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 - Page 4
158 communities near New Fairfield
329 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
$200ks
- $400ks
Oronoque Village, Stratford, CT
Resale Only
|
55+ age-restricted
|
Built 1971 - 1977
|
929 homes
$100ks
- $300ks
Leisure Village, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1969 - 1986
|
1,500 homes
3 rating (2 reviews)
![Heritage Hills]()
$400ks
- $900ks
Heritage Hills, Somers, NY
Resale Only
|
Age-targeted
|
Built 1974 - 2006
|
2,600 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
$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
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55+ age-restricted
|
Built 1967 - 1982
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1,000 homes
$400ks
- $500ks
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.
$300ks
- $600ks
The Waterways at Moriches, Moriches, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1999
|
343 homes
$400ks
- $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
125 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
$300ks
- $900ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
$300ks
- $400ks
The Manors at The Colony ..., Shirley, NY
New Construction
|
55+ age-restricted
|
Built 2013 - present
|
150 homes
$100ks
- $200ks
Spring Lake Village, Southington, CT
Resale Only
|
55+ age-restricted
|
Built 1970 - 2004
|
640 homes
5 rating (1 reviews)
![Warwick Grove]()
$400ks
- $600ks
Warwick Grove, Warwick, NY
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
215 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...]()
$400ks
- $700ks
Four Seasons at Great Not..., Woodland Park, NJ
Resale Only
|
55+ age-restricted
|
Built 2005 - 2018
|
814 homes
$300ks
- $400ks
Regency at Fishkill, Fishkill, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
164 homes
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
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
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(959) 214-2391
4 rating (8 reviews)
![Glenwood Village]()
$100ks
- $200ks
Glenwood Village, Riverhead, NY
New and Resale
|
55+ age-restricted
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Built 1959 - present
|
588 homes
5 rating (1 reviews)
![Newtown Woods]()
$300ks
- $500ks
Newtown Woods, Newtown, CT
New and Resale
|
55+ age-restricted
|
Built 2011 - present
|
178 homes
$200ks
- $400ks
Leisure Knoll, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1972 - 1982
|
701 homes
$300ks
- $400ks
Leisure Glen, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 2010
|
646 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.
$1Ms
Kensington Estates, Woodbury, NY
New Construction
|
55+ age-restricted
|
Built 2019 - 2021
|
80 homes
$700ks
- $1Ms
Country Pointe Plainview, Plainview, NY
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
660 homes
$400ks
The Villas at Narraganset..., Lindenhurst, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
138 homes
$300ks
Strathmore Gate East, Coram, NY
Resale Only
|
55+ age-restricted
|
Built 1970 - 1975
|
174 homes
$600ks
The Seasons at Seaford, Seaford, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2017
|
112 homes
Want to learn more about 55+ communities in New Fairfield?
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Questions? Call us:
(959) 214-2391
$300ks
- $400ks
Village Estates, Amityville, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2008
|
138 homes
$500ks
The Coves at Melville, Melville, NY
Resale Only
|
62+ age-restricted
|
Built 2004 - 2005
|
175 homes
$600ks
- $1Ms
HarborView, Port Washington, NY
Resale Only
|
55+ age-restricted
|
Built 2002 - 2004
|
270 homes
$500ks
Breton Hills, Glen Cove, 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.
3.5 rating (2 reviews)
![Foxwood Village]()
$200ks
- $400ks
Foxwood Village, Calverton, NY
Resale Only
|
55+ age-restricted
|
Built 1986 - 2007
|
294 homes
5 rating (1 reviews)
![Westhampton Pines]()
$900ks
- $1Ms
Westhampton Pines, Westhampton, NY
Resale Only
|
55+ age-restricted
|
Built 2005 - 2013
|
189 homes
$300ks
- $800ks
The Retreat at Carmel, Carmel, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2018
|
312 homes
5 rating (1 reviews)
![Sunrise Village]()
$400ks
Sunrise Village, Sayville, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1990
|
213 homes
Want to learn more about 55+ communities in New Fairfield?
55places can help!
