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

170 communities near Milton

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The Paddock
$500ks - $600ks
The Paddock, Salem, NH
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 16 homes
Berry Hill Estates
$600ks - $700ks
Berry Hill Estates, Hooksett, NH
Resale Only | 55+ age-restricted | Built 2009 - 2022 | 107 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
King's Landing
$300ks - $400ks
King's Landing, Kingston, NH
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 44 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Gilcreast Farms
$300ks
Gilcreast Farms, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 47 homes
Oak Ridge Estates
$500ks - $600ks
Oak Ridge Estates, Hudson, NH
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 101 homes
Cahill Place
$200ks
Cahill Place, Milford, NH
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 49 homes
5 rating (1 reviews) Canberra Village
$400ks - $500ks
Canberra Village, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 49 homes
Prescott Crossing
$400ks
Prescott Crossing, Raymond, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 46 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.
Runnells Landing
$300ks
Runnells Landing, Hollis, NH
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 45 homes
Cohas Landing
$300ks
Cohas Landing, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1991 - 1997 | 44 homes
Braemoor Commons
$300ks - $400ks
Braemoor Commons, Salem, NH
Resale Only | 55+ age-restricted | Built 2014 - 2015 | 44 homes
Pine Creek
$300ks
Pine Creek, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 42 homes
Webster Woods
$300ks - $400ks
Webster Woods, Hooksett, NH
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 41 homes
Benjamin Chase Mill
$400ks - $500ks
Benjamin Chase Mill, Derry, NH
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 36 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Buttrick Village
$400ks - $500ks
Buttrick Village, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1997 - 2000 | 40 homes
The Villages of Pelham
$300ks - $400ks
The Villages of Pelham, Pelham, NH
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 40 homes
Whispering Winds
$300ks - $700ks
Whispering Winds, Windham, NH
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 40 homes
Harvest Village
$300ks - $400ks
Harvest Village, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1995 - 1999 | 45 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.
Thompson's Preserve
$500ks
Thompson's Preserve, Nashua, NH
Resale Only | 55+ age-restricted | Built 2019 - 2020 | 39 homes
Stone Sled Farm
$500ks - $600ks
Stone Sled Farm, Bow, NH
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 38 homes
The Mews of Bedford
$500ks
The Mews of Bedford, Bedford, NH
Resale Only | 55+ age-restricted | Built 1999 - 2002 | 108 homes
The Club at Meadowbrook
$300ks
The Club at Meadowbrook, Salem, NH
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 117 homes
Black Rocks Village
$300ks
Black Rocks Village, Fremont, NH
Resale Only | 55+ age-restricted | Built 2013 - 2016 | 112 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
Lamplighter Estates
$200ks - $300ks
Lamplighter Estates, Kingston, NH
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 50 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Leddy Fields
$400ks - $600ks
Leddy Fields, Epping, NH
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 50 homes
Sargent Woods
$500ks
Sargent Woods, Newton, NH
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 113 homes
The Cottages at Spruce Wo...
$400ks - $500ks
The Cottages at Spruce Wo..., Durham, NH
Resale Only | 55+ age-restricted | Built 1999 - 2014 | 25 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.
Mill Pond Crossing
$300ks - $400ks
Mill Pond Crossing, Brentwood, NH
Resale Only | 55+ age-restricted | Built 2008 - 2013 | 47 homes
Hampton Meadows
$700ks - $900ks
Hampton Meadows, Hampton, NH
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 116 homes
Long Pond Woods
$500ks - $600ks
Long Pond Woods, Pelham, NH
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 66 homes
Souhegan River View Villa...
$400ks - $500ks
Souhegan River View Villa..., Merrimack, NH
Resale Only | 55+ age-restricted | Built 2001 - 2006 | 51 homes
Del Ray Place
$700ks - $800ks
Del Ray Place, Windham, NH
New Construction | 55+ age-restricted | Built 2019 - present | 26 homes
Arbor Woods
$400ks - $500ks
Arbor Woods, Dover, NH
Resale Only | 55+ age-restricted | 65 homes
Silver Lake Estates
$700ks - $800ks
Silver Lake Estates, Hollis, NH
Resale Only | 55+ age-restricted | Built 2019 - 2022 | 52 homes
Southwinds
$600ks - $700ks
Southwinds, South Kingstown, RI
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 70 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Annandale on The River
$500ks - $600ks
Annandale on The River, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2009 - 2011 | 57 homes
Village at Oakwood
$600ks - $700ks
Village at Oakwood, Derry, NH
Resale Only | 55+ age-restricted | Built 2019 - 2021 | 30 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.
New Southport 118 GREY HAWK DR 118, MASHPEE, MA, 02649, Mashpee, MA 02649
$685,000

