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

22 communities near Waterbury 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
Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 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
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 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 Waterbury Area? 55places can help!
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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
4.9 rating (14 reviews) Chatfield Farms
$400ks - $700ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 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.
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.
Gloria Commons
$200ks - $300ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
Long Hill Village
$300ks - $400ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
RiverBend Estates
$400ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes
Regency Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Want to learn more about 55+ communities in Waterbury Area? 55places can help!
Questions? Call us: (959) 991-1020
Castle Heights of Cheshir...
$500ks - $600ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes
The Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
Applegate Estates
$500ks - $400ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes
Want to learn more about 55+ rental communities in Waterbury Area? 55places can help!
Questions? Call us: (959) 991-1020
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 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.
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 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.
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
Granite Woods
$600ks - $700ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
Want to learn more about 55+ communities in Waterbury Area? 55places can help!
Questions? Call us: (959) 991-1020
Boulder Brook
$200ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
New Heritage Village 25 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$439,900

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

25 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage Village
New The Village at Oxford Greens 523 PUTTING GREEN LN 523, OXFORD, CT, 06..., Oxford, CT 06478
$625,000

2 beds

|

2 baths

|

2,008 sq ft

|

Condo

523 PUTTING GREEN LN 523, OXFORD, CT, 06...
New Heritage Village 1016 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$225,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

1016 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
New Oronoque Village 72 DAKOTA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$539,500

1 beds

|

3 baths

|

1,118 sq ft

|

Condo

72 DAKOTA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
New Oronoque Village 71 DAKOTA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$425,000

1 beds

|

2 baths

|

1,375 sq ft

|

Condo

71 DAKOTA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ communities in Waterbury Area? 55places can help!
Questions? Call us: (959) 991-1020
Want to learn more about 55+ rental communities in Waterbury Area? 55places can help!
Questions? Call us: (959) 991-1020
New Heritage Village 977 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$520,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

977 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New The Village at Oxford Greens 731 CHAMPIONSHIP DR 731, OXFORD, CT, 064..., Oxford, CT 06478
$629,900

2 beds

|

2 baths

|

1,539 sq ft

|

Condo

731 CHAMPIONSHIP DR 731, OXFORD, CT, 064...
New Oronoque Village 132 BISON LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$465,000

1 beds

|

2 baths

|

1,426 sq ft

|

Condo

132 BISON LN B, STRATFORD, CT, 06614
Community: Oronoque Village
New Baldwin Station 55 SPICE BUSH LN 55, MILFORD, CT, 06461, Milford, CT 06461
$725,000

2 beds

|

3 baths

|

2,820 sq ft

|

Condo

55 SPICE BUSH LN 55, MILFORD, CT, 06461
Community: Baldwin Station
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.
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.
New Heritage Village 151 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$224,900

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

151 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Village 22 HERITAGE CIR A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$385,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

22 HERITAGE CIR A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Village 79 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$229,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

79 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Village 44 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$295,000

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

44 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Waterbury Area? 55places can help!
Questions? Call us: (959) 991-1020
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
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
Want to learn more about 55+ rental communities in Waterbury Area? 55places can help!
Questions? Call us: (959) 991-1020
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
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.
Oronoque Village 639 ONONDAGA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$649,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

639 ONONDAGA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
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.
Heritage Village 41 E MEADOW RD, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,900

2 beds

|

3 baths

|

1,479 sq ft

|

Condo

41 E MEADOW RD, SOUTHBURY, CT, 06488
Community: Heritage Village
Meadow Brook Estates 312 SPRUCE HILL DR 312, OXFORD, CT, 0647..., Oxford, CT 06478
$529,900

2 beds

|

3 baths

|

1,564 sq ft

|

Condo

312 SPRUCE HILL DR 312, OXFORD, CT, 0647...
Heritage Village 665 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$524,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

665 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Waterbury Area? 55places can help!
Questions? Call us: (959) 991-1020
Oronoque Village 261 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614
$600,000

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

261 AGAWAM DR A, STRATFORD, CT, 06614
Community: Oronoque Village
The Village at Oxford Greens 1125 ST ANDREWS DR 47, OXFORD, CT, 06478, Oxford, CT 06478
$689,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1125 ST ANDREWS DR 47, OXFORD, CT, 06478
Fairview at Oxford Greens 1125 ST ANDREWS DR 47, OXFORD, CT, 06478, Oxford, CT 06478
$689,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1125 ST ANDREWS DR 47, OXFORD, CT, 06478
The Village at Oxford Greens 1093 ST ANDREWS DR 7, OXFORD, CT, 06478, Oxford, CT 06478
$689,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1093 ST ANDREWS DR 7, OXFORD, CT, 06478
Fairview at Oxford Greens 1093 ST ANDREWS DR 7, OXFORD, CT, 06478, Oxford, CT 06478
$689,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1093 ST ANDREWS DR 7, OXFORD, CT, 06478
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.
The Village at Oxford Greens 1091 ST ANDREWS DR 6, OXFORD, CT, 06478, Oxford, CT 06478
$739,900

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1091 ST ANDREWS DR 6, OXFORD, CT, 06478
Want to learn more about 55+ rental communities in Waterbury Area? 55places can help!
Questions? Call us: (959) 991-1020
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.
Fairview at Oxford Greens 1091 ST ANDREWS DR 6, OXFORD, CT, 06478, Oxford, CT 06478
$739,900

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1091 ST ANDREWS DR 6, OXFORD, CT, 06478
Heritage Village 103 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$289,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

103 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Waterbury Area? 55places can help!
Questions? Call us: (959) 991-1020
Oronoque Village 546 N TRL B, STRATFORD, CT, 06614, Stratford, CT 06614
$679,000

2 beds

|

3 baths

|

1,434 sq ft

|

Condo

546 N TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$419,900

1 beds

|

2 baths

|

1,454 sq ft

|

Condo

87 CREEK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 383 SEQUOIA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$635,000

1 beds

|

2 baths

|

1,360 sq ft

|

Condo

383 SEQUOIA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 919 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$424,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

919 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 191 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$599,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

191 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
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.
Oronoque Village 483 COMMANCHE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$400,000

1 beds

|

2 baths

|

1,454 sq ft

|

Condo

483 COMMANCHE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Spring Lake Village 41 COACH DR 41, SOUTHINGTON, CT, 06489, Southington, CT 06489
$249,900

2 beds

|

2 baths

|

1,232 sq ft

|

Condo

41 COACH DR 41, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Heritage Village 865 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$349,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

865 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
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.
Heritage Village 1041 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$299,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

1041 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
Want to learn more about 55+ communities in Waterbury Area? 55places can help!
Questions? Call us: (959) 991-1020
Want to learn more about 55+ rental communities in Waterbury Area? 55places can help!
Questions? Call us: (959) 991-1020
Heritage Village 972 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$285,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

972 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Spring Lake Village 6 LAKEVIEW DR 6, SOUTHINGTON, CT, 06489, Southington, CT 06489
$320,000

3 beds

|

3 baths

|

1,471 sq ft

|

Condo

6 LAKEVIEW DR 6, SOUTHINGTON, CT, 06489
Community: Spring Lake Village



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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: Mar 21, 2026.
This application does not include information on all of the properties available for sale at this time.

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