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Milton, MA 55+ active adult communities & homes for sale - Page 3

170 communities near Milton

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Sawyer Green
$400ks - $500ks
Sawyer Green, Dover, NH
Resale Only | 55+ age-restricted | Built 2009 - 2013 | 62 homes
Hadleigh Woods
$300ks
Hadleigh Woods, Windham, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 62 homes
The Village at Hollis Dep...
$300ks
The Village at Hollis Dep..., Hollis, NH
Resale Only | 55+ age-restricted | Built 2003 - 2003 | 60 homes
Mission Pointe
$500ks - $600ks
Mission Pointe, Hudson, NH
Resale Only | 62+ age-restricted | Built 2006 - 2011 | 58 homes
Annandale on The River
$500ks - $600ks
Annandale on The River, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2009 - 2011 | 57 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Silver Lake Estates
$700ks - $800ks
Silver Lake Estates, Hollis, NH
Resale Only | 55+ age-restricted | Built 2019 - 2022 | 52 homes
Del Ray Place
$700ks - $800ks
Del Ray Place, Windham, NH
New Construction | 55+ age-restricted | Built 2019 - present | 26 homes
Souhegan River View Villa...
$400ks - $500ks
Souhegan River View Villa..., Merrimack, NH
Resale Only | 55+ age-restricted | Built 2001 - 2006 | 51 homes
Mill Pond Crossing
$300ks - $400ks
Mill Pond Crossing, Brentwood, NH
Resale Only | 55+ age-restricted | Built 2008 - 2013 | 47 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.
Leddy Fields
$400ks - $600ks
Leddy Fields, Epping, NH
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 50 homes
Lamplighter Estates
$200ks - $300ks
Lamplighter Estates, Kingston, NH
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 50 homes
5 rating (1 reviews) Canberra Village
$400ks - $500ks
Canberra Village, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 49 homes
Cahill Place
$200ks
Cahill Place, Milford, NH
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 49 homes
Gilcreast Farms
$300ks
Gilcreast Farms, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 47 homes
Prescott Crossing
$400ks
Prescott Crossing, Raymond, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 46 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
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
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.
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
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
$400ks
Whispering Winds, Windham, NH
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 40 homes
Harvest Village
$400ks
Harvest Village, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1995 - 1999 | 45 homes
Stone Sled Farm
$500ks - $600ks
Stone Sled Farm, Bow, NH
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 38 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Little Mill Woods
$300ks - $400ks
Little Mill Woods, Sandown, NH
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 38 homes
Parrish Hills
$300ks - $500ks
Parrish Hills, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 37 homes
Hayden Green
$500ks
Hayden Green, Nashua, NH
Resale Only | 55+ age-restricted | Built 2013 - 2015 | 37 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.
Country Hills
$600ks
Country Hills, East Kingston, NH
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 36 homes
Lexington Place
$400ks
Lexington Place, Hudson, NH
Resale Only | 55+ age-restricted | Built 1999 - 1999 | 34 homes
Rollins Hill
$500ks - $700ks
Rollins Hill, Stratham, NH
Resale Only | 55+ age-restricted | Built 2017 - 2021 | 55 homes
Rowell Estates
$300ks - $400ks
Rowell Estates, Kingston, NH
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 33 homes
Sugarplum Hill
$300ks - $400ks
Sugarplum Hill, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2006 - 2012 | 33 homes
Canterbury Commons
$500ks - $600ks
Canterbury Commons, Epping, NH
New Construction | 55+ age-restricted | Built 2021 - present | 100 homes
The Villages on Mount Hop...
$600ks - $1Ms
The Villages on Mount Hop..., Tiverton, RI
New and Resale | 55+ age-restricted | Built 2003 - present | 230 homes
Bay Ridge
$600ks - $800ks
Bay Ridge, Middletown, RI
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 60 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Wakefield Meadows
$700ks - $800ks
Wakefield Meadows, Wakefield, RI
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 142 homes
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
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 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...
New Great Island 21 FOX HOLW, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$729,900

2 beds

|

2 baths

|

1,549 sq ft

|

House

21 FOX HOLW, PLYMOUTH, MA, 02360
Community: Great Island
New Del Webb Chauncy Lake 5 PETERS FARM WAY 7106, WESTBOROUGH, MA,..., Westborough, MA 01581
$639,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 7106, WESTBOROUGH, MA,...
New Martins Landing 320 MARTINS LNDG 2310, NORTH READING, MA..., North Reading, MA 01864
$579,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

320 MARTINS LNDG 2310, NORTH READING, MA...
Community: Martins Landing
New Oak Point 4402 PHEASANT LN, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$425,000

