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New Milford, CT 55+ active adult communities & homes for sale

259 homes near New Milford

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Park Glen
$600Ks
Park Glen, New Milford, CT
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 17 homes
3 rating (2 reviews) Heritage Hills
$300Ks - $900Ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
3.6 rating (7 reviews) Heritage Village
$200Ks - $500Ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
Leisure Village
$200Ks - $400Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
The Greens at Half Hollow
$600Ks - $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes
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Rivington
$400Ks - $600Ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
4 rating (1 reviews) Jefferson Village
$200Ks - $600Ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
Oronoque Village
$200Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
The Village at Oxford Gre...
$500Ks - $600Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
5 rating (1 reviews) Four Seasons at Great Not...
$600Ks - $800Ks
Four Seasons at Great Not..., Woodland Park, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 814 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.
4.8 rating (4 reviews) Wanaque Reserve
$400Ks
Wanaque Reserve, Wanaque, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes
Meadowbrook Pointe Athlet...
$800Ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Leisure Knoll
$300Ks - $400Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
Country Pointe Plainview
$1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
5 rating (2 reviews) Fairfield at St. James
$400Ks - $500Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Leisure Glen
$400Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
Spring Lake Village
$200Ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
4 rating (8 reviews) Glenwood Village
$100Ks - $400Ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
3.7 rating (3 reviews) Greenwood Village
$100Ks - $200Ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
The Seasons at East Meado...
$500Ks - $600Ks
The Seasons at East Meado..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 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.
Regency at Prospect
$300Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
The Waterways at Moriches
$400Ks - $600Ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
The Retreat at Carmel
$400Ks - $600Ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Overlook
$600Ks - $800Ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
3.5 rating (2 reviews) Foxwood Village
$400Ks - $500Ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
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Questions? Call us: (860) 750-9298
1 rating (1 reviews) Plymouth Estates at Mount...
$500Ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
4.6 rating (9 reviews) Meadowbrook Pointe Links ...
$300Ks - $700Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes
4 rating (1 reviews) Vineyards at Blue Point
$800Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
Apple Ridge
$700Ks
Apple Ridge, Mahwah, NJ
Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes
HarborView
$900Ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 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.
Winthrop Court
$400Ks
Winthrop Court, Clifton, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes
The Club at Melville
$500Ks
The Club at Melville, Melville, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes
The Seasons at Elwood
$800Ks - $900Ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes
Meadow Brook Estates
$500Ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
5 rating (1 reviews) Encore Atlantic Shores
$700Ks - $800Ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
The Summit at Bethel
$600Ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
4.9 rating (14 reviews) Chatfield Farms
$500Ks - $600Ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
Four Seasons at Wayne
$500Ks
Four Seasons at Wayne, Wayne, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes
5 rating (1 reviews) Encore at Lake Grove
$600Ks - $800Ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
Woodridge Strathmore Terr...
$400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
Leisure Village 259 NEWCASTLE CT E, RIDGE, NY, 11961, Ridge, NY 11961
$254,900

1 beds

|

1 baths

|

875 sq ft

|

Condo

259 NEWCASTLE CT E, RIDGE, NY, 11961
Community: Leisure Village
Meadowbrook Pointe Links & Spa 279 AUGUSTA DR, MEDFORD, NY, 11763, Medford, NY 11763
$319,298

2 beds

|

2 baths

|

1,133 sq ft

|

Condo

279 AUGUSTA DR, MEDFORD, NY, 11763
Sunken Pond Estates 4006 SAINT ANDREWS AVE, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$519,888

2 beds

|

2 baths

|

1,587 sq ft

|

Condo

4006 SAINT ANDREWS AVE, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
Glenwood Village 1661 OLD COUNTRY RD 308, RIVERHEAD, NY, ..., Riverhead, NY 11901
$149,000

2 beds

|

1 baths

|

840 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 308, RIVERHEAD, NY, ...
Community: Glenwood Village
Leisure Village 167 VENTRY CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961
$215,500

1 beds

|

1 baths

|

684 sq ft

|

Condo

167 VENTRY CT UNIT C, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Regency at Fishkill 145 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$569,800

2 beds

|

2 baths

|

1,803 sq ft

|

Condo

145 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Leisure Village 120 EXMORE CT D, RIDGE, NY, 11961, Ridge, NY 11961
$239,990

1 beds

|

1 baths

|

684 sq ft

|

Condo

120 EXMORE CT D, RIDGE, NY, 11961
Community: Leisure Village
The Seasons at East Meadow 133 SPRING DR # 133, EAST MEADOW, NY, 11..., East Meadow, NY 11554
$599,999

2 beds

|

2 baths

|

1,272 sq ft

|

Condo

133 SPRING DR # 133, EAST MEADOW, NY, 11...
HarborView 100 HARBOR VIEW DR 423, PORT WASHINGTON,..., Port Washington, NY 11050
$658,000

1 beds

|

2 baths

|

1,161 sq ft

|

Condo

100 HARBOR VIEW DR 423, PORT WASHINGTON,...
Community: HarborView
Greenwood Village 38B VILLAGE CIR S, MANORVILLE, NY, 11949, Manorville, NY 11949
$123,000

