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    Woodbury, CT
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    76 Properties Available

    76 Properties Available

    The average price in the selected areas has remained stable. Learn more
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    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    14 Heather Court #14, Woodbury, CT 06798
    1/25
    Coming Soon

    $289,900

    2 Beds2 Baths1,138 SqFt

    14 Heather Court #14, Woodbury, CT 06798

    Listed by Christopher Gueniat of Northwest CT Realty

    76 Cowles Road, Woodbury, CT 06798
    1/39
    Open Sat 11AM-1PM

    $1,800,000

    2 Beds3 Baths2,072 SqFt

    76 Cowles Road, Woodbury, CT 06798

    Listed by Andy Adames of William Raveis Real Estate

    17 Pleasant Street, Woodbury, CT 06798
    1/6
    New

    $2,200

    2 Beds1 Bath1,080 SqFt

    17 Pleasant Street, Woodbury, CT 06798

    Listed by Sindy Butkus of Klemm Real Estate Inc

    49 Scuppo Road, Woodbury, CT 06798
    1/34
    New

    $549,000

    3 Beds2 Baths2,292 SqFt

    49 Scuppo Road, Woodbury, CT 06798

    Listed by Joseph Conforti of West View Properties, LLC

    339 Main Street South, Woodbury, CT 06798
    1/39
    Active

    $874,900

    4 Beds3 Baths3,700 SqFt

    339 Main Street South, Woodbury, CT 06798

    Listed by Marian Van Egas of Berkshire Hathaway NE Prop.

    92 Minortown Road, Woodbury, CT 06798
    1/40
    Active

    $799,000

    4 Beds3 Baths2,448 SqFt

    92 Minortown Road, Woodbury, CT 06798

    Listed by Heather Crabtree of RE/MAX RISE

    4 Main Street South #2, Woodbury, CT 06798
    1/22
    Active

    $2,200

    2 Beds1 Bath1,152 SqFt

    4 Main Street South #2, Woodbury, CT 06798

    Listed by Matthew Amatruda of Drakeley Real Estate, Inc.

    34 Arrowhead Way #A1, Woodbury, CT 06798
    1/13
    Active

    $1,600

    1 Bed1 Bath546 SqFt

    34 Arrowhead Way #A1, Woodbury, CT 06798

    Listed by Timothy Drakeley of Drakeley Real Estate, Inc.

    235 White Deer Rocks Road #Guest House, Woodbury, CT 06798
    1/19
    Active

    $3,000

    1 Bed1 Bath750 SqFt

    235 White Deer Rocks Road #Guest House, Woodbury, CT 06798

    Listed by Christian Jensen of William Pitt Sotheby's Int'l

    220 Upper Grassy Hill Road, Woodbury, CT 06798
    1/36
    Active

    $759,900

    3 Beds3 Baths2,420 SqFt

    220 Upper Grassy Hill Road, Woodbury, CT 06798

    Listed by Timothy Drakeley of Drakeley Real Estate, Inc.

