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

101 homes near Milton

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Martins Landing

$400ks - $700ks

Martins Landing, North Reading, MA

New Construction | 55+ age-restricted | Built 2018 - present | 450 homes

Del Webb Chauncy Lake

$400ks - $600ks

Del Webb Chauncy Lake, Westborough, MA

New Construction | 55+ age-restricted | Built 2018 - present | 700 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

Southport

$400ks - $600ks

Southport, Mashpee, MA

New and Resale | 55+ age-restricted | Built 1989 - present | 730 homes

Harmony Place

$400ks - $500ks

Harmony Place, Rutland, MA

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

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

Questions? Call us: (857) 314-6642

Sawyer's Reach

$400ks - $900ks

Sawyer's Reach, Plymouth, MA

New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes

30 Coppersmith

$700ks

30 Coppersmith, Canton, MA

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

Riverside Woods

$400ks - $600ks

Riverside Woods, Andover, MA

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

The Trails

$500ks - $700ks

The Trails, Hopkinton, MA

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

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

Regency at Glen Ellen

$700ks - $900ks

Regency at Glen Ellen, Millis, MA

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

Orchard Hill

$500ks

Orchard Hill, Westborough, MA

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

Lake Point Village

$400ks - $600ks

Lake Point Village, Lakeville, MA

New Construction | 55+ age-restricted | Built 2020 - present | 66 homes

Willis Brook at Lynnfield

$1Ms

Willis Brook at Lynnfield, Lynnfield, MA

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

Woodcrest Run

$400ks - $600ks

Woodcrest Run, Sharon, MA

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

Preserve at Emerald Pines

$800ks

Preserve at Emerald Pines, Methuen, MA

Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes

Forest Glen

$400ks - $500ks

Forest Glen, Uxbridge, MA

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

Brooksmont

$400ks - $600ks

Brooksmont, Holliston, MA

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

The Elms of Hanover

$500ks - $700ks

The Elms of Hanover, Hanover, MA

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

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

Questions? Call us: (857) 314-6642

The Village at Orchard Me...

$400ks - $500ks

The Village at Orchard Me..., Shrewsbury, MA

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes

Great Island

$600ks

Great Island, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes

4 rating (2 reviews)

