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

252 homes near New Milford

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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
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
3 rating (2 reviews) Heritage Hills
$400ks - $1Ms
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
4.8 rating (4 reviews) Wanaque Reserve
$300ks - $500ks
Wanaque Reserve, Wanaque, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes
Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
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3.7 rating (3 reviews) Greenwood Village
$100ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 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 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
4 rating (1 reviews) Jefferson Village
$100ks - $500ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
5 rating (1 reviews) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
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The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 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
The Village at Oxford Gre...
$400ks - $500ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 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.
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
5 rating (2 reviews) Fairfield at St. James
$300ks - $500ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
Four Seasons at Wayne
$300ks - $400ks
Four Seasons at Wayne, Wayne, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes
5 rating (2 reviews) Blackburne Farm Townhomes
$400ks
Blackburne Farm Townhomes, Campbell Hall, NY
New Construction | 55+ age-restricted | Built 2019 - present | 29 homes
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Questions? Call us: (860) 750-9298
The Seasons at East Meado...
$400ks - $600ks
The Seasons at East Meado..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes
5 rating (1 reviews) Encore at Lake Grove
$500ks - $700ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
Glassbury Court at Cold S...
$500ks - $700ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 90 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 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.
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
Kensington Estates
$1Ms
Kensington Estates, Woodbury, NY
New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes
4.9 rating (14 reviews) Chatfield Farms
$400ks - $700ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
5 rating (1 reviews) Westhampton Pines
$900ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
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Questions? Call us: (860) 750-9298
The Coves at Melville
$500ks
The Coves at Melville, Melville, NY
Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
Stone Ridge Estates
$500ks - $600ks
Stone Ridge Estates, Dix Hills, NY
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 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.
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
The Manors at The Colony ...
$300ks - $400ks
The Manors at The Colony ..., Shirley, NY
New Construction | 55+ age-restricted | Built 2013 - present | 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
123...4
Heritage Village 915 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$275,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

915 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Encore at Lake Grove 171 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$799,000

2 beds

|

3 baths

|

2,189 sq ft

|

Condo

171 SYMPHONY DR, LAKE GROVE, NY, 11755
Heritage Village 745 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$325,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

745 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 445 NORTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$644,900

1 beds

|

3 baths

|

1,620 sq ft

|

Condo

445 NORTH TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
Jefferson Village 50 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$475,000

2 beds

|

2 baths

|

910 sq ft

|

Condo

50 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Knickerbocker Bay Club 433 MAIN ST 103, PORT WASHINGTON, NY, 11..., Port Washington, NY 11050
$899,000

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

433 MAIN ST 103, PORT WASHINGTON, NY, 11...
Meadowbrook Pointe Athletic Club & Spa 420 PACING WAY, WESTBURY, NY, 11590, Westbury, NY 11590
$679,000

2 beds

|

2 baths

|

1,217 sq ft

|

Condo

420 PACING WAY, WESTBURY, NY, 11590
Heritage Village 968 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$249,000

2 beds

|

2 baths

|

1,071 sq ft

|

Condo

968 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Encore Atlantic Shores 236 ENCORE BLVD, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941
$790,000

2 beds

|

2 baths

|

2,215 sq ft

|

Condo

236 ENCORE BLVD, BROOKHAVEN, NY, 11941
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.
Leisure Knoll 475 STRATFORD LN, RIDGE, NY, 11961, Ridge, NY 11961
$519,000

3 beds

|

2 baths

|

1,592 sq ft

|

House

475 STRATFORD LN, RIDGE, NY, 11961
Community: Leisure Knoll
Chatfield Farms 9 LAKEVIEW RISE 9, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403
$499,000

2 beds

|

3 baths

|

1,700 sq ft

|

Condo

9 LAKEVIEW RISE 9, BEACON FALLS, CT, 064...
Community: Chatfield Farms
Kensington Estates 48 PLAINVIEW RD, WOODBURY, NY, 11797, Woodbury, NY 11797
$2,349,999

6 beds

|

5 baths

|

4,333 sq ft

|

House

48 PLAINVIEW RD, WOODBURY, NY, 11797
Community: Kensington Estates
South Pond Village 162 THISTLE POND DR 162, BLOOMFIELD, CT,..., Bloomfield, CT 06002
$395,000

2 beds

|

2 baths

|

1,341 sq ft

|

Condo

162 THISTLE POND DR 162, 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
The Retreat at Carmel 18 WHEELER CT, CARMEL, NY, 10512, Carmel, NY 10512
$749,900

2 beds

|

3 baths

|

2,035 sq ft

|

Condo

18 WHEELER CT, CARMEL, NY, 10512
The Village at Oxford Greens 117 COUNTRY CLUB DR 117, OXFORD, CT, 064..., Oxford, CT 06478
$639,900

3 beds

|

3 baths

|

2,666 sq ft

117 COUNTRY CLUB DR 117, OXFORD, CT, 064...
Meadowbrook Pointe Athletic Club & Spa 568 PACING WAY # 568, WESTBURY, NY, 1159..., Westbury, NY 11590
$875,000

2 beds

|

2 baths

|

1,328 sq ft

|

Condo

568 PACING WAY # 568, WESTBURY, NY, 1159...
The Seasons at East Northport 142 AUGUST CIR, HUNTINGTON, NY, 11731, Huntington, NY 11731
$790,302

