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New Fairfield, CT 55+ active adult communities & homes for sale - Page 4

157 communities near New Fairfield

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Villas at Seminary Hill
$400Ks
Villas at Seminary Hill, Carmel, NY
New Construction | 55+ age-restricted | Built 2018 - present | 50 homes
Eagle Ridge at East Hanov...
$300Ks
Eagle Ridge at East Hanov..., East Hanover, NJ
Resale Only | 55+ age-restricted | Built 1992 - 1993 | 50 homes
The Residences at Butterf...
$500Ks - $600Ks
The Residences at Butterf..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2018 - 2023 | 49 homes
Bramble Ridge
$400Ks - $500Ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Four Seasons at Troy Hill...
$500Ks
Four Seasons at Troy Hill..., Parsippany, NJ
Resale Only | 55+ age-restricted | Built 2007 - 2007 | 46 homes
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The Pointe at Garwood
$600Ks - $700Ks
The Pointe at Garwood, Garwood, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 44 homes
Chimney Hill
$500Ks - $700Ks
Chimney Hill, Farmington, CT
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 homes
Village Vistas
$800Ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes
Wolfe Landing
$500Ks - $600Ks
Wolfe Landing, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 43 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.
Harbor View Estates
$400Ks - $600Ks
Harbor View Estates, Copiague, NY
New Construction | 55+ age-restricted | Built 2017 - 2018 | 40 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.
Forest Mews
$300Ks - $400Ks
Forest Mews, Avon, CT
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 homes
Clockmaker's Hill
$100Ks
Clockmaker's Hill, Winsted, CT
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes
Hidden Harbor Estates
$500Ks - $600Ks
Hidden Harbor Estates, Copiague, NY
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes
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Billingsgate
$400Ks - $600Ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
Stratford Park
$900Ks
Stratford Park, Melville, NY
Resale Only | 55+ age-restricted | Built 2011 - 2013 | 36 homes
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Boulder Brook
$200Ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
The Savannah
$800Ks - $900Ks
The Savannah, Westfield, NJ
Resale Only | 55+ age-restricted | Built 2009 - 2009 | 35 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.
Eden Park
$500Ks - $600Ks
Eden Park, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2011 - 2011 | 34 homes
Northgate at Florham Park
$900Ks - $1Ms
Northgate at Florham Park, Florham Park, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2009 | 33 homes
Knickerbocker Bay Club
$700Ks - $3Ms
Knickerbocker Bay Club, Port Washington, NY
New and Resale | 55+ age-restricted | Built 2014 - present | 32 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.
Jessup's Landing
$1Ms
Jessup's Landing, Quogue, NY
New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 homes
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Oak Meadow Estates
$400Ks
Oak Meadow Estates, Torrington, CT
New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes
Autumn Estates
$500Ks - $600Ks
Autumn Estates, Farmington, CT
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes
The Coach Homes at Ridgef...
$200Ks - $500Ks
The Coach Homes at Ridgef..., Ridgefield, CT
New Construction | 55+ age-restricted | Built 2019 - present | 30 homes
5 rating (2 reviews) Blackburne Farm Townhomes
$500Ks
Blackburne Farm Townhomes, Campbell Hall, NY
New Construction | 55+ age-restricted | Built 2019 - present | 29 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.
Sterling Mist
$600Ks - $700Ks
Sterling Mist, Parsippany, NJ
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 28 homes
Briar Hill
$600Ks - $700Ks
Briar Hill, Montville Township, NJ
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 28 homes
Brooklake Park
$400Ks
Brooklake Park, Florham Park, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2008 | 25 homes
Bartlett Hollow
$200Ks - $400Ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
RiverBend Estates
$400Ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes
Want to learn more about 55+ communities in New Fairfield? 55places can help!
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.
Granite Woods
$600Ks - $700Ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
The Pines at Bohemia
$400Ks - $500Ks
The Pines at Bohemia, Bohemia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 20 homes
Summer Wind Estates
$300Ks - $400Ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 homes
Park Glen
$600Ks
Park Glen, New Milford, CT
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 17 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.
Whitfield
$600Ks - $700Ks
Whitfield, Metuchen, NJ
Resale Only | 55+ age-restricted | 17 homes
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Questions? Call us: (959) 214-2391
1 rating (2 reviews) Knoll Edge
$600Ks - $700Ks
Knoll Edge, Boonton, NJ
New Construction | 55+ age-restricted | Built 2024 - present | 16 homes
Newington Ridge Preserve
$300Ks - $400Ks
Newington Ridge Preserve, Newington, CT
New Construction | 55+ age-restricted | Built 2014 - present | 16 homes
Heritage Hills 811 HERITAGE HLS, SOMERS, NY, 10589, Somers, NY 10589
$930,000

