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
156 communities near New Fairfield
245 homes near New Fairfield
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$400Ks
- $500Ks
The Woods at Dunham Pond, New Fairfield, CT
Resale Only
|
55+ age-restricted
|
Built 2004 - 2015
|
33 homes
3 rating (2 reviews)
![Heritage Hills]()
$300Ks
- $900Ks
Heritage Hills, Somers, NY
Resale Only
|
Age-targeted
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Built 1974 - 2006
|
2,600 homes
3.6 rating (7 reviews)
![Heritage Village]()
$100Ks
- $500Ks
Heritage Village, Southbury, CT
Resale Only
|
55+ age-restricted
|
Built 1967 - 2005
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2,580 homes
$200Ks
- $400Ks
Leisure Village, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1969 - 1986
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1,500 homes
$600Ks
- $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only
|
55+ age-restricted
|
Built 1994 - 2005
|
1,200 homes
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(959) 214-2391
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$400Ks
- $800Ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
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1,050 homes
4 rating (1 reviews)
![Jefferson Village]()
$200Ks
- $600Ks
Jefferson Village, Yorktown Heights, NY
Resale Only
|
55+ age-restricted
|
Built 1967 - 1982
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1,000 homes
$200Ks
- $600Ks
Oronoque Village, Stratford, CT
Resale Only
|
55+ age-restricted
|
Built 1971 - 1977
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929 homes
$600Ks
- $700Ks
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.
5 rating (1 reviews)
![Four Seasons at Great Not...]()
$600Ks
- $800Ks
Four Seasons at Great Not..., Woodland Park, NJ
Resale Only
|
55+ age-restricted
|
Built 2005 - 2018
|
814 homes
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
4.8 rating (4 reviews)
![Wanaque Reserve]()
$400Ks
Wanaque Reserve, Wanaque, NJ
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
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755 homes
$700Ks
- $800Ks
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2016
|
720 homes
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$1Ms
Country Pointe Plainview, Plainview, NY
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
660 homes
5 rating (2 reviews)
![Fairfield at St. James]()
$400Ks
- $500Ks
Fairfield at St. James, St. James, NY
Resale Only
|
55+ age-restricted
|
Built 1972 - 1989
|
653 homes
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$200Ks
- $300Ks
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.
4 rating (8 reviews)
![Glenwood Village]()
$100Ks
Glenwood Village, Riverhead, NY
New and Resale
|
55+ age-restricted
|
Built 1959 - present
|
588 homes
3.7 rating (3 reviews)
![Greenwood Village]()
$100Ks
- $200Ks
Greenwood Village, Manorville, NY
Resale Only
|
55+ age-restricted
|
Built 1980 - 2000
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512 homes
$100Ks
- $300Ks
Bald Eagle Commons, West Milford, NJ
Resale Only
|
55+ age-restricted
|
Built 1995 - 2005
|
463 homes
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
$500Ks
- $600Ks
The Seasons at East Meado..., East Meadow, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2012
|
404 homes
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$400Ks
- $500Ks
Regency at Prospect, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
379 homes
$400Ks
- $500Ks
Dutchgate, Valley Stream, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2015
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348 homes
$400Ks
- $500Ks
The Waterways at Moriches, Moriches, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1999
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343 homes
$400Ks
- $700Ks
The Retreat at Carmel, Carmel, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2018
|
312 homes
Want to learn more about 55+ rental communities in New Fairfield?
55places can help!
Questions? Call us:
(959) 214-2391
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]()
$400Ks
- $500Ks
Foxwood Village, Calverton, NY
Resale Only
|
55+ age-restricted
|
Built 1986 - 2007
|
294 homes
1 rating (1 reviews)
![Plymouth Estates at Mount...]()
$500Ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2013
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285 homes
$500Ks
- $600Ks
Wildflowers at Wallkill, Middletown, NY
Resale Only
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55+ age-restricted
|
Built 2006 - 2017
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283 homes
4.6 rating (9 reviews)
![Meadowbrook Pointe Links ...]()
$300Ks
- $700Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
280 homes
Want to learn more about 55+ communities in New Fairfield?
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Questions? Call us:
(959) 214-2391
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
4 rating (1 reviews)
![Vineyards at Blue Point]()
$800Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
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280 homes
$900Ks
- $1Ms
HarborView, Port Washington, NY
Resale Only
|
55+ age-restricted
|
Built 2002 - 2004
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270 homes
$500Ks
The Club at Melville, Melville, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2017
|
261 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.
