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91 Properties

91 Properties Available

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  • 29 Winding Trail #29, Middlebury, CT 06762
    1/40 40
    Price Dropped by $15K

    $549,900

    3 Beds3 Baths2,130 SqFt

    29 Winding Trail #29, Middlebury, CT 06762

    Condo

    Listed by Jay Irvine of Serhant Connecticut, LLC

    READ MORE

  • 1 Winding Trail #1, Middlebury, CT 06762
    1/40 40
    Active

    $659,000

    4 Beds4 Baths3,195 SqFt

    1 Winding Trail #1, Middlebury, CT 06762

    Condo

    Listed by Scott Hellriegel of Berkshire Hathaway NE Prop.

    READ MORE

  • 15 Brookside Drive #15, Middlebury, CT 06762
    1/34 34
    Under Contract

    $679,000

    3 Beds3 Baths3,308 SqFt

    15 Brookside Drive #15, Middlebury, CT 06762

    Single Family Home

    Listed by Ostap Lisowitch of Lisowitch Real Estate Group LLC

    READ MORE

  • 3 Pine Ridge #23, Middlebury, CT 06762
    1/28 28
    Active

    $721,000

    2 Beds3 Baths2,290 SqFt

    3 Pine Ridge #23, Middlebury, CT 06762

    Condo

    Listed by Robert Michaud of Michaud Real Estate

    READ MORE

  • 1 Pine Ridge #24, Middlebury, CT 06762
    1/23 23
    Active

    $619,000

    2 Beds2 Baths1,600 SqFt

    1 Pine Ridge #24, Middlebury, CT 06762

    Condo

    Listed by Robert Michaud of Michaud Real Estate

    READ MORE

  • 15 Hunting Ridge Road, Middlebury, CT 06762
    Active

    $759,900

    3 Beds3 Baths2,190 SqFt

    15 Hunting Ridge Road, Middlebury, CT 06762

    Single Family Home

    Listed by Jodi Dawley of Real Estate Two

    READ MORE

  • 17 Deer Run Road, Middlebury, CT 06762
    Under Contract

    $759,900

    4 Beds3 Baths2,466 SqFt

    17 Deer Run Road, Middlebury, CT 06762

    Single Family Home

    Listed by Jodi Dawley of Real Estate Two

    READ MORE

  • 28 Hunting Ridge Road, Middlebury, CT 06762
    Active

    $759,900

    4 Beds3 Baths2,466 SqFt

    28 Hunting Ridge Road, Middlebury, CT 06762

    Single Family Home

    Listed by Jodi Dawley of Real Estate Two

    READ MORE

  • 55 Westwood Drive, Middlebury, CT 06762
    1/25 25
    Price Dropped by $54K

    $695,000

    4 Beds3 Baths2,570 SqFt

    55 Westwood Drive, Middlebury, CT 06762

    Single Family Home

    Listed by Graham Klemm of Klemm Real Estate Inc

    READ MORE

  • 126 Colonial Avenue, Middlebury, CT 06762
    1/36 36
    Under Contract

    $635,000

    3 Beds2 Baths2,531 SqFt

    126 Colonial Avenue, Middlebury, CT 06762

    Single Family Home

    Listed by Donna Bannon of BHGRE Bannon & Hebert

    READ MORE

  • North Benson Road #64, Middlebury, CT 06762
    1/9 9
    Under Contract

    $545,400

    3 Beds3 Baths2,206 SqFt

    North Benson Road #64, Middlebury, CT 06762

    Condo

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

    READ MORE

  • North Benson Road #39, Middlebury, CT 06762
    1/9 9
    Under Contract

    $505,834

    3 Beds3 Baths1,950 SqFt

    North Benson Road #39, Middlebury, CT 06762

    Condo

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

    READ MORE

  • North Benson Road #42, Middlebury, CT 06762
    1/9 9
    Under Contract

    $499,900

    3 Beds3 Baths1,950 SqFt

    North Benson Road #42, Middlebury, CT 06762

    Condo

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

    READ MORE

  • North Benson Road #43, Middlebury, CT 06762
    1/9 9
    Under Contract

    $546,936

    3 Beds3 Baths2,252 SqFt

    North Benson Road #43, Middlebury, CT 06762

    Condo

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

    READ MORE

  • 405 Chestnut Circle #77, Middlebury, CT 06762
    Under Contract

    $649,500

    2 Beds3 Baths2,292 SqFt

    405 Chestnut Circle #77, Middlebury, CT 06762

    Condo

    Listed by Jodi Dawley of Real Estate Two

    READ MORE

  • 28 Maple Drive, Middlebury, CT 06762
    1/34 34
    Price Dropped by $25K

    $499,950

    3 Beds4 Baths1,596 SqFt

    28 Maple Drive, Middlebury, CT 06762

    Single Family Home

    Listed by Dean Giatas of William Raveis Real Estate

    READ MORE

  • North Benson Road #35, Middlebury, CT 06762
    1/9 9
    Under Contract

    $591,251

    3 Beds3 Baths2,923 SqFt

    North Benson Road #35, Middlebury, CT 06762

    Condo

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

    READ MORE

  • 106 Judd Hill Road, Middlebury, CT 06762
    1/39 39
    Price Dropped by $30K

    $1,219,900

    4 Beds4 Baths4,696 SqFt

    106 Judd Hill Road, Middlebury, CT 06762

    Single Family Home

    Listed by Wendy Barry of Coldwell Banker Realty

    READ MORE

  • North Benson Road #40, Middlebury, CT 06762
    1/9 9
    Under Contract

    $509,300

    3 Beds3 Baths1,950 SqFt

    North Benson Road #40, Middlebury, CT 06762

    Condo

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

    READ MORE

  • North Benson Road #38, Middlebury, CT 06762
    1/9 9
    Under Contract

    $511,000

    3 Beds3 Baths1,950 SqFt

    North Benson Road #38, Middlebury, CT 06762

    Condo

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

    READ MORE

  • North Benson Road #41, Middlebury, CT 06762
    1/9 9
    Under Contract

    $541,566

    3 Beds3 Baths2,206 SqFt

    North Benson Road #41, Middlebury, CT 06762

    Condo

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

    READ MORE

  • North Benson Road #37, Middlebury, CT 06762
    1/9 9
    Under Contract

    $509,900

    3 Beds3 Baths1,950 SqFt

    North Benson Road #37, Middlebury, CT 06762

    Condo

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

    READ MORE

  • North Benson Road #36, Middlebury, CT 06762
    1/9 9
    Under Contract

    $499,900

    3 Beds3 Baths1,950 SqFt

    North Benson Road #36, Middlebury, CT 06762

    Condo

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

    READ MORE

  • 11 Hunting Ridge Road, Middlebury, CT 06762
    Under Contract

    $799,900

    4 Beds3 Baths2,700 SqFt

    11 Hunting Ridge Road, Middlebury, CT 06762

    Single Family Home

    Listed by Jodi Dawley of Real Estate Two

    READ MORE

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Prestige ProREALTY Group

Judes Joseph

+1(203) 246-6842 j.joseph@prestigeprorealty.com

License ID: REB.0794553

161 Kings Highway E. Ste 206, Fairfield, Connecticut, 06825, United States

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      HOME
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      Market Snapshot
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 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

icon-01text-01
Prestige ProREALTY Group

Judes Joseph

+1(203) 246-6842 j.joseph@prestigeprorealty.com

License ID: REB.0794553

161 Kings Highway E. Ste 206, Fairfield, Connecticut, 06825, United States

Get My App

      HOME
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Calculator
      Sell
      1. Sell My Home
      2. Home Valuation
      About
      1. About Us
      2. Contact Us
      3. Reviews
      Market Snapshot
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 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility