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Middlebury town, VT - homes for sale
42 of 42 results displayed
- New
$549,000Active3 beds 2 baths2,213 sq. ft.35 Ossie Road, Middlebury, VT 05753
MLS# 5075441Listed by: EMILO REAL ESTATE, LLC
$40,000Active2 beds 1 baths672 sq. ft.20 Nashua Lane, Middlebury, VT 05753
MLS# 5074069Listed by: EMILO REAL ESTATE, LLC
$75,000Pending2 beds 1 baths728 sq. ft.31 Parkline Place, Middlebury, VT 05753
MLS# 5073125Listed by: EMILO REAL ESTATE, LLC
$415,000Active3 beds 3 baths1,824 sq. ft.17 Stonegate Drive, Middlebury, VT 05753
MLS# 5072945Listed by: CHAMPLAIN VALLEY PROPERTIES
$319,000Active2 beds 1 baths1,040 sq. ft.12 Stonegate Drive, Middlebury, VT 05753
MLS# 5072835Listed by: RE/MAX NORTH PROFESSIONALS
$407,000Active3 beds 3 baths1,694 sq. ft.46 Ossie Road, Middlebury, VT 05753
MLS# 5072686Listed by: EMILO REAL ESTATE, LLC
$154,000Active4 Acres6 Fred Johnson Circle #17, Middlebury, VT 05753
MLS# 5072450Listed by: BHHS VERMONT REALTY GROUP/MIDDLEBURY
$149,000Active4.5 Acres8 Fred Johnson Circle #16, Middlebury, VT 05753
MLS# 5072452Listed by: BHHS VERMONT REALTY GROUP/MIDDLEBURY
$185,000Active3.54 Acres20 Forest Ridge Drive #14, Middlebury, VT 05753
MLS# 5072447Listed by: BHHS VERMONT REALTY GROUP/MIDDLEBURY
$319,000Pending3 beds 1 baths864 sq. ft.5 Duane Court, Middlebury, VT 05753
MLS# 5072253Listed by: COLDWELL BANKER HICKOK AND BOARDMAN
$329,000Pending3 beds 2 baths1,830 sq. ft.52 School House Hill Road, Middlebury, VT 05753
MLS# 5071891Listed by: RE/MAX NORTH PROFESSIONALS
$385,000Active2 beds 3 baths1,894 sq. ft.17 Twin Circle, Middlebury, VT 05753
MLS# 5071045Listed by: CHAMPLAIN VALLEY PROPERTIES
$220,000Active9.8 AcresTBD Route 7 S, Middlebury, VT 05753
MLS# 5070675Listed by: IPJ REAL ESTATE
$315,000Active3 beds 2 baths1,330 sq. ft.82 Ossie Road, Middlebury, VT 05753
MLS# 5068676Listed by: THE REAL ESTATE COMPANY OF VERMONT, LLC
$149,000Active0.49 AcresTBD Middle Road North, Middlebury, VT 05753
MLS# 5068334Listed by: IPJ REAL ESTATE
$199,000Active0.6 Acres376 South Ridge Drive #31, Middlebury, VT 05753
MLS# 5068284Listed by: IPJ REAL ESTATE
$417,000Active3 beds 2 baths1,673 sq. ft.86 Ossie Road, Middlebury, VT 05753
MLS# 5068258Listed by: IPJ REAL ESTATE
$850,000Pending3 beds 3 baths1,653 sq. ft.70 Maple Street #205, Middlebury, VT 05753
MLS# 5068214Listed by: IPJ REAL ESTATE
$499,000Pending1.9 Acres29 Middle Seymour Street, Middlebury, VT 05753
MLS# 5067838Listed by: IPJ REAL ESTATE
$410,000Active4 beds 2 baths1,652 sq. ft.68 Court Street, Middlebury, VT 05753
MLS# 5067388Listed by: IPJ REAL ESTATE
$636,500Active2 beds 2 baths1,434 sq. ft.50 Brush Lane #8.4A, Middlebury, VT 05753
MLS# 5066607Listed by: IPJ REAL ESTATE
$349,900Active6 beds 3 baths2,415 sq. ft.44 Lower Plains Road, Middlebury, VT 05753
