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New Milford, CT 55+ active adult communities & homes for sale - Page 3

140 communities near New Milford

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Granite Woods
$600ks - $700ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
Whitney Glen
$500ks - $600ks
Whitney Glen, Westport, CT
Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes
The Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
Setauket Meadows
$500ks - $600ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
The Seasons at East North...
$700ks
The Seasons at East North..., East Northport, NY
New Construction | 55+ age-restricted | Built 2023 - present | 190 homes
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Applegate Estates
$500ks - $400ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes
The Seasons at Plainview
$500ks - $600ks
The Seasons at Plainview, Plainview, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 homes
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 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.
Stoneleigh Woods at Carme...
$400ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Eastport Meadows
$400ks
Eastport Meadows, Eastport, NY
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes
1 rating (1 reviews) Plymouth Estates at Mount...
$400ks - $500ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
Shaker Heights
$400ks - $500ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
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Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
Newbury Village
$400ks - $500ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes
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Questions? Call us: (860) 750-9298
The Summit at Bethel
$500ks - $700ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
Clockmaker's Hill
$100ks
Clockmaker's Hill, Winsted, CT
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 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.
The Village at Buckingham
$300ks - $400ks
The Village at Buckingham, Avon, CT
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes
Vineyards at Moriches
$500ks - $600ks
Vineyards at Moriches, Center Moriches, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes
Sonoma Woods
$300ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Fieldstone Village
$500ks - $800ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
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Questions? Call us: (860) 750-9298
Pond Spring Village
$300ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
Beckley Farms
$300ks - $400ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
Bramble Ridge
$300ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Castle Heights of Cheshir...
$500ks - $600ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes
Want to learn more about 55+ rental communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
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.
4.9 rating (14 reviews) Chatfield Farms
$400ks - $700ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
Bear's Cove
$800ks - $900ks
Bear's Cove, Ramsey, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 104 homes
Chimney Hill
$500ks - $700ks
Chimney Hill, Farmington, CT
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 homes
RiverWalk
$500ks - $600ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
Newington Ridge Preserve
$300ks - $400ks
Newington Ridge Preserve, Newington, CT
New Construction | 55+ age-restricted | Built 2014 - present | 16 homes
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Four Seasons at Cedar Gro...
$400ks - $600ks
Four Seasons at Cedar Gro..., Cedar Grove, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2005 | 156 homes
The Powder Forest Homes
$500ks - $700ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
5 rating (3 reviews) Founders Ridge
$300ks - $400ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
77 Sunset Lane
$400ks - $700ks
77 Sunset Lane, Ridgefield, CT
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 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.
Bartlett Hollow
$200ks - $400ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
Want to learn more about 55+ rental communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Autumn Estates
$500ks - $600ks
Autumn Estates, Farmington, CT
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes
The Atrium of Portland
<$100k
The Atrium of Portland, Portland, CT
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes
Billingsgate
$400ks - $600ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Boulder Brook
$200ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
Gloria Commons
$200ks - $300ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
New Jefferson Village 59 KIRBY CLOSE D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$399,000

2 beds

|

2 baths

|

910 sq ft

|

Condo

59 KIRBY CLOSE D, YORKTOWN, NY, 10598
Community: Jefferson Village
New Heritage Village 29 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$325,000

2 beds

|

2 baths

|

1,076 sq ft

29 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
New Jefferson Village 51 JEFFERSON OVAL D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$364,999

2 beds

|

2 baths

|

919 sq ft

|

Condo

51 JEFFERSON OVAL D, YORKTOWN, NY, 10598
Community: Jefferson Village
New Leisure Village 120 EXMORE CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$205,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

120 EXMORE CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
New Heritage Village 401 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$353,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

401 HERITAGE VLG B, 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
Want to learn more about 55+ rental communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
New Heritage Hills 415 HERITAGE HILLS DR D, SOMERS, NY, 105..., Somers, NY 10589
$875,000

2 beds

|

2 baths

|

1,663 sq ft

|

Condo

415 HERITAGE HILLS DR D, SOMERS, NY, 105...
Community: Heritage Hills
New Spring Lake Village 885 GLACIER WAY 885, SOUTHINGTON, CT, 06..., Southington, CT 06489
$349,900

2 beds

|

3 baths

|

1,775 sq ft

|

Condo

885 GLACIER WAY 885, SOUTHINGTON, CT, 06...
Community: Spring Lake Village
New Strathmore Gate East 42 FREEMONT LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$425,000

2 beds

|

2 baths

|

1,112 sq ft

|

Condo

42 FREEMONT LN, BROOKHAVEN, NY, 11727
New Leisure Glen 16 HUNTINGTON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$505,000

2 beds

|

2 baths

|

1,312 sq ft

|

Condo

16 HUNTINGTON CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
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 Heritage Village 25 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$439,900

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

25 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage Village
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New Sunken Pond Estates 3006 AMEN COR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$499,000

2 beds

|

2 baths

|

1,587 sq ft

|

Condo

3006 AMEN COR, RIVERHEAD, NY, 11901
Community: Sunken Pond Estates
New Leisure Glen 587 LEISURE DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$575,000

2 beds

|

2 baths

|

1,454 sq ft

|

Condo

587 LEISURE DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
New South Pond Village 177 THISTLE POND DR 177, BLOOMFIELD, CT,..., Bloomfield, CT 06002
$465,000

3 beds

|

3 baths

|

2,243 sq ft

177 THISTLE POND DR 177, BLOOMFIELD, CT,...
Community: South Pond Village
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
New The Village at Oxford Greens 523 PUTTING GREEN LN 523, OXFORD, CT, 06..., Oxford, CT 06478
$625,000

2 beds

|

2 baths

|

2,008 sq ft

|

Condo

523 PUTTING GREEN LN 523, OXFORD, CT, 06...
New Greenwood Village 2 DOGWOOD LN, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$192,500

2 beds

|

2 baths

|

1,064 sq ft

|

Condo

2 DOGWOOD LN, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Want to learn more about 55+ rental communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
New Heritage Village 1016 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$225,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

1016 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
New The Greens at Half Hollow 928 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$615,000

2 beds

|

2 baths

|

1,262 sq ft

|

Condo

928 ALTESSA BLVD, HUNTINGTON, NY, 11747
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 Oronoque Village 72 DAKOTA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$539,500

1 beds

|

3 baths

|

1,118 sq ft

|

Condo

72 DAKOTA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
New Oronoque Village 71 DAKOTA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$425,000

1 beds

|

2 baths

|

1,375 sq ft

|

Condo

71 DAKOTA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
New Heritage Village 977 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$520,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

977 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New Jefferson Village 130G COLUMBIA CT, YORKTOWN, NY, 10598, Yorktown, NY 10598
$399,000

2 beds

|

2 baths

|

1,129 sq ft

|

Condo

130G COLUMBIA CT, YORKTOWN, NY, 10598
Community: Jefferson Village
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
New Apple Ridge 89 FISHER RD, MAHWAH, NJ, 07430, Mahwah, NJ 07430
$899,999

3 beds

|

3 baths

|

Townhouse

89 FISHER RD, MAHWAH, NJ, 07430
Community: Apple Ridge
New The Village at Oxford Greens 731 CHAMPIONSHIP DR 731, OXFORD, CT, 064..., Oxford, CT 06478
$629,900

2 beds

|

2 baths

|

1,539 sq ft

|

Condo

731 CHAMPIONSHIP DR 731, OXFORD, CT, 064...
New Oronoque Village 132 BISON LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$465,000

1 beds

|

2 baths

|

1,426 sq ft

|

Condo

132 BISON LN B, STRATFORD, CT, 06614
Community: Oronoque Village
New Newtown Woods 1211 BROOKSIDE CT 1211, NEWTOWN, CT, 064..., Newtown, CT 06470
$500,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

1211 BROOKSIDE CT 1211, NEWTOWN, CT, 064...
Community: Newtown Woods
Want to learn more about 55+ rental communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
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 Jefferson Village 18L HASTINGS CT, YORKTOWN, NY, 10598, Yorktown, NY 10598
$395,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

18L HASTINGS CT, YORKTOWN, NY, 10598
Community: Jefferson Village
Baldwin Station 55 SPICE BUSH LN 55, MILFORD, CT, 06461, Milford, CT 06461
$725,000

2 beds

|

3 baths

|

2,820 sq ft

|

Condo

55 SPICE BUSH LN 55, MILFORD, CT, 06461
Community: Baldwin Station
Four Seasons at Great Notch Spa and Club 8 QUARTZ WAY, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424
$800,000

2 beds

|

2 baths

|

Townhouse

8 QUARTZ WAY, WOODLAND PARK, NJ, 07424
Country Pointe Preserve 3 JUNIPER LN 94, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980
$965,000

2 beds

|

3 baths

|

2,389 sq ft

|

Condo

3 JUNIPER LN 94, BROOKHAVEN, NY, 11980
Heritage Village 151 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$224,900

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

151 HERITAGE VLG B, 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
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Heritage Village 22 HERITAGE CIR A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$385,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

22 HERITAGE CIR A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 79 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$229,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

79 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Wanaque Reserve 5201 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$410,000

2 beds

|

2 baths

|

1,768 sq ft

5201 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Wanaque Reserve 5201 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$410,000

2 beds

|

2 baths

|

Condo

5201 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
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.
Village Estates 137 FRANCESCA WAY, BABYLON, NY, 11701, Babylon, NY 11701
$599,999

2 beds

|

1 baths

|

1,245 sq ft

|

Condo

137 FRANCESCA WAY, BABYLON, NY, 11701
Community: Village Estates
Want to learn more about 55+ rental communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Greenwood Village 75 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$135,000

2 beds

|

2 baths

|

1,110 sq ft

|

Condo

75 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Greenwood Village 43 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$264,999

2 beds

|

2 baths

|

1,164 sq ft

|

Condo

43 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Leisure Glen 233 GLEN DR 233, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$565,000

2 beds

|

2 baths

|

1,666 sq ft

|

Condo

233 GLEN DR 233, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Heritage Hills 441 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589
$539,000

2 beds

|

2 baths

|

1,265 sq ft

|

Condo

441 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
Leisure Village 207 WOODBRIDGE DR B, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$499,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

207 WOODBRIDGE DR B, BROOKHAVEN, NY, 119...
Community: Leisure Village

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