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 - $900ks

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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

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3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

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 (1 reviews)

Warwick Grove

$400ks - $600ks

Warwick Grove, Warwick, NY

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

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Questions? Call us: (959) 214-2391

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

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

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

Bald Eagle Commons

$100ks - $300ks

Bald Eagle Commons, West Milford, NJ

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

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 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 Greens at Half Hollow

$600ks - $1Ms

The Greens at Half Hollow, Melville, NY

Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

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

HarborView

$600ks - $800ks

HarborView, Port Washington, NY

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

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

New Construction | 55+ age-restricted | Built 2023 - present | 70 homes

Country Pointe Preserve

$600ks - $900ks

Country Pointe PreserveYaphank, NY

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

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

The Retreat at Carmel

$300ks - $800ks

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

The Summit at Bethel

$500ks - $700ks

The Summit at Bethel, Bethel, CT

Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes

The Coves at Melville

$500ks

The Coves at Melville, Melville, NY

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

South Pond Village

$300ks - $400ks

South Pond Village, Bloomfield, CT

Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 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+ rental communities in New Fairfield? 55places can help!

Questions? Call us: (959) 214-2391

Country Village Estates

$300ks

Country Village Estates, Coram, NY

Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 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 Villas at Narraganset...

$400ks

The Villas at Narraganset..., Lindenhurst, NY

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

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

Questions? Call us: (959) 214-2391

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

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

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

1 2 3...4

New Meadowbrooke Pointe East Meadow

137 EMANUEL WAY, HEMPSTEAD, NY, 11554, Hempstead, NY 11554

$839,000

2 beds

3 baths

1,390 sq ft

Condo

137 EMANUEL WAY, HEMPSTEAD, NY, 11554

Community: Meadowbrooke Pointe East Meadow

New Foxwood Village

1407 MIDDLE RD 91, RIVERHEAD, NY, 11933, Riverhead, NY 11933

$364,000

2 beds

2 baths

1,532 sq ft

House

1407 MIDDLE RD 91, RIVERHEAD, NY, 11933

47 HURON LN A, STRATFORD, CT, 06614

Community: Oronoque Village

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 Leisure Village

279 BERWICK CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$299,999

2 beds

1 baths

875 sq ft

Condo

279 BERWICK CT B, BROOKHAVEN, NY, 11961

Community: Leisure Village

New Country Village Estates

45 THEODORE DR, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$475,000

2 beds

2 baths

1,305 sq ft

Condo

45 THEODORE DR, BROOKHAVEN, NY, 11727

Community: Country Village Estates

New The Villages at Mount Sinai Park

3 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$675,000

2 beds

3 baths

1,736 sq ft

House

3 LOUDEN LOOP, BROOKHAVEN, NY, 11766

Community: The Villages at Mount Sinai Park

New Regency at Prospect

104 CHERRY CIR 104, PROSPECT, CT, 06712, Prospect, CT 06712

$328,417

3 beds

2 baths

1,500 sq ft

Condo

104 CHERRY CIR 104, PROSPECT, CT, 06712

Community: Regency at Prospect

New Rivington

131 WINDING RIDGE WAY 131, DANBURY, CT, ..., Danbury, CT 06810

$770,000

3 beds

3 baths

1,592 sq ft

Condo

131 WINDING RIDGE WAY 131, DANBURY, CT, ...

Community: Rivington

New Regency at Woodbridge

27 HERITAGE LN, WOODBRIDGE, CT, 06525, Woodbridge, CT 06525

$599,900

3 beds

3 baths

Condo

27 HERITAGE LN, WOODBRIDGE, CT, 06525

Community: Regency at Woodbridge

New Castle Heights of Cheshire

151 VICTORIA DR, CHESHIRE, CT, 06410, Cheshire, CT 06410

$769,900

2 beds

4 baths

2,843 sq ft

Condo

151 VICTORIA DR, CHESHIRE, CT, 06410

Community: Castle Heights of Cheshire

New Country Village Estates

163 THEODORE DR, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$454,500

2 beds

2 baths

1,261 sq ft

Condo

163 THEODORE DR, BROOKHAVEN, NY, 11727

Community: Country Village Estates

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

Questions? Call us: (959) 214-2391

New Apple Ridge

37 NIAGARA DR 37, MAHWAH, NJ, 07430, Mahwah, NJ 07430

$760,000

2 beds

3 baths

Townhouse

37 NIAGARA DR 37, MAHWAH, NJ, 07430

Community: Apple Ridge

New The Waterways at Moriches

188 RIVER DR, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$775,000

2 beds

2 baths

2,100 sq ft

Condo

188 RIVER DR, BROOKHAVEN, NY, 11955

1209 HOLLY LN 141, CEDAR GROVE, NJ, 0700...

Community: Four Seasons at Cedar Grove

New Four Seasons at Cedar Grove

1209 HOLLY LN, CEDAR GROVE TWP., NJ, 070..., Cedar Grove Twp., NJ 07009

$750,000

2 beds

2 baths

1209 HOLLY LN, CEDAR GROVE TWP., NJ, 070...

Community: Four Seasons at Cedar Grove

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

Questions? Call us: (959) 214-2391

New The Summit at Bethel

20 GREAT HILL DR 20, BETHEL, CT, 06801, Bethel, CT 06801

$649,000

3 beds

3 baths

2,159 sq ft

Condo

20 GREAT HILL DR 20, BETHEL, CT, 06801

Community: The Summit at Bethel

New Heritage Hills

39 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589

$440,000

2 beds

2 baths

1,427 sq ft

Condo

39 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Jefferson Village

59 KIRBY CLOSE D, YORKTOWN, NY, 10598, Yorktown, NY 10598

$399,000

2 beds

2 baths

910 sq ft

Condo

59 KIRBY CLOSE D, YORKTOWN, NY, 10598

Community: Jefferson Village

Jefferson Village

51 JEFFERSON OVAL D, YORKTOWN, NY, 10598, Yorktown, NY 10598

$364,999

2 beds

2 baths

919 sq ft

Condo

51 JEFFERSON OVAL D, YORKTOWN, NY, 10598

Condo

16 HUNTINGTON CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

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Questions? Call us: (959) 214-2391

The Pointe

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

3 baths

2,243 sq ft

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

Community: South Pond Village

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

Questions? Call us: (959) 214-2391

The Village at Oxford Greens

523 PUTTING GREEN LN 523, OXFORD, CT, 06..., Oxford, CT 06478

$625,000

2 beds

2 baths

2,008 sq ft

Condo

523 PUTTING GREEN LN 523, OXFORD, CT, 06...

Community: The Village at Oxford Greens

Greenwood Village

2 DOGWOOD LN, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$192,500

2 beds

2 baths

1,064 sq ft

Condo

2 DOGWOOD LN, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Heritage Village

1016 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488

$225,000

1 beds

1 baths

928 sq ft

Condo

1016 HERITAGE VLG B, SOUTHBURY, CT, 0648...

Community: Heritage Village

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

Questions? Call us: (959) 214-2391

The Greens at Half Hollow

928 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$615,000

2 beds

2 baths

1,262 sq ft

Condo

928 ALTESSA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

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

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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158 communities

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

158 communities near New Fairfield

312 homes near New Fairfield

2 beds

3 baths

1,390 sq ft

Condo

2 beds

2 baths

1,532 sq ft

House

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,803 sq ft

Condo

2 beds

2 baths

1,360 sq ft

Condo

2 beds

1 baths

875 sq ft

Condo

2 beds

2 baths

1,305 sq ft

Condo

2 beds

3 baths

1,736 sq ft

House

3 beds

2 baths

1,500 sq ft

Condo

3 beds

3 baths

1,592 sq ft

Condo

3 beds

3 baths

Condo

2 beds

4 baths

2,843 sq ft

Condo

2 beds

2 baths

1,261 sq ft

Condo

2 beds

3 baths

Townhouse

2 beds

2 baths

2,100 sq ft

Condo

2 beds

2 baths

1,226 sq ft

Condo

2 beds

1 baths

720 sq ft

Manufactured Home

2 beds

2 baths

1,076 sq ft

Condo

2 beds

2 baths

1,076 sq ft

Condo

2 beds

2 baths

Condo