New Haven Area, CT 55+ active adult communities & homes for sale - Page 2

54 communities near New Haven Area

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Regency at Prospect

$400Ks - $500Ks

Regency at Prospect, Prospect, CT

Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes

5 rating (2 reviews)

Benson Woods

$400Ks - $600Ks

Benson Woods, Middlebury, CT

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

Pond Spring Village

$300Ks

Pond Spring Village, Beacon Falls, CT

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

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

Questions? Call us: (959) 991-1879

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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

RiverWalk

$500Ks - $600Ks

RiverWalk, Branford, CT

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

Newington Ridge Preserve

$300Ks - $400Ks

Newington Ridge Preserve, Newington, CT

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

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5 rating (3 reviews)

Founders Ridge

$500Ks - $600Ks

Founders Ridge, Middletown, CT

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

Bartlett Hollow

$200Ks - $400Ks

Bartlett Hollow, Middletown, CT

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

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Long Hill Village

$300Ks - $400Ks

Long Hill Village, Trumbull, CT

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

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1 2

Leisure Glen

10 OAKDALE CT, RIDGE, NY, 11961, Ridge, NY 11961

$599,900

2 beds

2 baths

1,666 sq ft

Condo

10 OAKDALE CT, RIDGE, NY, 11961

Community: Leisure Glen

Heritage Village

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

$310,000

2 beds

2 baths

1,432 sq ft

Condo

891 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Oronoque Village

195 BAYFIELD LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$499,000

2 beds

3 baths

1,575 sq ft

Condo

195 BAYFIELD LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

162 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488

$235,000

2 beds

2 baths

1,076 sq ft

Condo

162 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

Leisure Village

116 EXMORE CT UNIT B, RIDGE, NY, 11961, Ridge, NY 11961

$299,000

2 beds

1 baths

875 sq ft

Condo

116 EXMORE CT UNIT B, RIDGE, NY, 11961

Community: Leisure Village

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Questions? Call us: (959) 991-1879

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Questions? Call us: (959) 991-1879

Stoneleigh Woods at Riverhead

5 NEWCASTLE CT, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$635,000

2 beds

3 baths

1,942 sq ft

Condo

5 NEWCASTLE CT, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

Leisure Village

274 BERWICK CT A, RIDGE, NY, 11961, Ridge, NY 11961

$349,999

2 beds

1 baths

836 sq ft

Condo

274 BERWICK CT A, RIDGE, NY, 11961

Community: Leisure Village

The Villages at Mount Sinai Park

4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$775,000

3 beds

3 baths

2,850 sq ft

House

4 OAKHURST CT, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

Leisure Village

373 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961

$415,000

2 beds

1 baths

1,171 sq ft

Condo

373 WOODBRIDGE DR B, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

164 FALMOUTH CT E, RIDGE, NY, 11961, Ridge, NY 11961

$279,000

2 beds

1 baths

819 sq ft

Condo

164 FALMOUTH CT E, RIDGE, NY, 11961

Community: Leisure Village

Spring Lake Village

1 COACH DR # 1, SOUTHINGTON, CT, 06489, Southington, CT 06489

$279,900

2 beds

2 baths

1,323 sq ft

Condo

1 COACH DR # 1, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

Spring Lake Village

951 SWEETHEART PATH # 951, SOUTHINGTON, ..., Southington, CT 06489

$389,000

2 beds

3 baths

1,550 sq ft

Condo

951 SWEETHEART PATH # 951, SOUTHINGTON, ...

Community: Spring Lake Village

The Village at Oxford Greens

520 TRADITIONS CT N # 520, OXFORD, CT, 0..., Oxford, CT 06478

$629,000

2 beds

2 baths

1,590 sq ft

Condo

520 TRADITIONS CT N # 520, OXFORD, CT, 0...

Community: The Village at Oxford Greens

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Questions? Call us: (959) 991-1879

Bartlett Hill

9 PEAR ORCHARD RD # 9, PORTLAND, CT, 064..., Portland, CT 06480

$505,000

2 beds

3 baths

1,404 sq ft

Condo

9 PEAR ORCHARD RD # 9, PORTLAND, CT, 064...

Community: Bartlett Hill

Leisure Village

432A FALMOUTH CT # 432A, RIDGE, NY, 1196..., Ridge, NY 11961

$389,000

2 beds

1 baths

1,074 sq ft

Condo

432A FALMOUTH CT # 432A, RIDGE, NY, 1196...

Community: Leisure Village

Spring Lake Village

621 OVERLOOK PATH # 621, SOUTHINGTON, CT..., Southington, CT 06489

$340,000

2 beds

3 baths

1,133 sq ft

Condo

621 OVERLOOK PATH # 621, SOUTHINGTON, CT...

Community: Spring Lake Village

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Leisure Village

360 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961

$459,000

2 beds

2 baths

1,250 sq ft

Condo

360 WOODBRIDGE DR A, RIDGE, NY, 11961

Community: Leisure Village

Oronoque Village

617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$524,900

1 beds

3 baths

1,438 sq ft

Condo

617 CHEROKEE LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$329,000

2 beds

2 baths

1,432 sq ft

Condo

98 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Community: The Vineyards at Miller Place