Questions? Call us:
(959) 214-2391
$500ks
- $700ks
The Summit at Bethel, Bethel, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2021
|
235 homes
Greenwood Village
![75 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949]()
2 beds
|2 baths
|1,110 sq ft
|Condo
75 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
MLS 972791 • OverSouth LLC, Amanda Rose PSA SRS
Greenwood Village
![43 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949]()
2 beds
|2 baths
|1,164 sq ft
|Condo
43 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
MLS 972828 • Engel & Volkers North Fork, Therese ...
Wildflowers at Wallkill
![19 SUNFLOWER ST, MIDDLETOWN, NY, 10940, Middletown, NY 10940]()
2 beds
|2 baths
|1,868 sq ft
|House
19 SUNFLOWER ST, MIDDLETOWN, NY, 10940
Community: Wildflowers at Wallkill
MLS 972868 • Owner Entry.com, David L. White
Leisure Village
![207 WOODBRIDGE DR B, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961]()
2 beds
|2 baths
|1,308 sq ft
|Condo
207 WOODBRIDGE DR B, BROOKHAVEN, NY, 119...
Community: Leisure Village
MLS 972676 • Coldwell Banker American Homes, Jose...
Leisure Village
![395 WOODBRIDGE DR C, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961]()
2 beds
|1 baths
|874 sq ft
|Condo
395 WOODBRIDGE DR C, BROOKHAVEN, NY, 119...
Community: Leisure Village
MLS 970195 • Century 21 KR Realty, Michelle Perry...
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Leisure Village
![427 AYLESBURY CT A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961]()
2 beds
|2 baths
|972 sq ft
|Condo
427 AYLESBURY CT A, BROOKHAVEN, NY, 1196...
Community: Leisure Village
MLS 971851 • Coldwell Banker American Homes, Mati...
Fairfield at St. James
![506 DREW DR, SMITHTOWN, NY, 11780, Smithtown, NY 11780]()
3 beds
|3 baths
|1,716 sq ft
|Condo
506 DREW DR, SMITHTOWN, NY, 11780
Community: Fairfield at St. James
MLS 970144 • American Real Estate Assoc Inc, Gina...
Heritage Village
![644 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
644 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24159689 • Berkshire Hathaway NE Prop., Miche...
Oronoque Village
![86 S TRL A, STRATFORD, CT, 06614, Stratford, CT 06614]()
MLS 24155878 • Oronoque Real Estate, Monica Dalto...
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
![1204 RICHMOND RD 4, WEST MILFORD, NJ, 07..., West Milford, NJ 07480]()
MLS 26008240 • Keller Williams Prosperity Realty,...
Oronoque Village
![252 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|2,494 sq ft
|Condo
252 AGAWAM DR A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24157338 • William Raveis Real Estate, Patric...
Sunrise Village
![4 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782]()
MLS 968649 • Shine Realty Group, James K. Clifton...
Heritage Village
![78 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,032 sq ft
|Condo
78 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24158621 • Century 21 Scala Group, Sarah Doyl...
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(959) 214-2391
Rivington
![424 CENTER MEADOW LN 424, DANBURY, CT, 0..., Danbury, CT 06810]()
2 beds
|2 baths
|1,258 sq ft
|Condo
424 CENTER MEADOW LN 424, DANBURY, CT, 0...
Community: Rivington
MLS 24159115 • Century 21 AllPoints Realty, Ginge...
Bartlett Hill
![9 PEAR ORCHARD RD 9, PORTLAND, CT, 06480, Portland, CT 06480]()
MLS 24159263 • William Pitt Sotheby's Internation...
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.
Wanaque Reserve
![5402 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465]()
2 beds
|2 baths
|1,768 sq ft
5402 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
MLS 4013866 • C-21 GEMINI, LLC., C-21 GEMINI
Oronoque Village
![639 ONONDAGA LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,438 sq ft
|Condo
639 ONONDAGA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24151103 • Coldwell Banker Realty, Catherine ...
Fairfield at St. James
![908 DREW LN, SMITHTOWN, NY, 11780, Smithtown, NY 11780]()
2 beds
|2 baths
|1,050 sq ft
|Condo
908 DREW LN, SMITHTOWN, NY, 11780
Community: Fairfield at St. James
MLS 968859 • Howard Hanna Coach, Adrienne M. Deli...
The Villages at Mount Sinai Park
![10 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766]()
3 beds
|3 baths
|2,455 sq ft
|Condo
10 LOUDEN LOOP, BROOKHAVEN, NY, 11766
Community: The Villages at Mount Sinai Park
MLS 968913 • HomeSmart Premier Living Rlty, Elisa...
