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

355 homes near New Fairfield

Sort by:

Relevance

Relevance

No reviews yet The Woods at Dunham Pond
$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 | Built 1974 - 2006 | 2,600 homes
3.6 rating (7 reviews) Heritage Village
$100Ks - $400Ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
No reviews yet Leisure Village
$200Ks - $500Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
No reviews yet 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
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
No reviews yet Rivington
$900Ks - $900Ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
4 rating (1 reviews) Jefferson Village
$200Ks - $600Ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
No reviews yet Oronoque Village
$400Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
No reviews yet The Village at Oxford Gre...
$600Ks - $700Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
5 rating (1 reviews) Four Seasons at Great Not...
$600Ks - $900Ks
Four Seasons at Great Not..., Woodland Park, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 814 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.
4.8 rating (4 reviews) Wanaque Reserve
$400Ks - $400Ks
Wanaque Reserve, Wanaque, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes
No reviews yet Meadowbrook Pointe Athlet...
$800Ks - $800Ks
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
No reviews yet Leisure Knoll
$400Ks - $500Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
No reviews yet Country Pointe Plainview
$1Ms - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
5 rating (1 reviews) Fairfield at St. James
$400Ks - $600Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
No reviews yet Leisure Glen
$400Ks - $500Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
No reviews yet Spring Lake Village
$200Ks - $200Ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
4 rating (8 reviews) Glenwood Village
$100Ks - $400Ks
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 | 512 homes
No reviews yet Bald Eagle Commons
$100Ks - $300Ks
Bald Eagle Commons, West Milford, NJ
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 463 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.
No reviews yet The Seasons at East Meado...
$500Ks - $500Ks
The Seasons at East Meado..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes
No reviews yet Regency at Prospect
$400Ks - $400Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
No reviews yet Dutchgate
$400Ks - $400Ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
No reviews yet The Waterways at Moriches
$400Ks - $600Ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
No reviews yet The Retreat at Carmel
$300Ks - $600Ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
3.5 rating (2 reviews) Foxwood Village
$300Ks - $400Ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
1 rating (1 reviews) Plymouth Estates at Mount...
$500Ks - $500Ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
No reviews yet Wildflowers at Wallkill
$400Ks - $500Ks
Wildflowers at Wallkill, Middletown, NY
Resale Only | 55+ age-restricted | Built 2006 - 2017 | 283 homes
4.6 rating (9 reviews) Meadowbrook Pointe Links ...
$600Ks - $700Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes
4 rating (1 reviews) Vineyards at Blue Point
$600Ks - $900Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 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.
No reviews yet Apple Ridge
$800Ks - $800Ks
Apple Ridge, Mahwah, NJ
Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes
No reviews yet HarborView
$900Ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
No reviews yet Winthrop Court
$400Ks - $500Ks
Winthrop Court, Clifton, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes
No reviews yet The Club at Melville
$500Ks - $500Ks
The Club at Melville, Melville, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes
No reviews yet The Seasons at Elwood
$800Ks - $900Ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
No reviews yet Meadow Brook Estates
$500Ks - $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
5 rating (1 reviews) Encore Atlantic Shores
$600Ks - $800Ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
No reviews yet The Summit at Bethel
$600Ks - $600Ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
4.9 rating (14 reviews) Chatfield Farms
$500Ks - $500Ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
No reviews yet Four Seasons at Wayne
$500Ks - $500Ks
Four Seasons at Wayne, Wayne, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes
Plymouth Estates at Mount Sinai 211 POND CIR, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$574,888

2 beds

|

2 baths

|

1,662 sq ft

|

Condo

211 POND CIR, MOUNT SINAI, NY, 11766
Leisure Village 369B WOODBRIDGE DR 55+, BROOKHAVEN, NY, ..., Brookhaven, NY 11961
$349,000

2 beds

|

1 baths

|

975 sq ft

|

Condo

369B WOODBRIDGE DR 55+, BROOKHAVEN, NY, ...
Community: Leisure Village
HarborView 100 HARBOR VIEW DR APT 515, PORT WASHING..., Port Washington, NY 11050
$895,000

2 beds

|

3 baths

|

1,495 sq ft

|

Condo

100 HARBOR VIEW DR APT 515, PORT WASHING...
Community: HarborView
Fairfield at St. James 1104 DREW DR, SAINT JAMES, NY, 11780, Saint James, NY 11780
$429,000

