Recently Viewed Properties
41 Results

Middlebury, CT Real Estate & Homes For Sale

Add

Oops! We need you to add a location.
more
Selecting these elements will cause content on the page to be updated. Near by
NEARBY
    Selecting these elements will cause content on the page to be updated. History
    HISTORY
      Save this Search
      Filters
      Selection will refresh the page with new results. properties
      —
      You’ll get email updates when new properties matching this criteria go on the market. You can also run these searches quickly under “Properties & Searches” at the top of every page.
      Selection will refresh the page with new results.
      Selection will refresh the page with new results. properties
      Property Type
      PRICE
      to
      BEDROOMS
      BATHROOMS
      STATUS (only include)
      Lot Sizeto
      FEATURES

      Add

      Max keywords reached
      Save this Search
      Hide Map
      Order By

      Save this Search

      41 Results
      Order By

      Use previous and next buttons to navigate

      2 Dogwood Ct, Middlebury, CT 06762 - Photo 1 2 Dogwood Ct, Middlebury, CT 06762 - Photo 2 2 Dogwood Ct, Middlebury, CT 06762 - Photo 3 2 Dogwood Ct, Middlebury, CT 06762 - Photo 4 2 Dogwood Ct, Middlebury, CT 06762 - Photo 5 2 Dogwood Ct, Middlebury, CT 06762 - Photo 6 2 Dogwood Ct, Middlebury, CT 06762 - Photo 7 2 Dogwood Ct, Middlebury, CT 06762 - Photo 8 2 Dogwood Ct, Middlebury, CT 06762 - Photo 9 2 Dogwood Ct, Middlebury, CT 06762 - Photo 10 2 Dogwood Ct, Middlebury, CT 06762 - Photo 11 2 Dogwood Ct, Middlebury, CT 06762 - Photo 12 2 Dogwood Ct, Middlebury, CT 06762 - Photo 13 2 Dogwood Ct, Middlebury, CT 06762 - Photo 14 2 Dogwood Ct, Middlebury, CT 06762 - Photo 15 2 Dogwood Ct, Middlebury, CT 06762 - Photo 16 2 Dogwood Ct, Middlebury, CT 06762 - Photo 17 2 Dogwood Ct, Middlebury, CT 06762 - Photo 18 2 Dogwood Ct, Middlebury, CT 06762 - Photo 19 2 Dogwood Ct, Middlebury, CT 06762 - Photo 20 2 Dogwood Ct, Middlebury, CT 06762 - Photo 21 2 Dogwood Ct, Middlebury, CT 06762 - Photo 22 2 Dogwood Ct, Middlebury, CT 06762 - Photo 23 2 Dogwood Ct, Middlebury, CT 06762 - Photo 24 2 Dogwood Ct, Middlebury, CT 06762 - Photo 25 2 Dogwood Ct, Middlebury, CT 06762 - Photo 26 2 Dogwood Ct, Middlebury, CT 06762 - Photo 27 2 Dogwood Ct, Middlebury, CT 06762 - Photo 28 2 Dogwood Ct, Middlebury, CT 06762 - Photo 29 2 Dogwood Ct, Middlebury, CT 06762 - Photo 30 2 Dogwood Ct, Middlebury, CT 06762 - Photo 31 2 Dogwood Ct, Middlebury, CT 06762 - Photo 32 2 Dogwood Ct, Middlebury, CT 06762 - Photo 33 2 Dogwood Ct, Middlebury, CT 06762 - Photo 34 2 Dogwood Ct, Middlebury, CT 06762 - Photo 35 2 Dogwood Ct, Middlebury, CT 06762 - Photo 36 2 Dogwood Ct, Middlebury, CT 06762 - Photo 37 2 Dogwood Ct, Middlebury, CT 06762 - Photo 38 2 Dogwood Ct, Middlebury, CT 06762 - Photo 39 2 Dogwood Ct, Middlebury, CT 06762 - Photo 40

      1/40

      2 Dogwood Ct  #2  Middlebury, CT 06762

      $530,000
      • Townhouse
      • Under Contract
      • MLS # 24111129
      • 3
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 3,103
        Sq. Ft.
      • 1
        Car Garage
      Listed by Serhant Connecticut, LLC

      Use previous and next buttons to navigate

      2 Deer Run Rd, Middlebury, CT 06762 - Photo 1

      1/1

      2 Deer Run Rd  Middlebury, CT 06762

      $709,900
      • Single Family
      • Under Contract
      • MLS # 24110714
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,190
        Sq. Ft.
      • 2
        Car Garage
      Listed by Real Estate Two

      Use previous and next buttons to navigate

      North Benson Rd, Middlebury, CT 06762 - Photo 1 North Benson Rd, Middlebury, CT 06762 - Photo 2 North Benson Rd, Middlebury, CT 06762 - Photo 3 North Benson Rd, Middlebury, CT 06762 - Photo 4 North Benson Rd, Middlebury, CT 06762 - Photo 5 North Benson Rd, Middlebury, CT 06762 - Photo 6 North Benson Rd, Middlebury, CT 06762 - Photo 7 North Benson Rd, Middlebury, CT 06762 - Photo 8 North Benson Rd, Middlebury, CT 06762 - Photo 9

      1/9

      North Benson Rd  #44  Middlebury, CT 06762

      $555,888
      • Townhouse
      • Under Contract
      • MLS # 24109951
      • Updated 21 hours ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,252
        Sq. Ft.
      • 2
        Car Garage
      Listed by Century 21 AllPoints Realty

      Use previous and next buttons to navigate

      North Benson Rd, Middlebury, CT 06762 - Photo 1 North Benson Rd, Middlebury, CT 06762 - Photo 2 North Benson Rd, Middlebury, CT 06762 - Photo 3 North Benson Rd, Middlebury, CT 06762 - Photo 4 North Benson Rd, Middlebury, CT 06762 - Photo 5 North Benson Rd, Middlebury, CT 06762 - Photo 6 North Benson Rd, Middlebury, CT 06762 - Photo 7 North Benson Rd, Middlebury, CT 06762 - Photo 8 North Benson Rd, Middlebury, CT 06762 - Photo 9

      1/9

      North Benson Rd  #52  Middlebury, CT 06762

      $560,753
      • Townhouse
      • Under Contract
      • MLS # 24100213
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,206
        Sq. Ft.
      • 2
        Car Garage
      Listed by Century 21 AllPoints Realty

      Use previous and next buttons to navigate

      North Benson Rd, Middlebury, CT 06762 - Photo 1 North Benson Rd, Middlebury, CT 06762 - Photo 2 North Benson Rd, Middlebury, CT 06762 - Photo 3 North Benson Rd, Middlebury, CT 06762 - Photo 4 North Benson Rd, Middlebury, CT 06762 - Photo 5 North Benson Rd, Middlebury, CT 06762 - Photo 6 North Benson Rd, Middlebury, CT 06762 - Photo 7 North Benson Rd, Middlebury, CT 06762 - Photo 8 North Benson Rd, Middlebury, CT 06762 - Photo 9
      Contingent

      1/9

      North Benson Rd  #47  Middlebury, CT 06762

      $509,900
      • Townhouse
      • Contingent
      • MLS # 24099635
      • Updated 21 hours ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,206
        Sq. Ft.
      • 2
        Car Garage
      Listed by Century 21 AllPoints Realty

      Use previous and next buttons to navigate

      18 Deer Run Rd, Middlebury, CT 06762 - Photo 1

      1/1

      18 Deer Run Rd  Middlebury, CT 06762

      $799,900
      • Single Family
      • Under Contract
      • MLS # 24099002
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,190
        Sq. Ft.
      • 2
        Car Garage
      Listed by Real Estate Two

      Use previous and next buttons to navigate

      North Benson Rd, Middlebury, CT 06762 - Photo 1 North Benson Rd, Middlebury, CT 06762 - Photo 2 North Benson Rd, Middlebury, CT 06762 - Photo 3 North Benson Rd, Middlebury, CT 06762 - Photo 4 North Benson Rd, Middlebury, CT 06762 - Photo 5 North Benson Rd, Middlebury, CT 06762 - Photo 6 North Benson Rd, Middlebury, CT 06762 - Photo 7 North Benson Rd, Middlebury, CT 06762 - Photo 8 North Benson Rd, Middlebury, CT 06762 - Photo 9

      1/9

      North Benson Rd  #46  Middlebury, CT 06762

      $522,128
      • Townhouse
      • Under Contract
      • MLS # 24097231
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,950
        Sq. Ft.
      • 2
        Car Garage
      Listed by Century 21 AllPoints Realty

      Use previous and next buttons to navigate

      North Benson Rd, Middlebury, CT 06762 - Photo 1 North Benson Rd, Middlebury, CT 06762 - Photo 2 North Benson Rd, Middlebury, CT 06762 - Photo 3 North Benson Rd, Middlebury, CT 06762 - Photo 4 North Benson Rd, Middlebury, CT 06762 - Photo 5 North Benson Rd, Middlebury, CT 06762 - Photo 6 North Benson Rd, Middlebury, CT 06762 - Photo 7 North Benson Rd, Middlebury, CT 06762 - Photo 8 North Benson Rd, Middlebury, CT 06762 - Photo 9

      1/9

      North Benson Rd  #49  Middlebury, CT 06762

      $533,416
      • Townhouse
      • Under Contract
      • MLS # 24096137
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,950
        Sq. Ft.
      • 2
        Car Garage
      Listed by Century 21 AllPoints Realty

      Use previous and next buttons to navigate

      North Benson Rd, Middlebury, CT 06762 - Photo 1 North Benson Rd, Middlebury, CT 06762 - Photo 2 North Benson Rd, Middlebury, CT 06762 - Photo 3 North Benson Rd, Middlebury, CT 06762 - Photo 4 North Benson Rd, Middlebury, CT 06762 - Photo 5 North Benson Rd, Middlebury, CT 06762 - Photo 6 North Benson Rd, Middlebury, CT 06762 - Photo 7 North Benson Rd, Middlebury, CT 06762 - Photo 8 North Benson Rd, Middlebury, CT 06762 - Photo 9

      1/9

      North Benson Rd  #66  Middlebury, CT 06762

      $522,128
      • Townhouse
      • Under Contract
      • MLS # 24093726
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,950
        Sq. Ft.
      • 2
        Car Garage
      Listed by Century 21 AllPoints Realty

      Use previous and next buttons to navigate

      North Benson Rd, Middlebury, CT 06762 - Photo 1 North Benson Rd, Middlebury, CT 06762 - Photo 2 North Benson Rd, Middlebury, CT 06762 - Photo 3 North Benson Rd, Middlebury, CT 06762 - Photo 4 North Benson Rd, Middlebury, CT 06762 - Photo 5 North Benson Rd, Middlebury, CT 06762 - Photo 6 North Benson Rd, Middlebury, CT 06762 - Photo 7 North Benson Rd, Middlebury, CT 06762 - Photo 8 North Benson Rd, Middlebury, CT 06762 - Photo 9

      1/9

      North Benson Rd  #45  Middlebury, CT 06762

      $525,438
      • Townhouse
      • Under Contract
      • MLS # 24089121
      • Updated 21 hours ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,950
        Sq. Ft.
      • 2
        Car Garage
      Listed by Century 21 AllPoints Realty

      Use previous and next buttons to navigate

      14 Deer Run Rd, Middlebury, CT 06762 - Photo 1

      1/1

      14 Deer Run Rd  Middlebury, CT 06762

      $699,000
      • Single Family
      • Under Contract
      • MLS # 24088127
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,877
        Sq. Ft.
      • 2
        Car Garage
      Listed by Real Estate Two