2 beds

|

2 baths

|

1,416 sq ft

|

Condo

118 GREY HAWK DR 118, MASHPEE, MA, 02649
Community: Southport
New Sawyer's Reach 3 MARINERS WAY 311, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$690,000

2 beds

|

2 baths

|

1,386 sq ft

|

Condo

3 MARINERS WAY 311, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
New Regency at Emerald Pines 23 SEQUOIA DR 23, METHUEN, MA, 01844, Methuen, MA 01844
$975,000

3 beds

|

3 baths

|

3,111 sq ft

|

House

23 SEQUOIA DR 23, METHUEN, MA, 01844
New Orchard Hill 19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$639,500

2 beds

|

3 baths

|

2,183 sq ft

|

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...
Community: Orchard Hill
New Del Webb Chauncy Lake 5 PETERS FARM WAY 7107, WESTBOROUGH, MA,..., Westborough, MA 01581
$649,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 7107, WESTBOROUGH, MA,...
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Willis Brook at Lynnfield 7 FAIRWAY LN 59, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,624,000

2 beds

|

3 baths

|

2,442 sq ft

|

Condo

7 FAIRWAY LN 59, LYNNFIELD, MA, 01940
Del Webb Chauncy Lake 5 PETERS FARM WAY 7112, WESTBOROUGH, MA,..., Westborough, MA 01581
$464,995

1 beds

|

1 baths

|

1,058 sq ft

|

Condo

5 PETERS FARM WAY 7112, WESTBOROUGH, MA,...
Reading Woods 57 AUGUSTUS CT 1010, READING, MA, 01867, Reading, MA 01867
$549,900

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

57 AUGUSTUS CT 1010, READING, MA, 01867
Community: Reading Woods
Arbor Hills 25 ARBOR HLS 25, KINGSTON, MA, 02364, Kingston, MA 02364
$709,000

2 beds

|

3 baths

|

2,073 sq ft

|

House

25 ARBOR HLS 25, KINGSTON, MA, 02364
Community: Arbor Hills
Del Webb Chauncy Lake 6 PETERS FARM WAY 411, WESTBOROUGH, MA, ..., Westborough, MA 01581
$567,000

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

6 PETERS FARM WAY 411, WESTBOROUGH, MA, ...
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.
Oak Point 3305 ISLAND DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$339,000

3 beds

|

2 baths

|

1,344 sq ft

|

Mobile Home

3305 ISLAND DR, MIDDLEBORO, MA, 02346
Community: Oak Point
Great Island 22 WEATHERVANE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$785,000

2 beds

|

2 baths

|

2,059 sq ft

|

House

22 WEATHERVANE, PLYMOUTH, MA, 02360
Community: Great Island
Great Island 7 CLAM PUDDING, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$789,000

2 beds

|

3 baths

|

2,367 sq ft

|

House

7 CLAM PUDDING, PLYMOUTH, MA, 02360
Community: Great Island
Martins Landing 320 MARTINS LNDG 407, NORTH READING, MA,..., North Reading, MA 01864
$859,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 407, NORTH READING, MA,...
Community: Martins Landing
Martins Landing 320 MARTINS LNDG 512, NORTH READING, MA,..., North Reading, MA 01864
$989,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 512, NORTH READING, MA,...
Community: Martins Landing
Reading Woods 36 AUGUSTUS CT 2012, READING, MA, 01867, Reading, MA 01867
$515,000

1 beds

|

1 baths

|

1,020 sq ft

|

Condo

36 AUGUSTUS CT 2012, READING, MA, 01867
Community: Reading Woods
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
The Trails 7 WATERVILLE LN 7, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$989,000

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

7 WATERVILLE LN 7, HOPKINTON, MA, 01748
Community: The Trails
Del Webb Chauncy Lake 4204 PETERS FARM WAY 204, WESTBOROUGH, M..., Westborough, MA 01581
$475,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

4204 PETERS FARM WAY 204, WESTBOROUGH, M...
Del Webb Chauncy Lake 5 PETERS FARM WAY 5205, WESTBOROUGH, MA,..., Westborough, MA 01581
$549,995

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

5 PETERS FARM WAY 5205, WESTBOROUGH, MA,...
Martins Landing 220 MARTINS LNDG 104, NORTH READING, MA,..., North Reading, MA 01864
$445,000

1 beds

|

1 baths

|

955 sq ft

|

Condo

220 MARTINS LNDG 104, NORTH READING, MA,...
Community: Martins Landing
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.
Southport 21 GREY HAWK DR 21, MASHPEE, MA, 02649, Mashpee, MA 02649
$624,900

2 beds

|

2 baths

|

1,491 sq ft

|

Condo

21 GREY HAWK DR 21, MASHPEE, MA, 02649
Community: Southport
Riverside Woods 1 FRANCIS DR 309, ANDOVER, MA, 01810, Andover, MA 01810
$589,900