    54 Bear Run, Woodbury, CT 06798
    1/40
    Under Contract

    $699,000

    4 Beds3 Baths2,849 SqFt

    54 Bear Run, Woodbury, CT 06798

    Listed by Becky Hood of William Pitt Sotheby's Int'l

    74 Middle Quarter Road, Woodbury, CT 06798
    1/40
    Under Contract

    $684,000

    4 Beds3 Baths2,874 SqFt

    74 Middle Quarter Road, Woodbury, CT 06798

    Listed by Jennifer Kelley of Compass Connecticut, LLC

    557 Upper Grassy Hill Road, Woodbury, CT 06798
    1/40
    Active

    $895,000

    4 Beds4 Baths3,784 SqFt

    557 Upper Grassy Hill Road, Woodbury, CT 06798

    Listed by Susan Corleto of William Pitt Sotheby's Int'l

    6 Weekeepeemee Road, Woodbury, CT 06798
    1/34
    Active

    $499,000

    3 Beds2 Baths1,548 SqFt

    6 Weekeepeemee Road, Woodbury, CT 06798

    Listed by Dawn Hough of Coldwell Banker Realty

    3 Tamarack Lane #3, Woodbury, CT 06798
    1/24
    Price Dropped by $10K

    $309,000

    2 Beds3 Baths1,059 SqFt

    3 Tamarack Lane #3, Woodbury, CT 06798

    Listed by Stephen Mele of Houlihan Lawrence

    4 Deer Hill Court #4, Woodbury, CT 06798
    1/38
    Under Contract

    $299,900

    3 Beds3 Baths1,467 SqFt

    4 Deer Hill Court #4, Woodbury, CT 06798

    Listed by Allysa DeRosa of Mapleridge Realty

    40 Church Street, Woodbury, CT 06798
    1/39
    Under Contract

    $419,000

    3 Beds2 Baths1,716 SqFt

    40 Church Street, Woodbury, CT 06798

    Listed by Juliana Suzio of RE/MAX RISE

    524 Main Street South, Woodbury, CT 06798
    1/9
    Active

    $1,350,000

    1 Bath11,227 SqFt

    524 Main Street South, Woodbury, CT 06798

    Listed by Timothy Drakeley of Drakeley Real Estate, Inc.

    110 Brushy Hill Road, Woodbury, CT 06798
    1/15
    Active

    $499,999

    3 Beds3 Baths1,846 SqFt

    110 Brushy Hill Road, Woodbury, CT 06798

    Listed by Jackie Voegeli of Manzi Real Estate

    36 Washington Avenue, Woodbury, CT 06798
    1/25
    Active

    $3,200

    2 Beds2 Baths1,290 SqFt

    36 Washington Avenue, Woodbury, CT 06798

    Listed by Sharon Rinaldi of Showcase Realty, Inc.

    54 Clubhouse Drive #54, Woodbury, CT 06798
    1/25
    Active

    $309,990

    2 Beds3 Baths1,316 SqFt

    54 Clubhouse Drive #54, Woodbury, CT 06798

    Listed by Henrik K Kjaer of Keller Williams Realty

    16 Pilgrim Trail #F8, Woodbury, CT 06798
    1/14
    Active

    $1,425

    1 Bed1 Bath546 SqFt

    16 Pilgrim Trail #F8, Woodbury, CT 06798

    Listed by David Landau of RE/MAX Right Choice

    242 Bacon Pond Road, Woodbury, CT 06798
    1/38
    Under Contract

    $475,000

    4 Beds1 Bath1,836 SqFt

    242 Bacon Pond Road, Woodbury, CT 06798

    Listed by Timothy Drakeley of Drakeley Real Estate, Inc.

    24 Woods Way #122A, Woodbury, CT 06798
    1/40
    Active

    $350,000

    3 Beds3 Baths1,640 SqFt

    24 Woods Way #122A, Woodbury, CT 06798

    Listed by Terry Lee Adams of Adams & Adams Real Estate

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    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

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    image0 (1)Fusion

    William Pitt Sotheby's International Realty

    Jay Contessa Lic# RES.0816734

    +1(203) 461-3880 jcontessa@wpsir.com

    470 Main Street, Ridgefield, CT, 06877

    Get My App

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

    SITE MAP

        Home
        My Listings
        1. Featured Listings
        2. Sold Listings
        Communities
        1. Ridgefield
        2. Redding
        3. Fairfield
        Sell My Home
        Services
        Resources
        1. iBuyer Guide
        2. Affordability Calculator
        3. Mortgage Calculator
        4. Market Snapshot
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
    image0 (1)Fusion

    William Pitt Sotheby's International Realty

    Jay Contessa Lic# RES.0816734

    +1(203) 461-3880 jcontessa@wpsir.com

    470 Main Street, Ridgefield, CT, 06877

    Get My App

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility