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

18 communities near Woodbridge

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5 rating (2 reviews) 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
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
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Granite Woods
$600ks - $700ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
Gloria Commons
$200ks - $300ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
RiverBend Estates
$400ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes
Summer Wind Estates
$300ks - $400ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 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.
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
The Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
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
4.9 rating (14 reviews) Chatfield Farms
$400ks - $700ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
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RiverWalk
$500ks - $600ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
Boulder Brook
$200ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
New The Village at Oxford Greens 84 LINKS WAY 84, OXFORD, CT, 06478, Oxford, CT 06478
$710,000

3 beds

|

3 baths

|

2,008 sq ft

|

Condo

84 LINKS WAY 84, OXFORD, CT, 06478
The Village at Oxford Greens 733 CHAMPIONSHIP DR 733, OXFORD, CT, 064..., Oxford, CT 06478
$624,900

2 beds

|

3 baths

|

1,673 sq ft

|

Condo

733 CHAMPIONSHIP DR 733, OXFORD, CT, 064...
Regency at Prospect 133 SYCAMORE DR, PROSPECT, CT, 06712, Prospect, CT 06712
$550,000

2 beds

|

3 baths

|

1,850 sq ft

|

Condo

133 SYCAMORE DR, PROSPECT, CT, 06712
Community: Regency at Prospect
Meadow Brook Estates 188 EASTWOOD DR 188, SEYMOUR, CT, 06483, Seymour, CT 06483
$624,500

2 beds

|

3 baths

|

2,358 sq ft

|

Condo

188 EASTWOOD DR 188, SEYMOUR, CT, 06483
Oronoque Village 315 NAVAJO LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$475,000

2 beds

|

3 baths

|

1,434 sq ft

|

Condo

315 NAVAJO LN A, STRATFORD, CT, 06614
Community: Oronoque Village
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Oronoque Village 138 BISON LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$480,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

138 BISON LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 443 N TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

1 beds

|

3 baths

|

1,175 sq ft

|

Condo

443 N TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 237 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614
$649,000

2 beds

|

2 baths

|

1,426 sq ft

|

Condo

237 AGAWAM DR A, STRATFORD, CT, 06614
Community: Oronoque Village
Granite Woods 35 NUTMEG RD B2, MIDDLEBURY, CT, 06762, Middlebury, CT 06762
$224,900

1 beds

|

1 baths

|

889 sq ft

|

Condo

35 NUTMEG RD B2, MIDDLEBURY, CT, 06762
Community: Granite Woods
Oronoque Village 393 OTTAWA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$350,000

1 beds

|

3 baths

|

1,118 sq ft

|

Condo

393 OTTAWA LN B, 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.
The Village at Oxford Greens 521 PUTTING GREEN LN 521, OXFORD, CT, 06..., Oxford, CT 06478
$675,000

3 beds

|

3 baths

|

2,735 sq ft

|

Condo

521 PUTTING GREEN LN 521, OXFORD, CT, 06...
Oronoque Village 546 N TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$495,000

2 beds

|

3 baths

|

1,434 sq ft

|

Condo

546 N TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
Meadow Brook Estates 107 MEADOW BROOK RD 107, OXFORD, CT, 064..., Oxford, CT 06478
$639,000

3 beds

|

3 baths

|

1,922 sq ft

107 MEADOW BROOK RD 107, OXFORD, CT, 064...
The Village at Oxford Greens 171 COUNTRY CLUB DR 171, OXFORD, CT, 064..., Oxford, CT 06478
$749,900

3 beds

|

3 baths

|

2,750 sq ft

|

Condo

171 COUNTRY CLUB DR 171, OXFORD, CT, 064...
Oronoque Village 621 ONONDAGA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

1 beds

|

3 baths

|

2,325 sq ft

|

Condo

621 ONONDAGA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Meadow Brook Estates 169 MEADOW BROOK RD 169, OXFORD, CT, 064..., Oxford, CT 06478
$625,000

2 beds

|

3 baths

|

1,821 sq ft

|

Condo

169 MEADOW BROOK RD 169, OXFORD, CT, 064...
Want to learn more about 55+ communities in Woodbridge? 55places can help!
Questions? Call us: (888) 625-4885
Oronoque Village 511 OPA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$589,900

2 beds

|

2 baths

|

1,620 sq ft

|

Condo

511 OPA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Regency at Woodbridge 27 HERITAGE LN, WOODBRIDGE, CT, 06525, Woodbridge, CT 06525
$599,900

3 beds

|

3 baths

|

Condo

27 HERITAGE LN, WOODBRIDGE, CT, 06525
Fieldstone Village 101 SUNRISE HILL CIR 101, ORANGE, CT, 06..., Orange, CT 06477
$875,000

2 beds

|

3 baths

|

2,350 sq ft

|

Condo

101 SUNRISE HILL CIR 101, ORANGE, CT, 06...
Community: Fieldstone Village
Fairview at Oxford Greens 1129 ST ANDREWS DR 49, OXFORD, CT, 06478, Oxford, CT 06478
$709,555

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1129 ST ANDREWS DR 49, 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 1129 ST ANDREWS DR 49, OXFORD, CT, 06478, Oxford, CT 06478
$709,555

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1129 ST ANDREWS DR 49, OXFORD, CT, 06478
The Village at Oxford Greens 1111 ST ANDREWS DR 16, OXFORD, CT, 06478, Oxford, CT 06478
$778,585

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1111 ST ANDREWS DR 16, OXFORD, CT, 06478
Fairview at Oxford Greens 1111 ST ANDREWS DR 16, OXFORD, CT, 06478, Oxford, CT 06478
$778,585

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1111 ST ANDREWS DR 16, OXFORD, CT, 06478
Fairview at Oxford Greens 1138 ST ANDREWS DR 90, OXFORD, CT, 06478, Oxford, CT 06478
$754,150

2 beds

|

3 baths

|

1,955 sq ft

|

Condo

1138 ST ANDREWS DR 90, OXFORD, CT, 06478
The Village at Oxford Greens 1138 ST ANDREWS DR 90, OXFORD, CT, 06478, Oxford, CT 06478
$754,150

2 beds

|

3 baths

|

1,955 sq ft

|

Condo

1138 ST ANDREWS DR 90, OXFORD, CT, 06478
Oronoque Village 372 PIUTE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$384,900

1 beds

|

2 baths

|

1,375 sq ft

|

Condo

372 PIUTE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 383 SEQUOIA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$485,000

1 beds

|

3 baths

|

1,360 sq ft

|

Condo

383 SEQUOIA 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
Oronoque Village 407 MONTAUK LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$439,000

1 beds

|

2 baths

|

1,360 sq ft

|

Condo

407 MONTAUK LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Baldwin Station 15 JASMINE CIR 15, MILFORD, CT, 06461, Milford, CT 06461
$599,000

2 beds

|

3 baths

|

2,331 sq ft

|

Condo

15 JASMINE CIR 15, MILFORD, CT, 06461
Community: Baldwin Station
Fairview at Oxford Greens 941 MACKENZIE LN 941, OXFORD, CT, 06478, Oxford, CT 06478
$674,900

2 beds

|

2 baths

|

1,682 sq ft

941 MACKENZIE LN 941, 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 941 MACKENZIE LN 941, OXFORD, CT, 06478, Oxford, CT 06478
$674,900

2 beds

|

2 baths

|

1,682 sq ft

941 MACKENZIE LN 941, OXFORD, CT, 06478
The Village at Oxford Greens 349 NIBLICK LN 349, OXFORD, CT, 06478, Oxford, CT 06478
$658,000

3 beds

|

2 baths

|

2,008 sq ft

|

Condo

349 NIBLICK LN 349, OXFORD, CT, 06478
The Village at Oxford Greens 349 NIBLICK LN, OXFORD, CT, 06478, Oxford, CT 06478
$658,000

3 beds

|

2 baths

|

2,152 sq ft

349 NIBLICK LN, OXFORD, CT, 06478
Oronoque Village 46 BUCKSKIN LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$559,900

1 beds

|

2 baths

|

1,375 sq ft

|

Condo

46 BUCKSKIN LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 283 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614
$625,000

2 beds

|

3 baths

|

1,415 sq ft

|

Condo

283 AGAWAM DR A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 93 SEMINOLE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$539,000

2 beds

|

3 baths

|

2,542 sq ft

|

Condo

93 SEMINOLE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
The Village at Oxford Greens 527 PUTTING GREEN LN 527, OXFORD, CT, 06..., Oxford, CT 06478
$650,000

3 beds

|

3 baths

|

2,008 sq ft

|

Condo

527 PUTTING GREEN LN 527, OXFORD, CT, 06...
Oronoque Village 13 ALGONQUIN LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$396,000

1 beds

|

2 baths

|

1,480 sq ft

|

Condo

13 ALGONQUIN 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
Oronoque Village 209 ACORN LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$582,000

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

209 ACORN LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 619 ERIE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$635,000

1 beds

|

3 baths

|

1,583 sq ft

|

Condo

619 ERIE LN B, 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.

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