Middlebury, VT

MLS Search Results - Century 21 TheOne

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Explore the latest real estate opportunities in Upstate New York and Vermont, featuring properties in a variety of styles, sizes, and price ranges across the region. This page updates continuously with new listings, giving you quick access to homes located near local amenities, outdoor recreation, and everyday conveniences. Contact CENTURY 21 TheOne to learn more about any property you see here, and create an account to receive instant listing alerts and saved-search updates.

Price High to Low
38 Pond Lane Middlebury VT 05753

$1,500,000

Middlebury, VT

38 Pond Lane

  • 18.5 Acres
  • 166 Days on Market
MLS#: 5077934

$1,100,000

Middlebury, VT

1844 Halladay Road

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

$765,000

Middlebury, VT

78 Brush Lane, Unit 10.6

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

$699,000

Middlebury, VT

466 East Main Street

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

$650,000

Middlebury, VT

464 East Main Street

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

$585,000

Middlebury, VT

39 Barnes Brook Road, Unit 9.3

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

$549,000

Middlebury, VT

21 Seminary Street

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

$549,000

Middlebury, VT

160 Mead Lane

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

$529,000

Middlebury, VT

2337 Vt Route 7

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

$529,000

Middlebury, VT

2337 Vt Route 7

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

$499,000

Middlebury, VT

2801 Route 7 South

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

$499,000

Middlebury, VT

86 Brush Lane, Unit 10.7

  • 3 Beds
  • 3 Baths
  • 1,938 SqFt
  • 26 Days on Market
MLS#: 5100817
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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 August 15, 2026 6:07 AM EDT