1 beds

|

1 baths

|

752 sq ft

|

Condo

1104 DREW DR, SAINT JAMES, NY, 11780
Leisure Village 137 EASTBOURNE CT A, RIDGE, NY, 11961, Ridge, NY 11961
$299,999

2 beds

|

1 baths

|

836 sq ft

|

Condo

137 EASTBOURNE CT A, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Country Village Estates 11 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$479,000

2 beds

|

2 baths

|

1,386 sq ft

|

Condo

11 THEODORE DR, CORAM, NY, 11727
Glenwood Village 1661 OLD COUNTRY RD UNIT 423, RIVERHEAD,..., Riverhead, NY 11901
$199,900

2 beds

|

2 baths

|

960 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 423, RIVERHEAD,...
Community: Glenwood Village
The Waterways at Moriches 521 HIGHLAND CT # 521, MORICHES, NY, 119..., Moriches, NY 11955
$610,000

2 beds

|

2 baths

|

1,839 sq ft

|

Condo

521 HIGHLAND CT # 521, MORICHES, NY, 119...
Strathmore Gate East 9 FORGE LN, CORAM, NY, 11727, Coram, NY 11727
$334,999

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

9 FORGE LN, CORAM, NY, 11727
Leisure Village 374 WOODBRIDGE DR UNIT A A, RIDGE, NY, 1..., Ridge, NY 11961
$329,999

2 beds

|

1 baths

|

1,187 sq ft

|

Condo

374 WOODBRIDGE DR UNIT A A, RIDGE, NY, 1...
Community: Leisure 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.
Vineyards at Blue Point 26 AVERY WAY # 26, BLUE POINT, NY, 11772, Blue Point, NY 11772
$900,000

2 beds

|

4 baths

|

3,388 sq ft

|

Condo

26 AVERY WAY # 26, BLUE POINT, NY, 11772
Leisure Village 259 NEWCASTLE CT E, RIDGE, NY, 11961, Ridge, NY 11961
$274,900

1 beds

|

1 baths

|

875 sq ft

|

Condo

259 NEWCASTLE CT E, RIDGE, NY, 11961
Community: Leisure Village
Glenwood Village 1661-308 OLD COUNTRY RD 308, RIVERHEAD, ..., Riverhead, NY 11901
$165,000

2 beds

|

1 baths

|

840 sq ft

|

Mobile Home

1661-308 OLD COUNTRY RD 308, RIVERHEAD, ...
Community: Glenwood Village
Wildflowers at Wallkill 84 JASMINE DR, MIDDLETOWN, NY, 10940, Middletown, NY 10940
$489,900

2 beds

|

2 baths

|

1,473 sq ft

|

House

84 JASMINE DR, MIDDLETOWN, NY, 10940
Woodridge Strathmore Terrace 71 STANDISH DR # 71, MOUNT SINAI, NY, 11..., Mount Sinai, NY 11766
$419,000

2 beds

|

2 baths

|

1,535 sq ft

|

Condo

71 STANDISH DR # 71, MOUNT SINAI, NY, 11...
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
HarborView 100 HARBOR VIEW DR APT 607, PORT WASHING..., Port Washington, NY 11050
$949,000

2 beds

|

3 baths

|

1,495 sq ft

|

Condo

100 HARBOR VIEW DR APT 607, PORT WASHING...
Community: HarborView
Jefferson Village 34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1..., Yorktown Heights, NY 10598
$425,000

2 beds

|

2 baths

|

970 sq ft

|

Townhouse

34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1...
Community: Jefferson Village
Leisure Knoll 215 KINGSTON DR, RIDGE, NY, 11961, Ridge, NY 11961
$480,000

2 beds

|

2 baths

|

1,116 sq ft

|

Condo

215 KINGSTON DR, RIDGE, NY, 11961
Community: Leisure Knoll
Leisure Knoll 176 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961
$485,000

2 beds

|

2 baths

|

1,135 sq ft

|

Condo

176 CANTERBURY DR, RIDGE, NY, 11961
Community: Leisure Knoll
Encore Atlantic Shores 82 BALLAD CT, EASTPORT, NY, 11941, Eastport, NY 11941
$795,000

2 beds

|

3 baths

|

2,150 sq ft

|

Condo

82 BALLAD CT, EASTPORT, NY, 11941
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 Villas at Narragansett 310 NARRAGANSETT VILLAS DR, LINDENHURST,..., Lindenhurst, NY 11757
$575,000

