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

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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

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

Questions? Call us: (959) 991-1879

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

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

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

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

The Vineyards at Mount Si...

$800ks - $1Ms

The Vineyards at Mount Si..., Mount Sinai, NY

New Construction | 55+ age-restricted | Built 2020 - present | 91 homes

Village Vistas

$800ks - $1Ms

Village Vistas, Port Jefferson, NY

Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes

1 rating (1 reviews)

Plymouth Estates at Mount...

$400ks - $500ks

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

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

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

Questions? Call us: (959) 991-1879

Saddle Lakes

$400ks - $500ks

Saddle Lakes, Riverhead, NY

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

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

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

5 rating (1 reviews)

Encore at Lake Grove

$500ks - $700ks

Encore at Lake Grove, Lake Grove, NY

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

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

Setauket Meadows

$500ks - $600ks

Setauket Meadows, Setauket, NY

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

Strathmore Gate East

$300ks

Strathmore Gate East, Coram, NY

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

Country Village Estates

$300ks

Country Village Estates, Coram, NY

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

Windcrest East

$400ks - $500ks

Windcrest East, Calverton, NY

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

The Vineyards at Miller P...

$500ks

The Vineyards at Miller P..., Miller Place, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 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

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

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

Baldwin Station

$400ks

Baldwin Station, Milford, CT

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

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

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

Evergreen

$400ks - $500ks

Evergreen, Cromwell, CT

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

1 rating (1 reviews)

Beckley Farms

$300ks - $400ks

Beckley Farms, Berlin, CT

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

Founders Village

$400ks - $500ks

Founders Village, Southold, NY

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

The Bridges at Oxford Gre...

