not an image

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 5

355 homes near New Fairfield

Sort by:

Relevance

Relevance

3.6 rating (7 reviews) Heritage Village
$200ks - $500ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
Bald Eagle Commons
$100ks - $300ks
Bald Eagle Commons, West Milford, NJ
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 463 homes
4.8 rating (4 reviews) Wanaque Reserve
$300ks - $500ks
Wanaque Reserve, Wanaque, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes
Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
3 rating (2 reviews) Heritage Hills
$400ks - $800ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 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
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
The Village at Oxford Gre...
$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.
3.7 rating (3 reviews) Greenwood Village
$100ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
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
Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
The Manors at The Colony ...
$300ks - $400ks
The Manors at The Colony ..., Shirley, NY
New Construction | 55+ age-restricted | Built 2013 - present | 150 homes
5 rating (1 reviews) Warwick Grove
$400ks - $600ks
Warwick Grove, Warwick, NY
New and Resale | 55+ age-restricted | Built 2004 - present | 215 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
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
5 rating (1 reviews) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
5 rating (1 reviews) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 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.
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 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
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
5 rating (1 reviews) Westhampton Pines
$900ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
HarborView
$800ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
Strathmore Gate East
$300ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
Country Pointe Preserve
$600ks - $900ks
Country Pointe PreserveYaphank, NY
New Construction | 55+ age-restricted | Built 2024 - present | 152 homes
Campagna
$300ks - $400ks
Campagna, Montville Township, NJ
Resale Only | 55+ age-restricted | Built 1980 - 1986 | 136 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.
Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
Dutchgate
$300ks - $500ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
Vineyards at Brookfield
$400ks - $500ks
Vineyards at Brookfield, Center Moriches, NY
New Construction | 55+ age-restricted | Built 2019 - present | 146 homes
Vineyards at Moriches
$500ks - $600ks
Vineyards at Moriches, Center Moriches, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
The Coves at Melville
$500ks
The Coves at Melville, Melville, NY
Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes
Regency at Wappinger
$500ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 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.
123...4
Country Pointe Plainview 52102 BEECH TREE LN, OYSTER BAY, NY, 118..., Oyster Bay, NY 11803
$1,699,000

2 beds

|

3 baths

|

1,750 sq ft

|

Condo

52102 BEECH TREE LN, OYSTER BAY, NY, 118...
Leisure Village 200 NEWCASTLE CT E, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$255,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

200 NEWCASTLE CT E, BROOKHAVEN, NY, 1196...
Community: Leisure Village
Rivington 11 ORWICH CT 11, DANBURY, CT, 06810, Danbury, CT 06810
$649,900

3 beds

|

4 baths

|

1,572 sq ft

|

Condo

11 ORWICH CT 11, DANBURY, CT, 06810
Community: Rivington
Bald Eagle Commons 5322 RICHMOND RD 322, WEST MILFORD, NJ, ..., West Milford, NJ 07480
$269,000

2 beds

|

2 baths

|

Condo

5322 RICHMOND RD 322, WEST MILFORD, NJ, ...
Community: Bald Eagle Commons
Vineyards at Brookfield 129 HALLEY DR, BROOKHAVEN, NY, 11934, Brookhaven, NY 11934
$795,000

2 beds

|

3 baths

|

2,900 sq ft

|

Condo

129 HALLEY DR, BROOKHAVEN, NY, 11934
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Bald Eagle Commons 5322 RICHMOND RD 322, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480
$269,000

2 beds

|

2 baths

|

1,273 sq ft

5322 RICHMOND RD 322, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
The Village at Oxford Greens 527 PUTTING GREEN LN 527, OXFORD, CT, 06..., Oxford, CT 06478
$685,000

3 beds

|

3 baths

|

2,008 sq ft

|

Condo

527 PUTTING GREEN LN 527, OXFORD, CT, 06...
Bald Eagle Commons 5420 RICHMOND RD 420, WEST MILFORD, NJ, ..., West Milford, NJ 07480
$199,930

1 beds

|

1 baths

|

Condo

5420 RICHMOND RD 420, WEST MILFORD, NJ, ...
Community: Bald Eagle Commons
Bald Eagle Commons 5420 RICHMOND RD 420, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480
$199,930

1 beds

|

1 baths

5420 RICHMOND RD 420, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
Bald Eagle Commons 122 RICHMOND RD, WEST MILFORD TWP., NJ, ..., West Milford Twp., NJ 07480
$499,900

4 beds

|

3 baths

|

2,342 sq ft

122 RICHMOND RD, WEST MILFORD TWP., NJ, ...
Community: Bald Eagle Commons
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.
Regency at Prospect 10 ASH LN 10, PROSPECT, CT, 06712, Prospect, CT 06712
$539,000

2 beds

|

3 baths

|

1,928 sq ft

|

Condo

10 ASH LN 10, PROSPECT, CT, 06712
Community: Regency at Prospect
Regency at Fishkill 811 REGENCY DR 802, FISHKILL, NY, 12524, Fishkill, NY 12524
$161,450

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

811 REGENCY DR 802, FISHKILL, NY, 12524
Community: Regency at Fishkill
Newtown Woods 1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064..., Newtown, CT 06470
$500,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064...
Community: Newtown Woods
Four Seasons at Great Notch Spa and Club 5 SLATE CT A3, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424
$615,000

2 beds

|

2 baths

|

Condo

5 SLATE CT A3, WOODLAND PARK, NJ, 07424
Heritage Village 18 HERITAGE CRST D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$434,981