2 beds

|

2 baths

|

1,788 sq ft

|

House

4402 PHEASANT LN, MIDDLEBORO, MA, 02346
Community: Oak Point
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
New The Village at Shepley Hill 70 LEGACY LN B, GROTON, MA, 01450, Groton, MA 01450
$1,200,000

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

70 LEGACY LN B, GROTON, MA, 01450
New Quail Ridge 27 GREENSIDE LN 59, ACTON, MA, 01720, Acton, MA 01720
$895,000

3 beds

|

3 baths

|

2,285 sq ft

|

Condo

27 GREENSIDE LN 59, ACTON, MA, 01720
Community: Quail Ridge
New Stone Castle Estates 8 BEESTON LN 8, METHUEN, MA, 01844, Methuen, MA 01844
$334,070

2 beds

|

1 baths

|

1,225 sq ft

|

Condo

8 BEESTON LN 8, METHUEN, MA, 01844
New Center Commons 9 LIBERTY DR 9, PEMBROKE, MA, 02359, Pembroke, MA 02359
$619,900

2 beds

|

2 baths

|

1,803 sq ft

|

Condo

9 LIBERTY DR 9, PEMBROKE, MA, 02359
Community: Center Commons
New The Village at Auburnville 877 AUBURNVILLE WAY A3, WHITMAN, MA, 023..., Whitman, MA 02382
$515,000

2 beds

|

3 baths

|

2,103 sq ft

|

Condo

877 AUBURNVILLE WAY A3, WHITMAN, MA, 023...
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 Woodcrest Run 635 OLD POST RD 2-303, SHARON, MA, 02067, Sharon, MA 02067
$675,000

2 beds

|

3 baths

|

2,400 sq ft

|

Condo

635 OLD POST RD 2-303, SHARON, MA, 02067
Community: Woodcrest Run
Hatter's Point 60 MERRIMAC ST 611, AMESBURY, MA, 01913, Amesbury, MA 01913
$749,000

2 beds

|

2 baths

|

1,275 sq ft

|

Condo

60 MERRIMAC ST 611, AMESBURY, MA, 01913
Community: Hatter's Point
Regency at Assabet Ridge 1 AVEBURY 31, MARLBOROUGH, MA, 01752, Marlborough, MA 01752
$699,900

2 beds

|

3 baths

|

2,056 sq ft

|

Condo

1 AVEBURY 31, MARLBOROUGH, MA, 01752
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

|

Condo

49 PINE TREE DR 49, METHUEN, MA, 01844
Del Webb Chauncy Lake 5 PETERS FARM WAY 7305, WESTBOROUGH, MA,..., Westborough, MA 01581
$579,995

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

5 PETERS FARM WAY 7305, WESTBOROUGH, MA,...
30 Coppersmith 30 COPPERSMITH WAY 410, CANTON, MA, 0202..., Canton, MA 02021
$713,450

2 beds

|

2 baths

|

1,425 sq ft

|

Condo

30 COPPERSMITH WAY 410, CANTON, MA, 0202...
Community: 30 Coppersmith
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Southport 1 SANDVIEW TER 1, MASHPEE, MA, 02649, Mashpee, MA 02649
$579,000

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

1 SANDVIEW TER 1, MASHPEE, MA, 02649
Community: Southport
Del Webb Chauncy Lake 2 CODMAN WAY 2203, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$425,000

1 beds

|

1 baths

|

972 sq ft

|

Condo

2 CODMAN WAY 2203, WESTBOROUGH, MA, 0158...
Oak Point 507 CRYSTAL WAY, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$419,900

3 beds

|

2 baths

|

1,702 sq ft

|

House

507 CRYSTAL WAY, MIDDLEBORO, MA, 02346
Community: Oak Point
The Village at Orchard Meadows 4 APPLE SEED DR 4, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545
$625,000

2 beds

|

3 baths

|

1,854 sq ft

|

Condo

4 APPLE SEED DR 4, SHREWSBURY, MA, 01545
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 5604 OAK POINT DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$465,000

3 beds

|

2 baths

|

1,612 sq ft

|

House

5604 OAK POINT DR, MIDDLEBORO, MA, 02346
Community: Oak Point
Great Island 17 VALLEY FRONT, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$735,000

2 beds

|

2 baths

|

1,554 sq ft

|

House

17 VALLEY FRONT, PLYMOUTH, MA, 02360
Community: Great Island
Reading Woods 62 ABIGAIL WAY 4007, READING, MA, 01867, Reading, MA 01867
$509,900

