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

659 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
$400Ks - $700Ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1975 - 2003 | 2,600 homes
3.6 rating (7 reviews) Heritage Village
$200Ks - $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
$400Ks - $1Ms
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
4 rating (1 reviews) Jefferson Village
$300Ks - $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...
$500Ks - $600Ks
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...
$700Ks - $700Ks
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 - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
No reviews yet Leisure Knoll
$300Ks - $500Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
No reviews yet Country Pointe Plainview
$900Ks - $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 - $500Ks
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
$200Ks - $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 - $600Ks
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
$500Ks - $700Ks
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
$200Ks - $300Ks
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 - $1Ms
Apple Ridge, Mahwah, NJ
Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes
No reviews yet Winthrop Court
$400Ks - $600Ks
Winthrop Court, Clifton, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes
No reviews yet HarborView
$900Ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 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
$700Ks - $800Ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
No reviews yet The Summit at Bethel
$700Ks - $800Ks
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
New The Waterways at Moriches 295 W MIDLAND POND CT, MORICHES, NY, 119..., Moriches, NY 11955
$729,000

2 beds

|

2 baths

|

2,149 sq ft

|

Condo

295 W MIDLAND POND CT, MORICHES, NY, 119...
Leisure Knoll 535 STRATFORD LN, RIDGE, NY, 11961, Ridge, NY 11961
$449,000

2 beds

|

2 baths

|

1,094 sq ft

|

House

535 STRATFORD LN, RIDGE, NY, 11961
Community: Leisure Knoll
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
New Leisure Knoll 140A LAURANCE LN, RIDGE, NY, 11961, Ridge, NY 11961
$359,000

1 beds

|

1 baths

|

600 sq ft

|

Condo

140A LAURANCE LN, RIDGE, NY, 11961
Community: Leisure Knoll
New Heritage Hills 378 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589
$599,000

2 beds

|

2 baths

|

1,470 sq ft

|

Condo

378 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
New Country Village Estates 192 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$475,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

192 THEODORE DR, CORAM, NY, 11727
Greenwood Village 3 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949
$214,997

2 beds

|

2 baths

|

1,012 sq ft

|

Condo

3 LIMETREE DR, MANORVILLE, NY, 11949
Community: Greenwood Village
Vineyards at Brookfield 56 AVERY DR N, CENTER MORICHES, NY, 1193..., Center Moriches, NY 11934
$639,000

2 beds

|

2 baths

|

1,557 sq ft

|

Condo

56 AVERY DR N, CENTER MORICHES, NY, 1193...
Sunrise Village 186 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782
$525,000

2 beds

|

2 baths

|

1,046 sq ft

|

Condo

186 REVERE DR, SAYVILLE, NY, 11782
Community: Sunrise Village
Meadowbrooke Pointe East Meadow 417 EMANUEL WAY # 417, EAST MEADOW, NY, ..., East Meadow, NY 11554
$725,000

2 beds

|

2 baths

|

961 sq ft

|

Condo

417 EMANUEL WAY # 417, EAST MEADOW, NY, ...
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.
Glenwood Village 1661 OLD COUNTRY RD 435, RIVERHEAD, NY, ..., Riverhead, NY 11901
$299,500

2 beds

|

2 baths

|

1,270 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 435, RIVERHEAD, NY, ...
Community: Glenwood Village
Heritage Hills 568 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$599,000

2 beds

|

2 baths

|

1,296 sq ft

|

Condo

568 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
New Leisure Knoll 561 STRATFORD LN # 561, RIDGE, NY, 11961, Ridge, NY 11961
$485,000

2 beds

|

2 baths

|

1,150 sq ft

|

Condo

561 STRATFORD LN # 561, RIDGE, NY, 11961
Community: Leisure Knoll
The Greens at Half Hollow 1082 SAVOY DR, MELVILLE, NY, 11747, Melville, NY 11747
$634,999

2 beds

|

2 baths

|

1,114 sq ft

|

Condo

1082 SAVOY DR, MELVILLE, NY, 11747
The Greens at Half Hollow 657 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747
$929,000

2 beds

|

3 baths

|

1,941 sq ft

|

Townhouse

657 BALFOUR PL, MELVILLE, NY, 11747
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Heritage Hills 67 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$562,600

2 beds

|

2 baths

|

1,394 sq ft

|

Condo

67 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 67 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$562,600

2 beds

|

2 baths

|

1,394 sq ft

|

Condo

67 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Greenwood Village 87 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$199,000

2 beds

|

1 baths

|

992 sq ft

|

Condo

87 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Woodcrest at Jacobs Hill 1306 JACOBS HILL RD, CORTLANDT MANOR, NY..., Cortlandt Manor, NY 10567
$389,000

2 beds

|

2 baths

|

1,145 sq ft

|

Condo

1306 JACOBS HILL RD, CORTLANDT MANOR, NY...
Woodcrest at Jacobs Hill 1306 JACOBS HILL RD, CORTLANDT MANOR, NY..., Cortlandt Manor, NY 10567
$389,000