$800Ks
- $900Ks
The Seasons at Elwood, East Northport, NY
Resale Only
|
55+ age-restricted
|
Built 2018 - 2020
|
256 homes
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Questions? Call us:
(959) 214-2391
$500Ks
Meadow Brook Estates, Oxford, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2020
|
246 homes
5 rating (1 reviews)
![Encore Atlantic Shores]()
$700Ks
Encore Atlantic Shores, Eastport, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2011
|
240 homes
$600Ks
The Summit at Bethel, Bethel, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2021
|
235 homes
Want to learn more about 55+ communities in New Fairfield?
55places can help!
Questions? Call us:
(959) 214-2391
4.9 rating (14 reviews)
![Chatfield Farms]()
$500Ks
- $600Ks
Chatfield Farms, Beacon Falls, CT
New Construction
|
55+ age-restricted
|
Built 2014 - present
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231 homes
New
Bald Eagle Commons
![6411 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 26002302 • Keller Williams Realty - NJ Metro ...
Winthrop Court
![8205 HARCOURT RD # 8205, CLIFTON, NJ, 07..., Clifton, NJ 07013]()
MLS 25025728 • Keller Williams Prosperity Realty,...
Wanaque Reserve
![7414 WARRENS WAY DEEDED PARKING, WANAQUE..., Wanaque, NJ 07465]()
MLS 25031959 • United Real Estate, Barbra A. Mulh...
Wanaque Reserve
![7414 WARRENS WAY # 414, WANAQUE, NJ, 074..., Wanaque, NJ 07465]()
2 beds
|2 baths
|1,768 sq ft
7414 WARRENS WAY # 414, WANAQUE, NJ, 074...
Community: Wanaque Reserve
MLS 3985849 • UNITED REAL ESTATE, UNITED REAL EST...
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New
Bald Eagle Commons
![6411 RICHMOND RD # 411, WEST MILFORD, NJ..., West Milford, NJ 07480]()
3 beds
|2 baths
|1,220 sq ft
6411 RICHMOND RD # 411, WEST MILFORD, NJ...
Community: Bald Eagle Commons
MLS 4006093 • KELLER WILLIAMS - NJ METRO GROUP, K...
Four Seasons at Wayne
![511 FOUR SEASONS DR # 511, WAYNE, NJ, 07..., Wayne, NJ 07470]()
2 beds
|2 baths
|Condo
511 FOUR SEASONS DR # 511, WAYNE, NJ, 07...
Community: Four Seasons at Wayne
MLS 26000800 • Coldwell Banker, Wayne, Eileen Fer...
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.
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Bald Eagle Commons
![6119 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 25040312 • Weichert Realtors, Kinnelon, Melod...
Bald Eagle Commons
![1310 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 26001312 • RE/MAX SELECT - Oakland, Thomas Ru...
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(959) 214-2391
Bald Eagle Commons
![9212 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 26000528 • Weichert Realtors, Kinnelon, Barba...
Bald Eagle Commons
![7308 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 25033851 • Better Homes & Gardens Real Estate...
Want to learn more about 55+ rental communities in New Fairfield?
55places can help!
Questions? Call us:
(959) 214-2391
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.
Bald Eagle Commons
![2 RICHMOND RD APT 210 210, WEST MILFORD,..., West Milford, NJ 07480]()
2 beds
|2 baths
|985 sq ft
2 RICHMOND RD APT 210 210, WEST MILFORD,...
Community: Bald Eagle Commons
MLS 3983727 • REALTY EXECUTIVES EXCEPTIONAL, REAL...
Bald Eagle Commons
![9302 RICHMOND RD # 302, WEST MILFORD, NJ..., West Milford, NJ 07480]()
2 beds
|2 baths
|985 sq ft
9302 RICHMOND RD # 302, WEST MILFORD, NJ...
Community: Bald Eagle Commons
MLS 3985507 • REALTY EXECUTIVES EXCEPTIONAL, REAL...
Wanaque Reserve
![10203 WARRENS WAY W/DEEDED GARAGE, WANAQ..., Wanaque, NJ 07465]()
MLS 25038544 • Mission Realty LLC, Susan A. Leegw...
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Wanaque Reserve
![4203 WARRENS WAY # 203, WANAQUE, NJ, 074..., Wanaque, NJ 07465]()
2 beds
|2 baths
|1,768 sq ft
4203 WARRENS WAY # 203, WANAQUE, NJ, 074...
Community: Wanaque Reserve
MLS 4001207 • RE/MAX NEIGHBORHOOD PROPERTIES, RE/...
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Bald Eagle Commons
![9302 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 25032137 • Realty Executives Exceptional Real...
