Middlebury, VT

Middlebury Real Estate

25Results

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
466 East Main Street Middlebury VT 05753

$725,000

Middlebury, VT

466 East Main Street

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

$324,900

Middlebury, VT

26 Kings Row

  • 3 Beds
  • 1 Bath
  • 0.46 Acres
  • 1,724 SqFt
  • 6 Days on Market
MLS#: 5093934
New Listing

$595,000

Middlebury, VT

458 East Main Street

  • 5 Beds
  • 4 Baths
  • 0.95 Acres
  • 3,116 SqFt
  • 7 Days on Market
MLS#: 5093625
New Listing

$1,100,000

Middlebury, VT

1844 Halladay Road

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

$549,000

Middlebury, VT

21 Seminary Street

  • 5 Beds
  • 5 Baths
  • 0.22 Acres
  • 3,630 SqFt
  • 19 Days on Market
MLS#: 5091320
New Listing

$489,000

Middlebury, VT

95 Seminary Street Extension

  • 3 Beds
  • 2 Baths
  • 1.1 Acre
  • 1,916 SqFt
  • 21 Days on Market
MLS#: 5090864
New Listing

$549,000

Middlebury, VT

2801 Route 7 South

  • 3 Beds
  • 2 Baths
  • 0.5 Acres
  • 1,976 SqFt
  • 25 Days on Market
MLS#: 5090473
New Listing

$549,000

Middlebury, VT

2337 Vt Route 7

  • 1900 Year Built
  • 0.48 Acres
  • 1,960 SqFt
  • 27 Days on Market
MLS#: 5089983
New Listing

$549,000

Middlebury, VT

2337 Vt Route 7

  • 3 Baths
  • 0.48 Acres
  • 1,960 SqFt
  • 27 Days on Market
MLS#: 5089982

$359,900

Middlebury, VT

31 Evergreen Lane

  • 2 Beds
  • 2 Baths
  • 1,397 SqFt
  • 39 Days on Market
MLS#: 5087754

$439,000

Middlebury, VT

442 East Main Street

  • 4 Beds
  • 2 Baths
  • 0.26 Acres
  • 1,815 SqFt
  • 43 Days on Market
MLS#: 5086871

$150,000

Middlebury, VT

2 Wilmar Street

  • Land
  • 0.54 Acres
  • 56 Days on Market
MLS#: 5084490

Middlebury Homes for Sale

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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 June 16, 2026 2:24 PM EDT