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

54 communities near New Haven Area

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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

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

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5 rating (2 reviews)

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

Encore at Lake Grove

$500ks - $700ks

Encore at Lake Grove, Lake Grove, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 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.

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes

1 rating (1 review)

Plymouth Estates at Mount...

$400ks - $500ks

Plymouth Estates at Mount..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

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

Woodridge Strathmore Terr...

$200ks - $300ks

Woodridge Strathmore Terr..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes

Saddle Lakes

$400ks - $500ks

Saddle Lakes, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes

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

Questions? Call us: (959) 991-1879

Windcrest East

$400ks - $500ks

Windcrest East, Calverton, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

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

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

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

Granite Woods

$600ks - $700ks

Granite Woods, Middlebury, CT

New Construction | 55+ age-restricted | Built 2020 - present | 24 homes

Strathmore Gate East

$300ks

Strathmore Gate East, Coram, NY

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

5 rating (1 review)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

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

Setauket Meadows

$500ks - $600ks

Setauket Meadows, Setauket, NY

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

Sonoma Woods

$300ks

Sonoma Woods, Middletown, CT

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

Pond Spring Village

$300ks

Pond Spring Village, Beacon Falls, CT

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

1 rating (1 review)

Beckley Farms

$300ks - $400ks

Beckley Farms, Berlin, CT

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

5 rating (3 reviews)

Founders Ridge

$300ks - $400ks

Founders Ridge, Middletown, CT

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

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

Questions? Call us: (959) 991-1879

Long Hill Village

$300ks - $400ks

Long Hill Village, Trumbull, CT

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

Regency at Prospect

$300ks - $400ks

Regency at Prospect, Prospect, CT

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

Country Village Estates

$300ks

Country Village Estates, Coram, NY

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

Founders Village

$400ks - $500ks

Founders Village, Southold, NY

Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes

Eagles Walk at East Quogu...

$300ks - $400ks

Eagles Walk at East Quogu..., East Quogue, NY

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes

Boulder Brook

$200ks

Boulder Brook, Prospect, CT

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

The Atrium of Portland

<$100k

The Atrium of Portland, Portland, CT

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

Bartlett Hollow

$200ks - $400ks

Bartlett Hollow, Middletown, CT

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

Baldwin Station

$400ks

Baldwin Station, Milford, CT

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

Newington Ridge Preserve

$300ks - $400ks

Newington Ridge Preserve, Newington, CT

New Construction | 55+ age-restricted | Built 2014 - present | 16 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 Haven Area? 55places can help!

Questions? Call us: (959) 991-1879

4.9 rating (14 reviews)

Chatfield Farms

$400ks - $700ks

Chatfield Farms, Beacon Falls, CT

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

5 rating (1 review)

The Villages at Mount Sin...

$600ks

The Villages at Mount Sin..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes

1...2

Heritage Village

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

$339,900

2 beds

2 baths

1,432 sq ft

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$420,000

2 beds

2 baths

1,432 sq ft

Condo

778 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$274,900

2 beds

2 baths

1,044 sq ft

Condo

176 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

Leisure Village

387 WOODBRIDGE DR A, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$499,000

2 beds

2 baths

1,767 sq ft

Condo

387 WOODBRIDGE DR A, BROOKHAVEN, NY, 119...

Community: Leisure Village

Glenwood Village

1661 OLD COUNTRY RD 77, RIVERHEAD, NY, 1..., Riverhead, NY 11901

$335,000

2 beds

2 baths

1,248 sq ft

Manufactured Home

1661 OLD COUNTRY RD 77, RIVERHEAD, NY, 1...

Community: Glenwood Village

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

Questions? Call us: (959) 991-1879

Glenwood Village

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901

$410,000

2 beds

2 baths

1,624 sq ft

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...

