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

170 communities near Milton

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The Lanterns at Warren Wo...

$500ks - $700ks

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

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

The Village at Northridge

$500ks - $600ks

The Village at Northridge, North Reading, MA

Resale Only | 55+ age-restricted | 56 homes

Willis Brook at Lynnfield

$1Ms

Willis Brook at Lynnfield, Lynnfield, MA

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

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

Questions? Call us: (857) 314-6642

4 rating (5 reviews)

South Shore Village

$600ks - $800ks

South Shore Village, South Kingstown, RI

New and Resale | 55+ age-restricted | Built 2016 - present | 303 homes

5 rating (1 reviews)

The Village at Great Broo...

$500ks - $700ks

The Village at Great Broo..., Eliot, ME

Resale Only | 55+ age-restricted | Built 2016 - 2023 | 90 homes

RiverWalk at Bedford

$500ks

RiverWalk at Bedford, Bedford, NH

Resale Only | 55+ age-restricted | Built 2006 - 2006 | 90 homes

Brook Ridge

$400ks

Brook Ridge, Hooksett, NH

Resale Only | 55+ age-restricted | Built 2004 - present | 91 homes

Black Rocks Village

$400ks

Black Rocks Village, Fremont, NH

Resale Only | 55+ age-restricted | Built 2013 - 2016 | 112 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.

Berry Hill Estates

$600ks - $700ks

Berry Hill Estates, Hooksett, NH

Resale Only | 55+ age-restricted | Built 2009 - 2022 | 107 homes

Hickory Woods

$400ks - $700ks

Hickory Woods, Londonderry, NH

Resale Only | 55+ age-restricted | Built 2014 - 2016 | 98 homes

The Nevins

$700ks

The Nevins, Londonderry, NH

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 128 homes

Stone Bridge Estates of S...

$600ks

Stone Bridge Estates of S..., Salem, NH

Resale Only | 55+ age-restricted | Built 2015 - 2020 | 46 homes

Long Pond Woods

$500ks - $600ks

Long Pond Woods, Pelham, NH

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 66 homes

The Club at Meadowbrook

$300ks

The Club at Meadowbrook, Salem, NH

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 117 homes

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

Questions? Call us: (857) 314-6642

King's Landing

$300ks - $400ks

King's Landing, Kingston, NH

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 44 homes

The Paddock

$500ks - $600ks

The Paddock, Salem, NH

Resale Only | 55+ age-restricted | Built 2016 - 2019 | 16 homes

Cross Farm

$700ks - $800ks

Cross Farm, Londonderry, NH

Resale Only | 55+ age-restricted | Built 2018 - 2024 | 189 homes

The Villages at Three Pon...

$500ks - $700ks

The Villages at Three Pon..., Brentwood, NH

Resale Only | 55+ age-restricted | Built 2019 - 2023 | 68 homes

Chadwick Place

$400ks - $500ks

Chadwick Place, Windham, NH

Resale Only | 55+ age-restricted | Built 2018 - 2020 | 15 homes

Blackstone Reserve

$600ks

Blackstone Reserve, Raymond, NH

Resale Only | 55+ age-restricted | Built 2018 - 2022 | 66 homes

5 rating (1 reviews)