2 beds

|

2 baths

|

1,330 sq ft

|

Condo

1 FRANCIS DR 309, ANDOVER, MA, 01810
Community: Riverside Woods
Del Webb Chauncy Lake 5 PETERS FARM WAY 307, WESTBOROUGH, MA, ..., Westborough, MA 01581
$709,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 307, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 1207 CODMAN WAY 1207, WESTBOROUGH, MA, 0..., Westborough, MA 01581
$629,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

1207 CODMAN WAY 1207, WESTBOROUGH, MA, 0...
Donovan Farm 7 DONOVAN FARM WAY 7, NORWELL, MA, 02061, Norwell, MA 02061
$949,900

2 beds

|

3 baths

|

2,548 sq ft

|

Condo

7 DONOVAN FARM WAY 7, NORWELL, MA, 02061
Community: Donovan Farm
Pennington Crossing 1108 PENNINGTON DR 1108, WALPOLE, MA, 02..., Walpole, MA 02081
$549,900

1 beds

|

1 baths

|

1,015 sq ft

|

Condo

1108 PENNINGTON DR 1108, WALPOLE, MA, 02...
Community: Pennington Crossing
Riverside Woods 2 FRANCIS DR 101, ANDOVER, MA, 01810, Andover, MA 01810
$599,000

2 beds

|

2 baths

|

1,485 sq ft

|

Condo

2 FRANCIS DR 101, ANDOVER, MA, 01810
Community: Riverside Woods
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Red Mill Village 28 WILLIAMS RD 28, NORTON, MA, 02766, Norton, MA 02766
$775,000

2 beds

|

3 baths

|

2,160 sq ft

|

Condo

28 WILLIAMS RD 28, NORTON, MA, 02766
Community: Red Mill Village
Oak Point 1307 BLUEBERRY CIR, MIDDLEBORO, MA, 0234..., Middleboro, MA 02346
$369,900

3 beds

|

2 baths

|

1,344 sq ft

|

House

1307 BLUEBERRY CIR, MIDDLEBORO, MA, 0234...
Community: Oak Point
Seaside at Scituate - The Carriage Collection 5 BRAND BLVD 5, SCITUATE, MA, 02066, Scituate, MA 02066
$1,799,000

2 beds

|

4 baths

|

3,790 sq ft

|

Condo

5 BRAND BLVD 5, SCITUATE, MA, 02066
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 2 FRANCIS DR 107, ANDOVER, MA, 01810, Andover, MA 01810
$599,900

2 beds

|

2 baths

|

1,485 sq ft

|

Condo

2 FRANCIS DR 107, ANDOVER, MA, 01810
Community: Riverside Woods
Duxbury Estates 24 CARRIAGE LN 24, DUXBURY, MA, 02332, Duxbury, MA 02332
$789,000

2 beds

|

2 baths

|

1,525 sq ft

|

Condo

24 CARRIAGE LN 24, DUXBURY, MA, 02332
Community: Duxbury Estates
The Villages at Walker Meadow 3 QUAKER WAY 40, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$629,900

2 beds

|

2 baths

|

1,876 sq ft

|

Condo

3 QUAKER WAY 40, WESTBOROUGH, MA, 01581
Great Island 9 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$789,000

3 beds

|

3 baths

|

2,348 sq ft

|

House

9 MADISON REACH, PLYMOUTH, MA, 02360
Community: Great Island
The Village at Auburnville 877 AUBURNVILLE WAY J4, WHITMAN, MA, 023..., Whitman, MA 02382
$565,000

2 beds

|

3 baths

|

2,090 sq ft

|

Condo

877 AUBURNVILLE WAY J4, WHITMAN, MA, 023...
Sawyer's Reach 2 MARINERS WAY 310, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$499,900

1 beds

|

2 baths

|

897 sq ft

|

Condo

2 MARINERS WAY 310, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Willis Brook at Lynnfield 5 QUIGLEY CIR 47, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,819,000

2 beds

|

3 baths

|

2,442 sq ft

|

Condo

5 QUIGLEY CIR 47, LYNNFIELD, MA, 01940
Northwoods at Sudbury 20 NORTHWOOD DR 303, SUDBURY, MA, 01776, Sudbury, MA 01776
$699,750

1 beds

|

2 baths

|

1,616 sq ft

|

Condo

20 NORTHWOOD DR 303, SUDBURY, MA, 01776
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Del Webb Chauncy Lake 4 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581
$589,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ...
Martins Landing 260 MARTINS LNDG 412, NORTH READING, MA,..., North Reading, MA 01864
$749,000

2 beds

|

2 baths

|

1,485 sq ft

|

Condo

260 MARTINS LNDG 412, NORTH READING, MA,...
Community: Martins Landing
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.

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