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    City: Middlebury, CT
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    72 Properties Available In Middlebury

    72 Properties Available In Middlebury

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    CT >Middlebury >
    Market Insights
    North Benson Road #65, Middlebury, CT 06762
    1/9
    Under Contract

    $573,572

    3 Beds3 Baths2,206 SqFt

    North Benson Road #65, Middlebury, CT 06762

    Listed by Renee Lovley of Century 21 AllPoints Realty

    10 Old Waterbury Road #3, Middlebury, CT 06762
    1/7
    New

    $1,050

    1 Bed1 Bath450 SqFt

    10 Old Waterbury Road #3, Middlebury, CT 06762

    Listed by Jeff Corcoran of Corcoran Properties, LLC

    80 Anawan Avenue, Middlebury, CT 06762
    1/40
    New

    $529,900

    2 Beds2 Baths1,962 SqFt

    80 Anawan Avenue, Middlebury, CT 06762

    Listed by Drew Slack of ERA Insite Realty Services

    863 Whittemore Road, Middlebury, CT 06762
    1/30
    Under Contract

    $399,900

    3 Beds2 Baths1,456 SqFt

    863 Whittemore Road, Middlebury, CT 06762

    Listed by Marisela Agelvis of West View Properties, LLC

    397 White Deer Rock Road, Middlebury, CT 06762
    1/34
    Active

    $2,195,000

    3 Beds3 Baths3,863 SqFt

    397 White Deer Rock Road, Middlebury, CT 06762

    Listed by Peter Klemm of Klemm Real Estate Inc

    10 Pelham Way #10, Middlebury, CT 06762
    1/2
    Under Contract

    $650,000

    3 Beds3 Baths2,251 SqFt

    10 Pelham Way #10, Middlebury, CT 06762

    Listed by Timothy Drakeley of Drakeley Real Estate, Inc.

    700 Watertown Road, Middlebury, CT 06762
    1/40
    Active

    $649,000

    5 Beds3 Baths2,528 SqFt

    700 Watertown Road, Middlebury, CT 06762

    Listed by Erin Giguiere of Regall Realty, LLC

    15 Central Road, Middlebury, CT 06762
    1/38
    Under Contract

    $694,900

    3 Beds3 Baths2,870 SqFt

    15 Central Road, Middlebury, CT 06762

    Listed by Mary Ann Hebert of BHGRE Gaetano Marra Homes

    283 Whittemore Road, Middlebury, CT 06762
    1/24
    Price Dropped by $10K

    $519,000

    3 Beds3 Baths2,500 SqFt

    283 Whittemore Road, Middlebury, CT 06762

    Listed by Jennifer Sisco of RE/MAX Heritage

    301 Steinmann Avenue, Middlebury, CT 06762
    1/36
    Price Dropped by $20K

    $409,900

    3 Beds2 Baths1,572 SqFt

    301 Steinmann Avenue, Middlebury, CT 06762

    Listed by Dawn Ciappetta of Coldwell Banker Realty

    90 Fenn Road, Middlebury, CT 06762
    1/35
    Active

    $699,900

    4 Beds4 Baths3,162 SqFt

    90 Fenn Road, Middlebury, CT 06762

    Listed by Mary Ann Hebert of BHGRE Gaetano Marra Homes

    24 Highridge Road #24, Middlebury, CT 06762
    1/40
    Under Contract

    $560,000

    3 Beds3 Baths1,802 SqFt

    24 Highridge Road #24, Middlebury, CT 06762

    Listed by Jay Irvine of Serhant Connecticut, LLC

    271 Shadduck Road, Middlebury, CT 06762
    1/32
    Under Contract

    $432,000

    3 Beds2 Baths1,288 SqFt

    271 Shadduck Road, Middlebury, CT 06762

    Listed by Stephen Mele of Houlihan Lawrence

    420 Charcoal Avenue, Middlebury, CT 06762
    1/40
    Under Contract

    $485,000

    3 Beds2 Baths1,575 SqFt

    420 Charcoal Avenue, Middlebury, CT 06762

    Listed by Bethany Lydem of Stone Crest Realty LLC

    122 Crest Road, Middlebury, CT 06762
    1/37
    Under Contract

    $825,000

    3 Beds3 Baths3,253 SqFt

    122 Crest Road, Middlebury, CT 06762

    Listed by Heather Dever of Showcase Realty, Inc.