Ray Farm

$600ks - $700ks

Ray Farm, Exeter, NH

Resale Only | 55+ age-restricted | Built 2018 - 2023 | 116 homes

Village at Oakwood

$600ks - $700ks

Village at Oakwood, Derry, NH

Resale Only | 55+ age-restricted | Built 2019 - 2021 | 30 homes

Arbor Woods

$400ks - $500ks

Arbor Woods, Dover, NH

Resale Only | 55+ age-restricted | 65 homes

Hampton Meadows

$700ks - $900ks

Hampton Meadows, Hampton, NH

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 116 homes

Sargent Woods

$500ks

Sargent Woods, Newton, NH

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 113 homes

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

Questions? Call us: (857) 314-6642

The Mews of Bedford

$500ks

The Mews of Bedford, Bedford, NH

Resale Only | 55+ age-restricted | Built 1999 - 2002 | 108 homes

Oak Ridge Estates

$500ks - $600ks

Oak Ridge Estates, Hudson, NH

Resale Only | 55+ age-restricted | Built 2012 - 2015 | 101 homes

Ledgewood of Milford

$400ks

Ledgewood of Milford, Milford, NH

Resale Only | 55+ age-restricted | Built 2003 - 2004 | 98 homes

Sherwood Glen

$400ks - $500ks

Sherwood Glen, Raymond, NH

Resale Only | 55+ age-restricted | Built 2005 - 2010 | 82 homes

Summerfield of Amherst

$600ks

Summerfield of Amherst, Amherst, NH

Resale Only | 55+ age-restricted | Built 2005 - 2008 | 77 homes

The Vineyards

$500ks - $600ks

The Vineyards, Stratham, NH

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 77 homes

Stage Crossing

$400ks - $500ks

Stage Crossing, Litchfield, NH

Resale Only | 55+ age-restricted | Built 2005 - 2008 | 76 homes

Parker Village

$300ks

Parker Village, Merrimack, NH

Resale Only | 55+ age-restricted | Built 2003 - 2008 | 76 homes

Colliston Yard

$400ks - $500ks

Colliston Yard, Nashua, NH

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 75 homes

Bramber Green

$900ks

Bramber Green, Greenland, NH

Resale Only | 55+ age-restricted | Built 2016 - 2017 | 73 homes

Forest Hills of Londonder...

$400ks

Forest Hills of Londonder..., Londonderry, NH

Resale Only | 55+ age-restricted | Built 2001 - 2006 | 65 homes

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

Questions? Call us: (857) 314-6642

Clearwater Estates

$300ks - $400ks

Clearwater Estates, Raymond, NH

Resale Only | 55+ age-restricted | Built 2005 - 2019 | 64 homes

Sawyer Green

$400ks - $500ks

Sawyer Green, Dover, NH

Resale Only | 55+ age-restricted | Built 2009 - 2013 | 62 homes

23 AVEBURY LN 23, MARLBOROUGH, MA, 01752

Community: Regency at Assabet Ridge

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

Questions? Call us: (857) 314-6642

New Upton Ridge

16 LINKSIDE CT 16, NORTHBRIDGE, MA, 0153..., Northbridge, MA 01534

$649,900

2 beds

3 baths

2,030 sq ft

Condo

16 LINKSIDE CT 16, NORTHBRIDGE, MA, 0153...

Community: Upton Ridge

New Willis Brook at Lynnfield

31 FAIRWAY LN 36, LYNNFIELD, MA, 01940, Lynnfield, MA 01940

$1,689,000

2 beds

3 baths

2,442 sq ft

Condo

31 FAIRWAY LN 36, LYNNFIELD, MA, 01940

Community: Willis Brook at Lynnfield

30 Coppersmith

$479,995

1 beds

1 baths

1,129 sq ft

Condo

30 COPPERSMITH WAY 108, CANTON, MA, 0202...

Community: 30 Coppersmith

Woodstone Crossing

70 TROTTER RD 4304, WEYMOUTH, MA, 02190, Weymouth, MA 02190

$459,900

1 beds

1 baths

965 sq ft

Condo

70 TROTTER RD 4304, WEYMOUTH, MA, 02190

Community: Woodstone Crossing

The Preserve at Hunters Hill

3047 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715

$819,900

2 beds

2 baths

1,775 sq ft

House

3047 CLUBHOUSE DR, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

Westbrook Crossing

989 E ST 303, DEDHAM, MA, 02026, Dedham, MA 02026

$749,900

2 beds

2 baths

1,895 sq ft

Condo

989 E ST 303, DEDHAM, MA, 02026

Community: Westbrook Crossing

Martins Landing

230 MARTINS LNDG 111, NORTH READING, MA,..., North Reading, MA 01864

$449,900

1 beds

1 baths

1,030 sq ft

Condo

230 MARTINS LNDG 111, NORTH READING, MA,...

Community: Martins Landing

Martins Landing

320 MARTINS LNDG 501, NORTH READING, MA,..., North Reading, MA 01864

$839,995

2 beds

2 baths

1,586 sq ft

Condo

320 MARTINS LNDG 501, NORTH READING, MA,...

Community: Martins Landing

Great Island

8 RED CANOE 8, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$869,000

3 beds

3 baths

2,281 sq ft

Condo

8 RED CANOE 8, PLYMOUTH, MA, 02360

Community: Great Island

Del Webb Chauncy Lake

4 PETERS FARM WAY 409, WESTBOROUGH, MA, ..., Westborough, MA 01581

$539,900

2 beds

2 baths

1,326 sq ft

Condo

4 PETERS FARM WAY 409, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Regency at Emerald Pines

64 PINE TREE DR 64, METHUEN, MA, 01844, Methuen, MA 01844

$785,000

3 beds

3 baths

1,961 sq ft

Condo

64 PINE TREE DR 64, METHUEN, MA, 01844

Community: Regency at Emerald Pines

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

Questions? Call us: (857) 314-6642

Southport

7 PAR THREE CT, MASHPEE, MA, 02649, Mashpee, MA 02649

$525,000

2 beds

3 baths

1,685 sq ft

House

7 PAR THREE CT, MASHPEE, MA, 02649

Community: Southport

Martins Landing

320 MARTINS LNDG 511, NORTH READING, MA,..., North Reading, MA 01864

$669,995

2 beds

2 baths

1,450 sq ft

Condo

320 MARTINS LNDG 511, NORTH READING, MA,...

Community: Martins Landing

Stonebridge Commons

40 STONEBRIDGE DR 40, HANSON, MA, 02341, Hanson, MA 02341

$679,900

2 beds

3 baths

1,800 sq ft

Condo

40 STONEBRIDGE DR 40, HANSON, MA, 02341

Community: Stonebridge Commons

Del Webb Chauncy Lake

5 PETERS FARM WAY 7405, WESTBOROUGH, MA,..., Westborough, MA 01581

$559,995

2 beds

2 baths

1,166 sq ft

Condo

5 PETERS FARM WAY 7405, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

5305 PETERS FARM WAY 7305, WESTBOROUGH, ..., Westborough, MA 01581

$529,995

2 beds

2 baths

1,166 sq ft

Condo

5305 PETERS FARM WAY 7305, WESTBOROUGH, ...

Community: Del Webb Chauncy Lake

Martins Landing

320 MARTINS LNDG 310, NORTH READING, MA,..., North Reading, MA 01864

$499,995

1 beds

1 baths

1,129 sq ft

Condo

320 MARTINS LNDG 310, NORTH READING, MA,...

Community: Martins Landing

Pennington Crossing

1102 PENNINGTON DR 1102, WALPOLE, MA, 02..., Walpole, MA 02081

$529,900

1 beds

1 baths

955 sq ft

Condo

1102 PENNINGTON DR 1102, WALPOLE, MA, 02...

Community: Pennington Crossing

Brierly Pond Village

