Middlebury, VT Homes For Sale
41 listings. Live MLS data, refreshed nightly. Middlebury market overview
Middlebury, VT
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Listings
$1,500,000
38 Pond Lane
Middlebury, 05753
109 days on market
Listed by Duncan Harris, The Kingsland Company
$1,100,000
1844 Halladay Road
Middlebury, 05753
4 bd·3.5 ba
75 days on market
Listed by Sarah Peluso, IPJ Real Estate
Pending
$765,000
30 Barnes Brook Road
Middlebury, 05753
3 bd·1.5 ba
0 days on market
Listed by Sarah Peluso, IPJ Real Estate
$765,000
78 Brush Lane
Middlebury, 05753
3 bd·1.5 ba
139 days on market
Listed by Sarah Peluso, IPJ Real Estate
$699,000
466 East Main Street
Middlebury, 05753
4 bd·1 ba
61 days on market
Waterfront
Listed by Sarah Peluso, IPJ Real Estate
$650,000
464 East Main Street
Middlebury, 05753
4 bd·1.5 ba
40 days on market
Waterfront
Listed by Beth Stanway, IPJ Real Estate
Pending
$595,000
458 East Main Street
Middlebury, 05753
5 bd·2.5 ba
28 days on market
Waterfront
Listed by Beth Stanway, IPJ Real Estate
$585,000
39 Barnes Brook Road
Middlebury, 05753
2 bd·1.5 ba
368 days on market
Listed by Sarah Peluso, IPJ Real Estate
Pending
$585,000
35 Barnes Brook Road
Middlebury, 05753
2 bd·1.5 ba
365 days on market
Listed by Sarah Peluso, IPJ Real Estate
$549,000
160 Mead Lane
Middlebury, 05753
4 bd·2 ba
4 days on market
Listed by Ivy Naef McEntee, The Next Chapter Real Estate LLC
$549,000
21 Seminary Street
Middlebury, 05753
5 bd·2.5 ba
76 days on market
Listed by Katrina E Roberts, Vermont Real Estate Company
$529,000
2337 VT Route 7
Middlebury, 05753
84 days on market
Listed by Amey M Ryan, IPJ Real Estate
$529,000
2337 VT Route 7
Middlebury, 05753
84 days on market
Listed by Amey M Ryan, IPJ Real Estate
Pending
$499,000
88 Brush Lane
Middlebury, 05753
3 bd·1.5 ba
0 days on market
Listed by Sarah Peluso, IPJ Real Estate
$499,000
149 Rogers Road
Middlebury, 05753
3 bd·2 ba
16 days on market
Listed by Heather Foster-Provencher, Champlain Valley Properties
$499,000
86 Brush Lane
Middlebury, 05753
3 bd·1.5 ba
23 days on market
Listed by Sarah Peluso, IPJ Real Estate
$499,000
2801 Route 7 South
Middlebury, 05753
3 bd·1 ba
82 days on market
Listed by Robert Foley, Flat Fee Real Estate
Pending
$499,000
74 Brush Lane
Middlebury, 05753
3 bd·1.5 ba
116 days on market
Listed by Sarah Peluso, IPJ Real Estate
Pending
$499,000
44 Barnes Brook Road
Middlebury, 05753
3 bd·1.5 ba
0 days on market
Listed by Sarah Peluso, IPJ Real Estate
$495,000
35 North Leno Lane Extension
Middlebury, 05753
2 bd
9 days on market
Listed by Heather T Morse, Coldwell Banker Hickok and Boardman
$479,000
35 Ossie Road
Middlebury, 05753
3 bd·1.5 ba
191 days on market
Listed by Roxanna Emilo, Emilo Real Estate, LLC
$470,000
95 Seminary Street Extension
Middlebury, 05753
3 bd·2 ba
80 days on market
Listed by Sean Dye, BHHS Vermont Realty Group/Vergennes
$455,000
40 Brush Lane
Middlebury, 05753
3 bd·2 ba
350 days on market
Listed by Sarah Peluso, IPJ Real Estate
$410,000
10 Case Street
Middlebury, 05753
3 bd·2 ba
2 days on market
Listed by Nikhil Plouffe, BHHS Vermont Realty Group/Middlebury
Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 06/18/26.