Call us at (959) 214-2391 to learn more about active adult communities in New Fairfield
New Fairfield, CT 55+ active adult communities & homes for sale
158 communities near New Fairfield
343 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
$100ks
- $300ks
Bald Eagle Commons, West Milford, NJ
Resale Only
|
55+ age-restricted
|
Built 1995 - 2005
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463 homes
$100ks
- $300ks
Leisure Village, Ridge, NY
Resale Only
|
55+ age-restricted
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Built 1969 - 1986
|
1,500 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
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3 rating (2 reviews)
![Heritage Hills]()
- $800ks
Heritage Hills, Somers, NY
Resale Only
|
Age-targeted
|
Built 1974 - 2006
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2,600 homes
$200ks
- $400ks
Oronoque Village, Stratford, CT
Resale Only
|
55+ age-restricted
|
Built 1971 - 1977
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929 homes
$200ks
- $400ks
Leisure Knoll, Ridge, NY
Resale Only
|
55+ age-restricted
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Built 1972 - 1982
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701 homes
$300ks
- $600ks
The Waterways at Moriches, Moriches, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1999
|
343 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.
$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
5 rating (2 reviews)
![Fairfield at St. James]()
$300ks
- $500ks
Fairfield at St. James, St. James, NY
Resale Only
|
55+ age-restricted
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Built 1972 - 1989
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653 homes
5 rating (1 reviews)
![Warwick Grove]()
$400ks
- $600ks
Warwick Grove, Warwick, NY
New and Resale
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55+ age-restricted
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Built 2004 - present
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215 homes
$600ks
- $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only
|
55+ age-restricted
|
Built 1994 - 2005
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1,200 homes
$300ks
- $400ks
Leisure Glen, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 2010
|
646 homes
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4 rating (8 reviews)
![Glenwood Village]()
$100ks
- $200ks
Glenwood Village, Riverhead, NY
New and Resale
|
55+ age-restricted
|
Built 1959 - present
|
588 homes
$300ks
- $400ks
The Manors at The Colony ..., Shirley, NY
New Construction
|
55+ age-restricted
|
Built 2013 - present
|
150 homes
$400ks
- $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
125 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)
![Westhampton Pines]()
$900ks
- $1Ms
Westhampton Pines, Westhampton, NY
Resale Only
|
55+ age-restricted
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Built 2005 - 2013
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189 homes
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only
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55+ age-restricted
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Built 2007 - 2016
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176 homes
3.5 rating (2 reviews)
![Foxwood Village]()
$200ks
- $400ks
Foxwood Village, Calverton, NY
Resale Only
|
55+ age-restricted
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Built 1986 - 2007
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294 homes
$700ks
- $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only
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55+ age-restricted
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Built 2015 - 2016
|
720 homes
5 rating (1 reviews)
![Newtown Woods]()
$300ks
- $500ks
Newtown Woods, Newtown, CT
New and Resale
|
55+ age-restricted
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Built 2011 - present
|
178 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
$600ks
- $1Ms
HarborView, Port Washington, NY
Resale Only
|
55+ age-restricted
|
Built 2002 - 2004
|
270 homes
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Questions? Call us:
(959) 214-2391
$500ks
- $600ks
Setauket Meadows, Setauket, NY
Resale Only
|
55+ age-restricted
|
Built 2005 - 2007
|
150 homes
$500ks
Breton Hills, Glen Cove, NY
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
72 homes
$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.
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
$500ks
The Coves at Melville, Melville, NY
Resale Only
|
62+ age-restricted
|
Built 2004 - 2005
|
175 homes
$500ks
- $700ks
The Hollows at Blue Hill, Pearl River, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2014
|
126 homes
$600ks
- $900ks
Country Pointe PreserveYaphank, NY
New Construction
|
55+ age-restricted
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Built 2024 - present
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152 homes
$300ks
- $400ks
Regency at Fishkill, Fishkill, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
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164 homes
$300ks
- $400ks
South Pond Village, Bloomfield, CT
Resale Only
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55+ age-restricted
|
Built 1999 - 2005
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151 homes
$100ks
- $200ks
Spring Lake Village, Southington, CT
Resale Only
|
55+ age-restricted
|
Built 1970 - 2004
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640 homes
$300ks
- $400ks
Village Estates, Amityville, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2008
|
138 homes
Want to learn more about 55+ communities in New Fairfield?
55places can help!
Questions? Call us:
(959) 214-2391
$600ks
The Seasons at Seaford, Seaford, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2017
|
112 homes
$400ks
- $600ks
The Seasons at East Meado..., East Meadow, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2012
|
404 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
The Village at Oxford Greens
![505 TRADITIONS CT 505, OXFORD, CT, 06478, Oxford, CT 06478]()
3 beds
|3 baths
|2,652 sq ft
|Condo
505 TRADITIONS CT 505, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24174234 • Coldwell Banker Realty, Stephanie ...
New
Stoneleigh Woods at Riverhead
![47 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901]()
2 beds
|3 baths
|1,942 sq ft
|Condo
47 STONELEIGH DR, RIVERHEAD, NY, 11901
Community: Stoneleigh Woods at Riverhead
MLS 998166 • Vesta Realty Group Inc, Bessie C. Co...