2 beds

|

2 baths

|

1,145 sq ft

|

Condo

1306 JACOBS HILL RD, CORTLANDT MANOR, NY...
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 Glen 437 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961
$550,000

2 beds

|

2 baths

|

1,417 sq ft

|

Condo

437 LEISURE DR, RIDGE, NY, 11961
Community: Leisure Glen
Leisure Glen 437 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961
$550,000

2 beds

|

2 baths

|

1,417 sq ft

|

Condo

437 LEISURE DR, RIDGE, NY, 11961
Community: Leisure Glen
Sunrise Village 186 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782
$525,000

2 beds

|

2 baths

|

1,046 sq ft

|

Condo

186 REVERE DR, SAYVILLE, NY, 11782
Community: Sunrise Village
New Leisure Knoll 407 BELFAST LN, RIDGE, NY, 11961, Ridge, NY 11961
$400,000

2 beds

|

2 baths

|

1,235 sq ft

|

Condo

407 BELFAST LN, RIDGE, NY, 11961
Community: Leisure Knoll
New Leisure Knoll 407 BELFAST LN, RIDGE, NY, 11961, Ridge, NY 11961
$400,000

2 beds

|

2 baths

|

1,235 sq ft

|

Condo

407 BELFAST LN, RIDGE, NY, 11961
Community: Leisure Knoll
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Country Pointe Plainview 69101 SPRUCE POND CIR # 69101, PLAINVIEW..., Plainview, NY 11803
$1,899,000

4 beds

|

4 baths

|

2,497 sq ft

|

Condo

69101 SPRUCE POND CIR # 69101, PLAINVIEW...
Country Pointe Plainview 69101 SPRUCE POND CIR # 69101, PLAINVIEW..., Plainview, NY 11803
$1,899,000

4 beds

|

4 baths

|

2,497 sq ft

|

Condo

69101 SPRUCE POND CIR # 69101, PLAINVIEW...
Glenwood Village 1661 OLD COUNTRY RD UNIT 290, RIVERHEAD,..., Riverhead, NY 11901
$255,000

2 beds

|

2 baths

|

1,152 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 290, RIVERHEAD,...
Community: Glenwood Village
Glenwood Village 1661 OLD COUNTRY RD UNIT 290, RIVERHEAD,..., Riverhead, NY 11901
$255,000

2 beds

|

2 baths

|

1,152 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 290, RIVERHEAD,...
Community: Glenwood Village
New Leisure Glen 229 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961
$495,000

2 beds

|

2 baths

|

1,312 sq ft

|

Condo

229 GLEN DR, RIDGE, NY, 11961
Community: Leisure Glen
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 Leisure Glen 229 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961
$495,000

2 beds

|

2 baths

|

1,312 sq ft

|

Condo

229 GLEN DR, RIDGE, NY, 11961
Community: Leisure Glen
New Fairfield at St. James 206 FLAIR CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$570,000

3 beds

|

3 baths

|

1,649 sq ft

|

Condo

206 FLAIR CT, SMITHTOWN, NY, 11780
Greenwood Village 132 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$214,990

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

132 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Greenwood Village 132 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$214,990

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

132 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
HarborView 100 HARBOR VIEW DR 249, PORT WASHINGTON,..., Port Washington, NY 11050
$849,000

2 beds

|

3 baths

|

1,493 sq ft

|

Condo

100 HARBOR VIEW DR 249, PORT WASHINGTON,...
Community: HarborView
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
HarborView 100 HARBOR VIEW DR 249, PORT WASHINGTON,..., Port Washington, NY 11050
$849,000

2 beds

|

3 baths

|

1,493 sq ft

|

Condo

100 HARBOR VIEW DR 249, PORT WASHINGTON,...
Community: HarborView
Meadowbrook Pointe Links & Spa 234 AUGUSTA DR # 234, MEDFORD, NY, 11763, Medford, NY 11763
$745,000

2 beds

|

3 baths

|

1,627 sq ft

|

Condo

234 AUGUSTA DR # 234, MEDFORD, NY, 11763
Meadowbrook Pointe Links & Spa 234 AUGUSTA DR # 234, MEDFORD, NY, 11763, Medford, NY 11763
$745,000

2 beds

|

3 baths

|

1,627 sq ft

|

Condo

234 AUGUSTA DR # 234, MEDFORD, NY, 11763
Encore at Lake Grove 10 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$649,999

2 beds

|

2 baths

|

1,390 sq ft

|

Condo

10 SYMPHONY DR, LAKE GROVE, NY, 11755
The Seasons at Plainview 44 AUTUMN DR, PLAINVIEW, NY, 11803, Plainview, NY 11803
$728,000

2 beds

|

2 baths

|

1,591 sq ft

|

Condo

44 AUTUMN DR, PLAINVIEW, NY, 11803

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.

659 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