1 beds

|

1 baths

|

930 sq ft

|

Condo

62 ABIGAIL WAY 4007, READING, MA, 01867
Community: Reading Woods
Brooksmont 47 BROOKSMONT DR 47, HOLLISTON, MA, 0174..., Holliston, MA 01746
$709,999

2 beds

|

3 baths

|

2,360 sq ft

|

Condo

47 BROOKSMONT DR 47, HOLLISTON, MA, 0174...
Community: Brooksmont
The Elms of Hanover 14 SUGAR MAPLE CIR 14, HANOVER, MA, 0233..., Hanover, MA 02339
$759,900

2 beds

|

3 baths

|

1,994 sq ft

|

Condo

14 SUGAR MAPLE CIR 14, HANOVER, MA, 0233...
Community: The Elms of Hanover
Millwood Preserve 32 HAWK LN 48, FRAMINGHAM, MA, 01701, Framingham, MA 01701
$1,250,000

2 beds

|

3 baths

|

2,306 sq ft

|

Condo

32 HAWK LN 48, FRAMINGHAM, MA, 01701
Community: Millwood Preserve
Rockland Glen 15 MIDFIELD DR 15, ROCKLAND, MA, 02370, Rockland, MA 02370
$670,000

2 beds

|

3 baths

|

1,770 sq ft

|

Condo

15 MIDFIELD DR 15, ROCKLAND, MA, 02370
Community: Rockland Glen
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Southport 7 MASTERS CT 464, MASHPEE, MA, 02649, Mashpee, MA 02649
$525,000

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

7 MASTERS CT 464, MASHPEE, MA, 02649
Community: Southport
30 Coppersmith 50 COPPERSMITH WAY 302, CANTON, MA, 0202..., Canton, MA 02021
$949,000

2 beds

|

2 baths

|

1,561 sq ft

|

Condo

50 COPPERSMITH WAY 302, CANTON, MA, 0202...
Community: 30 Coppersmith
Pennington Crossing 2305 PENNINGTON DR 305, WALPOLE, MA, 020..., Walpole, MA 02081
$649,000

2 beds

|

2 baths

|

1,140 sq ft

|

Condo

2305 PENNINGTON DR 305, WALPOLE, MA, 020...
Community: Pennington Crossing
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.
Reading Woods 57 AUGUSTUS CT 4006, READING, MA, 01867, Reading, MA 01867
$794,500

2 beds

|

2 baths

|

1,485 sq ft

|

Condo

57 AUGUSTUS CT 4006, READING, MA, 01867
Community: Reading Woods
Seton Highlands at The Pinehills 25 SETON HIGHLANDS 25, PLYMOUTH, MA, 023..., Plymouth, MA 02360
$835,000

2 beds

|

3 baths

|

2,321 sq ft

|

Condo

25 SETON HIGHLANDS 25, PLYMOUTH, MA, 023...
Del Webb Chauncy Lake 5 PETERS FARM WAY 408, WESTBOROUGH, MA, ..., Westborough, MA 01581
$679,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 408, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 311, WESTBOROUGH, MA, ..., Westborough, MA 01581
$599,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 311, WESTBOROUGH, MA, ...
Angell Brook Village 85 ANGELL BROOK DR 85, WEST BOYLSTON, MA..., West Boylston, MA 01583
$499,900

2 beds

|

2 baths

|

1,392 sq ft

|

Condo

85 ANGELL BROOK DR 85, WEST BOYLSTON, MA...
Preserve at Emerald Pines 7 HUMMINGBIRD WAY 150, METHUEN, MA, 0184..., Methuen, MA 01844
$899,000

2 beds

|

3 baths

|

2,280 sq ft

|

Condo

7 HUMMINGBIRD WAY 150, METHUEN, MA, 0184...
Brierly Pond Village 2 ASHTON LN 2, MILLBURY, MA, 01527, Millbury, MA 01527
$559,900

2 beds

|

4 baths

|

1,949 sq ft

|

Condo

2 ASHTON LN 2, MILLBURY, MA, 01527
Sawyer's Reach 45 PLAZA WAY 208, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$649,900

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

45 PLAZA WAY 208, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Del Webb Chauncy Lake 3405 PETERS FARM WAY 3405, WESTBOROUGH, ..., Westborough, MA 01581
$529,500

2 beds

|

2 baths

|

1,121 sq ft

|

Condo

3405 PETERS FARM WAY 3405, WESTBOROUGH, ...
Del Webb Chauncy Lake 3103 PETERS FARM WAY 103, WESTBOROUGH, M..., Westborough, MA 01581
$385,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3103 PETERS FARM WAY 103, WESTBOROUGH, M...
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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