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94 Properties
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94 Properties Available

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The average price in the selected areas has remained stable. Learn more
  • 1 Winding Trail #1, Middlebury, CT 06762
    4 Beds4 Baths3,195 SqFt
    1/37 37
    Active

    $659,000

    1 Winding Trail #1, Middlebury, CT 06762

    Listed by Scott Hellriegel of Berkshire Hathaway NE Prop.

  • 15 Brookside Drive #15, Middlebury, CT 06762
    3 Beds3 Baths3,308 SqFt
    1/34 34
    Under Contract

    $679,000

    15 Brookside Drive #15, Middlebury, CT 06762

    Listed by Ostap Lisowitch of Lisowitch Real Estate Group LLC

  • 58 Shadduck Road, Middlebury, CT 06762
    3 Beds3 Baths2,360 SqFt
    1/40 40
    Price Dropped by $25K

    $569,000

    58 Shadduck Road, Middlebury, CT 06762

    Listed by Amber Segetti of RE/MAX RISE

  • 3 Pine Ridge #23, Middlebury, CT 06762
    2 Beds3 Baths2,290 SqFt
    1/28 28
    Active

    $721,000

    3 Pine Ridge #23, Middlebury, CT 06762

    Listed by Robert Michaud of Michaud Real Estate

  • 1 Pine Ridge #24, Middlebury, CT 06762
    2 Beds2 Baths1,600 SqFt
    1/23 23
    Active

    $619,000

    1 Pine Ridge #24, Middlebury, CT 06762

    Listed by Robert Michaud of Michaud Real Estate

  • 15 Hunting Ridge Road, Middlebury, CT 06762
    3 Beds3 Baths2,190 SqFt
    Active

    $759,900

    15 Hunting Ridge Road, Middlebury, CT 06762

    Listed by Jodi Dawley of Real Estate Two

  • 17 Deer Run Road, Middlebury, CT 06762
    4 Beds3 Baths2,466 SqFt
    Under Contract

    $759,900

    17 Deer Run Road, Middlebury, CT 06762

    Listed by Jodi Dawley of Real Estate Two

  • 55 Westwood Drive, Middlebury, CT 06762
    4 Beds3 Baths2,570 SqFt
    1/25 25
    Price Dropped by $54K

    $695,000

    55 Westwood Drive, Middlebury, CT 06762

    Listed by Graham Klemm of Klemm Real Estate Inc

  • 126 Colonial Avenue, Middlebury, CT 06762
    3 Beds2 Baths2,531 SqFt
    1/36 36
    Under Contract

    $635,000

    126 Colonial Avenue, Middlebury, CT 06762

    Listed by Donna Bannon of BHGRE Bannon & Hebert

  • 7 Highridge Road #7, Middlebury, CT 06762
    3 Beds3 Baths2,600 SqFt
    1/40 40
    Under Contract

    $589,500

    7 Highridge Road #7, Middlebury, CT 06762

    Listed by Tracy Ropa-Lucifora of William Raveis Real Estate

  • North Benson Road #64, Middlebury, CT 06762
    3 Beds3 Baths2,206 SqFt
    1/9 9
    Under Contract

    $545,400

    North Benson Road #64, Middlebury, CT 06762

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

  • North Benson Road #39, Middlebury, CT 06762
    3 Beds3 Baths1,950 SqFt
    1/9 9
    Under Contract

    $505,834

    North Benson Road #39, Middlebury, CT 06762

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

  • North Benson Road #42, Middlebury, CT 06762
    3 Beds3 Baths1,950 SqFt
    1/9 9
    Under Contract

    $499,900

    North Benson Road #42, Middlebury, CT 06762

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

  • 138 Skyline Drive, Middlebury, CT 06762
    3 Beds3 Baths2,212 SqFt
    1/37 37
    Under Contract

    $615,000

    138 Skyline Drive, Middlebury, CT 06762

    Listed by Diana Mashni of RE/MAX One

  • North Benson Road #43, Middlebury, CT 06762
    3 Beds3 Baths2,252 SqFt
    1/9 9
    Under Contract

