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New Fairfield, CT 55+ active adult communities & homes for sale - Page 5

276 homes near New Fairfield

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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
Bald Eagle Commons
$100ks - $300ks
Bald Eagle Commons, West Milford, NJ
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 463 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 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.
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
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
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5 rating (1 reviews) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 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
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 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 Oxford Gre...
$400ks - $500ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 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
The Villas at Narraganset...
$400ks
The Villas at Narraganset..., Lindenhurst, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes
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Questions? Call us: (959) 214-2391
Four Seasons at Wayne
$300ks - $400ks
Four Seasons at Wayne, Wayne, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes
5 rating (1 reviews) Warwick Grove
$400ks - $600ks
Warwick Grove, Warwick, NY
New and Resale | 55+ age-restricted | Built 2004 - present | 215 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
Kensington Estates
$1Ms
Kensington Estates, Woodbury, NY
New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 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 Seasons at East Meado...
$400ks - $600ks
The Seasons at East Meado..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes
Stone Ridge Estates
$500ks - $600ks
Stone Ridge Estates, Dix Hills, NY
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 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
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 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: (959) 214-2391
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 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
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
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.
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
Dutchgate
$300ks - $500ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
The Coves at Melville
$500ks
The Coves at Melville, Melville, NY
Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes
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Questions? Call us: (959) 214-2391
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
The Manors at The Colony ...
$300ks - $400ks
The Manors at The Colony ..., Shirley, NY
New Construction | 55+ age-restricted | Built 2013 - present | 150 homes
123...4
Wildflowers at Wallkill 24 JUNIPER CIR, MIDDLETOWN, NY, 10940, Middletown, NY 10940
$625,000

2 beds

|

3 baths

|

2,975 sq ft

|

House

24 JUNIPER CIR, MIDDLETOWN, NY, 10940
Leisure Village 164 FALMOUTH CT E, RIDGE, NY, 11961, Ridge, NY 11961
$279,000

2 beds

|

1 baths

|

819 sq ft

|

Condo

164 FALMOUTH CT E, RIDGE, NY, 11961
Community: Leisure Village
Apple Ridge 183 VAN WINKLE LN, MAHWAH, NJ, 07430, Mahwah, NJ 07430
$849,000

3 beds

|

3 baths

|

Townhouse

183 VAN WINKLE LN, MAHWAH, NJ, 07430
Community: Apple Ridge
Four Seasons at Wayne 511 FOUR SEASONS DR 511, WAYNE, NJ, 0747..., Wayne, NJ 07470
$545,000

2 beds

|

2 baths

|

Condo

511 FOUR SEASONS DR 511, WAYNE, NJ, 0747...
Spring Lake Village 1 COACH DR # 1, SOUTHINGTON, CT, 06489, Southington, CT 06489
$279,900

2 beds

|

2 baths

|

1,323 sq ft

|

Condo

1 COACH DR # 1, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Bald Eagle Commons 9212 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$185,000

1 beds

|

1 baths

|

Condo

9212 RICHMOND RD, WEST MILFORD, NJ, 0748...
Community: Bald Eagle Commons
The Village at Oxford Greens 520 TRADITIONS CT N # 520, OXFORD, CT, 0..., Oxford, CT 06478
$629,000

2 beds

|

2 baths

|

1,590 sq ft

|

Condo

520 TRADITIONS CT N # 520, OXFORD, CT, 0...
Wanaque Reserve 1116 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$429,000

2 beds

|

2 baths

|

Condo

1116 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
The Retreat at Carmel 14 LANGDON GROVE, CARMEL, NY, 10512, Carmel, NY 10512
$699,900

3 beds

|

3 baths

|

3,000 sq ft

|

Condo

14 LANGDON GROVE, CARMEL, NY, 10512
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 432A FALMOUTH CT # 432A, RIDGE, NY, 1196..., Ridge, NY 11961
$389,000

2 beds

|

1 baths

|

1,074 sq ft

|

Condo

432A FALMOUTH CT # 432A, RIDGE, NY, 1196...
Community: Leisure Village
Spring Lake Village 621 OVERLOOK PATH # 621, SOUTHINGTON, CT..., Southington, CT 06489
$340,000

2 beds

|

3 baths

|

1,133 sq ft

|

Condo

621 OVERLOOK PATH # 621, SOUTHINGTON, CT...
Community: Spring Lake Village
Greenwood Village 164 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$149,997

2 beds

|

2 baths

|

938 sq ft

|

Condo

164 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Village 360 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961
$459,000

2 beds

|

2 baths

|

1,250 sq ft

|

Condo

360 WOODBRIDGE DR A, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Oronoque Village 617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$524,900

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

617 CHEROKEE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 98 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$319,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

98 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Hills 55 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$675,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

55 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 443 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$625,000

