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    Roxbury, CT
    Map
    47 Properties Available

    47 Properties Available

    The average price in the selected areas has remained stable. Learn more
    • Default
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    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    220 Painter Hill Road, Roxbury, CT 06783
    1/40
    New

    $2,895,000

    4 Beds5 Baths4,570 SqFt

    220 Painter Hill Road, Roxbury, CT 06783

    Listed by Stacey Matthews of W. Raveis Lifestyles Realty

    77 Tophet Road, Roxbury, CT 06783
    1/37
    New

    $2,395,000

    4 Beds5 Baths6,670 SqFt

    77 Tophet Road, Roxbury, CT 06783

    Listed by Rick Distel of Compass Connecticut, LLC

    1329 Stillwater Road, Stamford, CT 06902
    1/25
    New

    $4,000

    3 Beds2 Baths1,832 SqFt

    1329 Stillwater Road, Stamford, CT 06902

    Listed by Barbara Hickey of William Pitt Sotheby's Int'l

    24 Hickory Lane, Roxbury, CT 06783
    1/38
    Active

    $1,155,000

    4 Beds3 Baths3,340 SqFt

    24 Hickory Lane, Roxbury, CT 06783

    Listed by Pat Lahoud Lahoud of William Pitt Sotheby's Int'l

    216 Baker Road, Roxbury, CT 06783
    1/33
    Active

    $689,000

    4 Beds2 Baths2,008 SqFt

    216 Baker Road, Roxbury, CT 06783

    Listed by David Landau of RE/MAX Right Choice

    33 Sentry Hill Road, Roxbury, CT 06783
    1/27
    Active

    $1,649,000

    4 Beds4 Baths3,676 SqFt

    33 Sentry Hill Road, Roxbury, CT 06783

    Listed by Peter Klemm of Klemm Real Estate Inc

    18 Tunnel Road, Roxbury, CT 06783
    1/29
    Active

    $1,099,000

    3 Beds3 Baths2,080 SqFt

    18 Tunnel Road, Roxbury, CT 06783

    Listed by Peter Klemm of Klemm Real Estate Inc

    380 Southbury Road, Roxbury, CT 06783
    1/40
    Active

    $1,600,000

    4 Beds5 Baths4,452 SqFt

    380 Southbury Road, Roxbury, CT 06783

    Listed by Beatrice Dorlean-Cornet of Berkshire Hathaway NE Prop.

    179 South Street, Roxbury, CT 06783
    1/13
    Active

    $985,000

    3 Beds2 Baths1,772 SqFt

    179 South Street, Roxbury, CT 06783

    Listed by Kathryn Clair of William Pitt Sotheby's Int'l

    1049 Stillwater Road, Stamford, CT 06902
    1/32
    Active

    $1,680,000

    4 Beds5 Baths4,597 SqFt

    1049 Stillwater Road, Stamford, CT 06902

    Listed by Andrea Jaramillo of Corcoran Centric Realty

    45 Chalybes Road, Roxbury, CT 06783
    1/32
    Price Dropped by $200K

    $995,000

    3 Beds4 Baths2,725 SqFt

    45 Chalybes Road, Roxbury, CT 06783

    Listed by Kathryn Bassett of William Pitt Sotheby's Int'l

    677 West Hill Road, Stamford, CT 06902
    1/28
    Price Dropped by $20K

    $2,375,000

    6 Beds5 Baths10,746 SqFt

    677 West Hill Road, Stamford, CT 06902

    Listed by Antonio LaRocca of The LaRocca Group

    11 Evergreen Drive, Roxbury, CT 06783
    1/3
    Active

    $1,200,000

    4 Beds4 Baths3,800 SqFt

    11 Evergreen Drive, Roxbury, CT 06783

    Listed by Sharon Wyant McGuire of William Pitt Sotheby's Int'l

    176 Apple Lane, Roxbury, CT 06783
    1/31
    Price Dropped by $300K

    $1,995,000

    4 Beds5 Baths3,566 SqFt

    176 Apple Lane, Roxbury, CT 06783

    Listed by Kathryn Bassett of William Pitt Sotheby's Int'l

    16 Jonathan Drive, Roxbury, CT 06783
    1/33
    Active

    $950,000

    3 Beds3 Baths2,028 SqFt

    16 Jonathan Drive, Roxbury, CT 06783

    Listed by Joyce Drakeley of Drakeley Real Estate, Inc.

    34 Old Roxbury Road, Roxbury, CT 06783
    1/29
    Active

    $35,000

    4 Beds6 Baths3,996 SqFt

    34 Old Roxbury Road, Roxbury, CT 06783

    Listed by Stacey Matthews of W. Raveis Lifestyles Realty

    7 Lower County Road, Roxbury, CT 06783
    1/40
    Active

    $9,000

    3 Beds2 Baths2,568 SqFt

    7 Lower County Road, Roxbury, CT 06783

    Listed by Christopher Haggerty of Compass Connecticut, LLC

    1030 Washington Woodbury Road, Roxbury, CT 06783
    1/40
    Price Dropped by $300K

    $2,095,000

    4 Beds5 Baths4,874 SqFt

    1030 Washington Woodbury Road, Roxbury, CT 06783

    Listed by Judith Auchincloss of Klemm Real Estate Inc

    242 Tophet Road, Roxbury, CT 06783
    1/25
    Price Dropped by $50K

    $799,000

    3 Beds2 Baths1,862 SqFt

    242 Tophet Road, Roxbury, CT 06783

    Listed by Kathryn Clair of William Pitt Sotheby's Int'l

    233 Southbury Road, Roxbury, CT 06783
    1/38
    Active

    $1,795,000

    5 Beds6 Baths5,447 SqFt

    233 Southbury Road, Roxbury, CT 06783

    Listed by Kathryn Clair of William Pitt Sotheby's Int'l

    31 Hickory Lane, Roxbury, CT 06783
    1/37
    Price Dropped by $50K

    $1,695,000

    4 Beds5 Baths6,169 SqFt

    31 Hickory Lane, Roxbury, CT 06783

    Listed by Philippa Malkin of W. Raveis Lifestyles Realty

    38 West Mountain Lane, Roxbury, CT 06783
    1/26
    Active

    $795,000

    3 Beds3 Baths2,336 SqFt

    38 West Mountain Lane, Roxbury, CT 06783

    Listed by Maria Taylor of Klemm Real Estate Inc

    10 Sentry Hill Road, Roxbury, CT 06783
    1/28
    Active

    $6,000

    4 Beds3 Baths1,260 SqFt

    10 Sentry Hill Road, Roxbury, CT 06783

    Listed by Melinda Dubow of Klemm Real Estate Inc

    10 (LOWER) Sentry Hill Road, Roxbury, CT 06783
    1/8
    Active

    $2,200

    1 Bed1 Bath900 SqFt

    10 (LOWER) Sentry Hill Road, Roxbury, CT 06783

    Listed by Melinda Dubow of Klemm Real Estate Inc

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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