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Woodbury, CT Homes for Sale | Realty.com
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42 listings
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Homes for Sale in Woodbury, CT

Homes for Sale in Woodbury, CT

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24 of 42 Listings
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Homes for Sale in Woodbury, CT

24 of 42 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 36 Atwood Road — photo38Active

    $375,000

    3 bd · 1 ba · — sqft

    36 Atwood Road, Woodbury, CT

    Amanda Nemense · Showcase Realty, Inc.

  2. 67 Flanders Road — photo37Active

    $649,900

    4 bd · 4 ba · — sqft

    67 Flanders Road, Woodbury, CT

    Marina Tirado · Dave Jones Realty, LLC

  3. 11 Judson Avenue — photo22Active

    $529,000

    3 bd · 2 ba · — sqft

    11 Judson Avenue, Woodbury, CT

    Donna Bannon · BHGRE Gaetano Marra Homes

  4. 24 Roxbury Road — photo39Active

    $1,149,000

    3 bd · 3 ba · — sqft

    24 Roxbury Road, Woodbury, CT

    Shaylene Neumann · Houlihan Lawrence

  5. 1217 Main Street North — photo31Active

    $699,900

    3 bd · 2 ba · — sqft

    1217 Main Street North, Woodbury, CT

    Timothy Drakeley · Drakeley Real Estate, Inc.

  6. 74 Washington Road Unit 40 — photo40Active

    $290,000

    2 bd · 2 ba · — sqft

    74 Washington Road Unit 40, Woodbury, CT

    Jessica Burke · LPT Realty - IConn Team

  7. 92 Quail Run Road — photoPrice Reduced38Active

    $950,000

    6 bd · 4 ba · — sqft

    92 Quail Run Road, Woodbury, CT

    Martha Chouinard · Showcase Realty, Inc.

  8. 348 Weekeepeemee Road — photo40Active

    $2,149,900

    5 bd · 5 ba · — sqft

    348 Weekeepeemee Road, Woodbury, CT

    Timothy Drakeley · Drakeley Real Estate, Inc.

  9. 63 Main Street North — photo40Active

    $849,900

    4 bd · 2 ba · — sqft

    63 Main Street North, Woodbury, CT

    Sindy Butkus · Klemm Real Estate Inc

  10. 2 Pomperaug Road — photo40Active

    $875,000

    3 bd · 3 ba · — sqft

    2 Pomperaug Road, Woodbury, CT

    Pam Famiglietti · William Raveis Real Estate

  11. 229 Bacon Pond Road Unit 312 — photo29Active

    $199,900

    2 bd · 1 ba · — sqft

    229 Bacon Pond Road Unit 312, Woodbury, CT

    Joe Rohinsky · Coldwell Banker Realty

  12. 47 Woods Way Unit 47 — photoPrice Reduced32Active

    $294,900

    2 bd · 2 ba · 1,182 sqft

    47 Woods Way Unit 47, Woodbury, CT

    Stephanie Chapman · BHGRE Gaetano Marra Homes

  13. 69 Nonnewaug Road — photoPrice Reduced34Active

    $800,000

    4 bd · 3 ba · 2,568 sqft

    69 Nonnewaug Road, Woodbury, CT

    Jessica Fedorich · Stone Crest Realty LLC

  14. 3 Shagbark Lane Unit 3 — photoPrice Reduced40Active

    $274,900

    2 bd · 3 ba · 1,601 sqft

    3 Shagbark Lane Unit 3, Woodbury, CT

    Kat Parlato · Drakeley Real Estate, Inc.

  15. 5 Alder Court Unit 84a — photo39Active

    $289,000

    2 bd · 2 ba · 1,112 sqft

    5 Alder Court Unit 84a, Woodbury, CT

    Terry Lee Adams · Adams & Adams Real Estate

  16. 10 Weekeepeemee Road — photoPrice Reduced29Active

    $599,900

    3 bd · 2 ba · 1,814 sqft

    10 Weekeepeemee Road, Woodbury, CT

    Joyce Drakeley · Drakeley Real Estate, Inc.

  17. 229 Bacon Pond Road 313 — photo22Active

    $209,900

    2 bd · 1 ba · 913 sqft

    229 Bacon Pond Road 313, Woodbury, CT

    Joyce Drakeley · Drakeley Real Estate, Inc.

  18. 578 Old Sherman Hill Road — photo17Active

    $550,000

    3 bd · 2 ba · 1,550 sqft

    578 Old Sherman Hill Road, Woodbury, CT

    Mark Nolan · Nolan Realty LLC

  19. 201 Transylvania Road — photoPrice Reduced25Active

    $679,900

    3 bd · 3 ba · 2,451 sqft

    201 Transylvania Road, Woodbury, CT

    Kary Apanovitch · Coldwell Banker Realty

  20. 34 Pilgrim Trail — photo34Active

    $420,000

    4 bd · 2 ba · 1,590 sqft

    34 Pilgrim Trail, Woodbury, CT

    Karen Gilmore · Redfin Corporation

  21. 61 Minortown Road — photoPrice Reduced40Active

    $675,000

    3 bd · 3 ba · 2,081 sqft

    61 Minortown Road, Woodbury, CT

    Mustafa Muaremi · Coldwell Banker Realty

  22. 90 Sage Road — photoPrice Reduced40Active

    $1,100,000

    4 bd · 5 ba · 3,968 sqft

    90 Sage Road, Woodbury, CT

    Sindy Butkus · Klemm Real Estate Inc

  23. 132 Good Hill Road — photoPrice Reduced33Active

    $825,000

    5 bd · 4 ba · 4,180 sqft

    132 Good Hill Road, Woodbury, CT

    Mary Ann Bennett · Drakeley Real Estate, Inc.

  24. 8 Woods Way Unit 8 — photoPrice Reduced33Active

    $299,000

    3 bd · 3 ba · 1,467 sqft

    8 Woods Way Unit 8, Woodbury, CT

    Marian Van Egas · Berkshire Hathaway NE Prop.

12
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    Woodbury, CT community profile

    Area
    36.7 sq. mi.

    Source: HJN community data

    Woodbury housing market

    September 2026 · This period is still settling

    Woodbury 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 10 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 29, 2026

    Median sale price
    $521,000$291,623–$620,000 typical range
    Price per sq. ft.
    $326
    Sales
    12
    Paid in cash
    25.0%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $757,450
    Homes for sale
    46
    Median days on market
    26 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

    Median home size
    2,016 sq. ft.