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

18 communities near Woodbridge

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No reviews yet Regency at Woodbridge
$500Ks - $500Ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
No reviews yet Oronoque Village
$300Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
No reviews yet The Village at Oxford Gre...
$500Ks - $700Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
No reviews yet Regency at Prospect
$300Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
No reviews yet Meadow Brook Estates
$500Ks - $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
No reviews yet Fieldstone Village
$500Ks - $800Ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
No reviews yet Fairview at Oxford Greens
$600Ks - $700Ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
No reviews yet The Bridges at Oxford Gre...
$600Ks - $600Ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
No reviews yet Pond Spring Village
$300Ks - $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.
No reviews yet Baldwin Station
$400Ks - $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
No reviews yet RiverWalk
$500Ks - $600Ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
No reviews yet Gloria Commons
$400Ks - $400Ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
No reviews yet Boulder Brook
$200Ks - $200Ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
Want to learn more about 55+ communities in Woodbridge? 55places can help!
Questions? Call us: (888) 625-4885
No reviews yet RiverBend Estates
$400Ks - $400Ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes
No reviews yet Granite Woods
$600Ks - $700Ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
No reviews yet Summer Wind Estates
$300Ks - $400Ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 homes
Fairview at Oxford Greens 1111 ST ANDREWS DR 16, OXFORD, CT, 06478, Oxford, CT 06478
$699,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1111 ST ANDREWS DR 16, OXFORD, CT, 06478
The Village at Oxford Greens 1132 ST ANDREWS DR 93, OXFORD, CT, 06478, Oxford, CT 06478
$719,900

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1132 ST ANDREWS DR 93, OXFORD, CT, 06478
The Village at Oxford Greens 1111 ST ANDREWS DR 16, OXFORD, CT, 06478, Oxford, CT 06478
$699,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1111 ST ANDREWS DR 16, OXFORD, CT, 06478
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
Fairview at Oxford Greens 1121 ST ANDREWS DR 45, OXFORD, CT, 06478, Oxford, CT 06478
$709,900

2 beds

|

3 baths

|

1,955 sq ft

|

Condo

1121 ST ANDREWS DR 45, OXFORD, CT, 06478
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Questions? Call us: (888) 625-4885
Fairview at Oxford Greens 1130 ST ANDREWS DR 94, OXFORD, CT, 06478, Oxford, CT 06478
$729,900

2 beds

|

3 baths

|

1,955 sq ft

|

Condo

1130 ST ANDREWS DR 94, OXFORD, CT, 06478
The Village at Oxford Greens 1121 ST ANDREWS DR 45, OXFORD, CT, 06478, Oxford, CT 06478
$709,900

2 beds

|

3 baths

|

1,955 sq ft

|

Condo

1121 ST ANDREWS DR 45, OXFORD, CT, 06478
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
Fairview at Oxford Greens 1117 ST ANDREWS DR 43, OXFORD, CT, 06478, Oxford, CT 06478
$699,900

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1117 ST ANDREWS DR 43, OXFORD, CT, 06478
The Village at Oxford Greens 1130 ST ANDREWS DR 94, OXFORD, CT, 06478, Oxford, CT 06478
$729,900

2 beds

|

3 baths

|

1,955 sq ft

|

Condo

1130 ST ANDREWS DR 94, 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 1117 ST ANDREWS DR 43, OXFORD, CT, 06478, Oxford, CT 06478
$699,900

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1117 ST ANDREWS DR 43, OXFORD, CT, 06478
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 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,...
Fairview at Oxford Greens 1132 ST ANDREWS DR 93, OXFORD, CT, 06478, Oxford, CT 06478
$719,900

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1132 ST ANDREWS DR 93, OXFORD, CT, 06478
Oronoque Village 543 NORTH TRL B, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

2 beds

|

3 baths

|

1,426 sq ft

|

Condo

543 NORTH 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
Oronoque Village 488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$619,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Chatfield Farms 81 FIELDSTONE LN # 81, BEACON FALLS, CT,..., Beacon Falls, CT 06403
$639,900

2 beds

|

2 baths

|

1,988 sq ft

|

Condo

81 FIELDSTONE LN # 81, BEACON FALLS, CT,...
Community: Chatfield Farms
Fairview at Oxford Greens 1113 ST ANDREWS DR 17, OXFORD, CT, 06478, Oxford, CT 06478
$659,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1113 ST ANDREWS DR 17, OXFORD, CT, 06478
The Village at Oxford Greens 1113 ST ANDREWS DR 17, OXFORD, CT, 06478, Oxford, CT 06478
$659,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1113 ST ANDREWS DR 17, OXFORD, CT, 06478
New Oronoque Village 375 PIUTE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$620,000

2 beds

|

3 baths

|

1,550 sq ft

|

Condo

375 PIUTE LN A, STRATFORD, CT, 06614
Community: Oronoque 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.
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 50 CEDAR BARK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$375,000

1 beds

|

2 baths

|

1,118 sq ft

|

Condo

50 CEDAR BARK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
The Village at Oxford Greens 578 PUTTING GREEN LN # 578, OXFORD, CT, ..., Oxford, CT 06478
$715,000

2 beds

|

3 baths

|

2,008 sq ft

|

Condo

578 PUTTING GREEN LN # 578, OXFORD, CT, ...
The Village at Oxford Greens 106 COUNTRY CLUB DR # 106, OXFORD, CT, 0..., Oxford, CT 06478
$599,900

2 beds

|

3 baths

|

1,590 sq ft

|

Condo

106 COUNTRY CLUB DR # 106, OXFORD, CT, 0...
Oronoque Village 87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$447,000

1 beds

|

2 baths

|

1,454 sq ft

|

Condo

87 CREEK 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 617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$544,999

3 beds

|

3 baths

|

1,438 sq ft

|

Condo

617 CHEROKEE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Regency at Prospect 11 POPLAR DR # 11, PROSPECT, CT, 06712, Prospect, CT 06712
$549,000

3 beds

|

3 baths

|

2,058 sq ft

|

Condo

11 POPLAR DR # 11, PROSPECT, CT, 06712
Community: Regency at Prospect
New 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...
New 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 445 NORTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$449,900

1 beds

|

3 baths

|

1,620 sq ft

|

Condo

445 NORTH TRL A, STRATFORD, CT, 06614
Community: Oronoque 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 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
Gloria Commons 10 LUCIUS CT # 10, MILFORD, CT, 06461, Milford, CT 06461
$469,900

2 beds

|

3 baths

|

2,061 sq ft

|

Condo

10 LUCIUS CT # 10, MILFORD, CT, 06461
Community: Gloria Commons
The Village at Oxford Greens 185 COUNTRY CLUB DR # 185, OXFORD, CT, 0..., Oxford, CT 06478
$660,000

3 beds

|

3 baths

|

2,595 sq ft

|

Condo

185 COUNTRY CLUB DR # 185, OXFORD, CT, 0...
Oronoque Village 736 QUINNIPIAC LN B, STRATFORD, CT, 0661..., Stratford, CT 06614
$495,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

736 QUINNIPIAC LN B, STRATFORD, CT, 0661...
Community: Oronoque Village
Regency at Woodbridge 13 HERITAGE LN # 64, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525
$599,000

3 beds

|

3 baths

|

2,239 sq ft

|

Condo

13 HERITAGE LN # 64, WOODBRIDGE, CT, 065...
Want to learn more about 55+ communities in Woodbridge? 55places can help!
Questions? Call us: (888) 625-4885
Oronoque Village 193 BAYFIELD LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$559,000

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

193 BAYFIELD LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 195 BAYFIELD LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$560,000

2 beds

|

3 baths

|

1,575 sq ft

|

Condo

195 BAYFIELD LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Chatfield Farms 3 TIMBERLAND WAY # 3, BEACON FALLS, CT, ..., Beacon Falls, CT 06403
$629,900

3 beds

|

4 baths

|

2,052 sq ft

3 TIMBERLAND WAY # 3, BEACON FALLS, CT, ...
Community: Chatfield Farms
Regency at Woodbridge 4 WHISPER RIDGE WAY # 41, WOODBRIDGE, CT..., Woodbridge, CT 06525
$569,000

3 beds

|

3 baths

|

Condo

4 WHISPER RIDGE WAY # 41, WOODBRIDGE, CT...
The Village at Oxford Greens 302 FAIRWAY DR # 302, OXFORD, CT, 06478, Oxford, CT 06478
$735,000

3 beds

|

3 baths

|

2,750 sq ft

|

Condo

302 FAIRWAY DR # 302, OXFORD, CT, 06478
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18 communities near Woodbridge
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