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4 Bedroom Homes in Woodbury, CT
13 listings

4 Bedroom Homes in Woodbury, CT

4 Bedroom Homes in Woodbury, CT

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13 Listings
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4 Bedroom Homes in Woodbury, CT

13 Listings

  1. 63 Main Street North — photo40

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
Active

$849,900

4 bd · 2 ba · — sqft

63 Main Street North, Woodbury, CT

Sindy Butkus · Klemm Real Estate Inc

  • 69 Nonnewaug Road — photoPrice Reduced34Active

    $850,000

    4 bd · 3 ba · 2,568 sqft

    69 Nonnewaug Road, Woodbury, CT

    Jessica Fedorich · Stone Crest Realty LLC

  • 34 Pilgrim Trail — photo34Active

    $420,000

    4 bd · 2 ba · 1,590 sqft

    34 Pilgrim Trail, Woodbury, CT

    Karen Gilmore · Redfin Corporation

  • 90 Sage Road — photoPrice Reduced24Active

    $1,150,000

    4 bd · 5 ba · 3,968 sqft

    90 Sage Road, Woodbury, CT

    Sindy Butkus · Klemm Real Estate Inc

  • 126 Main Street North — photo37Active

    $699,000

    4 bd · 2 ba · 1,872 sqft

    126 Main Street North, Woodbury, CT

    Timothy Drakeley · Drakeley Real Estate, Inc.

  • 11 Pleasant Street — photo40Active

    $959,000

    4 bd · 3 ba · 2,926 sqft

    11 Pleasant Street, Woodbury, CT

    Carla Mascaro · William Pitt Sotheby's Int'l

  • 16 Gate Post Lane — photo30Active

    $1,100,000

    4 bd · 4 ba · 4,491 sqft

    16 Gate Post Lane, Woodbury, CT

    Sindy Butkus · Klemm Real Estate Inc

  • 96 Quail Run Road — photo11Active

    $895,000

    4 bd · 3 ba · 2,400 sqft

    96 Quail Run Road, Woodbury, CT

    Scott Volpe · Coldwell Banker Realty

  • 40 Ruffin Road — photoPrice Reduced40Active

    $1,590,000

    4 bd · 3 ba · 2,732 sqft

    40 Ruffin Road, Woodbury, CT

    Mary Ann Bennett · Drakeley Real Estate, Inc.

  • 1917 Main Street North — photoPrice Reduced39Active

    $835,000

    4 bd · 2 ba · 4,819 sqft

    1917 Main Street North, Woodbury, CT

    Amy Lapierre · Coldwell Banker Realty

  • 920 Main Street South — photo40Active

    $2,995,000

    4 bd · 6 ba · 5,316 sqft

    920 Main Street South, Woodbury, CT

    Maria Taylor · Klemm Real Estate Inc

  • 28 School Street — photoPrice Reduced20Active

    $749,900

    4 bd · 4 ba · 2,708 sqft

    28 School Street, Woodbury, CT

    Sindy Butkus · Klemm Real Estate Inc

  • 253 Bacon Pond Road — photo39Active

    $895,000

    4 bd · 3 ba · 2,283 sqft

    253 Bacon Pond Road, Woodbury, CT

    Christian Jensen · William Pitt Sotheby's Int'l

  • Realty.com

    L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    Listing data & MLS disclosures

    SmartMLS
    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.

    Woodbury, CT community profile

    Area
    36.7 sq. mi.

    Source: HJN community data

    Woodbury housing market

    September 2026 · This period is still settling

    Selling at 100.0% of asking price

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

    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.