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

18 communities near Woodbridge

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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
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
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4.9 rating (14 reviews) Chatfield Farms
$400ks - $700ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
Granite Woods
$600ks - $700ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
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.
RiverWalk
$500ks - $600ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
The Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
Gloria Commons
$200ks - $300ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
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RiverBend Estates
$400ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes
Boulder Brook
$200ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
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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
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.
Summer Wind Estates
$300ks - $400ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 homes
New 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
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...
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
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 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
Want to learn more about 55+ communities in Woodbridge? 55places can help!
Questions? Call us: (888) 625-4885
Want to learn more about 55+ rental communities in Woodbridge? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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
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 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
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.
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
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
Want to learn more about 55+ communities in Woodbridge? 55places can help!
Questions? Call us: (888) 625-4885
Regency at Prospect 50 LILAC LN 50, PROSPECT, CT, 06712, Prospect, CT 06712
$489,000

2 beds

|

2 baths

|

1,503 sq ft

|

Condo

50 LILAC LN 50, PROSPECT, CT, 06712
Community: Regency at Prospect
Oronoque Village 488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$599,000

1 beds

|

3 baths

|

2,199 sq ft

|

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ rental communities in Woodbridge? 55places can help!
Questions? Call us: (888) 625-4885
Oronoque Village 133 BANNOCK LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$635,000

2 beds

|

3 baths

|

2,038 sq ft

|

Condo

133 BANNOCK LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Chatfield Farms 8 WOODLAND PATH 8, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403
$699,900

3 beds

|

4 baths

|

2,610 sq ft

|

Condo

8 WOODLAND PATH 8, BEACON FALLS, CT, 064...
Community: Chatfield Farms
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 117 COUNTRY CLUB DR 117, OXFORD, CT, 064..., Oxford, CT 06478
$639,900

3 beds

|

3 baths

|

2,666 sq ft

117 COUNTRY CLUB DR 117, OXFORD, CT, 064...
The Village at Oxford Greens 301 FAIRWAY DR 301, OXFORD, CT, 06478, Oxford, CT 06478
$619,000

2 beds

|

2 baths

|

2,080 sq ft

|

Condo

301 FAIRWAY DR 301, OXFORD, CT, 06478
Granite Woods 35 NUTMEG RD D1, MIDDLEBURY, CT, 06762, Middlebury, CT 06762
$229,000

1 beds

|

1 baths

|

889 sq ft

|

Condo

35 NUTMEG RD D1, MIDDLEBURY, CT, 06762
Community: Granite Woods
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.
Oronoque Village 635 N TRL B, STRATFORD, CT, 06614, Stratford, CT 06614
$399,000

1 beds

|

3 baths

|

1,454 sq ft

|

Condo

635 N TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ communities in Woodbridge? 55places can help!
Questions? Call us: (888) 625-4885
The Village at Oxford Greens 607 CHAMPIONSHIP DR 607, OXFORD, CT, 064..., Oxford, CT 06478
$650,000

3 beds

|

3 baths

|

2,731 sq ft

|

Condo

607 CHAMPIONSHIP DR 607, OXFORD, CT, 064...
Oronoque Village 13 ALGONQUIN LN C, STRATFORD, CT, 06614, Stratford, CT 06614
$399,000

1 beds

|

2 baths

|

1,330 sq ft

|

Condo

13 ALGONQUIN LN C, STRATFORD, CT, 06614
Community: Oronoque Village
Regency at Woodbridge 3 EDGEWOOD WAY 26, WOODBRIDGE, CT, 06525, Woodbridge, CT 06525
$629,000

3 beds

|

3 baths

|

Condo

3 EDGEWOOD WAY 26, WOODBRIDGE, CT, 06525
Regency at Woodbridge 5 WHISPER RIDGE WAY 49, WOODBRIDGE, CT, ..., Woodbridge, CT 06525
$699,000

3 beds

|

3 baths

|

Condo

5 WHISPER RIDGE WAY 49, WOODBRIDGE, CT, ...
Want to learn more about 55+ rental communities in Woodbridge? 55places can help!
Questions? Call us: (888) 625-4885
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 446 HAMMERSTONE LN B, STRATFORD, CT, 066..., Stratford, CT 06614
$635,000

3 beds

|

3 baths

|

1,426 sq ft

|

Condo

446 HAMMERSTONE LN B, STRATFORD, CT, 066...
Community: Oronoque Village
Oronoque Village 151 S TRL B, STRATFORD, CT, 06614, Stratford, CT 06614
$449,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

151 S TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
Baldwin Station 7 FIRE THORN LN # 7, MILFORD, CT, 06461, Milford, CT 06461
$679,950

2 beds

|

3 baths

|

2,331 sq ft

|

Condo

7 FIRE THORN LN # 7, MILFORD, CT, 06461
Community: Baldwin Station
Oronoque Village 511 OPA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$353,000

2 beds

|

2 baths

|

1,454 sq ft

|

Condo

511 OPA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 766 NYACK LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$649,000

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

766 NYACK LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ communities in Woodbridge? 55places can help!
Questions? Call us: (888) 625-4885
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.
Oronoque Village 35 ALGONQUIN LN D, STRATFORD, CT, 06614, Stratford, CT 06614
$399,000

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

35 ALGONQUIN LN D, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 164 BISON LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$465,000

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

164 BISON LN A, STRATFORD, CT, 06614
Community: Oronoque Village
The Village at Oxford Greens 712 CHAMPIONSHIP DR 712, OXFORD, CT, 064..., Oxford, CT 06478
$615,000

2 beds

|

2 baths

|

1,546 sq ft

|

Condo

712 CHAMPIONSHIP DR 712, OXFORD, CT, 064...
Fairview at Oxford Greens 712 CHAMPIONSHIP DR 712, OXFORD, CT, 064..., Oxford, CT 06478
$615,000

2 beds

|

2 baths

|

1,546 sq ft

|

Condo

712 CHAMPIONSHIP DR 712, OXFORD, CT, 064...
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 1097 ST ANDREWS DR 9, OXFORD, CT, 06478, Oxford, CT 06478
$773,625

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1097 ST ANDREWS DR 9, OXFORD, CT, 06478
Want to learn more about 55+ rental communities in Woodbridge? 55places can help!
Questions? Call us: (888) 625-4885
Fairview at Oxford Greens 1097 ST ANDREWS DR 9, OXFORD, CT, 06478, Oxford, CT 06478
$773,625

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1097 ST ANDREWS DR 9, OXFORD, CT, 06478

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