      Use previous and next buttons to navigate

      North Benson Rd, Middlebury, CT 06762 - Photo 1 North Benson Rd, Middlebury, CT 06762 - Photo 2 North Benson Rd, Middlebury, CT 06762 - Photo 3 North Benson Rd, Middlebury, CT 06762 - Photo 4 North Benson Rd, Middlebury, CT 06762 - Photo 5 North Benson Rd, Middlebury, CT 06762 - Photo 6 North Benson Rd, Middlebury, CT 06762 - Photo 7 North Benson Rd, Middlebury, CT 06762 - Photo 8 North Benson Rd, Middlebury, CT 06762 - Photo 9

      1/9

      North Benson Rd  #55  Middlebury, CT 06762

      $548,828
      • Townhouse
      • Under Contract
      • MLS # 24086408
      • Updated 21 hours ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,462
        Sq. Ft.
      • 2
        Car Garage
      Listed by Century 21 AllPoints Realty

      Use previous and next buttons to navigate

      North Benson Rd, Middlebury, CT 06762 - Photo 1 North Benson Rd, Middlebury, CT 06762 - Photo 2 North Benson Rd, Middlebury, CT 06762 - Photo 3 North Benson Rd, Middlebury, CT 06762 - Photo 4 North Benson Rd, Middlebury, CT 06762 - Photo 5 North Benson Rd, Middlebury, CT 06762 - Photo 6 North Benson Rd, Middlebury, CT 06762 - Photo 7 North Benson Rd, Middlebury, CT 06762 - Photo 8 North Benson Rd, Middlebury, CT 06762 - Photo 9

      1/9

      North Benson Rd  #53  Middlebury, CT 06762

      $519,900
      • Townhouse
      • Under Contract
      • MLS # 24086541
      • Updated 21 hours ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,950
        Sq. Ft.
      • 2
        Car Garage
      Listed by Century 21 AllPoints Realty

      Use previous and next buttons to navigate

      3 Pine Rdg, Middlebury, CT 06762 - Photo 1 3 Pine Rdg, Middlebury, CT 06762 - Photo 2 3 Pine Rdg, Middlebury, CT 06762 - Photo 3 3 Pine Rdg, Middlebury, CT 06762 - Photo 4 3 Pine Rdg, Middlebury, CT 06762 - Photo 5 3 Pine Rdg, Middlebury, CT 06762 - Photo 6 3 Pine Rdg, Middlebury, CT 06762 - Photo 7 3 Pine Rdg, Middlebury, CT 06762 - Photo 8 3 Pine Rdg, Middlebury, CT 06762 - Photo 9 3 Pine Rdg, Middlebury, CT 06762 - Photo 10 3 Pine Rdg, Middlebury, CT 06762 - Photo 11 3 Pine Rdg, Middlebury, CT 06762 - Photo 12 3 Pine Rdg, Middlebury, CT 06762 - Photo 13 3 Pine Rdg, Middlebury, CT 06762 - Photo 14 3 Pine Rdg, Middlebury, CT 06762 - Photo 15 3 Pine Rdg, Middlebury, CT 06762 - Photo 16 3 Pine Rdg, Middlebury, CT 06762 - Photo 17 3 Pine Rdg, Middlebury, CT 06762 - Photo 18 3 Pine Rdg, Middlebury, CT 06762 - Photo 19 3 Pine Rdg, Middlebury, CT 06762 - Photo 20 3 Pine Rdg, Middlebury, CT 06762 - Photo 21 3 Pine Rdg, Middlebury, CT 06762 - Photo 22 3 Pine Rdg, Middlebury, CT 06762 - Photo 23 3 Pine Rdg, Middlebury, CT 06762 - Photo 24 3 Pine Rdg, Middlebury, CT 06762 - Photo 25 3 Pine Rdg, Middlebury, CT 06762 - Photo 26 3 Pine Rdg, Middlebury, CT 06762 - Photo 27 3 Pine Rdg, Middlebury, CT 06762 - Photo 28

