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

158 communities near New Fairfield

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Summer Wind Estates
$300ks - $400ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 homes
The Woods at Dunham Pond
$200ks - $400ks
The Woods at Dunham Pond, New Fairfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2015 | 33 homes
Regency Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Forest Mews
$300ks - $400ks
Forest Mews, Avon, CT
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 homes
The Village at Hunt Glen
$300ks
The Village at Hunt Glen, Granby, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
O'Meara Farm
$400ks
O'Meara Farm, Farmington, CT
Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 homes
The Coach Homes at Ridgef...
$300ks - $400ks
The Coach Homes at Ridgef..., Ridgefield, CT
New Construction | 55+ age-restricted | Built 2019 - present | 30 homes
Bramble Ridge
$300ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Boulder Brook
$200ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 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
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.
Eastport Meadows
$400ks
Eastport Meadows, Eastport, NY
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes
Stoneleigh Woods at Carme...
$400ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 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 Wappinger
$500ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes
Woodcrest at Jacobs Hill
$200ks - $300ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 homes
Strathmore Gate East
$300ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Wolfe Landing
$500ks - $600ks
Wolfe Landing, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 43 homes
Eden Park
$500ks - $600ks
Eden Park, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2011 - 2011 | 34 homes
The Views at Pomona
$200ks - $400ks
The Views at Pomona, Pomona, NY
Resale Only | 55+ age-restricted | Built 2011 - 2011 | 56 homes
Dutchgate
$300ks - $500ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 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) Sunrise Village
$400ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes
Country Village Estates
$300ks
Country Village Estates, Coram, NY
Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
Windmill Gate
$300ks - $400ks
Windmill Gate, Oakdale, NY
Resale Only | 55+ age-restricted | Built 1989 - 1991 | 110 homes
Woodridge Strathmore Terr...
$200ks - $300ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
The Club at Melville
$500ks
The Club at Melville, Melville, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes
4 rating (1 reviews) Vineyards at Blue Point
$500ks - $700ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
The Bel Aire at East Mead...
$300ks - $400ks
The Bel Aire at East Mead..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 95 homes
Stone Ridge Estates
$500ks - $600ks
Stone Ridge Estates, Dix Hills, NY
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes
Harbor View Estates
$400ks - $600ks
Harbor View Estates, Copiague, NY
New Construction | 55+ age-restricted | Built 2017 - 2018 | 40 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 (2 reviews) Blackburne Farm Townhomes
$400ks
Blackburne Farm Townhomes, Campbell Hall, NY
New Construction | 55+ age-restricted | Built 2019 - present | 29 homes
The Residences at Butterf...
$500ks - $600ks
The Residences at Butterf..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2018 - 2023 | 49 homes
Jessup's Landing
$1Ms
Jessup's Landing, Quogue, NY
New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 homes
Villas at Seminary Hill
$200ks - $300ks
Villas at Seminary Hill, Carmel, NY
New Construction | 55+ age-restricted | Built 2018 - present | 50 homes
Meadowbrooke Pointe East ...
$500ks - $600ks
Meadowbrooke Pointe East ..., East Meadow, NY
New Construction | 62+ age-restricted | Built 2019 - present | 104 homes
Hidden Harbor Estates
$500ks - $600ks
Hidden Harbor Estates, Copiague, NY
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes
Vineyards at Brookfield
$400ks - $500ks
Vineyards at Brookfield, Center Moriches, NY
New Construction | 55+ age-restricted | Built 2019 - present | 146 homes
The Vineyards at Mount Si...
$800ks - $1Ms
The Vineyards at Mount Si..., Mount Sinai, NY
New Construction | 55+ age-restricted | Built 2020 - present | 91 homes
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
The Pines at Bohemia
$400ks - $500ks
The Pines at Bohemia, Bohemia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 20 homes
The Polo Club at Islandia
$600ks - $700ks
The Polo Club at Islandia, Islandia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 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.
New Winthrop Court 7101 RAVENSCROFT RD, CLIFTON CITY, NJ, 0..., Clifton City, NJ 07013
$595,000

2 beds

|

2 baths

|

1,875 sq ft

7101 RAVENSCROFT RD, CLIFTON CITY, NJ, 0...
Community: Winthrop Court
New The Villages at Mount Sinai Park 10 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$749,000