2 beds

|

2 baths

|

1,215 sq ft

|

Condo

310 NARRAGANSETT VILLAS DR, LINDENHURST,...
Greenwood Village 87 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$179,000

2 beds

|

1 baths

|

992 sq ft

|

Condo

87 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Jefferson Village 96 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598
$350,000

2 beds

|

2 baths

|

1,050 sq ft

|

Condo

96 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,...
Community: Jefferson Village
The Waterways at Moriches 276 DOCKSIDE CT, MORICHES, NY, 11955, Moriches, NY 11955
$649,000

2 beds

|

2 baths

|

1,875 sq ft

|

Condo

276 DOCKSIDE CT, MORICHES, NY, 11955
The Waterways at Moriches 279 DOCKSIDE CT, MORICHES, NY, 11955, Moriches, NY 11955
$575,000

2 beds

|

2 baths

|

1,480 sq ft

|

Condo

279 DOCKSIDE CT, MORICHES, NY, 11955
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Leisure Knoll 190 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961
$449,999

2 beds

|

1 baths

|

787 sq ft

|

Condo

190 CANTERBURY DR, RIDGE, NY, 11961
Community: Leisure Knoll
The Waterways at Moriches 106 E MIDLAND POND CT # 1, MORICHES, NY,..., Moriches, NY 11955
$499,000

2 beds

|

2 baths

|

1,982 sq ft

|

Condo

106 E MIDLAND POND CT # 1, MORICHES, NY,...
Leisure Village 96 ENFIELD CT B, RIDGE, NY, 11961, Ridge, NY 11961
$459,000

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

96 ENFIELD CT B, RIDGE, NY, 11961
Community: Leisure Village
Plymouth Estates at Mount Sinai 164 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$579,999

2 beds

|

2 baths

|

1,820 sq ft

|

Condo

164 IRA RD, MOUNT SINAI, NY, 11766
Plymouth Estates at Mount Sinai 166 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$579,999

2 beds

|

2 baths

|

1,820 sq ft

|

Townhouse

166 IRA RD, MOUNT SINAI, NY, 11766
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 Village 28 TRENT CT B, RIDGE, NY, 11961, Ridge, NY 11961
$379,999

2 beds

|

1 baths

|

1,200 sq ft

|

Condo

28 TRENT CT B, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 373 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$339,990

2 beds

|

1 baths

|

1,171 sq ft

|

Condo

373 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
Fairfield at St. James 302 GOTHAM WAY, SAINT JAMES, NY, 11780, Saint James, NY 11780
$619,000

3 beds

|

3 baths

|

1,548 sq ft

|

Townhouse

302 GOTHAM WAY, SAINT JAMES, NY, 11780
Heritage Village 760 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$424,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

760 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Strathmore Gate East 46 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727
$390,000

2 beds

|

2 baths

|

1,112 sq ft

|

Condo

46 FREEDOM LN, CORAM, NY, 11727
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Leisure Village 231 BLACKPOOL CT C, RIDGE, NY, 11961, Ridge, NY 11961
$289,000

2 beds

|

1 baths

|

825 sq ft

|

Condo

231 BLACKPOOL CT C, RIDGE, NY, 11961
Community: Leisure Village
The Villages at Mount Sinai Park 4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$849,999

3 beds

|

3 baths

|

2,850 sq ft

|

Condo

4 OAKHURST CT, MOUNT SINAI, NY, 11766
Leisure Village 75A ENFIELD CT 75A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$369,900

2 beds

|

1 baths

|

1,278 sq ft

|

Condo

75A ENFIELD CT 75A, BROOKHAVEN, NY, 1196...
Community: Leisure Village
Jefferson Village 40 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$599,900

2 beds

|

2 baths

|

1,350 sq ft

|

Condo

40 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
Greenwood Village 48 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$124,900

2 beds

|

2 baths

|

960 sq ft

|

Condo

48 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village

Frequently Asked Questions


Want more information about active adult communities around New Fairfield?

Global - Lead Form - Buyer or Renter

*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

355 homes near New Fairfield
Remove Boundaries ×
Map Satellite

Want to learn more about 55+ communities in New Fairfield?

Call us: (959) 214-2391

Call Us Call Us
Scroll to Top