New
Heritage Hills
![415 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,909 sq ft
|Condo
415 HERITAGE HLS C, SOMERS, NY, 10589
Community: Heritage Hills
MLS 995787 • Douglas Elliman Real Estate, Stacey ...
New
Meadowbrook Pointe Athletic Club & Spa
![401 PACING WAY 4101, HEMPSTEAD, NY, 1159..., Hempstead, NY 11590]()
2 beds
|2 baths
|1,353 sq ft
|Condo
401 PACING WAY 4101, HEMPSTEAD, NY, 1159...
Community: Meadowbrook Pointe Athletic Club & Spa
MLS 991857 • Daniel Gale Sothebys Intl Rlty, Kari...
New
Baldwin Station
![69 JASMINE CIR 69, MILFORD, CT, 06461, Milford, CT 06461]()
2 beds
|3 baths
|2,820 sq ft
|Condo
69 JASMINE CIR 69, MILFORD, CT, 06461
Community: Baldwin Station
MLS 24174274 • RE/MAX Right Choice, Nina Nyrop
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(959) 214-2391
New
Westhampton Pines
![49 SAMANTHA CIR 49, SOUTHAMPTON, NY, 119..., Southampton, NY 11977]()
2 beds
|2 baths
|1,944 sq ft
|Condo
49 SAMANTHA CIR 49, SOUTHAMPTON, NY, 119...
Community: Westhampton Pines
MLS 993952 • Kerrigan Country Realty, Elaine S. B...
New
Overlook
![2084 SUMMIT LOOP 77, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 997869 • Toll Brothers Real Estate Inc., Thom...
New
Stoneleigh Woods at Riverhead
![1302 BALTUSROL BLVD, RIVERHEAD, NY, 1190..., Riverhead, NY 11901]()
2 beds
|3 baths
|1,350 sq ft
|Condo
1302 BALTUSROL BLVD, RIVERHEAD, NY, 1190...
Community: Stoneleigh Woods at Riverhead
MLS 983947 • Douglas Elliman Real Estate, Robin J...
New
Oronoque Village
![664 OSAGE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
MLS 24174480 • William Raveis Real Estate, Scott ...
New
The Greens at Half Hollow
![398 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747]()
2 beds
|2 baths
|2,525 sq ft
|Condo
398 ALTESSA BLVD, HUNTINGTON, NY, 11747
Community: The Greens at Half Hollow
MLS 997390 • Signature Premier Properties, Janice...
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
![543 N TRL A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,426 sq ft
|Condo
543 N TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24174402 • Keller Williams Prestige Prop., Je...
New
Encore at Lake Grove
![176 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755]()
2 beds
|2 baths
|1,429 sq ft
|Condo
176 SYMPHONY DR, BROOKHAVEN, NY, 11755
Community: Encore at Lake Grove
MLS 995677 • Douglas Elliman Real Estate, Rob J. ...
New
Regency at Prospect
![196 SYCAMORE DR 196, PROSPECT, CT, 06712, Prospect, CT 06712]()
3 beds
|2 baths
|1,500 sq ft
|Condo
196 SYCAMORE DR 196, PROSPECT, CT, 06712
Community: Regency at Prospect
MLS 24171747 • Pavlik Real Estate LLC, Deborah Ri...
New
The Seasons at Elwood
![244 FALL CT, HUNTINGTON, NY, 11731, Huntington, NY 11731]()
2 beds
|3 baths
|2,256 sq ft
|Condo
244 FALL CT, HUNTINGTON, NY, 11731
Community: The Seasons at Elwood
MLS 997262 • Dakis Homes 4 U LLC, Eleftherios Vou...
New
Founders Ridge
![11 WEBSTER LN 6, MIDDLETOWN, CT, 06457, Middletown, CT 06457]()
MLS 24173887 • eXp Realty, Michelle Mazzotta
Want to learn more about 55+ communities in New Fairfield?
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Questions? Call us:
(959) 214-2391
New
Heritage Village
![916 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
916 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24172651 • Berkshire Hathaway NE Prop., Bonni...
New
Oronoque Village
![96 SEMINOLE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,438 sq ft
|Condo
96 SEMINOLE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24172277 • RE/MAX Right Choice, Dianne Camell...
New
Leisure Knoll
![1 AVON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
MLS 996752 • Realty Connect USA L I Inc, JC Vande...
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
![47 HARBOR N, BABYLON, NY, 11701, Babylon, NY 11701]()
MLS 996432 • Realty Connect USA L I Inc, Stephen ...
New
Leisure Village
![54 AYLESBURY CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|1 baths
|1,085 sq ft
|Condo
54 AYLESBURY CT B, BROOKHAVEN, NY, 11961
Community: Leisure Village
MLS 996321 • Real Broker NY LLC, Joseph A. Masell...