3 beds

|

3 baths

|

2,500 sq ft

|

House

10 LOUDEN LOOP, BROOKHAVEN, NY, 11766
New Four Seasons at Great Notch Spa and Club 3 PEBBLE RD D1, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424
$649,000

2 beds

|

2 baths

|

Condo

3 PEBBLE RD D1, WOODLAND PARK, NJ, 07424
New Leisure Knoll 225 KINGSTON DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$540,000

2 beds

|

2 baths

|

1,094 sq ft

|

House

225 KINGSTON DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New The Villages at Mount Sinai Park 54 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$929,000

3 beds

|

3 baths

|

2,816 sq ft

|

House

54 LOUDEN LOOP, BROOKHAVEN, NY, 11766
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
New Glassbury Court at Hunterbrook 1803 SUMMERHILL CT, YORKTOWN, NY, 10567, Yorktown, NY 10567
$728,000

2 beds

|

3 baths

|

1,797 sq ft

|

Condo

1803 SUMMERHILL CT, YORKTOWN, NY, 10567
New Country Pointe Plainview 12103 ASPENWOOD DR, OYSTER BAY, NY, 1180..., Oyster Bay, NY 11803
$1,075,000

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

12103 ASPENWOOD DR, OYSTER BAY, NY, 1180...
New The Greens at Half Hollow 385 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$1,299,999

3 beds

|

3 baths

|

3,060 sq ft

|

Condo

385 ALTESSA BLVD, HUNTINGTON, NY, 11747
New The Villages at Mount Sinai Park 68 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$839,999

2 beds

|

2 baths

|

1,736 sq ft

|

House

68 LOUDEN LOOP, BROOKHAVEN, NY, 11766
New Village Estates 12 SARAH CT, BABYLON, NY, 11701, Babylon, NY 11701
$579,000

2 beds

|

2 baths

|

1,243 sq ft

|

Condo

12 SARAH CT, BABYLON, NY, 11701
Community: Village Estates
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 Snug Harbor 66 HARBOR N, BABYLON, NY, 11701, Babylon, NY 11701
$589,500

1 beds

|

1 baths

|

727 sq ft

|

Condo

66 HARBOR N, BABYLON, NY, 11701
Community: Snug Harbor
New Saddle Lakes 156 SCENIC LAKE DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$629,000

3 beds

|

3 baths

|

1,837 sq ft

|

Condo

156 SCENIC LAKE DR, RIVERHEAD, NY, 11901
Community: Saddle Lakes
New Encore at Lake Grove 8 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755
$634,000

2 beds

|

3 baths

|

1,378 sq ft

|

Condo

8 SYMPHONY DR, BROOKHAVEN, NY, 11755
New Leisure Knoll 257 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$399,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

257 EDINBURGH DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New The Village at Oxford Greens 505 TRADITIONS CT 505, OXFORD, CT, 06478, Oxford, CT 06478
$775,000

3 beds

|

3 baths

|

2,652 sq ft

|

Condo

505 TRADITIONS CT 505, OXFORD, CT, 06478
New Stoneleigh Woods at Riverhead 47 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$699,000

2 beds

|

3 baths

|

1,942 sq ft

|

Condo

47 STONELEIGH DR, RIVERHEAD, NY, 11901
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
New Heritage Hills 415 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589
$875,000

3 beds

|

2 baths

|

1,909 sq ft

|

Condo

415 HERITAGE HLS C, SOMERS, NY, 10589
Community: Heritage Hills
New Meadowbrook Pointe Athletic Club & Spa 401 PACING WAY 4101, HEMPSTEAD, NY, 1159..., Hempstead, NY 11590
$875,000

2 beds

|

2 baths

|

1,353 sq ft

|

Condo

401 PACING WAY 4101, HEMPSTEAD, NY, 1159...
New Baldwin Station 69 JASMINE CIR 69, MILFORD, CT, 06461, Milford, CT 06461
$820,000

2 beds

|

3 baths

|

2,820 sq ft

|

Condo

69 JASMINE CIR 69, MILFORD, CT, 06461
Community: Baldwin Station
New Westhampton Pines 49 SAMANTHA CIR 49, SOUTHAMPTON, NY, 119..., Southampton, NY 11977
$999,000

2 beds

|

2 baths

|

1,944 sq ft

|

Condo

49 SAMANTHA CIR 49, SOUTHAMPTON, NY, 119...
Community: Westhampton Pines
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 Overlook 2084 SUMMIT LOOP 77, CARMEL, NY, 10512, Carmel, NY 10512
$779,000

2 beds

|

3 baths

|

2,214 sq ft

|

Condo

2084 SUMMIT LOOP 77, CARMEL, NY, 10512
Community: Overlook
New Stoneleigh Woods at Riverhead 1302 BALTUSROL BLVD, RIVERHEAD, NY, 1190..., Riverhead, NY 11901
$515,000

2 beds

|

3 baths

|

1,350 sq ft

|

Condo

1302 BALTUSROL BLVD, RIVERHEAD, NY, 1190...
New Oronoque Village 664 OSAGE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

1 beds

|

3 baths

|

1,438 sq ft

664 OSAGE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
New The Greens at Half Hollow 398 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$1,599,999

2 beds

|

2 baths

|

2,525 sq ft

|

Condo

398 ALTESSA BLVD, HUNTINGTON, NY, 11747
New Oronoque Village 543 N TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$585,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

543 N TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
New Encore at Lake Grove 176 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755
$609,000

2 beds

|

2 baths

|

1,429 sq ft

|

Condo

176 SYMPHONY DR, BROOKHAVEN, NY, 11755
New Regency at Prospect 196 SYCAMORE DR 196, PROSPECT, CT, 06712, Prospect, CT 06712
$307,127

3 beds

|

2 baths

|

1,500 sq ft

|

Condo

196 SYCAMORE DR 196, PROSPECT, CT, 06712
Community: Regency at Prospect
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
New The Seasons at Elwood 244 FALL CT, HUNTINGTON, NY, 11731, Huntington, NY 11731
$1,375,000

2 beds

|

3 baths

|

2,256 sq ft

|

Condo

244 FALL CT, HUNTINGTON, NY, 11731
Heritage Village 916 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$390,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

916 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 96 SEMINOLE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$469,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

96 SEMINOLE 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.
Bear's Cove 33 WINDSOR LN, RAMSEY, NJ, 07446, Ramsey, NJ 07446
$1,250,000

3 beds

|

4 baths

|

Townhouse

33 WINDSOR LN, RAMSEY, NJ, 07446
Community: Bear's Cove
Leisure Knoll 1 AVON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$489,999

2 beds

|

2 baths

|

1,070 sq ft

|

Condo

1 AVON CT, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Snug Harbor 47 HARBOR N, BABYLON, NY, 11701, Babylon, NY 11701
$549,999

1 beds

|

1 baths

|

806 sq ft

|

Condo

47 HARBOR N, BABYLON, NY, 11701
Community: Snug Harbor
Leisure Village 54 AYLESBURY CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$349,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

54 AYLESBURY CT B, BROOKHAVEN, NY, 11961
Community: Leisure Village
Setauket Meadows 100 COVE LN 100, BROOKHAVEN, NY, 11733, Brookhaven, NY 11733
$769,000

2 beds

|

3 baths

|

1,820 sq ft

|

Condo

100 COVE LN 100, BROOKHAVEN, NY, 11733
Community: Setauket Meadows
Oronoque Village 315 NAVAJO LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$549,000

2 beds

|

3 baths

|

1,434 sq ft

|

Condo

315 NAVAJO LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Leisure Village 395 WOODBRIDGE DR 395E, BROOKHAVEN, NY, ..., Brookhaven, NY 11961
$299,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

395 WOODBRIDGE DR 395E, BROOKHAVEN, NY, ...
Community: Leisure Village
Heritage Village 14 HERITAGE CIR B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$269,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

14 HERITAGE CIR B, 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
Bald Eagle Commons 1302 RICHMOND RD 302, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480
$179,900

1 beds

|

1 baths

|

655 sq ft

1302 RICHMOND RD 302, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
The Manors at The Colony Preserve 17 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967
$559,000

2 beds

|

2 baths

|

1,557 sq ft

|

Condo

17 GREENTREE CT, BROOKHAVEN, NY, 11967
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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