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New Fairfield, CT 55+ active adult communities & homes for sale - Page 6

349 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
4.8 rating (4 reviews) Wanaque Reserve
$300ks - $500ks
Wanaque Reserve, Wanaque, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes
Bald Eagle Commons
$100ks - $300ks
Bald Eagle Commons, West Milford, NJ
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 463 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
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
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Questions? Call us: (959) 214-2391
3 rating (2 reviews) Heritage Hills
- $800ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 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.
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
3.7 rating (3 reviews) Greenwood Village
$100ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 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
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
5 rating (1 reviews) Warwick Grove
$400ks - $600ks
Warwick Grove, Warwick, NY
New and Resale | 55+ age-restricted | Built 2004 - present | 215 homes
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
5 rating (1 reviews) The Villages at Mount Sin...
$600ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 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
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
5 rating (1 reviews) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 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.
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 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
Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
Apple Ridge
$500ks - $1Ms
Apple Ridge, Mahwah, NJ
Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes
5 rating (1 reviews) Westhampton Pines
$900ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
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Questions? Call us: (959) 214-2391
The Seasons at Seaford
$600ks
The Seasons at Seaford, Seaford, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 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.
HarborView
$600ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
Setauket Meadows
$500ks - $600ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 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
The Hollows at Blue Hill
$500ks - $700ks
The Hollows at Blue Hill, Pearl River, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 126 homes
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Breton Hills
$500ks
Breton Hills, Glen Cove, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Village Estates
$300ks - $400ks
Village Estates, Amityville, NY
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 138 homes
Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 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.
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The Manors at The Colony Preserve 15 CRICKET CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967
$499,999

2 beds

|

2 baths

|

1,322 sq ft

|

Condo

15 CRICKET CT, BROOKHAVEN, NY, 11967
Wanaque Reserve 9402 WARRENS WAY DEEDED GARAGE -, WANAQU..., Wanaque, NJ 07465
$394,000

2 beds

|

2 baths

|

Condo

9402 WARRENS WAY DEEDED GARAGE -, WANAQU...
Community: Wanaque Reserve
Wanaque Reserve 9402 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$394,000

2 beds

|

2 baths

|

1,768 sq ft

9402 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Heritage Village 1 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$229,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

1 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Greenwood Village 191 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$139,999

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

191 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Bald Eagle Commons 6116 RICHMOND RD 116, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480
$240,000

2 beds

|

1 baths

|

957 sq ft

6116 RICHMOND RD 116, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
Leisure Village 375 WOODBRIDGE DR C, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$379,000

2 beds

|

1 baths

|

1,171 sq ft

|

Condo

375 WOODBRIDGE DR C, BROOKHAVEN, NY, 119...
Community: Leisure Village
South Pond Village 78 SILO WAY 78, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002
$289,900

3 beds

|

3 baths

|

1,639 sq ft

|

Condo

78 SILO WAY 78, BLOOMFIELD, CT, 06002
Community: South Pond Village
The Powder Forest Homes 3 RONAN WAY 3, SIMSBURY, CT, 06070, Simsbury, CT 06070
$629,900

2 beds

|

3 baths

|

1,284 sq ft

|

Condo

3 RONAN WAY 3, SIMSBURY, CT, 06070
The Village at Oxford Greens 575 INVERNESS CT 575, OXFORD, CT, 06478, Oxford, CT 06478
$674,900

3 beds

|

3 baths

|

2,008 sq ft

575 INVERNESS CT 575, OXFORD, CT, 06478
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.
Four Seasons at Wayne 703 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470
$510,000

2 beds

|

2 baths

|

Condo

703 FOUR SEASONS DR, WAYNE, NJ, 07470
Jefferson Village 119 VILLAGE RD H, YORKTOWN, NY, 10598, Yorktown, NY 10598
$419,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

119 VILLAGE RD H, YORKTOWN, NY, 10598
Community: Jefferson Village
HarborView 626 VILLAGE GRN, NORTH HEMPSTEAD, NY, 11..., North Hempstead, NY 11050
$1,199,000

3 beds

|

3 baths

|

2,424 sq ft

|

Condo

626 VILLAGE GRN, NORTH HEMPSTEAD, NY, 11...
Community: HarborView
Heritage Village 4 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$249,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

4 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 1077 AUGUSTA DR 1077, OXFORD, CT, 06478, Oxford, CT 06478
$619,900

3 beds

|

3 baths

|

2,256 sq ft

|

Condo

1077 AUGUSTA DR 1077, OXFORD, CT, 06478
Fairview at Oxford Greens 1077 AUGUSTA DR 1077, OXFORD, CT, 06478, Oxford, CT 06478
$619,900

3 beds

|

3 baths

|

2,256 sq ft

|

Condo

1077 AUGUSTA DR 1077, OXFORD, CT, 06478
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Overlook 2079 SUMMIT LOOP 103, CARMEL, NY, 10512, Carmel, NY 10512
$849,000

2 beds

|

2 baths

|

1,948 sq ft

|

Condo

2079 SUMMIT LOOP 103, CARMEL, NY, 10512
Community: Overlook
Glenwood Village 1661 OLD COUNTRY RD 62, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$399,900