$600ks

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

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

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

Questions? Call us: (959) 991-1879

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

1...2

Heritage Village

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

$386,000

3 beds

2 baths

1,716 sq ft

Condo

345 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Glenwood Village

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

$419,000

2 beds

2 baths

1,624 sq ft

Manufactured Home

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

Community: Glenwood Village

New Setauket Meadows

2 EMILYS WAY, BROOKHAVEN, NY, 11733, Brookhaven, NY 11733

$799,500

2 beds

3 baths

1,842 sq ft

Condo

2 EMILYS WAY, BROOKHAVEN, NY, 11733

Community: Setauket Meadows

New Oronoque Village

546 N TRL A, STRATFORD, CT, 06614, Stratford, CT 06614

$539,000

2 beds

3 baths

1,434 sq ft

Condo

546 N TRL A, STRATFORD, CT, 06614

Community: Oronoque Village

New Leisure Glen

272 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$549,000

2 beds

2 baths

1,456 sq ft

Condo

272 GLEN DR, 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

New Woodridge Strathmore Terrace

62 HEARTHSIDE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$425,000

2 beds

2 baths

1,105 sq ft

Condo

62 HEARTHSIDE DR, BROOKHAVEN, NY, 11766

Community: Woodridge Strathmore Terrace

New Meadow Brook Estates

107 MEADOW BROOK RD 107, OXFORD, CT, 064..., Oxford, CT 06478

$639,000

3 beds

3 baths

1,922 sq ft

107 MEADOW BROOK RD 107, OXFORD, CT, 064...

Community: Meadow Brook Estates

Heritage Village

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

$219,900

1 beds

1 baths

928 sq ft

Condo

65 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

261B HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488

$260,000

2 beds

2 baths

1,032 sq ft

Condo

261B HERITAGE VLG, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$245,000

1 beds

1 baths

928 sq ft

Condo

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

Community: Heritage Village

Spring Lake Village

504 CARRIAGE DR 504, SOUTHINGTON, CT, 06..., Southington, CT 06489

$330,000

2 beds

2 baths

1,313 sq ft

Condo

504 CARRIAGE DR 504, SOUTHINGTON, CT, 06...

Community: Spring Lake Village

Stoneleigh Woods at Riverhead

158 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$699,000

2 beds

3 baths

2,071 sq ft

Condo

158 STONELEIGH DR, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

Glenwood Village

1661 OLD COUNTRY RD 454, RIVERHEAD, NY, ..., Riverhead, NY 11901

$329,000

2 beds

2 baths

1,152 sq ft

Manufactured Home

1661 OLD COUNTRY RD 454, RIVERHEAD, NY, ...

Community: Glenwood Village

Leisure Village

89 ENFIELD CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$469,000

2 beds

2 baths

1,308 sq ft

Condo

89 ENFIELD CT B, BROOKHAVEN, NY, 11961

Community: Leisure Village

Village Vistas

35 THERESA LN, BROOKHAVEN, NY, 11777, Brookhaven, NY 11777

$1,300,000

3 beds

4 baths

3,000 sq ft

Condo

35 THERESA LN, BROOKHAVEN, NY, 11777

Community: Village Vistas

The Village at Oxford Greens

171 COUNTRY CLUB DR 171, OXFORD, CT, 064..., Oxford, CT 06478

$775,000

3 beds

3 baths

2,750 sq ft

Condo

171 COUNTRY CLUB DR 171, OXFORD, CT, 064...

Community: The Village at Oxford Greens

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

Questions? Call us: (959) 991-1879

Leisure Glen

19 SAYVILLE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$615,000

2 beds

2 baths

1,666 sq ft

Condo

19 SAYVILLE CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

Glenwood Village

1661 OLD COUNTRY RD 258, RIVERHEAD, NY, ..., Riverhead, NY 11901

$389,999

2 beds

2 baths

1,310 sq ft

House

1661 OLD COUNTRY RD 258, RIVERHEAD, NY, ...

Community: Glenwood Village

Leisure Village

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

$365,000

2 beds

2 baths

1,168 sq ft

Condo

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

Community: Leisure Village

Leisure Village

275 BERWICK CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$355,000

2 beds

1 baths

875 sq ft

Condo

275 BERWICK CT A, BROOKHAVEN, NY, 11961

Community: Leisure Village

Meadow Brook Estates

169 MEADOW BROOK RD 169, OXFORD, CT, 064..., Oxford, CT 06478

$625,000

2 beds

3 baths

1,821 sq ft

Condo

169 MEADOW BROOK RD 169, OXFORD, CT, 064...

Community: Meadow Brook Estates

Spring Lake Village

116 TIMBER RDG, SOUTHINGTON, CT, 06489, Southington, CT 06489

$304,900

2 beds

2 baths

1,128 sq ft

Condo

116 TIMBER RDG, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

Heritage Village

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

$349,900

2 beds

2 baths

1,432 sq ft

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Oronoque Village

511 OPA LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$589,900

2 beds

2 baths

1,620 sq ft

Condo

511 OPA LN B, STRATFORD, CT, 06614

Community: Oronoque Village

The Vineyards at Mount Sinai

72 FARM ACRE CIR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$999,999

2 beds

4 baths

3,736 sq ft

Condo

72 FARM ACRE CIR, BROOKHAVEN, NY, 11766

Community: The Vineyards at Mount Sinai

Heritage Village

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

$374,500

2 beds

2 baths

1,398 sq ft

Condo

643 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Leisure Glen

276 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$585,000

2 beds

2 baths

1,666 sq ft

Condo

276 GLEN DR, 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

Glenwood Village

1661 OLD COUNTRY RD 254, RIVERHEAD, NY, ..., Riverhead, NY 11901

$185,000

2 beds

2 baths

1,036 sq ft

Manufactured Home

1661 OLD COUNTRY RD 254, RIVERHEAD, NY, ...

Community: Glenwood Village

Heritage Village

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

$245,000

1 beds

1 baths

928 sq ft

Condo

4 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Leisure Knoll

7 AVON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$479,999

2 beds

2 baths

1,070 sq ft

Condo

7 AVON CT, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Leisure Knoll

545 STRATFORD LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$429,000

2 beds

2 baths

1,172 sq ft

Condo

545 STRATFORD LN, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Glenwood Village

1661 OLD COUNTRY RD 476, RIVERHEAD, NY, ..., Riverhead, NY 11901

$369,000

2 beds

2 baths

960 sq ft

Manufactured Home

1661 OLD COUNTRY RD 476, RIVERHEAD, NY, ...

Community: Glenwood Village

Strathmore Gate East

15 FORGE LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$299,990

1 beds

1 baths

750 sq ft

Condo

15 FORGE LN, BROOKHAVEN, NY, 11727

Community: Strathmore Gate East

Leisure Knoll

254 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$450,000

2 beds

1 baths

1,020 sq ft

Condo

254 EDINBURGH DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

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

Fairfield at St. James

708 W CABOT CT 708, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$515,000

1 beds

1 baths

886 sq ft

Condo

708 W CABOT CT 708, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

The Village at Oxford Greens

1159 ST ANDREWS DR 80, OXFORD, CT, 06478, Oxford, CT 06478

$799,900

2 beds

3 baths

1,955 sq ft

Condo

1159 ST ANDREWS DR 80, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Fairview at Oxford Greens

$799,900

2 beds

3 baths

1,955 sq ft

Condo

1159 ST ANDREWS DR 80, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

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

Questions? Call us: (959) 991-1879

Fairfield at St. James

1006 CABOT PATH, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$399,000

1 beds

2 baths

1,003 sq ft

Condo

1006 CABOT PATH, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Encore at Lake Grove

14 CONCERTO DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755

$970,000

2 beds

3 baths

1,986 sq ft

Condo

14 CONCERTO DR, BROOKHAVEN, NY, 11755

Community: Encore at Lake Grove

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Connecticut
New Haven Area

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, Cobblestone Court, Regency at Woodbridge.

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 349 days. The average price of homes for sale in these communities is approximately $620,649, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Baldwin Station average around $820,000, while homes in Regency at Woodbridge average around $640,382.

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?

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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: Aug 19, 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

147 homes near New Haven Area

3 beds

2 baths

1,716 sq ft

Condo

2 beds

2 baths

1,624 sq ft

Manufactured Home

2 beds

3 baths

1,842 sq ft

Condo

2 beds

3 baths

1,434 sq ft

Condo

2 beds

2 baths

1,456 sq ft

Condo

2 beds

2 baths

1,105 sq ft

Condo

3 beds

3 baths

1,922 sq ft

1 beds

1 baths

928 sq ft

Condo

2 beds

2 baths

1,032 sq ft

Condo

1 beds

1 baths

928 sq ft

Condo

2 beds

2 baths

1,313 sq ft

Condo

2 beds

3 baths

2,071 sq ft

Condo

2 beds

2 baths

1,152 sq ft

Manufactured Home

2 beds

2 baths

1,308 sq ft

Condo

3 beds

4 baths

3,000 sq ft

Condo

3 beds

3 baths

2,750 sq ft

Condo

2 beds

2 baths

1,666 sq ft

Condo

2 beds

2 baths

1,310 sq ft

House

2 beds

2 baths

1,168 sq ft

Condo

2 beds

1 baths