    245 Upper Whittemore Road, Middlebury, CT 06762
    1/29
    Under Contract

    $815,000

    3 Beds3 Baths2,990 SqFt

    245 Upper Whittemore Road, Middlebury, CT 06762

    Listed by Donna Bannon of BHGRE Gaetano Marra Homes

    851 South Street, Middlebury, CT 06762
    1/40
    Under Contract

    $950,000

    5 Beds3 Baths3,301 SqFt

    851 South Street, Middlebury, CT 06762

    Listed by Jackie Desmarais of Showcase Realty, Inc.

    64 Watertown Road, Middlebury, CT 06762
    1/32
    Under Contract
    3D

    $759,900

    3 Beds4 Baths4,094 SqFt

    64 Watertown Road, Middlebury, CT 06762

    Listed by Olivia Bueno of William Raveis Real Estate

    408 Breakneck Hill Road, Middlebury, CT 06762
    1/30
    Under Contract

    $625,000

    2 Beds3 Baths1,848 SqFt

    408 Breakneck Hill Road, Middlebury, CT 06762

    Listed by John Donato Jr of Showcase Realty, Inc.

    2 Arrowwood Court #2, Middlebury, CT 06762
    1/32
    Under Contract

    $599,900

    3 Beds3 Baths2,256 SqFt

    2 Arrowwood Court #2, Middlebury, CT 06762

    Listed by Mary Ann Hebert of BHGRE Gaetano Marra Homes

    66 Artillery Road, Middlebury, CT 06762
    1/25
    Under Contract

    $585,000

    4 Beds4 Baths2,691 SqFt

    66 Artillery Road, Middlebury, CT 06762

    Listed by Maria Taylor of Klemm Real Estate Inc

    192 Breakneck Hill Road, Middlebury, CT 06762
    1/16
    Under Contract

    $427,000

    4 Beds2 Baths1,422 SqFt

    192 Breakneck Hill Road, Middlebury, CT 06762

    Listed by Maria Pinheiro of RE/MAX RISE

    193 Ridgewood Drive #193, Middlebury, CT 06762
    1/40
    Under Contract

    $649,900

    3 Beds3 Baths2,658 SqFt

    193 Ridgewood Drive #193, Middlebury, CT 06762

    Listed by Timothy Drakeley of Drakeley Real Estate, Inc.

    6 Brookside Drive, Middlebury, CT 06762
    1/40
    Under Contract

    $599,995

    4 Beds4 Baths3,745 SqFt

    6 Brookside Drive, Middlebury, CT 06762

    Listed by Nikki Defrancesco of Coldwell Banker Realty

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    Real Broker
    Trisha Hebert
    +1(401) 309-9957
    trishahebert.realtor@gmail.com
    10 Dorrance St, Providence, RI, 02903, USA

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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.

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

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

    site logo

    Get My App

    Real Broker
    Trisha Hebert
    +1(401) 309-9957
    trishahebert.realtor@gmail.com
    10 Dorrance St, Providence, RI, 02903, USA

        Home
        Search Homes
        Communities
        Buy
        1. Upcoming Open Houses
        2. Buyer FAQ
        3. Costs Associated With Buying A Home
        4. Mortgage Calculator
        Sell
        1. Sell My Home
        2. Home Valuation
        3. Marketing Your Home
        Market Snapshot
        About
        1. Meet Trisha Hebert
        Contact Us
    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.

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

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