3 beds

|

2 baths

|

1,735 sq ft

|

Condo

18 HERITAGE CRST D, SOUTHBURY, CT, 06488
Community: Heritage Village
Fairview at Oxford Greens 1131 ST ANDREWS DR 50, OXFORD, CT, 06478, Oxford, CT 06478
$713,775

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1131 ST ANDREWS DR 50, OXFORD, CT, 06478
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
The Village at Oxford Greens 1131 ST ANDREWS DR 50, OXFORD, CT, 06478, Oxford, CT 06478
$713,775

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1131 ST ANDREWS DR 50, OXFORD, CT, 06478
Heritage Village 28 HERITAGE CRST E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$615,000

3 beds

|

2 baths

|

1,735 sq ft

|

Condo

28 HERITAGE CRST E, SOUTHBURY, CT, 06488
Community: Heritage Village
Encore Atlantic Shores 177 MELODY CT, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941
$765,000

2 beds

|

2 baths

|

2,150 sq ft

|

Condo

177 MELODY CT, BROOKHAVEN, NY, 11941
Paris Square 1302 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647
$750,000

3 beds

|

2 baths

|

Condo

1302 RIO VISTA LN, NORTHVALE, NJ, 07647
Community: Paris Square
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 1101 RICHMOND RD 101, WEST MILFORD, NJ, ..., West Milford, NJ 07480
$310,000

2 beds

|

2 baths

|

Condo

1101 RICHMOND RD 101, WEST MILFORD, NJ, ...
Community: Bald Eagle Commons
Bald Eagle Commons 1101 RICHMOND RD 101, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480
$310,000

2 beds

|

2 baths

1101 RICHMOND RD 101, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
The Waterways at Moriches 376 QUARRY POND CT, BROOKHAVEN, NY, 1195..., Brookhaven, NY 11955
$519,000

2 beds

|

2 baths

|

1,440 sq ft

|

Condo

376 QUARRY POND CT, BROOKHAVEN, NY, 1195...
The Pointe 5211 POINTE GATE DR, LIVINGSTON, NJ, 070..., Livingston, NJ 07039
$599,000

6 beds

|

3 baths

|

Condo

5211 POINTE GATE DR, LIVINGSTON, NJ, 070...
Community: The Pointe
Country Pointe Plainview 15103 ASPENWOOD DR, OYSTER BAY, NY, 1180..., Oyster Bay, NY 11803
$1,075,000

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

15103 ASPENWOOD DR, OYSTER BAY, NY, 1180...
Jefferson Village 51 JEFFERSON OVAL E, YORKTOWN, NY, 10598, Yorktown, NY 10598
$455,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

51 JEFFERSON OVAL E, YORKTOWN, NY, 10598
Community: Jefferson Village
The Vineyards at Mount Sinai 51 FARM ACRE CIR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$1,050,000

2 beds

|

3 baths

|

3,214 sq ft

|

Condo

51 FARM ACRE CIR, BROOKHAVEN, NY, 11766
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Heritage Village 29 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$305,000

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

29 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 513 OPA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$584,900

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

513 OPA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Hills 900 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$742,000

2 beds

|

3 baths

|

1,552 sq ft

|

Condo

900 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
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.
Apple Ridge 143 FISHER RD, MAHWAH, NJ, 07430, Mahwah, NJ 07430
$975,000

3 beds

|

4 baths

|

Townhouse

143 FISHER RD, MAHWAH, NJ, 07430
Community: Apple Ridge
Bald Eagle Commons 1208 RICHMOND 208, WEST MILFORD, NJ, 074..., West Milford, NJ 07480
$229,500

1 beds

|

1 baths

|

Condo

1208 RICHMOND 208, WEST MILFORD, NJ, 074...
Community: Bald Eagle Commons
Bald Eagle Commons 1208 RICHMOND RD 208, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480
$229,500

1 beds

|

1 baths

1208 RICHMOND RD 208, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
Harbor View Estates 206 ANCHOR CT, BABYLON, NY, 11726, Babylon, NY 11726
$599,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

206 ANCHOR CT, BABYLON, NY, 11726
Community: Harbor View Estates
Oronoque Village 778 QUINNIPIAC LN A, STRATFORD, CT, 0661..., Stratford, CT 06614
$480,000

1 beds

|

3 baths

|

1,175 sq ft

|

Condo

778 QUINNIPIAC LN A, STRATFORD, CT, 0661...
Community: Oronoque Village
Heritage Village 411 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$469,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

411 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Hills 33 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$565,000

2 beds

|

2 baths

|

1,320 sq ft

|

Condo

33 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Four Seasons at Great Notch Spa and Club 5 GRANITE RD A2, WOODLAND PARK, NJ, 0742..., Woodland Park, NJ 07424
$589,000

2 beds

|

2 baths

|

Condo

5 GRANITE RD A2, WOODLAND PARK, NJ, 0742...
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
HarborView 100 HARBORVIEW DR 555, NORTH HEMPSTEAD, ..., North Hempstead, NY 11050
$1,219,000

3 beds

|

3 baths

|

1,848 sq ft

|

Condo

100 HARBORVIEW DR 555, NORTH HEMPSTEAD, ...
Community: HarborView
Heritage Hills 101 HERITAGE HILLS DR A, SOMERS, NY, 105..., Somers, NY 10589
$649,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

101 HERITAGE HILLS DR A, SOMERS, NY, 105...
Community: Heritage Hills
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


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.

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

Call us: (959) 214-2391
355 homes
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 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: Jul 10, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top