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(959) 214-2391
Sunken Pond Estates
![1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1..., Riverhead, NY 11901]()
2 beds
|3 baths
|1,350 sq ft
|Condo
1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
MLS 969799 • Signature Premier Properties, Ryan F...
Jefferson Village
![68A INDEPENDENCE CT A, YORKTOWN, NY, 105..., Yorktown, NY 10598]()
2 beds
|2 baths
|1,050 sq ft
|Condo
68A INDEPENDENCE CT A, YORKTOWN, NY, 105...
Community: Jefferson Village
MLS 963380 • Houlihan Lawrence Inc., Jo-Ella Deli...
Jefferson Village
![26 DORSET CT A, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
MLS 966532 • Coldwell Banker Realty, Jo Ann Cooga...
Leisure Knoll
![506 LANCASTER CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|2 baths
|1,394 sq ft
|House
506 LANCASTER CT, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
MLS 969385 • Coldwell Banker American Homes, Kath...
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 Hills
![392 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,793 sq ft
|Condo
392 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 968792 • Coldwell Banker Realty, Hope Ross Ma...
Heritage Village
![41 E MEADOW RD, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|3 baths
|1,479 sq ft
|Condo
41 E MEADOW RD, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24158313 • Century 21 Bette Real Estate, Just...
Greenwood Village
![65A VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949]()
1 beds
|1 baths
|864 sq ft
|Condo
65A VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
MLS 968217 • Gateway to The Hamptons R E, Vivian ...
Overlook
![3004 EASTVIEW DR 105, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 968639 • Toll Brothers Real Estate Inc., Thom...
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(959) 214-2391
Overlook
![2031 SUMMIT LOOP 89, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 968627 • Toll Brothers Real Estate Inc., Thom...
The Vineyards at Mount Sinai
![59 FARM ACRE CIR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766]()
2 beds
|4 baths
|2,982 sq ft
|Condo
59 FARM ACRE CIR, BROOKHAVEN, NY, 11766
Community: The Vineyards at Mount Sinai
MLS 966736 • Pinpoint Realty LI, Maryann Kelly
Regency at Fishkill
![323 REGENCY DR 323, FISHKILL, NY, 12524, Fishkill, NY 12524]()
1 beds
|2 baths
|1,450 sq ft
|House
323 REGENCY DR 323, FISHKILL, NY, 12524
Community: Regency at Fishkill
MLS 964999 • KW MidHudson, Philip E. Risi
Dutchgate
![418 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580]()
MLS 961250 • Newman Realty Inc, Giacomo Sorrentin...
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.
Wanaque Reserve
![5203 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465]()
2 beds
|2 baths
|1,768 sq ft
5203 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
MLS 4012787 • HOWARD HANNA RAND REALTY, HOWARD HA...
Leisure Village
![421 WEYMOUTH CT D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|1 baths
|875 sq ft
|Condo
421 WEYMOUTH CT D, BROOKHAVEN, NY, 11961
Community: Leisure Village
MLS 967775 • Leisure Living Realty Inc, Laura Ruh...
Meadow Brook Estates
![312 SPRUCE HILL DR 312, OXFORD, CT, 0647..., Oxford, CT 06478]()
2 beds
|3 baths
|1,564 sq ft
|Condo
312 SPRUCE HILL DR 312, OXFORD, CT, 0647...
Community: Meadow Brook Estates
MLS 24156976 • RE/MAX Right Choice, Eric Schuell
Leisure Knoll
![151 LAURANCE LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|1 baths
|1,000 sq ft
|Condo
151 LAURANCE LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
MLS 967646 • Howard Hanna Coach, Kalliopi C. Suar...
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Heritage Hills
![769 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589]()
1 beds
|2 baths
|1,296 sq ft
|Condo
769 HERITAGE HLS C, SOMERS, NY, 10589
Community: Heritage Hills
MLS 966722 • Houlihan Lawrence Inc., Eugenio Serm...
Heritage Village
![665 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
665 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24156576 • Berkshire Hathaway NE Prop., Miche...
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: Apr 11, 2026.
This application does not include information on all of the properties available for sale at this time.