MLS# 5065257Listed by: COLDWELL BANKER HICKOK AND BOARDMAN
$399,000Pending2 beds 2 baths1,884 sq. ft.23 Brookside Drive, Middlebury, VT 05753
MLS# 5064650Listed by: BHHS VERMONT REALTY GROUP/MIDDLEBURY
$595,000Active4 beds 2 baths2,037 sq. ft.30 South Street, Middlebury, VT 05753
MLS# 5064171Listed by: IPJ REAL ESTATE
$399,000Active4 beds 3 baths1,875 sq. ft.42 Lower Plains Road, Middlebury, VT 05753
MLS# 5063418Listed by: IPJ REAL ESTATE
$400,000Active4 beds 2 baths1,520 sq. ft.110 Charles Avenue, Middlebury, VT 05753
MLS# 5062998Listed by: RE/MAX NORTH PROFESSIONALS
$482,500Active3 beds 3 baths2,019 sq. ft.10 Meadowlark Lane, Middlebury, VT 05753
MLS# 5062882Listed by: IPJ REAL ESTATE
$699,500Active3 beds 2 baths1,660 sq. ft.24 Brush Lane #8.2B, Middlebury, VT 05753
MLS# 5060142Listed by: IPJ REAL ESTATE
$426,300Active2 beds 2 baths1,434 sq. ft.36 Brush Lane #8.3A, Middlebury, VT 05753
MLS# 5060116Listed by: IPJ REAL ESTATE
$455,000Active3 beds 2 baths1,660 sq. ft.54 Brush Lane #8.4B, Middlebury, VT 05753
MLS# 5060117Listed by: IPJ REAL ESTATE
$426,300Pending2 beds 2 baths1,434 sq. ft.28 Brush Lane #8.2A, Middlebury, VT 05753
MLS# 5060115Listed by: IPJ REAL ESTATE
$426,300Active2 beds 2 baths1,434 sq. ft.14 Brush Lane #8.1A, Middlebury, VT 05753
MLS# 5060105Listed by: IPJ REAL ESTATE
$699,500Active3 beds 2 baths1,660 sq. ft.40 Brush Lane #8.3B, Middlebury, VT 05753
MLS# 5058429Listed by: IPJ REAL ESTATE
$455,000Active3 beds 2 baths1,660 sq. ft.10 Brush Lane #8.1B, Middlebury, VT 05753
MLS# 5058400Listed by: IPJ REAL ESTATE
$388,900Pending2 beds 2 baths1,538 sq. ft.14 Meadowlark Lane #7.2, Middlebury, VT 05753
MLS# 5056020Listed by: IPJ REAL ESTATE
$460,000Active3 beds 3 baths2,174 sq. ft.200 Butternut Ridge Drive, Middlebury, VT 05753
MLS# 5053422Listed by: CHAMPLAIN VALLEY PROPERTIES
$146,000Active60.8 AcresUpper Plains Road, Middlebury, VT 05753
MLS# 5053030Listed by: VERMONT FOREST AND FIELD, INC.
$625,000Active5 beds 4 baths3,160 sq. ft.103 Court Street, Middlebury, VT 05753
MLS# 5052780Listed by: RE/MAX NORTH PROFESSIONALS, MIDDLEBURY
$275,000Pending2 Acres1726 Munger Street, Middlebury, VT 05753
MLS# 5050217Listed by: IPJ REAL ESTATE
$139,000Active0.46 AcresLot 1C Daisy Lane, Middlebury, VT 05753
MLS# 5046645Listed by: IPJ REAL ESTATE
$275,000Active3 beds 3 baths1,740 sq. ft.53 High Street, Middlebury, VT 05753
MLS# 5045832Listed by: RE/MAX NORTH PROFESSIONALS, MIDDLEBURY
$899,000Active6 beds 5 baths4,503 sq. ft.91 Old Pasture Lane, Middlebury, VT 05753
MLS# 5035239Listed by: IPJ REAL ESTATE
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
Copyright 2026 Prime MLS, Inc. 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 Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated February 11, 2026
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.