Middlebury, VT

Middlebury Real Estate

30Results

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
922 Happy Valley Road Middlebury VT 05753

$549,000

Middlebury, VT

922 Happy Valley Road

  • 3 Beds
  • 2 Baths
  • 0.69 Acres
  • 1,620 SqFt
  • 7 Days on Market
MLS#: 5108596
New Listing

$429,000

Middlebury, VT

17 Forest Ridge Road

  • 2 Beds
  • 2 Baths
  • 2.21 Acres
  • 1,844 SqFt
  • 12 Days on Market
MLS#: 5108105
New Listing

$1,250,000

Middlebury, VT

40 South Street

  • 4 Beds
  • 5 Baths
  • 0.44 Acres
  • 3,997 SqFt
  • 17 Days on Market
MLS#: 5107309
New Listing

$274,000

Middlebury, VT

36 Seymour Street, Unit 1

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

$225,000

Middlebury, VT

51 Ossie Road

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

$539,000

Middlebury, VT

160 Mead Lane

  • 4 Beds
  • 2 Baths
  • 0.62 Acres
  • 1,992 SqFt
  • 36 Days on Market
MLS#: 5104263

$410,000

Middlebury, VT

10 Case Street

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

$187,000

Middlebury, VT

3 Woodbridge Lane, Unit 3

  • 2 Beds
  • 2 Baths
  • 1,080 SqFt
  • 39 Days on Market
MLS#: 5103821

$495,000

Middlebury, VT

35 North Leno Lane Extension

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

$379,000

Middlebury, VT

118 Three Mile Bridge Road

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

$295,000

Middlebury, VT

TBD Route 7 North

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

$279,000

Middlebury, VT

76 N Forty Lane

    MLS#: 5101809

    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 September 15, 2026 4:52 AM EDT