Middlebury, VT

Middlebury Real Estate

27Results

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
118 Three Mile Bridge Road Middlebury VT 05753

$379,000

Middlebury, VT

118 Three Mile Bridge Road

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

$295,000

Middlebury, VT

TBD Route 7 North

  • Land
  • 4.5 Acres
  • 3 Days on Market
MLS#: 5102034
New Listing

$499,000

Middlebury, VT

149 Rogers Road

  • 3 Beds
  • 2 Baths
  • 0.29 Acres
  • 1,933 SqFt
  • 4 Days on Market
MLS#: 5101940
New Listing

$299,000

Middlebury, VT

76 N Forty Lane

    MLS#: 5101809
    New Listing

    $237,500

    Middlebury, VT

    11 Ledgewood Court

    • 3 Beds
    • 1 Bath
    • 1,122 SqFt
    • 6 Days on Market
    MLS#: 5101704
    New Listing

    $499,000

    Middlebury, VT

    86 Brush Lane, Unit 10.7

    • 3 Beds
    • 3 Baths
    • 1,938 SqFt
    • 11 Days on Market
    MLS#: 5100817
    New Listing

    $299,000

    Middlebury, VT

    89 Court Street

    • 4 Beds
    • 2 Baths
    • 0.25 Acres
    • 1,344 SqFt
    • 16 Days on Market
    MLS#: 5099999

    $225,000

    Middlebury, VT

    51 Ossie Road

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

    $679,000

    Middlebury, VT

    464 East Main Street

    • 4 Beds
    • 4 Baths
    • 1.82 Acre
    • 2,922 SqFt
    • 40 Days on Market
    MLS#: 5095929

    $699,000

    Middlebury, VT

    466 East Main Street

    • 4 Beds
    • 2 Baths
    • 0.6 Acres
    • 2,684 SqFt
    • 48 Days on Market
    MLS#: 5094591

    $399,000

    Middlebury, VT

    26 and 28 Kings Row

    • 3 Beds
    • 1 Bath
    • 0.88 Acres
    • 1,724 SqFt
    • 51 Days on Market
    MLS#: 5093934

    $1,100,000

    Middlebury, VT

    1844 Halladay Road

    • 4 Beds
    • 5 Baths
    • 12 Acres
    • 2,804 SqFt
    • 63 Days on Market
    MLS#: 5091765

    Middlebury Homes for Sale

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

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    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 July 31, 2026 5:24 PM EDT