Regency at Methuen

$500ks - $600ks

Regency at Methuen, Methuen, MA

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

Chadwick Place

$400ks - $500ks

Chadwick Place, Windham, NH

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

Parker Village

$400ks

Parker Village, Merrimack, NH

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

Stage Crossing

$400ks - $500ks

Stage Crossing, Litchfield, NH

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

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

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

Questions? Call us: (857) 314-6642

The Nevins

$700ks

The Nevins, Londonderry, NH

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

The Vineyards

$500ks - $600ks

The Vineyards, Stratham, NH

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

Summerfield of Amherst

$600ks

Summerfield of Amherst, Amherst, NH

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

Cross Farm

$700ks - $800ks

Cross Farm, Londonderry, NH

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

Sherwood Glen

$400ks - $500ks

Sherwood Glen, Raymond, NH

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

Ledgewood of Milford

$400ks

Ledgewood of Milford, Milford, NH

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

The Paddock

$500ks - $600ks

The Paddock, Salem, NH

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

Hickory Woods

$400ks - $700ks

Hickory Woods, Londonderry, NH

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

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

Questions? Call us: (857) 314-6642

Brook Ridge

$400ks

Brook Ridge, Hooksett, NH

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

Oak Ridge Estates

$500ks - $600ks

Oak Ridge Estates, Hudson, NH

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

2 SEQUOIA DR 2, 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

The Trails

6 WATERVILLE LN # 6, HOPKINTON, MA, 0174..., Hopkinton, MA 01748

$1,179,900

2 beds

4 baths

3,292 sq ft

Condo

6 WATERVILLE LN # 6, HOPKINTON, MA, 0174...

Community: The Trails

Southport

153 LEISURE GREEN DR # 749, MASHPEE, MA,..., Mashpee, MA 02649

$559,000

2 beds

4 baths

1,685 sq ft

Condo

153 LEISURE GREEN DR # 749, MASHPEE, MA,...

Community: Southport

Southport

50 PINE HILL BLVD # 46, MASHPEE, MA, 026..., Mashpee, MA 02649

$479,000

2 beds

2 baths

1,338 sq ft

Condo

50 PINE HILL BLVD # 46, MASHPEE, MA, 026...

Community: Southport

Brooksmont

$724,900

2 beds

3 baths

2,360 sq ft

Condo

59 BROOKSMONT DR 59, HOLLISTON, MA, 0174...

Community: Brooksmont

Regency at Glen Ellen

13 HATTIE LN 13, MILLIS, MA, 02054, Millis, MA 02054

$920,000

2 beds

3 baths

2,627 sq ft

Condo

13 HATTIE LN 13, MILLIS, MA, 02054

Community: Regency at Glen Ellen

The Villages at Walker Meadow

5 WESSONVILLE VILLAGE WAY 5, WESTBOROUGH..., Westborough, MA 01581

$739,000

2 beds

3 baths

2,090 sq ft

Condo

5 WESSONVILLE VILLAGE WAY 5, WESTBOROUGH...

Community: The Villages at Walker Meadow

Del Webb Chauncy Lake

1102 PETERS FARM WAY 1102, WESTBOROUGH, ..., Westborough, MA 01581

$414,900

1 beds

1 baths

956 sq ft

Condo

1102 PETERS FARM WAY 1102, WESTBOROUGH, ...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

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

$409,995

1 beds

1 baths

972 sq ft

Condo

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

Condo

18 FIDELITY DR 9, RUTLAND, MA, 01543

Community: Harmony Place

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

Questions? Call us: (857) 314-6642

Seton Highlands at The Pinehills

17 ABERDEEN 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$949,000

3 beds

3 baths

2,690 sq ft

Condo

17 ABERDEEN 17, PLYMOUTH, MA, 02360

Community: Seton Highlands at The Pinehills

Sawyer's Reach

62 MARINERS WAY UNIT 305, PLYMOUTH, MA, ..., Plymouth, MA 02360

$499,900

1 beds

1 baths

804 sq ft

Condo

62 MARINERS WAY UNIT 305, PLYMOUTH, MA, ...

Community: Sawyer's Reach

Martins Landing

250 MARTINS LNDG APT 402, NORTH READING,..., North Reading, MA 01864

$494,900

1 beds

1 baths

1,027 sq ft

Condo

250 MARTINS LNDG APT 402, NORTH READING,...

Community: Martins Landing

Harmony Place

10 FIDELITY DR # 5, RUTLAND, MA, 01543, Rutland, MA 01543

$498,000

2 beds

2 baths

1,582 sq ft

Condo

10 FIDELITY DR # 5, RUTLAND, MA, 01543

Community: Harmony Place

Del Webb Chauncy Lake

2 CODMAN WAY 408, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$599,995

2 beds

2 baths

1,375 sq ft

Condo

2 CODMAN WAY 408, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

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

$574,995

2 beds

2 baths

1,166 sq ft

Condo

5 PETERS FARM WAY 5205, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

Martins Landing

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

$874,995

2 beds

2 baths

1,586 sq ft

Condo

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

Community: Martins Landing

30 Coppersmith

$622,995

2 beds

2 baths

1,425 sq ft

Condo

30 COPPERSMITH WAY # 408, CANTON, MA, 02...

Community: 30 Coppersmith

30 Coppersmith

$692,995

2 beds

2 baths

1,582 sq ft

Condo

30 COPPERSMITH WAY # 207, CANTON, MA, 02...

Community: 30 Coppersmith

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

Questions? Call us: (857) 314-6642

Southport

10 KETTLE LN 10, MASHPEE, MA, 02649, Mashpee, MA 02649

$529,900

2 beds

3 baths

1,685 sq ft

Condo

10 KETTLE LN 10, MASHPEE, MA, 02649

Community: Southport

Harmony Place

12 FIDELITY DR # 6, RUTLAND, MA, 01543, Rutland, MA 01543

$498,000

2 beds

2 baths

1,582 sq ft

Condo

12 FIDELITY DR # 6, RUTLAND, MA, 01543

Community: Harmony Place

The Trails

14 WATERVILLE LN # 14, HOPKINTON, MA, 01..., Hopkinton, MA 01748

$989,000

2 beds

3 baths

2,274 sq ft

Condo

14 WATERVILLE LN # 14, HOPKINTON, MA, 01...

Community: The Trails

Oak Point

3402 ISLAND DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$349,900

3 beds

2 baths

1,344 sq ft

House

3402 ISLAND DR, MIDDLEBORO, MA, 02346

Community: Oak Point

Martins Landing

200 MARTINS LNDG APT 102, NORTH READING,..., North Reading, MA 01864

$496,100

1 beds

1 baths

955 sq ft

Condo

200 MARTINS LNDG APT 102, NORTH READING,...

Community: Martins Landing

The Trails

30 WATERVILLE LN # 30, HOPKINTON, MA, 01..., Hopkinton, MA 01748

$1,199,000

2 beds

3 baths

2,510 sq ft

Condo

30 WATERVILLE LN # 30, HOPKINTON, MA, 01...

Community: The Trails

Great Island

16 REBECCAS LNDG 16, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$799,000

2 beds

2 baths

1,814 sq ft

Condo

16 REBECCAS LNDG 16, PLYMOUTH, MA, 02360

Community: Great Island

Regency at Methuen

46 HOPKINS CIR # 46, METHUEN, MA, 01844, Methuen, MA 01844

$759,900

2 beds

3 baths

2,102 sq ft

Condo

46 HOPKINS CIR # 46, 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

Martins Landing

220 MARTINS LNDG APT 309, NORTH READING,..., North Reading, MA 01864

$640,000

2 beds

2 baths

1,335 sq ft

Condo

220 MARTINS LNDG APT 309, NORTH READING,...

Community: Martins Landing

Riverside Woods

4 FRANCIS DR 207, ANDOVER, MA, 01810, Andover, MA 01810

$609,900

2 beds

2 baths

1,490 sq ft

Condo

4 FRANCIS DR 207, ANDOVER, MA, 01810

Community: Riverside Woods

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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.

How long do listings in 55+ communities in Milton typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in Milton stay on the market for around 4 days. The average price of homes for sale in this community is approximately $1,675,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Wolcott Woods average around $1,675,000.

Want more information about active adult communities around Milton?

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101 homes

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

169 communities near Milton

101 homes near Milton

2 beds

2 baths

1,525 sq ft

Condo

2 beds

3 baths

1,871 sq ft

Condo

1 beds

1 baths

1,058 sq ft

Condo

2 beds

4 baths

2,100 sq ft

Condo

2 beds

2 baths

1,826 sq ft

Condo

2 beds

4 baths

3,292 sq ft

Condo

2 beds

4 baths

1,685 sq ft

Condo

2 beds

2 baths

1,338 sq ft

Condo

2 beds

3 baths

2,360 sq ft

Condo

2 beds

3 baths

2,627 sq ft

Condo

2 beds

3 baths

2,090 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

1 beds

1 baths

972 sq ft

Condo

2 beds

3 baths

2,442 sq ft

Condo

2 beds

3 baths

2,258 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,453 sq ft

Condo

2 beds

2 baths

1,334 sq ft

Condo

2 beds