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

159 communities near New Fairfield

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The Bridges at Oxford Gre...

$600ks

The Bridges at Oxford Gre..., Oxford, CT

New Construction | 55+ age-restricted | Built 2025 - present | 99 homes

The Seasons at East North...

$700ks

The Seasons at East North..., East Northport, NY

New Construction | 55+ age-restricted | Built 2023 - present | 190 homes

Northgate at Florham Park

$900ks - $1Ms

Northgate at Florham Park, Florham Park, NJ

Resale Only | 55+ age-restricted | Built 2008 - 2009 | 33 homes

Rivington Landing

$500ks

Rivington Landing, Danbury, CT

New Construction | Age-targeted | Built 2025 - 2026 | 25 homes

5 rating (2 reviews)

Benson Woods

$400ks - $600ks

Benson Woods, Middlebury, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes

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

Questions? Call us: (959) 214-2391

Clockmaker's Hill

$100ks

Clockmaker's Hill, Winsted, CT

Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes

The Village at Buckingham

$300ks - $400ks

The Village at Buckingham, Avon, CT

Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

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

Sonoma Woods

$300ks

Sonoma Woods, Middletown, CT

Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes

Fieldstone Village

$500ks - $800ks

Fieldstone Village, Orange, CT

Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 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.

Pond Spring Village

$300ks

Pond Spring Village, Beacon Falls, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes

Beckley Farms

$300ks - $400ks

Beckley Farms, Berlin, CT

New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes

Castle Heights of Cheshir...

$500ks - $600ks

Castle Heights of Cheshir..., Cheshire, CT

Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes

4.9 rating (14 reviews)

Chatfield Farms

$400ks - $700ks

Chatfield Farms, Beacon Falls, CT

New Construction | 55+ age-restricted | Built 2014 - present | 231 homes

Chimney Hill

$500ks - $700ks

Chimney Hill, Farmington, CT

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 homes

RiverWalk

$500ks - $600ks

RiverWalk, Branford, CT

New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes

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

Questions? Call us: (959) 214-2391

Newington Ridge Preserve

$300ks - $400ks

Newington Ridge Preserve, Newington, CT

New Construction | 55+ age-restricted | Built 2014 - present | 16 homes

5 rating (3 reviews)

Founders Ridge

$300ks - $400ks

Founders Ridge, Middletown, CT

New Construction | 55+ age-restricted | Built 2017 - present | 75 homes

77 Sunset Lane

$400ks - $700ks

77 Sunset Lane, Ridgefield, CT

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes

Bartlett Hollow

$200ks - $400ks

Bartlett Hollow, Middletown, CT

New Construction | 55+ age-restricted | Built 2015 - present | 25 homes

Autumn Estates

$500ks - $600ks

Autumn Estates, Farmington, CT

Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes

The Atrium of Portland

<$100k

The Atrium of Portland, Portland, CT

Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes

Boulder Brook

$200ks

Boulder Brook, Prospect, CT

Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes

Gloria Commons

$200ks - $300ks

Gloria Commons, Milford, CT

Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes

Long Hill Village

$300ks - $400ks

Long Hill Village, Trumbull, CT

Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes

Oak Meadow Estates

$200ks - $300ks

Oak Meadow Estates, Torrington, CT

New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes

Park Glen

$300ks - $500ks

Park Glen, New Milford, CT

Resale Only | 55+ age-restricted | Built 2006 - 2015 | 17 homes

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

Questions? Call us: (959) 214-2391

RiverBend Estates

$400ks

RiverBend Estates, Oxford, CT

New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes

Summer Wind Estates

$300ks - $400ks

Summer Wind Estates, North Haven, CT

New Construction | 55+ age-restricted | Built 2015 - present | 18 homes

The Woods at Dunham Pond

$200ks - $400ks

The Woods at Dunham Pond, New Fairfield, CT

Resale Only | 55+ age-restricted | Built 2004 - 2015 | 33 homes

Forest Mews

$300ks - $400ks

Forest Mews, Avon, CT

Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 homes

The Village at Hunt Glen

$300ks

The Village at Hunt Glen, Granby, CT

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes

O'Meara Farm

$400ks

O'Meara Farm, Farmington, CT

Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 homes

The Coach Homes at Ridgef...

$300ks - $400ks

The Coach Homes at Ridgef..., Ridgefield, CT

New Construction | 55+ age-restricted | Built 2019 - present | 30 homes

Evergreen

$400ks - $500ks

Evergreen, Cromwell, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes

Whitney Glen

$500ks - $600ks

Whitney Glen, Westport, CT

Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes

Bramble Ridge

$300ks

Bramble Ridge, Suffield, CT

Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes

Four Seasons at Ridgemont

$800ks - $1Ms

Four Seasons at Ridgemont, Montvale, NJ

Resale Only | 55+ age-restricted | Built 2011 - 2014 | 108 homes

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

Questions? Call us: (959) 214-2391

5 rating (1 reviews)

Four Seasons at North Cal...

$700ks - $800ks

Four Seasons at North Cal..., North Caldwell, NJ

Resale Only | 55+ age-restricted | Built 2011 - 2015 | 108 homes

17101 ASPENWOOD DR, OYSTER BAY, NY, 1180...

Community: Country Pointe Plainview

New Liberty at Newtown

76 SUZIE DR 76, NEWTOWN, CT, 06470, Newtown, CT 06470

$648,000

2 beds

3 baths

2,341 sq ft

Condo

76 SUZIE DR 76, NEWTOWN, CT, 06470

Community: Liberty at Newtown

New Wanaque Reserve

4301 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$410,000

2 beds

2 baths

4301 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 Heritage Village

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

$259,000

2 beds

2 baths

1,432 sq ft

Condo

804 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

New Strathmore Gate East

4 FLAIR WAY, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$495,000

2 beds

2 baths

1,112 sq ft

House

4 FLAIR WAY, BROOKHAVEN, NY, 11727

Community: Strathmore Gate East

New The Greens at Half Hollow

1130 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$710,000

2 beds

2 baths

1,140 sq ft

Condo

1130 SAVOY DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Oronoque Village

89 S TRL A, STRATFORD, CT, 06614, Stratford, CT 06614

$649,000

1 beds

3 baths

1,438 sq ft

Condo

89 S TRL A, STRATFORD, CT, 06614

Community: Oronoque Village

New Oak Meadow Estates

197 OAK MEADOW LN 197, TORRINGTON, CT, 0..., Torrington, CT 06790

$399,000

2 beds

2 baths

1,419 sq ft

Condo

197 OAK MEADOW LN 197, TORRINGTON, CT, 0...

Community: Oak Meadow Estates

New Strathmore Gate East

9 FREEDOM LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$289,000

1 beds

1 baths

728 sq ft

Condo

9 FREEDOM LN, BROOKHAVEN, NY, 11727

Community: Strathmore Gate East

New Jefferson Village

27 WALDEN CT J, YORKTOWN, NY, 10598, Yorktown, NY 10598

$375,000

1 beds

1 baths

800 sq ft

Condo

27 WALDEN CT J, YORKTOWN, NY, 10598

Community: Jefferson Village

New Leisure Knoll

338 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$419,990

2 beds

1 baths

960 sq ft

Condo

338 EDINBURGH DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

New Greenwood Village

5127 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$227,000

2 beds

2 baths

1,291 sq ft

Condo

5127 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

New Billingsgate

14 BILLINGSGATE DR 14, SIMSBURY, CT, 060..., Simsbury, CT 06070

$750,000

2 beds

3 baths

2,729 sq ft

Condo

14 BILLINGSGATE DR 14, SIMSBURY, CT, 060...

Community: Billingsgate

New Encore Atlantic Shores

11 OVATION PL, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941

$925,000

2 beds

3 baths

2,900 sq ft

Condo

11 OVATION PL, BROOKHAVEN, NY, 11941

Community: Encore Atlantic Shores

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

Questions? Call us: (959) 214-2391

New Leisure Village

312 WOODBRIDGE DR B, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$239,000

1 beds

1 baths

684 sq ft

Condo

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

Community: Leisure Village

New Heritage Village

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

$209,000

1 beds

1 baths

928 sq ft

Condo

184 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New The Powder Forest Homes