2 beds

|

2 baths

|

1,663 sq ft

|

Condo

811 HERITAGE HLS, SOMERS, NY, 10589
Community: Heritage Hills
Glassbury Court at Hunterbrook 2279 DALTON DR, CORTLANDT MANOR, NY, 105..., Cortlandt Manor, NY 10567
$925,000

2 beds

|

4 baths

|

3,500 sq ft

|

Condo

2279 DALTON DR, CORTLANDT MANOR, NY, 105...
Leisure Glen 408 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961
$569,500

2 beds

|

2 baths

|

1,434 sq ft

|

Condo

408 LEISURE DR, RIDGE, NY, 11961
Community: Leisure Glen
Heritage Hills 59 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$699,000

3 beds

|

2 baths

|

1,689 sq ft

|

Condo

59 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Wanaque Reserve 9116 WARRENS WAY # 116, WANAQUE, NJ, 074..., Wanaque, NJ 07465
$449,000

2 beds

|

2 baths

9116 WARRENS WAY # 116, WANAQUE, NJ, 074...
Community: Wanaque Reserve
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
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Questions? Call us: (959) 214-2391
Wanaque Reserve 10203 WARRENS WAY # 203, WANAQUE, NJ, 07..., Wanaque, NJ 07465
$439,900

2 beds

|

2 baths

|

1,768 sq ft

10203 WARRENS WAY # 203, WANAQUE, NJ, 07...
Community: Wanaque Reserve
Overlook 1037 COTTAGE DR 18, CARMEL, NY, 10512, Carmel, NY 10512
$879,000

2 beds

|

3 baths

|

2,496 sq ft

|

Condo

1037 COTTAGE DR 18, CARMEL, NY, 10512
Community: Overlook
Overlook 4073 FAIRWAYS DR # 137, CARMEL, NY, 1051..., Carmel, NY 10512
$665,000

3 beds

|

3 baths

|

1,914 sq ft

|

Condo

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051...
Community: Overlook
Fairfield at St. James 304 GOTHAM WAY, SAINT JAMES, NY, 11780, Saint James, NY 11780
$449,803

1 beds

|

2 baths

|

Condo

304 GOTHAM WAY, SAINT JAMES, NY, 11780
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 Waterways at Moriches 477 WOODSCREEK CT, MORICHES, NY, 11955, Moriches, NY 11955
$565,000

3 beds

|

2 baths

|

1,839 sq ft

|

Condo

477 WOODSCREEK CT, MORICHES, NY, 11955
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.
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

|

House

166 IRA RD, MOUNT SINAI, NY, 11766
Encore Atlantic Shores 113 OVERTURE PL, EASTPORT, NY, 11941, Eastport, NY 11941
$885,000

2 beds

|

3 baths

|

3,037 sq ft

|

Condo

113 OVERTURE PL, EASTPORT, NY, 11941
Leisure Village 310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119..., Ridge, NY 11961
$342,000

2 beds

|

1 baths

|

1,278 sq ft

|

Condo

310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119...
Community: Leisure Village
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
$434,999

2 beds

|

1 baths

|

787 sq ft

|

Condo

190 CANTERBURY DR, RIDGE, NY, 11961
Community: Leisure Knoll
Heritage Hills 55 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$675,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

55 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Want to learn more about 55+ rental communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Greenwood Village 91 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$155,000

2 beds

|

2 baths

|

938 sq ft

|

Condo

91 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Village 380 WOODBRIDGE DR D, RIDGE, NY, 11961, Ridge, NY 11961
$439,000

2 beds

|

2 baths

|

1,147 sq ft

|

Condo

380 WOODBRIDGE DR D, RIDGE, NY, 11961
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.
Glenwood Village 1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ..., Riverhead, NY 11901
$219,000

2 beds

|

2 baths

|

1,144 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ...
Community: Glenwood Village
Dutchgate 1207 WILLOW LN, VALLEY STREAM, NY, 11580, Valley Stream, NY 11580
$510,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

1207 WILLOW LN, VALLEY STREAM, NY, 11580
Community: Dutchgate
Regency at Fishkill 145 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$569,800