Bald Eagle Commons
![5318 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 25033901 • Realty Executives Exceptional Real...
Bald Eagle Commons
![2 RICHMOND RD 210, WEST MILFORD, NJ, 074..., West Milford, NJ 07480]()
MLS 25030912 • Realty Executives Exceptional Real...
Want to learn more about 55+ rental communities in New Fairfield?
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Questions? Call us:
(959) 214-2391
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 Cedar Grove
![911 HOLLY LN, CEDAR GROVE, NJ, 07009, Cedar Grove, NJ 07009]()
2 beds
|2 baths
|Condo
911 HOLLY LN, CEDAR GROVE, NJ, 07009
Community: Four Seasons at Cedar Grove
MLS 25041616 • Prominent Properties Sotheby's Int...
Bald Eagle Commons
![7417 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 25018241 • Weichert Realtors, Kinnelon, Patri...
Sterling Mist
![72 SCHINDLER CT, PARSIPPANY, NJ, 07054, Parsippany, NJ 07054]()
MLS 24024373 • Coldwell Banker, Upper Montclair, ...
Stone Ridge Estates
![108 JOSEPH LN, DIX HILLS, NY, 11746, Dix Hills, NY 11746]()
2 beds
|2 baths
|1,695 sq ft
|Condo
108 JOSEPH LN, DIX HILLS, NY, 11746
Community: Stone Ridge Estates
MLS 903129 • Real Broker NY LLC, Matthew J. Lenne...
Warwick Grove
![2 SLY ST, WARWICK, NY, 10990, Warwick, NY 10990]()
MLS 896661 • Howard Hanna Rand Realty, Steven E. ...
Want to learn more about 55+ communities in New Fairfield?
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(959) 214-2391
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Foxwood Village
![1407 MIDDLE RD 275, CALVERTON, NY, 11933, Calverton, NY 11933]()
3 beds
|2 baths
|1,530 sq ft
|House
1407 MIDDLE RD 275, CALVERTON, NY, 11933
Community: Foxwood Village
MLS 941578 • Coldwell Banker American Homes, Kath...
The Waterways at Moriches
![477 WOODSCREEK CT, MORICHES, NY, 11955, Moriches, NY 11955]()
3 beds
|2 baths
|1,839 sq ft
|Condo
477 WOODSCREEK CT, MORICHES, NY, 11955
Community: The Waterways at Moriches
MLS 944397 • Realty Connect USA L I Inc, Michele ...
The Seasons at East Meadow
![419 AUTUMN DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554]()
2 beds
|2 baths
|1,272 sq ft
|Condo
419 AUTUMN DR, EAST MEADOW, NY, 11554
Community: The Seasons at East Meadow
MLS 933792 • First Realty Investment, Patricia J....
Country Pointe Plainview
![21105 ASPENWOOD DR, PLAINVIEW, NY, 11803, Plainview, NY 11803]()
2 beds
|2 baths
|1,475 sq ft
|Condo
21105 ASPENWOOD DR, PLAINVIEW, NY, 11803
Community: Country Pointe Plainview
MLS 948459 • Realty Connect USA LLC, Lynda M. Leo...
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 Meadow
![357 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554]()
2 beds
|2 baths
|1,272 sq ft
|Condo
357 SPRING DR, EAST MEADOW, NY, 11554
Community: The Seasons at East Meadow
MLS 936531 • Coldwell Banker American Homes, Patr...
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Leisure Village
![423 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961]()
1 beds
|1 baths
|782 sq ft
|Condo
423 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
MLS 946602 • Realty Connect USA LI, Margaret Tsou...
Leisure Village
![405 WOODBRIDGE DR D, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|874 sq ft
|Condo
405 WOODBRIDGE DR D, RIDGE, NY, 11961
Community: Leisure Village
MLS 920854 • Coldwell Banker American Homes, Kath...
Heritage Hills
![443 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,559 sq ft
|Condo
443 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 945064 • eXp Realty, Liudmila Lobeeva
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New
The Hollows at Blue Hill
![4205 FRED ILL JR CT, PEARL RIVER, NY, 10..., Pearl River, NY 10965]()
2 beds
|2 baths
|1,495 sq ft
|Condo
4205 FRED ILL JR CT, PEARL RIVER, NY, 10...
Community: The Hollows at Blue Hill
MLS 952796 • Keller Williams Hudson Valley, Marga...
Jefferson Village
![159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,300 sq ft
|Condo
159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
MLS 935455 • Glilos, Yoel Schwartz
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?
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© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Jan 22, 2026.
This application does not include information on all of the properties available for sale at this time.
