Middlebury, VT

Middlebury Real Estate

28Results

Middlebury, Vermont is considered to be the heart of Addison County. Middlebury is Addison County’s largest community and is home to Middlebury College, a small liberal arts college with a global reputation. Middlebury is bordered by Weybridge, Cornwall, Ripton, Salisbury, and New Haven. The charming downtown offers quaint shops, galleries, delicious restaurants, bakeries, and coffee shops. The village of Middlebury is listed on the National Register of Historic Places and is home to a variety of residential neighborhoods as well as pastoral rural area.

Price High to Low
New Listing
1844 Halladay Road Middlebury VT 05753

$1,100,000

Middlebury, VT

1844 Halladay Road

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

$765,000

Middlebury, VT

78 Brush Lane, Unit 10.6

  • 3 Beds
  • 3 Baths
  • 1,938 SqFt
  • 66 Days on Market
MLS#: 5080963

$699,500

Middlebury, VT

40 Brush Lane, Unit 8.3B

  • 3 Beds
  • 2 Baths
  • 1,660 SqFt
  • 278 Days on Market
MLS#: 5058429
New Listing

$695,000

Middlebury, VT

29 Kings Row

  • 5 Beds
  • 5 Baths
  • 1.73 Acre
  • 4,840 SqFt
  • 18 Days on Market
MLS#: 5088782
New Listing

$649,000

Middlebury, VT

6 Nedde Lane

  • 3 Beds
  • 3 Baths
  • 2,398 SqFt
  • 7 Days on Market
MLS#: 5090723

$585,000

Middlebury, VT

39 Barnes Brook Road, Unit 9.3

  • 2 Beds
  • 2 Baths
  • 1,516 SqFt
  • 294 Days on Market
MLS#: 5055964

$570,000

Middlebury, VT

103 Court Street

  • 5 Beds
  • 4 Baths
  • 2.4 Acres
  • 3,160 SqFt
  • 314 Days on Market
MLS#: 5052780

$570,000

Middlebury, VT

103 Court Street

  • 1995 Year Built
  • 2.4 Acres
  • 4,880 SqFt
  • 314 Days on Market
MLS#: 5052781

$549,000

Middlebury, VT

30 South Street

  • 4 Beds
  • 2 Baths
  • 0.21 Acres
  • 2,037 SqFt
  • 241 Days on Market
MLS#: 5064171
New Listing

$549,000

Middlebury, VT

21 Seminary Street

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

$549,000

Middlebury, VT

2337 Vt Route 7

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

$549,000

Middlebury, VT

2337 Vt Route 7

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

Browse current real estate for sale in Middlebury, Vermont. If you have any questions or if you'd like to see any of these properties in person, call 802-793-2002 or contact us online.

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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 1, 2026 5:52 AM EDT