3 beds

|

2 baths

|

1,680 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 62, RIVERHEAD, NY, 1...
Community: Glenwood Village
Four Seasons at Great Notch Spa and Club 5 SLATE CT A3, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424
$615,000

2 beds

|

2 baths

|

Condo

5 SLATE CT A3, WOODLAND PARK, NJ, 07424
Winthrop Court 1107 WICKHAM TER 374, CLIFTON, NJ, 07013, Clifton, NJ 07013
$559,000

2 beds

|

2 baths

|

Condo

1107 WICKHAM TER 374, CLIFTON, NJ, 07013
Community: Winthrop Court
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.
Pond Spring Village 17 PONDVIEW CIR 17, BEACON FALLS, CT, 06..., Beacon Falls, CT 06403
$474,900

2 beds

|

2 baths

|

1,474 sq ft

|

Condo

17 PONDVIEW CIR 17, BEACON FALLS, CT, 06...
Community: Pond Spring Village
Winthrop Court 9210 RAVENSCROFT RD 627, CLIFTON, NJ, 07..., Clifton, NJ 07013
$585,000

2 beds

|

2 baths

|

Condo

9210 RAVENSCROFT RD 627, CLIFTON, NJ, 07...
Community: Winthrop Court
Country Pointe Preserve 118 JUNIPER LN 31, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980
$865,000

2 beds

|

3 baths

|

1,998 sq ft

|

Condo

118 JUNIPER LN 31, BROOKHAVEN, NY, 11980
Bald Eagle Commons 5320 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$205,000

1 beds

|

1 baths

|

Condo

5320 RICHMOND RD, WEST MILFORD, NJ, 0748...
Community: Bald Eagle Commons
Heritage Village 53 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$269,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

53 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 196 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$365,000

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

196 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Breton Hills 401 BRETON WAY, GLEN COVE, NY, 11542, Glen Cove, NY 11542
$699,999

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

401 BRETON WAY, GLEN COVE, NY, 11542
Community: Breton Hills
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Bald Eagle Commons 4 RICHMOND RD 215, WEST MILFORD, NJ, 074..., West Milford, NJ 07480
$260,000

2 beds

|

2 baths

|

Condo

4 RICHMOND RD 215, WEST MILFORD, NJ, 074...
Community: Bald Eagle Commons
Wanaque Reserve 1118 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$569,000

2 beds

|

2 baths

1118 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Bald Eagle Commons 5301 RICHMOND RD 301, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480
$269,900

2 beds

|

2 baths

5301 RICHMOND RD 301, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
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.
Jefferson Village 10 REGENTS PL D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$240,000
|

1 baths

|

550 sq ft

|

Condo

10 REGENTS PL D, YORKTOWN, NY, 10598
Community: Jefferson Village
Bald Eagle Commons 4 RICHMOND RD 215, WEST MILFORD TWP., NJ..., West Milford Twp., NJ 07480
$260,000

2 beds

|

2 baths

4 RICHMOND RD 215, WEST MILFORD TWP., NJ...
Community: Bald Eagle Commons
Oronoque Village 47 HURON LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$409,000

2 beds

|

2 baths

|

1,360 sq ft

|

Condo

47 HURON LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Leisure Village 279 BERWICK CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$289,999

2 beds

|

1 baths

|

875 sq ft

|

Condo

279 BERWICK CT B, BROOKHAVEN, NY, 11961
Community: Leisure Village
Regency at Prospect 11 POPLAR DR 11, PROSPECT, CT, 06712, Prospect, CT 06712
$549,000

3 beds

|

3 baths

|

2,058 sq ft

|

Condo

11 POPLAR DR 11, PROSPECT, CT, 06712
Community: Regency at Prospect
Rivington 131 WINDING RIDGE WAY 131, DANBURY, CT, ..., Danbury, CT 06810
$750,000

3 beds

|

3 baths

|

1,592 sq ft

|

Condo

131 WINDING RIDGE WAY 131, DANBURY, CT, ...
Community: Rivington
Regency at Woodbridge 27 HERITAGE LN, WOODBRIDGE, CT, 06525, Woodbridge, CT 06525
$599,900

3 beds

|

3 baths

|

Condo

27 HERITAGE LN, WOODBRIDGE, CT, 06525
Castle Heights of Cheshire 151 VICTORIA DR, CHESHIRE, CT, 06410, Cheshire, CT 06410
$769,900

2 beds

|

4 baths

|

2,843 sq ft

|

Condo

151 VICTORIA DR, CHESHIRE, CT, 06410
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Apple Ridge 37 NIAGARA DR 37, MAHWAH, NJ, 07430, Mahwah, NJ 07430
$760,000

2 beds

|

3 baths

|

Townhouse

37 NIAGARA DR 37, MAHWAH, NJ, 07430
Community: Apple Ridge
The Waterways at Moriches 188 RIVER DR, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$775,000

2 beds

|

2 baths

|

2,100 sq ft

|

Condo

188 RIVER DR, BROOKHAVEN, NY, 11955
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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