97 HORNE WAY 97, MILLBURY, MA, 01527, Millbury, MA 01527

$450,000

2 beds

3 baths

1,746 sq ft

Condo

97 HORNE WAY 97, MILLBURY, MA, 01527

Community: Brierly Pond Village

The Village at Shepley Hill

138 SAND HILL RD, GROTON, MA, 01450, Groton, MA 01450

$995,000

4 beds

3 baths

2,550 sq ft

House

138 SAND HILL RD, GROTON, MA, 01450

Community: The Village at Shepley Hill

Riverside Woods

2 FRANCIS DR 301, ANDOVER, MA, 01810, Andover, MA 01810

$539,900

2 beds

2 baths

1,490 sq ft

Condo

2 FRANCIS DR 301, ANDOVER, MA, 01810

Community: Riverside Woods

Southport

126 GREY HAWK DR 697, MASHPEE, MA, 02649, Mashpee, MA 02649

$779,900

2 beds

3 baths

1,620 sq ft

Condo

126 GREY HAWK DR 697, MASHPEE, MA, 02649

Community: Southport

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

Questions? Call us: (857) 314-6642

Southport

12 PGA LN 423, MASHPEE, MA, 02649, Mashpee, MA 02649

$545,000

2 beds

2 baths

1,333 sq ft

Condo

12 PGA LN 423, MASHPEE, MA, 02649

Community: Southport

Stone Castle Estates

6 ASHLEY LN 38, METHUEN, MA, 01844, Methuen, MA 01844

$316,648

2 beds

1 baths

1,209 sq ft

Condo

6 ASHLEY LN 38, METHUEN, MA, 01844

Community: Stone Castle Estates

Stonebridge Commons

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

$659,000

2 beds

3 baths

2,071 sq ft

Condo

31 STONEBRIDGE DR 31, HANSON, MA, 02341

Community: Stonebridge Commons

Great Island

26 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$800,000

2 beds

3 baths

2,382 sq ft

House

26 CROSS WIND, PLYMOUTH, MA, 02360

Community: Great Island

Del Webb Chauncy Lake

8 PETERS FARM WAY 113, WESTBOROUGH, MA, ..., Westborough, MA 01581

$639,995

2 beds

2 baths

1,512 sq ft

Condo

8 PETERS FARM WAY 113, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

8 PETERS FARM WAY 103, WESTBOROUGH, MA, ..., Westborough, MA 01581

$414,995

1 beds

2 baths

972 sq ft

Condo

8 PETERS FARM WAY 103, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Sawyer's Reach

35 MARINERS WAY 35, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$899,000

3 beds

3 baths

2,533 sq ft

Condo

35 MARINERS WAY 35, PLYMOUTH, MA, 02360

Community: Sawyer's Reach

Oak Point

$425,900

2 beds

2 baths

1,512 sq ft

House

7012 OAK POINT DR, MIDDLEBORO, MA, 02346

Community: Oak Point

Martins Landing

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

$449,000

1 beds

1 baths

955 sq ft

Condo

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

Community: Martins Landing

Seton Highlands at The Pinehills

105 SETON HIGHLANDS 105, PLYMOUTH, MA, 0..., Plymouth, MA 02360

$825,000

2 beds

3 baths

2,186 sq ft

Condo

105 SETON HIGHLANDS 105, PLYMOUTH, MA, 0...

Community: Seton Highlands at The Pinehills

Pennington Crossing

2404 PENNINGTON DR 2404, WALPOLE, MA, 02..., Walpole, MA 02081

$559,900

1 beds

1 baths

965 sq ft

Condo

2404 PENNINGTON DR 2404, WALPOLE, MA, 02...

Community: Pennington Crossing

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

Questions? Call us: (857) 314-6642

Bates Quarry

16 TIGER TER 29, WALPOLE, MA, 02081, Walpole, MA 02081

$948,159

2 beds

2 baths

2,509 sq ft

Condo

16 TIGER TER 29, WALPOLE, MA, 02081

Community: Bates Quarry

Cindy Certified

12 TIGER TER 28, WALPOLE, MA, 02081, Walpole, MA 02081

$863,659

2 beds

2 baths

1,501 sq ft

Condo

12 TIGER TER 28, WALPOLE, MA, 02081

Frequently Asked Questions

What size 55+ communities are there in Milton?

In Milton, 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.

Want more information about active adult communities around 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

160 homes near Milton

2 beds

3 baths

2,385 sq ft

Condo

2 beds

3 baths

2,290 sq ft

Condo

2 beds

2 baths

1,615 sq ft

Condo

2 beds

3 baths

1,969 sq ft

Condo

4 beds

4 baths

3,561 sq ft

Condo

2 beds

3 baths

2,030 sq ft

Condo

2 beds

3 baths

2,442 sq ft

Condo

1 beds

1 baths

1,129 sq ft

Condo

1 beds

1 baths

965 sq ft

Condo

2 beds

2 baths

1,775 sq ft

House

2 beds

2 baths

1,895 sq ft

Condo

1 beds

1 baths

1,030 sq ft

Condo

2 beds

2 baths

1,586 sq ft

Condo

3 beds

3 baths

2,281 sq ft

Condo

2 beds

2 baths

1,326 sq ft

Condo

3 beds

3 baths

1,961 sq ft

Condo

2 beds

3 baths

1,685 sq ft

House

2 beds

2 baths

1,450 sq ft

Condo

2 beds

3 baths

1,800 sq ft

Condo

2 beds