6 PROSPECT RDG 6, SIMSBURY, CT, 06070, Simsbury, CT 06070

$715,000

3 beds

3 baths

2,183 sq ft

6 PROSPECT RDG 6, SIMSBURY, CT, 06070

Community: The Powder Forest Homes

New Bear's Cove

75 WINDSOR LN, RAMSEY, NJ, 07446, Ramsey, NJ 07446

2 beds

3 baths

1,350 sq ft

Condo

102 WINGED FOOT WAY, RIVERHEAD, NY, 1190...

Community: Sunken Pond Estates

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

Questions? Call us: (959) 214-2391

New Heritage Hills

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

$780,000

3 beds

2 baths

1,780 sq ft

Condo

103 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

New Country Pointe Plainview

33204 SPRUCE POND CIR, OYSTER BAY, NY, 1..., Oyster Bay, NY 11803

$1,735,000

2 beds

2 baths

1,976 sq ft

Condo

33204 SPRUCE POND CIR, OYSTER BAY, NY, 1...

Community: Country Pointe Plainview

Woodcrest at Jacobs Hill

2306 JACOBS HILL RD 306, CORTLANDT, NY, ..., Cortlandt, NY 10567

$425,000

2 beds

2 baths

1,145 sq ft

Condo

2306 JACOBS HILL RD 306, CORTLANDT, NY, ...

Community: Woodcrest at Jacobs Hill

Warwick Grove

50 CROPSEY ST, WARWICK (TOWN), NY, 10990, Warwick (town), NY 10990

$750,000

3 beds

3 baths

2,482 sq ft

Condo

50 CROPSEY ST, WARWICK (TOWN), NY, 10990

Community: Warwick Grove

Leisure Village

158 FALMOUTH CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$228,888

2 beds

1 baths

836 sq ft

Condo

158 FALMOUTH CT A, BROOKHAVEN, NY, 11961

Community: Leisure Village

The Village at Oxford Greens

443 TEE SHOT DR 443, OXFORD, CT, 06478, Oxford, CT 06478

$689,900

3 beds

3 baths

2,759 sq ft

Condo

443 TEE SHOT DR 443, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Heritage Hills

29 HERITAGE HLS 29D, SOMERS, NY, 10589, Somers, NY 10589

$495,000

2 beds

3 baths

1,340 sq ft

Condo

29 HERITAGE HLS 29D, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Hills

$825,000

3 beds

2 baths

1,905 sq ft

Condo

606 HERITAGE HILLS DR C, SOMERS, NY, 105...

Community: Heritage Hills

Hopmeadow Place

1 W ST 310, SIMSBURY, CT, 06070, Simsbury, CT 06070

$385,000

2 beds

2 baths

1,430 sq ft

Condo

1 W ST 310, SIMSBURY, CT, 06070

Community: Hopmeadow Place

Leisure Knoll

152B LAURANCE LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$374,000

1 beds

1 baths

530 sq ft

Condo

152B LAURANCE LN, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

The Bel Aire at East Meadow

50 MERRICK AVE 415, HEMPSTEAD, NY, 11554, Hempstead, NY 11554

$500,000

2 beds

2 baths

1,000 sq ft

Condo

50 MERRICK AVE 415, HEMPSTEAD, NY, 11554

Community: The Bel Aire at East Meadow

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

Questions? Call us: (959) 214-2391

HarborView

$829,000

2 beds

3 baths

Condo

100 HARBOR VIEW DR 251, NORTH HEMPSTEAD,...

Community: HarborView

Oronoque Village

448 HAMMERSTONE LN B, STRATFORD, CT, 066..., Stratford, CT 06614

$525,000

1 beds

3 baths

1,438 sq ft

Condo

448 HAMMERSTONE LN B, STRATFORD, CT, 066...

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 421 days. The average price of homes for sale in this community is approximately $482,355, 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 $482,355.

Want more information about active adult communities around New Fairfield?

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159 communities

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

159 communities near New Fairfield

351 homes near New Fairfield

2 beds

2 baths

1,258 sq ft

Condo

2 beds

2 baths

1,624 sq ft

Manufactured Home

2 beds

2 baths

1,400 sq ft

Condo

2 beds

3 baths

2,341 sq ft

Condo

2 beds

2 baths

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,112 sq ft

House

2 beds

2 baths

1,140 sq ft

Condo

1 beds

3 baths

1,438 sq ft

Condo

2 beds

2 baths

1,419 sq ft

Condo

1 beds

1 baths

728 sq ft

Condo

1 beds

1 baths

800 sq ft

Condo

2 beds

1 baths

960 sq ft

Condo

2 beds

2 baths

1,291 sq ft

Condo

2 beds

3 baths

2,729 sq ft

Condo

2 beds

3 baths

2,900 sq ft

Condo

1 beds

1 baths

684 sq ft

Condo

1 beds

1 baths

928 sq ft

Condo

3 beds

3 baths

2,183 sq ft

3 beds

4 baths

Condo

2 beds