    $546,936

    North Benson Road #43, Middlebury, CT 06762

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

  • 405 Chestnut Circle #77, Middlebury, CT 06762
    2 Beds3 Baths2,292 SqFt
    Under Contract

    $649,500

    405 Chestnut Circle #77, Middlebury, CT 06762

    Listed by Jodi Dawley of Real Estate Two

  • 28 Maple Drive, Middlebury, CT 06762
    3 Beds4 Baths1,596 SqFt
    1/34 34
    Price Dropped by $25K

    $499,950

    28 Maple Drive, Middlebury, CT 06762

    Listed by Dean Giatas of William Raveis Real Estate

  • North Benson Road #35, Middlebury, CT 06762
    3 Beds3 Baths2,923 SqFt
    1/9 9
    Under Contract

    $591,251

    North Benson Road #35, Middlebury, CT 06762

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

  • 106 Judd Hill Road, Middlebury, CT 06762
    4 Beds4 Baths4,696 SqFt
    1/39 39
    Price Dropped by $30K

    $1,219,900

    106 Judd Hill Road, Middlebury, CT 06762

    Listed by Wendy Barry of Coldwell Banker Realty

  • North Benson Road #40, Middlebury, CT 06762
    3 Beds3 Baths1,950 SqFt
    1/9 9
    Under Contract

    $509,300

    North Benson Road #40, Middlebury, CT 06762

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

  • North Benson Road #38, Middlebury, CT 06762
    3 Beds3 Baths1,950 SqFt
    1/9 9
    Under Contract

    $511,000

    North Benson Road #38, Middlebury, CT 06762

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

  • North Benson Road #41, Middlebury, CT 06762
    3 Beds3 Baths2,206 SqFt
    1/9 9
    Under Contract

    $541,566

    North Benson Road #41, Middlebury, CT 06762

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

  • North Benson Road #37, Middlebury, CT 06762
    3 Beds3 Baths1,950 SqFt
    1/9 9
    Under Contract

    $509,900

    North Benson Road #37, Middlebury, CT 06762

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

  • North Benson Road #36, Middlebury, CT 06762
    3 Beds3 Baths1,950 SqFt
    1/9 9
    Under Contract

    $499,900

    North Benson Road #36, Middlebury, CT 06762

    Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

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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.
Higgins Forbes White PNG Stacked

Higgins Group Private Brokerage

The Higgins Group

+1(203) 254-9000 mat.higginsgroup@gmail.com

1499 Post Rd, Fairfield, CT 06824
      Home
      Sell
      1. Sellers Advantage
      2. Home Valuation
      Buy
      1. Buyers Advantage
      2. All Listings
      3. Featured Listings
      4. Sold Listings
      Communities
      1. Bethel
      2. Darien
      3. Easton
      4. Fairfield
      5. Greenwich
      6. Milford
      7. New Canaan
      8. Norwalk
      9. Stamford
      10. Trumbull
      11. Weston
      12. Westport
      13. Wilton
      About
      1. About Us
      2. Contact Us

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Higgins Group Private Brokerage is an exclusive member of Forbes Global Properties for Fairfield and New Haven Counties in Connecticut.  Forbes® is a registered trademark used under license.  

Higgins Group is Licensed in CT & NY.  

Powered by Lofty Inc. Copyright 2025. 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.
Higgins Forbes White PNG Stacked

Higgins Group Private Brokerage

The Higgins Group

+1(203) 254-9000 mat.higginsgroup@gmail.com

1499 Post Rd, Fairfield, CT 06824
      Home
      Sell
      1. Sellers Advantage
      2. Home Valuation
      Buy
      1. Buyers Advantage
      2. All Listings
      3. Featured Listings
      4. Sold Listings
      Communities
      1. Bethel
      2. Darien
      3. Easton
      4. Fairfield
      5. Greenwich
      6. Milford
      7. New Canaan
      8. Norwalk
      9. Stamford
      10. Trumbull
      11. Weston
      12. Westport
      13. Wilton
      About
      1. About Us
      2. Contact Us

Get My App

Higgins Group Private Brokerage is an exclusive member of Forbes Global Properties for Fairfield and New Haven Counties in Connecticut.  Forbes® is a registered trademark used under license.  

Higgins Group is Licensed in CT & NY.  

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility