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

142 communities near Southbury

Sort by:

Relevance

3.6 rating (7 reviews)

Heritage Village

$200ks - $500ks

Heritage Village, Southbury, CT

Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes

3 rating (2 reviews)

Heritage Hills

$400ks - $1Ms

Heritage Hills, Somers, NY

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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

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

Questions? Call us: (860) 962-4879

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

Questions? Call us: (860) 962-4879

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 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

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

4 rating (1 reviews)

Jefferson Village

$100ks - $500ks

Jefferson Village, Yorktown Heights, NY

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

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 Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

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

Questions? Call us: (860) 962-4879

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

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

The Seasons at East Meado...

$400ks - $600ks

The Seasons at East Meado..., East Meadow, NY

Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes

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

Questions? Call us: (860) 962-4879

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

New and Resale | 55+ age-restricted | Built 1959 - present | 588 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 Greens at Half Hollow

$600ks - $1Ms

The Greens at Half Hollow, Melville, NY

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

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

Questions? Call us: (860) 962-4879

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

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes

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

Questions? Call us: (860) 962-4879

HarborView

$600ks - $800ks

HarborView, Port Washington, NY

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

Kensington Estates

$1Ms

Kensington Estates, Woodbury, NY

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

The Retreat at Carmel

$300ks - $800ks

The Retreat at Carmel, Carmel, NY

Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes

Country Village Estates

$300ks

Country Village Estates, Coram, NY

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

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

Questions? Call us: (860) 962-4879

The Villas at Narraganset...

$400ks

The Villas at Narraganset..., Lindenhurst, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

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

Dutchgate

$300ks - $500ks

Dutchgate, Valley Stream, NY

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

The Coves at Melville

$500ks

The Coves at Melville, Melville, NY

Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes

Baldwin Station

$400ks

Baldwin Station, Milford, CT

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

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

Questions? Call us: (860) 962-4879

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

Village Vistas

$800ks - $1Ms

Village Vistas, Port Jefferson, NY

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

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

Questions? Call us: (860) 962-4879

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

79 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (860) 962-4879

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

395 WOODBRIDGE DR C, BROOKHAVEN, NY, 119...

Community: Leisure Village

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

Questions? Call us: (860) 962-4879

New Leisure Village

427 AYLESBURY CT A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961

$380,000

2 beds

2 baths

972 sq ft

Condo

427 AYLESBURY CT A, BROOKHAVEN, NY, 1196...

Community: Leisure Village

New Country Village Estates

58 THEODORE DR, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$449,000

2 beds

2 baths

1,386 sq ft

Condo

58 THEODORE DR, BROOKHAVEN, NY, 11727

Community: Country Village Estates

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

Questions? Call us: (860) 962-4879

New Fairfield at St. James

506 DREW DR, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$625,000

3 beds

3 baths

1,716 sq ft

Condo

506 DREW DR, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

New Heritage Village

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

$529,000

3 beds

2 baths

1,716 sq ft

Condo

644 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Oronoque Village

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

$549,900

2 beds

3 baths

2,734 sq ft

Condo

86 S TRL A, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

252 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614

$639,000

2 beds

3 baths

2,494 sq ft

Condo

252 AGAWAM DR A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Hills

366 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589

$675,000

2 beds

2 baths

1,470 sq ft

Condo

366 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

Fairfield at St. James

909 FENWAY RD, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$489,000

2 beds

2 baths

1,230 sq ft

Condo

909 FENWAY RD, 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

Sunrise Village

4 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782

$499,000

2 beds

2 baths

1,230 sq ft

Condo

4 REVERE DR, ISLIP, NY, 11782

Community: Sunrise Village

Heritage Village

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

$280,000

2 beds

2 baths

1,032 sq ft

Condo

78 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

The Villages at Mount Sinai Park

43 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$799,000

3 beds

3 baths

2,455 sq ft

Condo

43 LOUDEN LOOP, BROOKHAVEN, NY, 11766

Community: The Villages at Mount Sinai Park

Rivington

424 CENTER MEADOW LN 424, DANBURY, CT, 0..., Danbury, CT 06810

$510,000

2 beds

2 baths

1,258 sq ft

Condo

424 CENTER MEADOW LN 424, DANBURY, CT, 0...

Community: Rivington

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

Questions? Call us: (860) 962-4879

Bartlett Hill

9 PEAR ORCHARD RD 9, PORTLAND, CT, 06480, Portland, CT 06480

$479,900

2 beds

3 baths

1,404 sq ft

9 PEAR ORCHARD RD 9, PORTLAND, CT, 06480

Community: Bartlett Hill

Meadowbrook Pointe Links & Spa

83 PACIFIC DUNES CT 83, BROOKHAVEN, NY, ..., Brookhaven, NY 11763

$749,990

3 beds

3 baths

2,047 sq ft

Condo

83 PACIFIC DUNES CT 83, BROOKHAVEN, NY, ...

Community: Meadowbrook Pointe Links & Spa

HarborView

$825,000

2 beds

3 baths

Condo

100 HARBOR VIEW DR 111, NORTH HEMPSTEAD,...

Community: HarborView

Leisure Glen

263 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$499,000

2 beds

2 baths

1,315 sq ft

Condo

263 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

Stoneleigh Woods at Riverhead

153 STONELEIGH DR 153, RIVERHEAD, NY, 11..., Riverhead, NY 11901

$699,000

3 beds

3 baths

2,107 sq ft

Condo

153 STONELEIGH DR 153, RIVERHEAD, NY, 11...

Condo

639 ONONDAGA LN B, STRATFORD, CT, 06614

Community: Oronoque Village

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

Questions? Call us: (860) 962-4879

The Seasons at East Meadow

483 SPRING DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554

$654,000

2 beds

2 baths

1,358 sq ft

Condo

483 SPRING DR, HEMPSTEAD, NY, 11554

Community: The Seasons at East Meadow

Fairfield at St. James

908 DREW LN, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$609,000

2 beds

2 baths

1,050 sq ft

Condo

908 DREW LN, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

The Villages at Mount Sinai Park

10 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$789,000

3 beds

3 baths

2,455 sq ft

Condo

10 LOUDEN LOOP, BROOKHAVEN, NY, 11766

Community: The Villages at Mount Sinai Park

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

Questions? Call us: (860) 962-4879

Sunken Pond Estates

1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1..., Riverhead, NY 11901

$489,000

2 beds

3 baths

1,350 sq ft

Condo

1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1...

Community: Sunken Pond Estates

Jefferson Village

68A INDEPENDENCE CT A, YORKTOWN, NY, 105..., Yorktown, NY 10598

$459,500

2 beds

2 baths

1,050 sq ft

Condo

68A INDEPENDENCE CT A, YORKTOWN, NY, 105...

Community: Jefferson 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.

Want more information about active adult communities around Southbury?

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 [email protected]. 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 Southbury?

Call us: (860) 962-4879

142 communities

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: Mar 19, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

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

142 communities near Southbury

247 homes near Southbury

2 beds

3 baths

2,820 sq ft

Condo

2 beds

3 baths

2,034 sq ft

Condo

2 beds

2 baths

1,032 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

1 beds

1 baths

928 sq ft

Condo

2 beds

1 baths

1,245 sq ft

Condo

2 beds

2 baths

1,110 sq ft

Condo

2 beds

2 baths

1,164 sq ft

Condo

2 beds

2 baths

1,666 sq ft

Condo

2 beds

2 baths

1,265 sq ft

Condo

2 beds

2 baths

1,308 sq ft

Condo

2 beds

2 baths

1,076 sq ft

Condo

2 beds

1 baths

874 sq ft

Condo

2 beds

2 baths

972 sq ft

Condo

2 beds

2 baths

1,386 sq ft

Condo

3 beds

3 baths

1,716 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds

3 baths

2,734 sq ft

Condo

2 beds

3 baths

2,494 sq ft

Condo

2 beds