2 beds

|

2 baths

|

1,803 sq ft

|

Condo

145 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
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.
Jefferson Village 159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598
$560,000

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
Want to learn more about 55+ communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
Heritage Hills 798 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589
$609,000

2 beds

|

2 baths

|

1,296 sq ft

|

Condo

798 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
Leisure Village 289 CARDIFF CT B, RIDGE, NY, 11961, Ridge, NY 11961
$420,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

289 CARDIFF CT B, RIDGE, NY, 11961
Community: Leisure Village
Strathmore Gate East 53 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727
$420,000

2 beds

|

1 baths

|

1,036 sq ft

|

Condo

53 FREEDOM LN, CORAM, NY, 11727
Village Estates 66 SARAH CT, AMITYVILLE, NY, 11701, Amityville, NY 11701
$499,000

2 beds

|

2 baths

|

1,243 sq ft

|

Condo

66 SARAH CT, AMITYVILLE, NY, 11701
Community: Village Estates
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.
The Villages at Mount Sinai Park 4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$799,999

3 beds

|

3 baths

|

2,850 sq ft

|

Condo

4 OAKHURST CT, MOUNT SINAI, NY, 11766
Heritage Hills 443 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$625,000

2 beds

|

2 baths

|

1,559 sq ft

|

Condo

443 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
New The Vineyards at Miller Place 45 HALLEY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764
$650,000

2 beds

|

3 baths

|

1,853 sq ft

|

Condo

45 HALLEY LN, MILLER PLACE, NY, 11764
Glenwood Village 1661 OLD COUNTRY RD UNIT 280, RIVERHEAD,..., Riverhead, NY 11901
$205,000

2 beds

|

2 baths

|

1,008 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 280, RIVERHEAD,...
Community: Glenwood Village
New Leisure Village 475 DARWEN DR B, RIDGE, NY, 11961, Ridge, NY 11961
$437,500

2 beds

|

2 baths

|

1,423 sq ft

|

Condo

475 DARWEN DR B, 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
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.
Saddle Lakes 98 SCENIC LAKE DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$749,990

3 beds

|

3 baths

|

1,837 sq ft

|

Condo

98 SCENIC LAKE DR, RIVERHEAD, NY, 11901
Community: Saddle Lakes
Blackburne Farm Townhomes 32 OTTAWAY LN, CAMPBELL HALL, NY, 10916, Campbell Hall, NY 10916
$700,000

2 beds

|

4 baths

|

3,600 sq ft

|

House

32 OTTAWAY LN, CAMPBELL HALL, NY, 10916
Breton Hills 704 BRETON WAY # 704, GLEN COVE, NY, 115..., Glen Cove, NY 11542
$629,000

2 beds

|

2 baths

|

1,440 sq ft

|

Condo

704 BRETON WAY # 704, GLEN COVE, NY, 115...
Community: Breton Hills
The Seasons at East Northport 142 AUGUST CIR, EAST NORTHPORT, NY, 1173..., East Northport, NY 11731
$780,302

2 beds

|

2 baths

|

1,536 sq ft

|

Condo

142 AUGUST CIR, EAST NORTHPORT, NY, 1173...
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 10 SAGAPONACK CT # 10, RIDGE, NY, 11961, Ridge, NY 11961
$649,000

2 beds

|

2 baths

|

1,867 sq ft

|

Condo

10 SAGAPONACK CT # 10, RIDGE, NY, 11961
Community: Leisure Glen
Want to learn more about 55+ rental communities in New Fairfield? 55places can help!
Questions? Call us: (959) 214-2391
The Seasons at East Meadow 434 AUTUMN DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554
$680,000

2 beds

|

3 baths

|

1,030 sq ft

|

Condo

434 AUTUMN DR, EAST MEADOW, NY, 11554
Jefferson Village 45 JEFFERSON OVAL D, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$375,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

45 JEFFERSON OVAL D, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
Leisure Village 42 TRENT CT D, RIDGE, NY, 11961, Ridge, NY 11961
$345,000

2 beds

|

1 baths

|

895 sq ft

|

Condo

42 TRENT CT D, 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
Glenwood Village 1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ..., Riverhead, NY 11901
$139,999

2 beds

|

1 baths

|

816 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ...
Community: Glenwood Village
Leisure Village 474 DARWEN DR B, RIDGE, NY, 11961, Ridge, NY 11961
$400,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

474 DARWEN DR B, RIDGE, NY, 11961
Community: Leisure Village

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