      1/28

      3 Pine Rdg  #23  Middlebury, CT 06762

      $721,000
      • Single Family
      • Under Contract
      • MLS # 24082812
      • 2
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,290
        Sq. Ft.
      • 2
        Car Garage
      Listed by Michaud Real Estate

      Use previous and next buttons to navigate

      15 Hunting Rdg Rd, Middlebury, CT 06762 - Photo 1

      1/1

      15 Hunting Rdg Rd  Middlebury, CT 06762

      $794,900
      • Single Family
      • Active
      • MLS # 24079981
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,190
        Sq. Ft.
      • 2
        Car Garage
      Listed by Real Estate Two

      Use previous and next buttons to navigate

      28 Hunting Rdg Rd, Middlebury, CT 06762 - Photo 1

      1/1

      Open House
      Sun2/2212-2

      28 Hunting Rdg Rd  Middlebury, CT 06762

      $739,900
      • Single Family
      • Active
      • MLS # 24079497
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,466
        Sq. Ft.
      • 2
        Car Garage
      Listed by Real Estate Two

      Use previous and next buttons to navigate

      North Benson Rd, Middlebury, CT 06762 - Photo 1 North Benson Rd, Middlebury, CT 06762 - Photo 2 North Benson Rd, Middlebury, CT 06762 - Photo 3 North Benson Rd, Middlebury, CT 06762 - Photo 4 North Benson Rd, Middlebury, CT 06762 - Photo 5 North Benson Rd, Middlebury, CT 06762 - Photo 6 North Benson Rd, Middlebury, CT 06762 - Photo 7 North Benson Rd, Middlebury, CT 06762 - Photo 8 North Benson Rd, Middlebury, CT 06762 - Photo 9

      1/9

      North Benson Rd  #64  Middlebury, CT 06762

      $545,400
      • Townhouse
      • Under Contract
      • MLS # 24077175
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,206
        Sq. Ft.
      • 2
        Car Garage
      Listed by Century 21 AllPoints Realty

      Save this searchYou’ll get email updates when new properties matching this criteria go on the market. You can also run these searches quickly under “Properties & Searches” at the top of every page. and receive alerts when new properties are listed.

      Find Real Estate in Middlebury, CT

      Coldwell Banker Realty can help you find Middlebury homes for sale and rentals. Refine your Middlebury real estate search results by price, property type, bedrooms, baths and other features. Need more information? View our Middlebury real estate offices and let us help you find the perfect property.

      Cities Near Middlebury, CT

      ZIP Codes Near Middlebury, CT

      Offices serving Middlebury, CT

      Boundaries © 2014-2018 Pitney Bowes Inc. All rights reserved. School attendance zone boundaries are subject to change. Check with the applicable school district prior to making a decision based on these results.

      Assurant Home Warranty logo

      Protect your home and budget from life’s surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans

      Coldwell Banker Realty and Guaranteed Rate Affinity, LLC share common ownership and because of this relationship the brokerage may receive a financial or other benefit. You are not required to use Guaranteed Rate Affinity, LLC as a condition of purchase or sale of any real estate. Operating in the state of New York as GR Affinity, LLC in lieu of the legal name Guaranteed Rate Affinity, LLC.

      Real estate agents affiliated with Coldwell Banker are independent contractor sales associates and are not employees of Coldwell Banker.

      © 2026 Coldwell Banker. All Rights Reserved. Coldwell Banker and the Coldwell Banker logos are trademarks of Coldwell Banker Real Estate LLC. The Coldwell Banker® System is comprised of company owned offices which are owned by a subsidiary of Anywhere Advisors LLC and franchised offices which are independently owned and operated. The Coldwell Banker System fully supports the principles of the Fair Housing Act and the Equal Opportunity Act.

      Search options

      We can’t map any of the properties in your results.