New Fairfield, CT 55+ active adult communities & homes for sale - Page 9

373 homes near New Fairfield

Sort by:

Relevance

Bald Eagle Commons

$100ks - $300ks

Bald Eagle Commons, West Milford, NJ

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

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 rating (1 reviews)

Jefferson Village

$100ks - $500ks

Jefferson Village, Yorktown Heights, NY

Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes

3 rating (2 reviews)

Heritage Hills

$400ks - $800ks

Heritage Hills, Somers, NY

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

4.8 rating (4 reviews)

Wanaque Reserve

$300ks - $500ks

Wanaque Reserve, Wanaque, NJ

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes

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

Questions? Call us: (959) 214-2391

5 rating (2 reviews)

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

New and Resale | 55+ age-restricted | Built 1959 - present | 588 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

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 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 Greens at Half Hollow

$600ks - $1Ms

The Greens at Half Hollow, Melville, NY

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

The Manors at The Colony ...

$300ks - $400ks

The Manors at The Colony ..., Shirley, NY

New Construction | 55+ age-restricted | Built 2013 - present | 150 homes

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

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

Questions? Call us: (959) 214-2391

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

New Construction | 55+ age-restricted | Built 2017 - present | 660 homes

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes

HarborView

$600ks - $1Ms

HarborView, Port Washington, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

Apple Ridge

$500ks - $1Ms

Apple Ridge, Mahwah, NJ

Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes

5 rating (1 reviews)

Warwick Grove

$400ks - $600ks

Warwick Grove, Warwick, NY

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

Snug Harbor

$600ks - $700ks

Snug Harbor, Amityville, NY

Resale Only | 55+ age-restricted | Built 1970 - 1974 | 176 homes

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

Questions? Call us: (959) 214-2391

Dutchgate

$300ks - $500ks

Dutchgate, Valley Stream, NY

Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

Glassbury Court at Cold S...

$500ks - $700ks

Glassbury Court at Cold S..., Cold Spring, NY

Resale Only | 55+ age-restricted | Built 2009 - 2014 | 90 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

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes

The Views at Pomona

$200ks - $400ks

The Views at Pomona, Pomona, NY

Resale Only | 55+ age-restricted | Built 2011 - 2011 | 56 homes

4.6 rating (9 reviews)

Meadowbrook Pointe Links ...

$300ks - $700ks

Meadowbrook Pointe Links ..., Medford, NY

New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes

Vineyards at Moriches

$500ks - $600ks

Vineyards at Moriches, Center Moriches, NY

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes

Country Pointe Preserve

$600ks - $900ks

Country Pointe PreserveYaphank, NY

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

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

Questions? Call us: (959) 214-2391

Setauket Meadows

$500ks - $600ks

Setauket Meadows, Setauket, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes

Wildflowers at Wallkill

$400ks - $500ks

Wildflowers at Wallkill, Middletown, NY

Resale Only | 55+ age-restricted | Built 2006 - 2017 | 283 homes

1 2 3 4...5

Wanaque Reserve

10402 WARRENS WAY TOP RENOV, WANAQUE, N..., Wanaque, NJ 07465

$409,988

2 beds

2 baths

Condo

10402 WARRENS WAY TOP RENOV, WANAQUE, N...

Community: Wanaque Reserve

Wanaque Reserve

10402 WARRENS WAY 402, WANAQUE BORO, NJ,..., Wanaque Boro, NJ 07465

$409,988

2 beds

2 baths

10402 WARRENS WAY 402, WANAQUE BORO, NJ,...

Community: Wanaque Reserve

Bald Eagle Commons

2 RICHMOND RD 306, WEST MILFORD, NJ, 074..., West Milford, NJ 07480

$349,999

2 beds

2 baths

Condo

2 RICHMOND RD 306, WEST MILFORD, NJ, 074...

Community: Bald Eagle Commons

Bald Eagle Commons

2 RICHMOND RD 306, WEST MILFORD TWP., NJ..., West Milford Twp., NJ 07480

$349,999

2 beds

2 baths

2 RICHMOND RD 306, WEST MILFORD TWP., NJ...

Community: Bald Eagle Commons

Bald Eagle Commons

9224 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480

$299,888

2 beds

2 baths

Condo

9224 RICHMOND RD, WEST MILFORD, NJ, 0748...

Community: Bald Eagle Commons

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

619 ERIE LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Bald Eagle Commons

6412 RICHMOND RD 412, WEST MILFORD, NJ, ..., West Milford, NJ 07480

$230,000

2 beds

2 baths

Condo

6412 RICHMOND RD 412, WEST MILFORD, NJ, ...

Community: Bald Eagle Commons

Bald Eagle Commons

6412 RICHMOND RD, WEST MILFORD TWP., NJ,..., West Milford Twp., NJ 07480

$230,000

2 beds

2 baths

985 sq ft

6412 RICHMOND RD, WEST MILFORD TWP., NJ,...

Community: Bald Eagle Commons

Warwick Grove

6 COWDREY ST, WARWICK (TOWN), NY, 10990, Warwick (town), NY 10990

$760,000

2 beds

4 baths

1,920 sq ft

House

6 COWDREY ST, WARWICK (TOWN), NY, 10990

Community: Warwick Grove

Stoneleigh Woods at Riverhead

156 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$649,000

2 beds

3 baths

1,942 sq ft

Condo

156 STONELEIGH DR, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

Oronoque Village

638A ONONDAGA LN, STRATFORD, CT, 06614, Stratford, CT 06614

$510,000

1 beds

3 baths

1,175 sq ft

Condo

638A ONONDAGA LN, STRATFORD, CT, 06614

Community: Oronoque Village

The Greens at Half Hollow

381 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,399,999

2 beds

2 baths

2,575 sq ft

Condo

381 ALTESSA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

Warwick Grove

5 COWDREY ST, WARWICK (TOWN), NY, 10990, Warwick (town), NY 10990

$699,000

2 beds

3 baths

2,168 sq ft

House

5 COWDREY ST, WARWICK (TOWN), NY, 10990

Community: Warwick Grove

The Coves at Melville

80 MORLEY CIR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$549,999

2 beds

2 baths

1,169 sq ft

Condo

80 MORLEY CIR, HUNTINGTON, NY, 11747

9402 WARRENS WAY DEEDED GARAGE -, WANAQU...

Community: Wanaque Reserve

Wanaque Reserve

9402 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$348,900

2 beds

2 baths

1,768 sq ft

9402 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

Greenwood Village

191 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$125,999

2 beds

2 baths

1,032 sq ft

Condo

191 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Bald Eagle Commons

5320 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480

$197,000

1 beds

1 baths

Condo

5320 RICHMOND RD, WEST MILFORD, NJ, 0748...

Community: Bald Eagle Commons

Bald Eagle Commons

5320 RICHMOND RD 320, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480

$197,000

1 beds

1 baths

655 sq ft

5320 RICHMOND RD 320, WEST MILFORD TWP.,...

2217 WARRENS WAY, WANAQUE, NJ, 07465

Community: Wanaque Reserve

Wanaque Reserve

2217 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$425,000

2 beds

2 baths

2217 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

Wanaque Reserve

5203 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$375,000

2 beds

2 baths

1,768 sq ft

5203 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

The Waterways at Moriches

548 HIGHLAND CT, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$499,000

$515,000

2 beds

2 baths

1,557 sq ft

Condo

41 GREENTREE CT, BROOKHAVEN, NY, 11967

Community: The Manors at The Colony Preserve

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

Questions? Call us: (959) 214-2391

Jefferson Village

41 JEFFERSON OVAL G, YORKTOWN, NY, 10598, Yorktown, NY 10598

$469,000

2 beds

2 baths

1,100 sq ft

Condo

41 JEFFERSON OVAL G, YORKTOWN, NY, 10598

Community: Jefferson Village

Wanaque Reserve

10323 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465

$399,888

2 beds

2 baths

Condo

10323 WARRENS WAY, WANAQUE, NJ, 07465

Community: Wanaque Reserve

1 2 3 4 5 6 7 8 9…10

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?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

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 optout@55places.com. 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

373 homes

Remove Boundaries ×

Map Satellite

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: Aug 25, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

New Fairfield, CT 55+ active adult communities & homes for sale - Page 9

161 communities near New Fairfield

373 homes near New Fairfield

2 beds

2 baths

Condo

2 beds

2 baths

2 beds

2 baths

Condo

2 beds

2 baths

2 beds

2 baths

Condo

1 beds

1 baths

928 sq ft

Condo

2 beds

2 baths

1,308 sq ft

Condo

1 beds

3 baths

1,583 sq ft

Condo

2 beds

2 baths

Condo

2 beds

2 baths

985 sq ft

2 beds

4 baths

1,920 sq ft

House

2 beds

3 baths

1,942 sq ft

Condo

1 beds

3 baths

1,175 sq ft

Condo

2 beds

2 baths

2,575 sq ft

Condo

2 beds

3 baths

2,168 sq ft

House

2 beds

2 baths

1,169 sq ft

Condo

1 beds

3 baths

2,025 sq ft

Condo

2 beds

2 baths

1,929 sq ft

House

2 beds

2 baths

1,344 sq ft

Manufactured Home

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

2 baths