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

18 communities near Woodbridge

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Regency at Woodbridge
$600Ks - $700Ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
Oronoque Village
$200Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
The Village at Oxford Gre...
$600Ks - $700Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
Regency at Prospect
$400Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
Meadow Brook Estates
$500Ks
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
$500Ks - $600Ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
Fieldstone Village
$500Ks - $800Ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
Fairview at Oxford Greens
$600Ks - $700Ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
The Bridges at Oxford Gre...
$600Ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 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.
Pond Spring Village
$300Ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 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.
Baldwin Station
$400Ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
5 rating (2 reviews) Benson Woods
$400Ks - $600Ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
RiverWalk
$500Ks - $600Ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
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Gloria Commons
$400Ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
Boulder Brook
$200Ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
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RiverBend Estates
$400Ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes
Granite Woods
$600Ks - $700Ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 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
Oronoque Village 195 BAYFIELD LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

2 beds

|

3 baths

|

1,575 sq ft

|

Condo

195 BAYFIELD LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Chatfield Farms 18 FIELDSTONE LN # 18, BEACON FALLS, CT,..., Beacon Falls, CT 06403
$599,000

2 beds

|

3 baths

|

2,719 sq ft

18 FIELDSTONE LN # 18, BEACON FALLS, CT,...
Community: Chatfield Farms
New 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
Oronoque Village 617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$524,900

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

617 CHEROKEE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 151 SOUTH TRL B, STRATFORD, CT, 06614, Stratford, CT 06614
$480,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

151 SOUTH TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
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Oronoque Village 375 PIUTE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$424,999

1 beds

|

3 baths

|

1,550 sq ft

|

Condo

375 PIUTE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$420,000

1 beds

|

2 baths

|

1,454 sq ft

|

Condo

87 CREEK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 289 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614
$639,900

1 beds

|

3 baths

|

1,620 sq ft

|

Condo

289 AGAWAM DR B, STRATFORD, CT, 06614
Community: Oronoque Village
New The Village at Oxford Greens 185 COUNTRY CLUB DR # 185, OXFORD, CT, 0..., Oxford, CT 06478
$669,900

3 beds

|

3 baths

|

2,595 sq ft

|

Condo

185 COUNTRY CLUB DR # 185, OXFORD, CT, 0...
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
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 Oronoque Village 315 NAVAJO LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$531,500

2 beds

|

3 baths

|

1,590 sq ft

|

Condo

315 NAVAJO LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 522 IROQUOIS LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$399,000

2 beds

|

3 baths

|

1,426 sq ft

|

Condo

522 IROQUOIS LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$599,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ communities in Woodbridge? 55places can help!
Questions? Call us: (888) 625-4885
Oronoque Village 736 QUINNIPIAC LN B, STRATFORD, CT, 0661..., Stratford, CT 06614
$465,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

736 QUINNIPIAC LN B, STRATFORD, CT, 0661...
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
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Questions? Call us: (888) 625-4885
Fairview at Oxford Greens 709 CHAMPIONSHIP DR # 709, OXFORD, CT, 0..., Oxford, CT 06478
$615,000

2 beds

|

2 baths

|

1,532 sq ft

|

Condo

709 CHAMPIONSHIP DR # 709, OXFORD, CT, 0...
The Village at Oxford Greens 709 CHAMPIONSHIP DR # 709, OXFORD, CT, 0..., Oxford, CT 06478
$615,000

2 beds

|

2 baths

|

1,532 sq ft

|

Condo

709 CHAMPIONSHIP DR # 709, OXFORD, CT, 0...
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.
Regency at Woodbridge 5 WHISPER RIDGE WAY # 49, WOODBRIDGE, CT..., Woodbridge, CT 06525
$749,000

3 beds

|

3 baths

|

Condo

5 WHISPER RIDGE WAY # 49, WOODBRIDGE, CT...
Regency at Woodbridge 3 EDGEWOOD WAY # 26, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525
$629,000

3 beds

|

3 baths

|

Condo

3 EDGEWOOD WAY # 26, WOODBRIDGE, CT, 065...
Regency at Woodbridge 5 EDGEWOOD WAY # 25, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525
$649,000

3 beds

|

3 baths

|

Condo

5 EDGEWOOD WAY # 25, WOODBRIDGE, CT, 065...
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 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
Want to learn more about 55+ communities in Woodbridge? 55places can help!
Questions? Call us: (888) 625-4885
Regency at Woodbridge 10 HILLCREST DR # 5, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525
$995,000

3 beds

|

3 baths

|

Condo

10 HILLCREST DR # 5, WOODBRIDGE, CT, 065...
Fairview at Oxford Greens 1097 SAINT ANDREWS DR LOT 9, OXFORD, CT,..., Oxford, CT 06478
$773,625

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1097 SAINT ANDREWS DR LOT 9, OXFORD, CT,...
The Village at Oxford Greens 930 TILLINGHAST DR # 930, OXFORD, CT, 06..., Oxford, CT 06478
$759,900

2 beds

|

3 baths

|

2,365 sq ft

930 TILLINGHAST DR # 930, OXFORD, CT, 06...
The Village at Oxford Greens 1119 ST ANDREWS DR 44, OXFORD, CT, 06478, Oxford, CT 06478
$649,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1119 ST ANDREWS DR 44, OXFORD, CT, 06478
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.
Fairview at Oxford Greens 1119 ST ANDREWS DR 44, OXFORD, CT, 06478, Oxford, CT 06478
$649,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1119 ST ANDREWS DR 44, OXFORD, CT, 06478
The Village at Oxford Greens 1097 SAINT ANDREWS DR LOT 9, OXFORD, CT,..., Oxford, CT 06478
$773,625

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1097 SAINT ANDREWS DR LOT 9, OXFORD, CT,...
The Village at Oxford Greens 413 MULLIGAN DR # 413, OXFORD, CT, 06478, Oxford, CT 06478
$519,000

2 beds

|

2 baths

|

1,590 sq ft

|

Condo

413 MULLIGAN DR # 413, OXFORD, CT, 06478
Oronoque Village 183 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$489,900

2 beds

|

3 baths

|

1,426 sq ft

|

Condo

183 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
The Village at Oxford Greens 712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0..., Oxford, CT 06478
$615,000

2 beds

|

2 baths

|

1,546 sq ft

|

Condo

712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0...
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.
Fairview at Oxford Greens 712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0..., Oxford, CT 06478
$615,000

2 beds

|

2 baths

|

1,546 sq ft

|

Condo

712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0...
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
The Village at Oxford Greens 520 TRADITIONS CT N # 520, OXFORD, CT, 0..., Oxford, CT 06478
$629,000

2 beds

|

2 baths

|

1,590 sq ft

|

Condo

520 TRADITIONS CT N # 520, OXFORD, CT, 0...
Baldwin Station 7 FIRE THORN LN # 7, MILFORD, CT, 06461, Milford, CT 06461
$689,950

2 beds

|

3 baths

|

2,331 sq ft

|

Condo

7 FIRE THORN LN # 7, 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.
Oronoque Village 664 OSAGE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$549,900

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

664 OSAGE 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
Fieldstone Village 206 DEERFIELD LN # 206, ORANGE, CT, 0647..., Orange, CT 06477
$760,000

2 beds

|

3 baths

|

1,650 sq ft

|

Condo

206 DEERFIELD LN # 206, ORANGE, CT, 0647...
Community: Fieldstone Village

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