Southbury, CT 55+ active adult communities & homes for sale - Page 3

142 communities near Southbury

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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

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

Castle Heights of Cheshir...

$500Ks - $600Ks

Castle Heights of Cheshir..., Cheshire, CT

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

5 rating (1 reviews)

Paris Square

$400Ks - $700Ks

Paris Square, Northvale, NJ

New and Resale | 55+ age-restricted | Built 2000 - present | 88 homes

The Vineyards at Miller P...

$600Ks

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

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

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

Questions? Call us: (860) 962-4879

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Baldwin Station

$400Ks

Baldwin Station, Milford, CT

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

Bartlett Hill

$500Ks

Bartlett Hill, Portland, CT

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

Kensington Estates

$800Ks - $2Ms

Kensington Estates, Woodbury, NY

New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes

5 rating (2 reviews)

Benson Woods

$400Ks - $600Ks

Benson Woods, Middlebury, CT

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

Shaker Heights

$400Ks - $500Ks

Shaker Heights, Enfield, CT

New Construction | 55+ age-restricted | Built 2018 - present | 77 homes

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

Stone Ridge Estates

$700Ks

Stone Ridge Estates, Dix Hills, NY

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes

5 rating (3 reviews)

Founders Ridge

$500Ks - $600Ks

Founders Ridge, Middletown, CT

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

Breton Hills

$600Ks

Breton Hills, Glen Cove, NY

New Construction | 55+ age-restricted | Built 2019 - present | 72 homes

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Questions? Call us: (860) 962-4879

The Polo Club at Islandia

$600Ks

The Polo Club at Islandia, Islandia, NY

New Construction | 55+ age-restricted | Built 2019 - present | 72 homes

Long Hill Village

$300Ks - $400Ks

Long Hill Village, Trumbull, CT

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

Want to learn more about 55+ rental communities in Southbury? 55places can help!

Questions? Call us: (860) 962-4879

Regency at Woodbridge

$500Ks - $600Ks

Regency at Woodbridge, Woodbridge, CT

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

The Village at Hunt Glen

$300Ks

The Village at Hunt Glen, Granby, CT

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

Sonoma Woods

$300Ks

Sonoma Woods, Middletown, CT

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

Stoneleigh Woods at Carme...

$400Ks

Stoneleigh Woods at Carme..., Carmel, NY

Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes

Eagles Walk at East Quogu...

$500Ks

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

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

Hopmeadow Place

$200Ks - $300Ks

Hopmeadow Place, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes

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Questions? Call us: (860) 962-4879

Glassbury Court at Hunter...

$500Ks - $700Ks

Glassbury Court at Hunter..., Cortlandt, NY

Resale Only | 55+ age-restricted | Built 2007 - 2014 | 64 homes

Whitney Glen

$500Ks - $600Ks

Whitney Glen, Westport, CT

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

RiverWalk

$500Ks - $600Ks

RiverWalk, Branford, CT

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

Woodcrest at Jacobs Hill

$300Ks

Woodcrest at Jacobs Hill, Cortlandt, NY

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 homes

Want to learn more about 55+ rental communities in Southbury? 55places can help!

Questions? Call us: (860) 962-4879

The Village at Buckingham

$500Ks - $600Ks

The Village at Buckingham, Avon, CT

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

The Views at Pomona

$200Ks - $400Ks

The Views at Pomona, Pomona, NY

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

The Atrium of Portland

<$100k

The Atrium of Portland, Portland, CT

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

Autumn Fields

$200Ks - $300Ks

Autumn Fields, Enfield, CT

Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes

77 Sunset Lane

$400Ks - $700Ks

77 Sunset Lane, Ridgefield, CT

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

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Questions? Call us: (860) 962-4879

Evergreen

$500Ks

Evergreen, Cromwell, CT

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

Regency Meadows

$500Ks

Regency Meadows, Trumbull, CT

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes

Gloria Commons

$400Ks

Gloria Commons, Milford, CT

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

Villas at Seminary Hill

$400Ks

Villas at Seminary Hill, Carmel, NY

New Construction | 55+ age-restricted | Built 2018 - present | 50 homes

Eastport Meadows

$400Ks

Eastport Meadows, Eastport, NY

Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes

Want to learn more about 55+ rental communities in Southbury? 55places can help!