2 beds

|

2 baths

|

1,536 sq ft

|

Condo

142 AUGUST CIR, HUNTINGTON, NY, 11731
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 301 FAIRWAY DR 301, OXFORD, CT, 06478, Oxford, CT 06478
$619,000

2 beds

|

2 baths

|

2,080 sq ft

|

Condo

301 FAIRWAY DR 301, OXFORD, CT, 06478
Westhampton Pines 39 KIMBERLY DR # 39, WESTHAMPTON, NY, 11..., Westhampton, NY 11977
$1,495,000

3 beds

|

2 baths

|

2,500 sq ft

|

Condo

39 KIMBERLY DR # 39, WESTHAMPTON, NY, 11...
Community: Westhampton Pines
Granite Woods 35 NUTMEG RD D1, MIDDLEBURY, CT, 06762, Middlebury, CT 06762
$229,000

1 beds

|

1 baths

|

889 sq ft

|

Condo

35 NUTMEG RD D1, MIDDLEBURY, CT, 06762
Community: Granite Woods
Oronoque Village 635 N TRL B, STRATFORD, CT, 06614, Stratford, CT 06614
$420,000

1 beds

|

3 baths

|

1,454 sq ft

|

Condo

635 N TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Heritage Village 73 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$195,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

73 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 607 CHAMPIONSHIP DR # 607, OXFORD, CT, 0..., Oxford, CT 06478
$650,000

3 beds

|

3 baths

|

2,731 sq ft

|

Condo

607 CHAMPIONSHIP DR # 607, OXFORD, CT, 0...
Meadowbrook Pointe Athletic Club & Spa 428 TROTTING LN # 428, WESTBURY, NY, 115..., Westbury, NY 11590
$1,150,000

2 beds

|

3 baths

|

2,628 sq ft

|

Condo

428 TROTTING LN # 428, WESTBURY, NY, 115...
Paris Square 5309 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647
$479,000

1 beds

|

1 baths

|

Condo

5309 RIO VISTA LN, NORTHVALE, NJ, 07647
Community: Paris Square
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.
Greenwood Village 54 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949
$130,000

2 beds

|

2 baths

|

1,134 sq ft

|

Condo

54 DOGWOOD LN, MANORVILLE, NY, 11949
Community: Greenwood Village
Heritage Village 198 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$299,900

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

198 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
The Summit at Bethel 12 BRIAR RIDGE DR # 12, BETHEL, CT, 0680..., Bethel, CT 06801
$619,900

2 beds

|

3 baths

|

2,023 sq ft

|

Condo

12 BRIAR RIDGE DR # 12, BETHEL, CT, 0680...
Oronoque Village 13 ALGONQUIN LN C, STRATFORD, CT, 06614, Stratford, CT 06614
$399,000

1 beds

|

2 baths

|

1,330 sq ft

|

Condo

13 ALGONQUIN LN C, STRATFORD, CT, 06614
Community: Oronoque Village
Greenwood Village 42 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$99,000

2 beds

|

2 baths

|

960 sq ft

|

Condo

42 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Heritage Hills 140 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$645,000

3 beds

|

2 baths

|

1,689 sq ft

|

Condo

140 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
The Village at Oxford Greens 185 COUNTRY CLUB DR # 185, OXFORD, CT, 0..., Oxford, CT 06478
$645,000

3 beds

|

3 baths

|

2,595 sq ft

|

Condo

185 COUNTRY CLUB DR # 185, OXFORD, CT, 0...
The Village at Oxford Greens 185 COUNTRY CLUB DR 185, OXFORD, CT, 064..., Oxford, CT 06478
$645,000

3 beds

|

3 baths

|

2,595 sq ft

185 COUNTRY CLUB DR 185, OXFORD, CT, 064...
Heritage Village 423 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$320,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

423 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage 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.
Leisure Village 278 BERWICK CT UNIT B B, RIDGE, NY, 1196..., Ridge, NY 11961
$359,900

2 beds

|

1 baths

|

875 sq ft

|

Condo

278 BERWICK CT UNIT B B, RIDGE, NY, 1196...
Community: Leisure Village
Regency at Woodbridge 3 EDGEWOOD WAY # 26, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525
$629,000

3 beds

|

3 baths

|

Condo

3 EDGEWOOD WAY # 26, WOODBRIDGE, CT, 065...
Regency at Woodbridge 5 WHISPER RIDGE WAY 49, WOODBRIDGE, CT, ..., Woodbridge, CT 06525
$749,000

3 beds

|

3 baths

|

Condo

5 WHISPER RIDGE WAY 49, WOODBRIDGE, CT, ...
Heritage Village 405 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$199,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

405 HERITAGE VLG D, 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
Leisure Village 418 WEYMOUTH CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$359,900

2 beds

|

1 baths

|

1,036 sq ft

|

Condo

418 WEYMOUTH CT B, BROOKHAVEN, NY, 11961
Community: Leisure Village
The Waterways at Moriches 554 MIRROR POND CT, BROOKHAVEN, NY, 1195..., Brookhaven, NY 11955
$499,000

2 beds

|

2 baths

|

1,497 sq ft

|

Condo

554 MIRROR POND CT, BROOKHAVEN, NY, 1195...
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