2 beds

|

2 baths

|

1,559 sq ft

|

Condo

443 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
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.
Heritage Village 123 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$364,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

123 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Baldwin Station 7 FIRE THORN LN # 7, MILFORD, CT, 06461, Milford, CT 06461
$679,950

2 beds

|

3 baths

|

2,331 sq ft

|

Condo

7 FIRE THORN LN # 7, MILFORD, CT, 06461
Community: Baldwin Station
Bald Eagle Commons 7306 RICHMOND RD 306, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480
$249,000

2 beds

|

2 baths

7306 RICHMOND RD 306, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
The Waterways at Moriches 477 WOODSCREEK CT, MORICHES, NY, 11955, Moriches, NY 11955
$565,000

3 beds

|

2 baths

|

1,839 sq ft

|

Condo

477 WOODSCREEK CT, MORICHES, NY, 11955
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Oronoque Village 766 NYACK LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$649,000

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

766 NYACK LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Hills 59 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$675,000

3 beds

|

2 baths

|

1,689 sq ft

|

Condo

59 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Bartlett Hill 9 PEAR ORCHARD RD # 9, PORTLAND, CT, 064..., Portland, CT 06480
$505,000

2 beds

|

3 baths

|

1,404 sq ft

9 PEAR ORCHARD RD # 9, PORTLAND, CT, 064...
Community: Bartlett Hill
Wanaque Reserve 4203 WARRENS WAY # 203, WANAQUE, NJ, 074..., Wanaque, NJ 07465
$439,000

2 beds

|

2 baths

|

1,768 sq ft

4203 WARRENS WAY # 203, WANAQUE, NJ, 074...
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.
The Greens at Half Hollow 910 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$779,000

2 beds

|

2 baths

|

1,120 sq ft

|

Condo

910 ALTESSA BLVD, HUNTINGTON, NY, 11747
Leisure Village 380 WOODBRIDGE DR D, RIDGE, NY, 11961, Ridge, NY 11961
$439,000

2 beds

|

2 baths

|

1,147 sq ft

|

Condo

380 WOODBRIDGE DR D, RIDGE, NY, 11961
Community: Leisure Village
Foxwood Village 1407 MIDDLE RD 275, RIVERHEAD, NY, 11933, Riverhead, NY 11933
$425,000

3 beds

|

2 baths

|

1,530 sq ft

|

House

1407 MIDDLE RD 275, RIVERHEAD, NY, 11933
Community: Foxwood Village
The Villas at Narragansett 512 NARRAGANSETT VILLAS DR, LINDENHURST,..., Lindenhurst, NY 11757
$599,000

2 beds

|

2 baths

|

1,227 sq ft

|

Condo

512 NARRAGANSETT VILLAS DR, LINDENHURST,...
Wanaque Reserve 3121 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$449,000

2 beds

|

2 baths

3121 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Encore Atlantic Shores 177 MELODY CT, EASTPORT, NY, 11941, Eastport, NY 11941
$795,000

2 beds

|

2 baths

|

2,150 sq ft

|

Condo

177 MELODY CT, EASTPORT, NY, 11941
Overlook 2042 SUMMIT LOOP # 58, CARMEL, NY, 10512, Carmel, NY 10512
$849,000

2 beds

|

4 baths

|

1,957 sq ft

|

Condo

2042 SUMMIT LOOP # 58, CARMEL, NY, 10512
Community: Overlook
Overlook 2080 SUMMIT LOOP # 75, CARMEL, NY, 10512, Carmel, NY 10512
$899,000

2 beds

|

3 baths

|

2,496 sq ft

|

Condo

2080 SUMMIT LOOP # 75, CARMEL, NY, 10512
Community: Overlook
Heritage Village 25 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$449,000

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

25 HERITAGE CRST C, 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.
Knoll Edge 18 BIRDIE LN, BOONTON TWP, NJ, 07005, Boonton Twp, NJ 07005
$749,000

3 beds

|

3 baths

18 BIRDIE LN, BOONTON TWP, NJ, 07005
Community: Knoll Edge
Heritage Hills 129 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$414,900

1 beds

|

1 baths

|

1,055 sq ft

|

Condo

129 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Rivington 1 RIVINGTON WAY UNIT 201, DANBURY, CT, 0..., Danbury, CT 06810
$499,900

2 beds

|

2 baths

|

1,229 sq ft

|

Condo

1 RIVINGTON WAY UNIT 201, DANBURY, CT, 0...
Community: Rivington
Heritage Village 723 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$259,900

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

723 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Greenwood Village 91 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$149,000

2 beds

|

2 baths

|

938 sq ft

|

Condo

91 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Fairfield at St. James 401 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$485,000

1 beds

|

2 baths

|

900 sq ft

|

Condo

401 CABOT CT, SMITHTOWN, NY, 11780
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