1 beds

|

1 baths

|

600 sq ft

|

Condo

38B VILLAGE CIR S, MANORVILLE, NY, 11949
Community: Greenwood Village
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.
The Waterways at Moriches 514 HIGHLAND CT # A3, MORICHES, NY, 1195..., Moriches, NY 11955
$568,000

2 beds

|

2 baths

|

1,839 sq ft

|

Condo

514 HIGHLAND CT # A3, MORICHES, NY, 1195...
The Greens at Half Hollow 382 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747
$1,525,000

2 beds

|

2 baths

|

2,937 sq ft

|

Condo

382 ALTESSA BLVD, MELVILLE, NY, 11747
HarborView 100 HARBOR VIEW DR 439, PORT WASHINGTON,..., Port Washington, NY 11050
$875,000

2 beds

|

3 baths

|

1,420 sq ft

|

Condo

100 HARBOR VIEW DR 439, PORT WASHINGTON,...
Community: HarborView
Leisure Village 166 VENTRY CT B, RIDGE, NY, 11961, Ridge, NY 11961
$259,000

1 beds

|

1 baths

|

680 sq ft

|

House

166 VENTRY CT B, RIDGE, NY, 11961
Community: Leisure Village
The Waterways at Moriches 107 E MIDLAND POND CT, MORICHES, NY, 119..., Moriches, NY 11955
$499,907

2 beds

|

2 baths

|

2,141 sq ft

|

Condo

107 E MIDLAND POND CT, MORICHES, NY, 119...
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Plymouth Estates at Mount Sinai 166 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$579,999

2 beds

|

2 baths

|

1,820 sq ft

|

Townhouse

166 IRA RD, MOUNT SINAI, NY, 11766
Oronoque Village 87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$439,900

1 beds

|

2 baths

|

1,454 sq ft

|

Condo

87 CREEK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Regency at Woodbridge 21 HERITAGE LN # 60, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525
$599,000

3 beds

|

3 baths

|

Condo

21 HERITAGE LN # 60, WOODBRIDGE, CT, 065...
Fairview at Oxford Greens 712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0..., Oxford, CT 06478
$615,000

2 beds

|

2 baths

|

1,546 sq ft

|

Condo

712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0...
Oronoque Village 289 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614
$639,900

1 beds

|

3 baths

|

1,620 sq ft

|

Condo

289 AGAWAM DR B, STRATFORD, CT, 06614
Community: Oronoque Village
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.
The Village at Oxford Greens 712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0..., Oxford, CT 06478
$615,000

2 beds

|

2 baths

|

1,546 sq ft

|

Condo

712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0...
Bramble Ridge 23 DEWBERRY WAY # 23, SUFFIELD, CT, 0607..., Suffield, CT 06078
$499,719

2 beds

|

2 baths

|

2,195 sq ft

|

Condo

23 DEWBERRY WAY # 23, SUFFIELD, CT, 0607...
Community: Bramble Ridge
Oronoque Village 164 BISON LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$479,999

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

164 BISON LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 623 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$535,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

623 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 862 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$499,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

862 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Oronoque Village 133 BANNOCK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$629,900

3 beds

|

3 baths

|

1,438 sq ft

|

Condo

133 BANNOCK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Spring Lake Village 1 COACH DR # 1, SOUTHINGTON, CT, 06489, Southington, CT 06489
$280,000

2 beds

|

2 baths

|

1,323 sq ft

|

Condo

1 COACH DR # 1, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Heritage Village 39 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$238,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

39 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 60 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$279,900

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

60 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$619,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
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.
Oronoque Village 617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$534,999

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

617 CHEROKEE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 73 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$204,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

73 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 191 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$395,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

191 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Oronoque Village 522 IROQUOIS LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$399,000

3 beds

|

3 baths

|

1,426 sq ft

|

Condo

522 IROQUOIS LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 44 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488
$239,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

44 HERITAGE VLG F, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Heritage Village 876 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$379,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

876 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Newbury Village 332 STILL WATER CIR # 332, BROOKFIELD, C..., Brookfield, CT 06804
$525,000

2 beds

|

2 baths

|

1,466 sq ft

|

Condo

332 STILL WATER CIR # 332, BROOKFIELD, C...
Community: Newbury Village
Oronoque Village 543 NORTH TRL B, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

2 beds

|

3 baths

|

1,426 sq ft

|

Condo

543 NORTH TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
Oak Meadow Estates 21 OAK MEADOW LN # 21, HARWINTON, CT, 06..., Harwinton, CT 06791
$450,000

2 beds

|

3 baths

|

2,164 sq ft

|

Condo

21 OAK MEADOW LN # 21, HARWINTON, CT, 06...
Community: Oak Meadow Estates
Heritage Village 98 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$309,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

98 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
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259 homes near New Milford
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