Questions? Call us: (860) 962-4879

The Residences at Butterf...

$500Ks - $600Ks

The Residences at Butterf..., Cold Spring, NY

Resale Only | 55+ age-restricted | Built 2018 - 2023 | 49 homes

Bramble Ridge

$400Ks - $500Ks

Bramble Ridge, Suffield, CT

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

Chimney Hill

$500Ks - $700Ks

Chimney Hill, Farmington, CT

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

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

Questions? Call us: (860) 962-4879

Village Vistas

$800Ks - $1Ms

Village Vistas, Port Jefferson, NY

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

Wolfe Landing

$500Ks - $600Ks

Wolfe Landing, Clarkstown, NY

Resale Only | 55+ age-restricted | Built 2015 - 2016 | 43 homes

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051...

Community: Overlook

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Condo

66 SARAH CT, AMITYVILLE, NY, 11701

Community: Village Estates

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Questions? Call us: (860) 962-4879

New Leisure Glen

408 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961

$569,500

2 beds

2 baths

1,434 sq ft

Condo

408 LEISURE DR, RIDGE, NY, 11961

Community: Leisure Glen

Strathmore Gate East

53 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727

$420,000

2 beds

1 baths

1,036 sq ft

Condo

53 FREEDOM LN, CORAM, NY, 11727

Condo

118 HARBOR, AMITYVILLE, NY, 11701

Community: Snug Harbor

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Questions? Call us: (860) 962-4879

New Fairfield at St. James

304 GOTHAM WAY, SAINT JAMES, NY, 11780, Saint James, NY 11780

2 beds

3 baths

3,037 sq ft

Condo

113 OVERTURE PL, EASTPORT, NY, 11941

Condo

4 HAVERTON CT, RIVERHEAD, NY, 11901

Condo

195 CANTERBURY DR, RIDGE, NY, 11961

Condo

401 CABOT CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

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

Questions? Call us: (860) 962-4879

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

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

Frequently Asked Questions

What size 55+ communities are there in Southbury?

In Southbury, there is 1 large community with over 1000 homes.

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

The smallest 55+ community in Southbury has 2580 homes, the largest has 2580 homes, and the average community consists of 2580 homes.

Are there gated 55+ communities in Southbury?

No, there are no gated 55+ communities in Southbury.

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

On average, listings in 55+ community in Southbury stay on the market for around 147 days. The average price of homes for sale in this community is approximately $337,431, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Heritage Village average around $337,431.

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142 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.
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REIN updates its listings on a daily basis. Data last updated: Dec 19, 2025.
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Southbury, CT 55+ active adult communities & homes for sale - Page 3

142 communities near Southbury

212 homes near Southbury

2 beds

2 baths

1,542 sq ft

Condo

2 beds

3 baths

2,496 sq ft

Condo

3 beds

3 baths

1,914 sq ft

Condo

2 beds

2 baths

938 sq ft

Condo

3 beds

3 baths

1,914 sq ft

Condo

2 beds

2 baths

1,504 sq ft

Condo

2 beds

2 baths

1,383 sq ft

Condo

2 beds

2 baths

1,428 sq ft

Condo

2 beds

2 baths

909 sq ft

Condo

2 beds

4 baths

3,500 sq ft

Condo

3 beds

2 baths

1,689 sq ft

Condo

2 beds

2 baths

1,200 sq ft

Condo

2 beds

2 baths

1,243 sq ft

Condo

2 beds

2 baths

1,434 sq ft

Condo

2 beds

1 baths

1,036 sq ft

Condo

2 beds

2 baths

1,536 sq ft

Condo

2 beds

2 baths

1,440 sq ft

Condo

2 beds

2 baths

1,120 sq ft

Condo

2 beds

3 baths

1,900 sq ft

Condo

3 beds