400ks - $600ks

Brooksmont, Holliston, MA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 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 Milton? 55places can help!

Questions? Call us: (857) 314-6642

Forest Glen

$400ks - $500ks

Forest Glen, Uxbridge, MA

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

Holliston Woods

$500ks - $700ks

Holliston Woods, Holliston, MA

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

Spring Meadow

$400ks - $500ks

Spring Meadow, Hanover, MA

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

Whitestone Village

$400ks - $500ks

Whitestone Village, Groveland, MA

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

Rockwood Meadows

$600ks - $700ks

Rockwood Meadows, Upton, MA

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

Villages at Weathervane

$800ks - $1Ms

Villages at Weathervane, Weymouth, MA

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

North Meadow Village

$500ks - $800ks

North Meadow Village, Middleton, MA

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

Mattapoisett Landing

$400ks - $500ks

Mattapoisett Landing, Mattapoisett, MA

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

Adams Farm

$700ks - $800ks

Adams Farm, Shrewsbury, MA

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

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

Questions? Call us: (857) 314-6642

Pheasant Hill

$300ks - $400ks

Pheasant Hill, Northborough, MA

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

Cranberry Grove

$200ks - $300ks

Cranberry Grove, Wareham, MA

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

Chilton Park Village

$400ks

Chilton Park Village, Plymouth, MA

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

Balancing Rock

$500ks - $600ks

Balancing Rock, Holliston, MA

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

Blue Heron Pond

$500ks

Blue Heron Pond, Lancaster, MA

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

The Elms of Hanover

$500ks - $700ks

The Elms of Hanover, Hanover, MA

Resale Only | 55+ age-restricted | Built 2003 - 2004 | 51 homes

New England Commons

$200ks - $300ks

New England Commons, Webster, MA

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

Donovan Farm

$500ks - $700ks

Donovan Farm, Norwell, MA

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

Millwood Preserve

$1Ms

Millwood Preserve, Framingham, MA

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

Center Commons

$500ks - $600ks

Center Commons, Pembroke, MA

Resale Only | 55+ age-restricted | Built 2004 - 2009 | 44 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 Milton? 55places can help!

Questions? Call us: (857) 314-6642

WestRidge

$700ks

WestRidge, Hudson, MA

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

Tara Woods

$400ks

Tara Woods, Plymouth, MA

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

Peregrine Woods

$400ks - $600ks

Peregrine Woods, Marshfield, MA

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

59 North Main

$900ks

59 North Main, Sherborn, MA

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

Duxbury Estates

$700ks - $800ks

Duxbury Estates, Duxbury, MA

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

Regency at Emerald Pines

$600ks - $900ks

Regency at Emerald Pines, Methuen, MA

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

Seaside at Scituate - The...

$900ks - $1Ms

Seaside at Scituate - The..., Scituate, MA

New Construction | 55+ age-restricted | Built 2019 - present | 44 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

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

Questions? Call us: (857) 314-6642

The Villages at Crane Mea...

$400ks

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

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

Trail Ridge at Harvard

$700ks

Trail Ridge at Harvard, Harvard, MA

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

1 2 3 4...5

New Rolling Green at Topsfield

470 BOSTON ST 21, TOPSFIELD, MA, 01983, Topsfield, MA 01983

$994,000

2 beds

4 baths

2,949 sq ft

House

470 BOSTON ST 21, TOPSFIELD, MA, 01983

Community: Rolling Green at Topsfield

New Red Mill Village

30 CODDING RD 30, NORTON, MA, 02766, Norton, MA 02766

$925,000

3 beds

2 beds

3 baths

1,421 sq ft

Condo

20 AUDUBON WAY 109, CANTON, MA, 02021

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

Questions? Call us: (857) 314-6642

New

Cindy Certified

20 AUDUBON WAY 101, CANTON, MA, 02021, Canton, MA 02021

$749,900

2 beds

3 baths

1,471 sq ft

Condo

20 AUDUBON WAY 101, CANTON, MA, 02021

New

Cindy Certified

20 AUDUBON WAY 202, CANTON, MA, 02021, Canton, MA 02021

$699,900

2 beds

3 baths

1,440 sq ft

Condo

20 AUDUBON WAY 202, CANTON, MA, 02021

New Willis Brook at Lynnfield

10 FAIRWAY LN 64, LYNNFIELD, MA, 01940, Lynnfield, MA 01940

$1,549,000

2 beds

2 baths

1,913 sq ft

Condo

10 FAIRWAY LN 64, LYNNFIELD, MA, 01940

Community: Willis Brook at Lynnfield

New

Cindy Certified

150 LIZOTTE DR 213, MARLBOROUGH, MA, 017..., Marlborough, MA 01752

$514,095

2 baths

1,797 sq ft

Condo

106 SHERWOOD DR 1, METHUEN, MA, 01844

Community: Regency at Methuen

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

Questions? Call us: (857) 314-6642

Cindy Certified

150 LIZOTTE DR 201, MARLBOROUGH, MA, 017..., Marlborough, MA 01752

$516,995

2 beds

3 baths

1,582 sq ft

Condo

150 LIZOTTE DR 201, MARLBOROUGH, MA, 017...

Great Island

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

$900,000

3 beds

4 baths

4,085 sq ft

House

22 PICKET FENCE, PLYMOUTH, MA, 02360

Community: Great Island

Del Webb Chauncy Lake

8 PETERS FARM WAY 307, WESTBOROUGH, MA, ..., Westborough, MA 01581

$644,995

2 beds

2 baths

1,512 sq ft

Condo

8 PETERS FARM WAY 307, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Southport

10 CHIPPERS LN 10, MASHPEE, MA, 02649, Mashpee, MA 02649

$625,000

2 beds

3 baths

2,007 sq ft

Condo

10 CHIPPERS LN 10, MASHPEE, MA, 02649

Community: Southport

Brierly Pond Village

48 HORNE WAY 48, MILLBURY, MA, 01527, Millbury, MA 01527

$515,000

2 beds

3 baths

1,968 sq ft

Condo

48 HORNE WAY 48, MILLBURY, MA, 01527

Community: Brierly Pond Village

Martins Landing

320 MARTINS LNDG 508, NORTH READING, MA,..., North Reading, MA 01864

$649,995

2 beds

2 baths

1,450 sq ft

Condo

320 MARTINS LNDG 508, NORTH READING, MA,...

Community: Martins Landing

Orchard Hill

5 GILMORE FARM RD 5, WESTBOROUGH, MA, 01..., Westborough, MA 01581

$620,000

2 beds

3 baths

2,183 sq ft

Condo

5 GILMORE FARM RD 5, WESTBOROUGH, MA, 01...

Community: Orchard Hill

Rockland Glen

4 MIDFIELD DR 4, ROCKLAND, MA, 02370, Rockland, MA 02370

$699,900

2 beds

3 baths

2,857 sq ft

Condo

4 MIDFIELD DR 4, ROCKLAND, MA, 02370

Community: Rockland Glen

Westbrook Crossing

989 E ST 115, DEDHAM, MA, 02026, Dedham, MA 02026

$530,000

2 beds

2 baths

1,485 sq ft

Condo

989 E ST 115, DEDHAM, MA, 02026

Community: Westbrook Crossing

The Preserve at Hunters Hill

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

$739,900

2 beds

2 baths

1,775 sq ft

House

65 CLUB HOUSE DR, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

Seton Highlands at The Pinehills

15 ABERDEEN 15, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$895,000

3 beds

4 baths

3,703 sq ft

Condo

15 ABERDEEN 15, PLYMOUTH, MA, 02360

Community: Seton Highlands at The Pinehills

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

Questions? Call us: (857) 314-6642

Angell Brook Village

138 ANGELL BROOK DR 138, WEST BOYLSTON, ..., West Boylston, MA 01583

$505,900

2 beds

2 baths

1,404 sq ft

Condo

138 ANGELL BROOK DR 138, WEST BOYLSTON, ...

Community: Angell Brook Village

Del Webb Chauncy Lake

8 PETERS FARM WAY 102, WESTBOROUGH, MA, ..., Westborough, MA 01581

$414,995

1 beds

2 baths

972 sq ft

Condo

8 PETERS FARM WAY 102, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Cindy Certified

150 LIZOTTE DR 107, MARLBOROUGH, MA, 017..., Marlborough, MA 01752

$487,095

2 beds

3 baths

1,586 sq ft

Condo

150 LIZOTTE DR 107, MARLBOROUGH, MA, 017...

Upton Ridge

72 SHANNON WAY 102, UPTON, MA, 01568, Upton, MA 01568

$699,000

2 beds

3 baths

2,875 sq ft

Condo

Community: Regency at Glen Ellen

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

Questions? Call us: (857) 314-6642

Del Webb Chauncy Lake

5 PETERS FARM WAY 7410, WESTBOROUGH, MA,..., Westborough, MA 01581

$599,995

2 beds

2 baths

1,375 sq ft

Condo

5 PETERS FARM WAY 7410, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

8 PETERS FARM WAY 212, WESTBOROUGH, MA, ..., Westborough, MA 01581

$514,995

1 beds

2 baths

1,058 sq ft

Condo

8 PETERS FARM WAY 212, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Frequently Asked Questions

What size 55+ communities are there in Milton?

Of the 1 55+ community in Milton, it is for sale. By size, there is 1 small community with less than 500 homes.

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

The smallest 55+ community in Milton has 54 homes, the largest has 54 homes, and the average community consists of 54 homes.

Are there new 55+ homes available in Milton?

Yes, there is new 55+ home available in Milton. The most recent community started in Milton include Wolcott Woods. There is also 1 community in Milton that offers new construction homes, including Wolcott Woods.

Are there gated 55+ communities in Milton?

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

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170 communities

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

170 communities near Milton

153 homes near Milton

2 beds

4 baths

2,949 sq ft

House

3 beds

3 baths

2,387 sq ft

Condo

2 beds

2 baths

1,470 sq ft

Condo

2 beds

3 baths

1,421 sq ft

Condo

2 beds

3 baths

1,421 sq ft

Condo

2 beds

3 baths

1,471 sq ft

Condo

2 beds

3 baths

1,440 sq ft

Condo

2 beds

2 baths

1,913 sq ft

Condo

2 beds

3 baths

1,582 sq ft

Condo

2 beds

3 baths

2,523 sq ft

Condo

2 beds

2 baths

1,674 sq ft

House

1 beds

1 baths

955 sq ft

Condo

2 beds

2 baths

1,548 sq ft

House

2 beds

3 baths

2,382 sq ft

House

2 beds

2 baths

1,469 sq ft

Condo

2 beds

2 baths

1,797 sq ft

Condo

2 beds

3 baths

1,582 sq ft

Condo

3 beds

4 baths

4,085 sq ft

House

2 beds

2 baths

1,512 sq ft

Condo

2 beds