Middlebury, VT

Middlebury Real Estate

26Results

Browse homes for sale in Middlebury, Vermont. Located in Addison County, Vermont, Middlebury is a college filled with history and culture. Home to Middlebury College, a high-achieving university, and the Henry Sheldon Museum, Middlebury offers a distinct charm to its residents and visitors. The vibrant streets of Middlebury house several boutique stores and trendy restaurants. Those who reside in Middlebury are part of a caring community that embraces the picturesque town’s heritage. Contact CENTURY 21 TheOne if you'd like more information about a specific property, or if you'd like to schedule a private viewing. Register with the site to save your favorite listings and get email notifications when similar properties become available.

Newest
New Listing
424 Quarry Road Middlebury VT 05753

$514,000

Middlebury, VT

424 Quarry Road

  • 4 Beds
  • 3 Baths
  • 1.04 Acre
  • 2,560 SqFt
  • 5 Days on Market
MLS#: 5115724
New Listing

$420,000

Middlebury, VT

434 East Main Street

  • 4 Beds
  • 2 Baths
  • 1 Acre
  • 2,429 SqFt
  • 13 Days on Market
MLS#: 5114781
New Listing

$91,000

Middlebury, VT

46 Monarch Court

    MLS#: 5112826

    $264,000

    Middlebury, VT

    36 Seymour Street, Unit 1

    • 2 Beds
    • 1 Bath
    • 1,024 SqFt
    • 66 Days on Market
    MLS#: 5106773

    $225,000

    Middlebury, VT

    51 Ossie Road

    • 0.29 Acres
    • 2,088 SqFt
    • 79 Days on Market
    MLS#: 5104820

    $385,000

    Middlebury, VT

    10 Case Street

    • 3 Beds
    • 2 Baths
    • 1.24 Acre
    • 1,455 SqFt
    • 82 Days on Market
    MLS#: 5104160

    $475,000

    Middlebury, VT

    35 North Leno Lane Extension

    • 2 Beds
    • 2 Baths
    • 10.19 Acres
    • 1,472 SqFt
    • 89 Days on Market
    MLS#: 5103079

    $379,000

    Middlebury, VT

    118 Three Mile Bridge Road

    • 3 Beds
    • 2 Baths
    • 1.1 Acre
    • 2,232 SqFt
    • 94 Days on Market
    MLS#: 5102314

    $295,000

    Middlebury, VT

    TBD Route 7 North

    • Land
    • 4.5 Acres
    • 95 Days on Market
    MLS#: 5102034

    $279,000

    Middlebury, VT

    76 N Forty Lane

      MLS#: 5101809

      $499,000

      Middlebury, VT

      86 Brush Lane, Unit 10.7

      • 3 Beds
      • 3 Baths
      • 1,938 SqFt
      • 103 Days on Market
      MLS#: 5100817

      $225,000

      Middlebury, VT

      51 Ossie Road

      • 1949 Year Built
      • 0.29 Acres
      • 2,088 SqFt
      • 124 Days on Market
      MLS#: 5097248

      Middlebury Homes for Sale

      View current Middlebury listings on this page. You can explore listings in other Vermont towns here.

      Broker Reciprocity 

      Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated October 31, 2026 8:07 AM EDT