Community: Glenwood Village

Meadow Brook Estates

802 SAGE HILL DR 802, OXFORD, CT, 06478, Oxford, CT 06478

$675,000

2 beds

3 baths

2,258 sq ft

Condo

802 SAGE HILL DR 802, OXFORD, CT, 06478

Community: Meadow Brook Estates

Leisure Knoll

346 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$419,000

2 beds

1 baths

1,050 sq ft

Condo

346 EDINBURGH DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Sunken Pond Estates

3102 AMEN COR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$525,000

2 beds

2 baths

1,587 sq ft

Condo

3102 AMEN COR, RIVERHEAD, NY, 11901

Community: Sunken Pond Estates

Leisure Knoll

177 CANTERBURY DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$379,900

2 beds

1 baths

1,116 sq ft

Condo

177 CANTERBURY DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Strathmore Gate East

46 FORGE LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$429,999

2 beds

2 baths

1,112 sq ft

House

46 FORGE LN, BROOKHAVEN, NY, 11727

Community: Strathmore Gate East

Foxwood Village

1407 MIDDLE RD 271, RIVERHEAD, NY, 11933, Riverhead, NY 11933

$465,000

3 beds

2 baths

1,792 sq ft

Manufactured Home

1407 MIDDLE RD 271, RIVERHEAD, NY, 11933

Community: Foxwood Village

Granite Woods

35 NUTMEG RD B5, MIDDLEBURY, CT, 06762, Middlebury, CT 06762

$250,000

2 beds

1 baths

890 sq ft

Condo

35 NUTMEG RD B5, MIDDLEBURY, CT, 06762

Community: Granite Woods

Windcrest East

90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193..., Riverhead, NY 11933

$799,000

3 beds

3 baths

2,620 sq ft

Condo

90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193...

Community: Windcrest East

Windcrest East

29 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193..., Riverhead, NY 11933

$799,990

3 beds

3 baths

2,531 sq ft

Condo

29 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193...

