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

158 communities 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

3 rating (2 reviews)

Heritage Hills

$400ks - $1Ms

Heritage Hills, Somers, NY

Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes

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Questions? Call us: (959) 214-2391

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Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes

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 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.

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

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.

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes

Bald Eagle Commons

$100ks - $300ks

Bald Eagle Commons, West Milford, NJ

Resale Only | 55+ age-restricted | Built 1995 - 2005 | 463 homes

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes

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Questions? Call us: (959) 214-2391

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes

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

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Questions? Call us: (959) 214-2391

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes

5 rating (1 reviews)

Warwick Grove

$400ks - $600ks

Warwick Grove, Warwick, NY

New and Resale | 55+ age-restricted | Built 2004 - present | 215 homes

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

New and Resale | Age-targeted | Built 2006 - present | 1,050 homes

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Questions? Call us: (959) 214-2391

The Seasons at East Meado...

$400ks - $600ks

The Seasons at East Meado..., East Meadow, NY

Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 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)

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

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Questions? Call us: (959) 214-2391

Country Pointe Preserve

$600ks - $900ks

Country Pointe PreserveYaphank, NY

New Construction | 55+ age-restricted | Built 2024 - present | 152 homes

Strathmore Gate East

$300ks

Strathmore Gate East, Coram, NY

Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes

Baldwin Station

$400ks

Baldwin Station, Milford, CT

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes

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Questions? Call us: (959) 214-2391

Kensington Estates

$1Ms

Kensington Estates, Woodbury, NY

New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes

5 rating (2 reviews)

Blackburne Farm Townhomes

$400ks

Blackburne Farm Townhomes, Campbell Hall, NY

New Construction | 55+ age-restricted | Built 2019 - present | 29 homes

The Retreat at Carmel

$300ks - $800ks

The Retreat at Carmel, Carmel, NY

Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes

The Coves at Melville

$500ks

The Coves at Melville, Melville, NY

Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes

Want to learn more about 55+ rental communities in New Fairfield? 55places can help!

Questions? Call us: (959) 214-2391

Four Seasons at Wayne

$300ks - $400ks

Four Seasons at Wayne, Wayne, NJ

Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes

HarborView

$600ks - $800ks

HarborView, Port Washington, NY

Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes

Country Village Estates

$300ks

Country Village Estates, Coram, NY

Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes

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Questions? Call us: (959) 214-2391

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes

The Villas at Narraganset...

$400ks

The Villas at Narraganset..., Lindenhurst, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes

1 2 3...4

New Heritage Hills

415 HERITAGE HILLS DR D, SOMERS, NY, 105..., Somers, NY 10589

$875,000

2 beds

2 baths

1,663 sq ft

Condo

415 HERITAGE HILLS DR D, SOMERS, NY, 105...

16 HUNTINGTON CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

New The Pointe

5205 POINTE GATE DR, LIVINGSTON TWP., NJ..., Livingston Twp., NJ 07039

$650,000

2 beds

3 baths

5205 POINTE GATE DR, LIVINGSTON TWP., NJ...

Community: The Pointe

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

New Heritage Village

25 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$439,900

2 beds

2 baths

1,447 sq ft

Condo

25 HERITAGE CRST C, SOUTHBURY, CT, 06488

Community: Heritage Village

New Sunken Pond Estates

3006 AMEN COR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$499,000

2 beds

2 baths

1,587 sq ft

Condo

3006 AMEN COR, RIVERHEAD, NY, 11901

Community: Sunken Pond Estates

New Leisure Glen

587 LEISURE DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$575,000

2 beds

2 baths

1,454 sq ft

Condo

587 LEISURE DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

New South Pond Village

177 THISTLE POND DR 177, BLOOMFIELD, CT,..., Bloomfield, CT 06002

$465,000

3 beds

3 baths

2,243 sq ft

928 ALTESSA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

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Questions? Call us: (959) 214-2391

New Oronoque Village

72 DAKOTA LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$539,500

1 beds

3 baths

1,118 sq ft

Condo

72 DAKOTA LN B, STRATFORD, CT, 06614

Community: Oronoque Village

New Oronoque Village

71 DAKOTA LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$425,000

1 beds

2 baths

1,375 sq ft

Condo

71 DAKOTA LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Want to learn more about 55+ rental communities in New Fairfield? 55places can help!

Questions? Call us: (959) 214-2391

New Heritage Village

977 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$520,000

18L HASTINGS CT, YORKTOWN, NY, 10598, Yorktown, NY 10598

$395,000

2 beds

1 baths

1,000 sq ft

Condo

18L HASTINGS CT, YORKTOWN, NY, 10598

Community: Jefferson Village

New Baldwin Station

55 SPICE BUSH LN 55, MILFORD, CT, 06461, Milford, CT 06461

$725,000

2 beds

3 baths

2,820 sq ft

Condo

55 SPICE BUSH LN 55, MILFORD, CT, 06461

Community: Baldwin Station

New Four Seasons at Great Notch Spa and Club

8 QUARTZ WAY, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424

$800,000

2 beds

2 baths

Townhouse

8 QUARTZ WAY, WOODLAND PARK, NJ, 07424

Community: Four Seasons at Great Notch Spa and Club

New Hopmeadow Place

1 W ST 219, SIMSBURY, CT, 06070, Simsbury, CT 06070

$449,900

2 beds

3 baths

2,034 sq ft

Condo

1 W ST 219, SIMSBURY, CT, 06070

5201 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

Want to learn more about 55+ communities in New Fairfield? 55places can help!

Questions? Call us: (959) 214-2391

New Wanaque Reserve

5201 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465

2 beds

2 baths

1,868 sq ft

House

19 SUNFLOWER ST, MIDDLETOWN, NY, 10940

Condo

207 WOODBRIDGE DR B, BROOKHAVEN, NY, 119...

Community: Leisure Village

Want to learn more about 55+ communities in New Fairfield? 55places can help!

Questions? Call us: (959) 214-2391

Heritage Village

44 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$295,000

2 beds

2 baths

1,076 sq ft

Condo

44 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Leisure Village

395 WOODBRIDGE DR C, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$289,000

2 beds

1 baths

874 sq ft

Condo

395 WOODBRIDGE DR C, BROOKHAVEN, NY, 119...

Community: Leisure Village

Frequently Asked Questions

What size 55+ communities are there in New Fairfield?

In New Fairfield, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in New Fairfield?

The smallest 55+ community in New Fairfield has 33 homes, the largest has 33 homes, and the average community consists of 33 homes.

Are there gated 55+ communities in New Fairfield?

No, there are no gated 55+ communities in New Fairfield.

How long do listings in 55+ communities in New Fairfield typically stay on the market, and what is the average price of homes for sale?

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.

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

Call us: (959) 214-2391

158 communities

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

158 communities near New Fairfield

315 homes near New Fairfield

2 beds

2 baths

1,663 sq ft

Condo

2 beds

3 baths

1,775 sq ft

Condo

2 beds

2 baths

1,112 sq ft

Condo

2 beds

2 baths

1,312 sq ft

Condo

2 beds

3 baths

2 beds

2 baths

1,447 sq ft

Condo

2 beds

2 baths

1,587 sq ft

Condo

2 beds

2 baths

1,454 sq ft

Condo

3 beds

3 baths

2,243 sq ft

2 beds

2 baths

2,008 sq ft

Condo

2 beds

2 baths

1,064 sq ft

Condo

1 beds

1 baths

928 sq ft

Condo

2 beds

2 baths

1,262 sq ft

Condo

1 beds

3 baths

1,118 sq ft

Condo

1 beds

2 baths

1,375 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds

2 baths

1,129 sq ft

Condo

3 beds

3 baths

Townhouse

2 beds

2 baths

1,539 sq ft

Condo

1 beds

2 baths

1,426 sq ft

Condo

2 beds