New
Setauket Meadows
![100 COVE LN 100, BROOKHAVEN, NY, 11733, Brookhaven, NY 11733]()
2 beds
|3 baths
|1,820 sq ft
|Condo
100 COVE LN 100, BROOKHAVEN, NY, 11733
Community: Setauket Meadows
MLS 996528 • Howard Hanna Coach, Joyce E. Philbin...
New
Oronoque Village
![315 NAVAJO LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,434 sq ft
|Condo
315 NAVAJO LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24173663 • eXp Realty, Tracey Jefferson
New
Leisure Village
![395 WOODBRIDGE DR 395E, BROOKHAVEN, NY, ..., Brookhaven, NY 11961]()
2 beds
|1 baths
|875 sq ft
|Condo
395 WOODBRIDGE DR 395E, BROOKHAVEN, NY, ...
Community: Leisure Village
MLS 996330 • Leisure Living Realty Inc, Laura Ruh...
New
Heritage Village
![14 HERITAGE CIR B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,000 sq ft
|Condo
14 HERITAGE CIR B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24173132 • Howard Hanna Rand Realty, Kimberly...
New
Bald Eagle Commons
![1302 RICHMOND RD 302, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480]()
1 beds
|1 baths
|655 sq ft
1302 RICHMOND RD 302, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
MLS 4025956 • RE/MAX COUNTRY REALTY, RE/MAX COUNT...
Want to learn more about 55+ communities in New Fairfield?
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Questions? Call us:
(959) 214-2391
New
The Manors at The Colony Preserve
![17 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967]()
2 beds
|2 baths
|1,557 sq ft
|Condo
17 GREENTREE CT, BROOKHAVEN, NY, 11967
Community: The Manors at The Colony Preserve
MLS 996250 • Gateway to The Hamptons R E, Dari A....
New
Leisure Knoll
![541 STRATFORD LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
3 beds
|2 baths
|1,412 sq ft
|Condo
541 STRATFORD LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
MLS 994635 • Leisure Living Realty Inc, Laura Ruh...
New
Heritage Village
![847 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
847 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24173001 • Berkshire Hathaway NE Prop., Miche...
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
![132 BISON LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,426 sq ft
|Condo
132 BISON LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24173321 • Coldwell Banker Realty, Christine ...
New
Wanaque Reserve
![10402 WARRENS WAY 4TH NEW, WANAQUE, NJ,..., Wanaque, NJ 07465]()
MLS 26015794 • RE/MAX SELECT - Franklin Lakes, An...
New
Heritage Hills
![969 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
1 beds
|2 baths
|967 sq ft
|Condo
969 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 991002 • William Raveis-New York LLC, Sarah A...
Heritage Village
![648 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
648 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24173469 • Century 21 Bette Real Estate, Just...
The Greens at Half Hollow
![163 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747]()
2 beds
|2 baths
|2,500 sq ft
|Condo
163 ALTESSA BLVD, HUNTINGTON, NY, 11747
Community: The Greens at Half Hollow
MLS 991936 • BERKSHIRE HATHAWAY, Jodi Locke
Fairfield at St. James
![309 FLAIR DR, SMITHTOWN, NY, 11780, Smithtown, NY 11780]()
1 beds
|2 baths
|983 sq ft
|Condo
309 FLAIR DR, SMITHTOWN, NY, 11780
Community: Fairfield at St. James
MLS 994205 • Howard Hanna Coach, Daniel Donato
The Seasons at Seaford
![107 SPRING DR, HEMPSTEAD, NY, 11783, Hempstead, NY 11783]()
2 beds
|2 baths
|1,408 sq ft
|Condo
107 SPRING DR, HEMPSTEAD, NY, 11783
Community: The Seasons at Seaford
MLS 994424 • CMS Real Estate Services Inc, Craig ...
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(959) 214-2391
The Greens at Half Hollow
![385 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747]()
3 beds
|3 baths
|3,060 sq ft
|House
385 ALTESSA BLVD, HUNTINGTON, NY, 11747
Community: The Greens at Half Hollow
MLS 994985 • JG Homes, Jamie Gorman
Foxwood Village
![1407 MIDDLE RD 253, RIVERHEAD, NY, 11933, Riverhead, NY 11933]()
3 beds
|2 baths
|1,753 sq ft
|House
1407 MIDDLE RD 253, RIVERHEAD, NY, 11933
Community: Foxwood Village
MLS 994256 • Realty Connect USA L I Inc, Jessica ...
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.
Frequently Asked Questions
In New Fairfield, there is 1 small community with less than 500 homes.
The smallest 55+ community in New Fairfield has 33 homes, the largest has 33 homes, and the average community consists of 33 homes.
No, there are no gated 55+ communities in New Fairfield.
On average, listings in 55+ community in New Fairfield stay on the market for around 84 days. The average price of homes for sale in this community is approximately $457,774, though prices can range widely based on the size, location, and amenities of the community. For example, homes in The Woods at Dunham Pond average around $457,774.
Want more information about active adult communities around New Fairfield?
Want to learn more about 55+ communities in New Fairfield?
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REIN updates its listings on a daily basis. Data last updated: May 12, 2026.
This application does not include information on all of the properties available for sale at this time.