Community: Windcrest East

Leisure Glen

9 AMAGANSETT CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$519,900

2 beds

2 baths

1,476 sq ft

Condo

9 AMAGANSETT CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

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

Questions? Call us: (959) 991-1879

Long Hill Village

48 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611

$499,900

2 beds

2 baths

1,070 sq ft

Condo

48 CIDER MILL LN, TRUMBULL, CT, 06611

Community: Long Hill Village

Meadow Brook Estates

130 MEADOW BROOK RD 130, OXFORD, CT, 064..., Oxford, CT 06478

$599,000

2 beds

3 baths

1,920 sq ft

Condo

130 MEADOW BROOK RD 130, OXFORD, CT, 064...

Community: Meadow Brook Estates

Leisure Knoll

148 LAURANCE LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$499,000

2 beds

2 baths

1,096 sq ft

Condo

148 LAURANCE LN, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Fairfield at St. James

1406 GOTHAM CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$579,803

2 beds

2 baths

1,321 sq ft

Condo

1406 GOTHAM CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Long Hill Village

36 LONG HILL PL, TRUMBULL, CT, 06611, Trumbull, CT 06611

$550,000

2 beds

3 baths

1,370 sq ft

Condo

36 LONG HILL PL, TRUMBULL, CT, 06611

Community: Long Hill Village

Foxwood Village

1407 MIDDLE RD 245, RIVERHEAD, NY, 11933, Riverhead, NY 11933

$349,000

3 beds

2 baths

1,368 sq ft

House

1407 MIDDLE RD 245, RIVERHEAD, NY, 11933

Community: Foxwood Village

Setauket Meadows

33 BLAIR RD, BROOKHAVEN, NY, 11733, Brookhaven, NY 11733

$849,999

2 beds

3 baths

1,700 sq ft

Condo

33 BLAIR RD, BROOKHAVEN, NY, 11733

Community: Setauket Meadows

Encore at Lake Grove

163 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755

$645,000

2 beds

3 baths

1,378 sq ft

Condo

163 SYMPHONY DR, BROOKHAVEN, NY, 11755

Community: Encore at Lake Grove

Regency at Woodbridge

18 HILLCREST DR 18, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525

$829,900

3 beds

3 baths

2,412 sq ft

Condo

18 HILLCREST DR 18, WOODBRIDGE, CT, 0652...

Community: Regency at Woodbridge

Heritage Village

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

$469,900

2 beds

2 baths

1,420 sq ft

Condo

2 HERITAGE CRST C, SOUTHBURY, CT, 06488

Community: Heritage Village

Spring Lake Village

19 HICKORY HL 19, SOUTHINGTON, CT, 06489, Southington, CT 06489

$256,000

2 beds

2 baths

1,285 sq ft

Condo

19 HICKORY HL 19, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

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

Questions? Call us: (959) 991-1879

Heritage Village

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

$399,000

2 beds

2 baths

1,306 sq ft

Condo

4 HERITAGE CRST C, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$350,000

3 beds

2 baths

1,716 sq ft

Condo

682 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$415,000

2 beds

2 baths

1,432 sq ft

Condo

139 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$324,900

2 beds

2 baths

1,000 sq ft

Condo

883 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

Pond Spring Village

111 PONDVIEW CIR 111, BEACON FALLS, CT, ..., Beacon Falls, CT 06403

$435,000

2 beds

2 baths

1,328 sq ft

Condo

111 PONDVIEW CIR 111, BEACON FALLS, CT, ...

Community: Pond Spring Village

Encore at Lake Grove

35 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755

$598,000

2 beds

2 baths

1,390 sq ft

Condo

35 SYMPHONY DR, BROOKHAVEN, NY, 11755

Community: Encore at Lake Grove

Meadow Brook Estates

132 MEADOW BROOK RD 132, OXFORD, CT, 064..., Oxford, CT 06478

$599,900

2 beds

3 baths

1,931 sq ft

Condo

132 MEADOW BROOK RD 132, OXFORD, CT, 064...

Community: Meadow Brook Estates

Oronoque Village

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

$356,000

1 beds

2 baths

1,175 sq ft

Condo

88 S TRL A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$245,000

1 beds

1 baths

928 sq ft

Condo

953 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Oronoque Village

13 ALGONQUIN LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$389,000

1 beds

2 baths

1,480 sq ft

Condo

13 ALGONQUIN LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Saddle Lakes

120 SCENIC LAKE DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$549,000

2 beds

2 baths

1,386 sq ft

Condo

120 SCENIC LAKE DR, RIVERHEAD, NY, 11901

Community: Saddle Lakes

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

Questions? Call us: (959) 991-1879

Heritage Village

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

$279,000

2 beds

2 baths

1,432 sq ft

Condo

991 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Meadow Brook Estates

207 WOODLAWN DR 207, SEYMOUR, CT, 06483, Seymour, CT 06483

$625,000

3 beds

3 baths

2,484 sq ft

Condo

207 WOODLAWN DR 207, SEYMOUR, CT, 06483

Community: Meadow Brook Estates

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Connecticut
New Haven Area

Frequently Asked Questions

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

Of the 9 55+ communities in the New Haven Area, 9 are for sale and none are rentals. By size, 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 Cobblestone Court, Regency at Woodbridge, RiverWalk.

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 348 days. The average price of homes for sale in these communities is approximately $566,708, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Regency Meadows average around $677,700, while homes in Oronoque Village average around $529,128.

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

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Answers from local 55+ experts

Thanks! A local 55+ expert will be in touch shortly.

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

Call us: (959) 991-1879

54 communities

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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: Oct 18, 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

54 communities near New Haven Area

171 homes near New Haven Area

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,044 sq ft

Condo

2 beds

2 baths

1,767 sq ft

Condo

2 beds

2 baths

1,248 sq ft

Manufactured Home

2 beds

2 baths

1,624 sq ft

Manufactured Home

2 beds

3 baths

2,258 sq ft

Condo

2 beds

1 baths

1,050 sq ft

Condo

2 beds

2 baths

1,587 sq ft

Condo

2 beds

1 baths

1,116 sq ft

Condo

2 beds

2 baths

1,112 sq ft

House

3 beds

2 baths

1,792 sq ft

Manufactured Home

2 beds

1 baths

890 sq ft

Condo

3 beds

3 baths

2,620 sq ft

Condo

3 beds

3 baths

2,531 sq ft

Condo

2 beds

2 baths

1,476 sq ft

Condo

2 beds

2 baths

1,070 sq ft

Condo

2 beds

3 baths

1,920 sq ft

Condo

2 beds

2 baths

1,096 sq ft

Condo

2 beds