Heritage Village

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

$225,000

1 beds

1 baths

928 sq ft

Condo

917 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (959) 991-1879

Eagles Walk at East Quogue

104 AERIE WAY, EAST QUOGUE, NY, 11942, East Quogue, NY 11942

$549,900

2 beds

2 baths

1,341 sq ft

Condo

104 AERIE WAY, EAST QUOGUE, NY, 11942

Community: Eagles Walk at East Quogue

Heritage Village

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

$364,900

2 beds

2 baths

1,398 sq ft

Condo

123 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Baldwin Station

7 FIRE THORN LN # 7, MILFORD, CT, 06461, Milford, CT 06461

$689,950

2 beds

3 baths

2,331 sq ft

Condo

7 FIRE THORN LN # 7, MILFORD, CT, 06461

Community: Baldwin Station

Oronoque Village

766 NYACK LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$649,000

1 beds

3 baths

1,438 sq ft

Condo

766 NYACK LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

183 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$489,900

2 beds

3 baths

1,426 sq ft

Condo

183 APACHE LN A, STRATFORD, CT, 06614

Community: Oronoque 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

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

Questions? Call us: (959) 991-1879

Foxwood Village

1407 MIDDLE RD 275, CALVERTON, NY, 11933, Calverton, NY 11933

$425,000

3 beds

2 baths

1,530 sq ft

House

1407 MIDDLE RD 275, CALVERTON, NY, 11933

Community: Foxwood Village

Oronoque Village

522 IROQUOIS LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$399,000

2 beds

3 baths

1,426 sq ft

Condo

522 IROQUOIS LN B, STRATFORD, CT, 06614

Community: Oronoque Village

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

Questions? Call us: (959) 991-1879

Heritage Village

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

$449,000

2 beds

2 baths

1,447 sq ft

Condo

25 HERITAGE CRST C, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$259,900

2 beds

2 baths

1,365 sq ft

Condo

723 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Fairfield at St. James

401 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$485,000

1 beds

2 baths

900 sq ft

Condo

401 CABOT CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Oronoque Village

87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$420,000

1 beds

2 baths

1,454 sq ft

Condo

87 CREEK LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

35 ALGONQUIN LN D, STRATFORD, CT, 06614, Stratford, CT 06614

$399,000

2 beds

2 baths

1,300 sq ft

Condo

35 ALGONQUIN LN D, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

164 BISON LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$465,000

1 beds

2 baths

1,175 sq ft

Condo

164 BISON LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$356,000

2 beds

2 baths

1,398 sq ft

Condo

876 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

39 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$238,000

2 beds

2 baths

1,044 sq ft

Condo

39 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$359,900

2 beds

2 baths

1,398 sq ft

Condo

865 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (959) 991-1879

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Oronoque Village

289 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614

$639,900

1 beds

3 baths

1,620 sq ft

Condo

289 AGAWAM DR B, STRATFORD, CT, 06614

Community: Oronoque Village

Leisure Village

169 VENTRY CT A, RIDGE, NY, 11961, Ridge, NY 11961

$289,000

2 beds

1 baths

875 sq ft

Condo

169 VENTRY CT A, RIDGE, NY, 11961

Community: Leisure Village

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Frequently Asked Questions

What size 55+ communities are there in the New Haven Area?

In the New Haven Area, there are no large communities, 1 medium community with 500-1000 homes, and 8 small communities with less than 500 homes.

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

The smallest 55+ communities in the New Haven Area has 8 homes, the largest has 929 homes, and the average communities consists of 148 homes.

Are there new 55+ homes available in the New Haven Area?

Yes, there are new 55+ homes available in the New Haven Area. The most recent communities started in the New Haven Area include Regency at Woodbridge, Cobblestone Court, Summer Wind Estates. There are also 4 communities in the New Haven Area that offer new construction homes, including RiverWalk, Regency at Woodbridge, Summer Wind Estates.

Are there gated 55+ communities in the New Haven Area?

No, there are no gated 55+ communities in the New Haven Area.

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

On average, listings in 55+ communities in the New Haven Area stay on the market for around 150 days. The average price of homes for sale in these communities is approximately $569,557, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Regency Meadows average around $657,742, while homes in Oronoque Village average around $507,400.

Want to learn more about 55+ communities in the New Haven Area?

Insights and market stats
Instant new home alerts
Answers from local 55+ experts

Want to learn more about 55+ communities in New Haven Area?

Call us: (959) 991-1879

54 communities

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© 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: Feb 05, 2026.
This application does not include information on all of the properties available for sale at this time.

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New Haven Area, CT 55+ active adult communities & homes for sale - Page 2

54 communities near New Haven Area

125 homes near New Haven Area

2 beds

2 baths

1,666 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

3 baths

1,575 sq ft

Condo

2 beds

2 baths

1,076 sq ft

Condo

2 beds

1 baths

875 sq ft

Condo

2 beds

3 baths

1,942 sq ft

Condo

2 beds

1 baths

836 sq ft

Condo

3 beds

3 baths

2,850 sq ft

House

2 beds

1 baths

1,171 sq ft

Condo

2 beds

1 baths

819 sq ft

Condo

2 beds

2 baths

1,323 sq ft

Condo

2 beds

3 baths

1,550 sq ft

Condo

2 beds

2 baths

1,590 sq ft

Condo

2 beds

3 baths

1,404 sq ft

Condo

2 beds

1 baths

1,074 sq ft

Condo

2 beds

3 baths

1,133 sq ft

Condo

2 beds

2 baths

1,250 sq ft

Condo

1 beds

3 baths

1,438 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds