View 5 Court Street Middlebury, VT MLS# 4922137
  • Virtual Tour
1 of 31
$995,000
8,553

Sq.Ft.

5 Court Street

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 91 Old Pasture Lane Middlebury, VT MLS# 5035239
$899,000
6

Beds

5.0

Baths

4,503

Sq.Ft.

91 Old Pasture Lane

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 70 Maple Street # 205 Middlebury, VT MLS# 5068214
$850,000
3

Beds

3.0

Baths

1,653

Sq.Ft.

70 Maple Street # 205

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429
$699,500
3

Beds

2.0

Baths

1,660

Sq.Ft.

40 Brush Lane # 8.3B

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 24 Brush Lane # 8.2B Middlebury, VT MLS# 5060142
$699,500
3

Beds

2.0

Baths

1,660

Sq.Ft.

24 Brush Lane # 8.2B

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 50 Brush Lane # 8.4A Middlebury, VT MLS# 5066607
$636,500
2

Beds

2.0

Baths

1,434

Sq.Ft.

50 Brush Lane # 8.4A

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 103 Court Street Middlebury, VT MLS# 5052780
$625,000
5

Beds

3.1

Baths

3,160

Sq.Ft.

103 Court Street

Middlebury, VT

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Courtesy of RE/MAX NORTH PROFESSIONALS, MIDDLEBURY
View 103 Court Street Middlebury, VT MLS# 5052781
$625,000
4,880

Sq.Ft.

103 Court Street

Middlebury, VT

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Courtesy of RE/MAX NORTH PROFESSIONALS, MIDDLEBURY
View 30 South Street Middlebury, VT MLS# 5064171
  • Virtual Tour
1 of 31
$595,000
4

Beds

2.0

Baths

2,037

Sq.Ft.

30 South Street

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 681 Weybridge Street Middlebury, VT MLS# 5076494
$549,000
3

Beds

3.1

Baths

1,696

Sq.Ft.

681 Weybridge Street

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 35 Ossie Road Middlebury, VT MLS# 5075441
  • Recently Listed
1 of 31
$495,000
3

Beds

1.1

Baths

2,213

Sq.Ft.

35 Ossie Road

Middlebury, VT

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Courtesy of EMILO REAL ESTATE, LLC
View 47 Barnes Brook Road Middlebury, VT MLS# 5060138
$482,500
3

Beds

2.1

Baths

2,019

Sq.Ft.

47 Barnes Brook Road

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 30 Meadowlark Lane # 7.6 Middlebury, VT MLS# 5060140
$482,500
3

Beds

2.1

Baths

2,019

Sq.Ft.

30 Meadowlark Lane # 7.6

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 10 Meadowlark Lane Middlebury, VT MLS# 5062882
$482,500
3

Beds

2.1

Baths

2,019

Sq.Ft.

10 Meadowlark Lane

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 29 Barnes Brook Road # 9.6 Middlebury, VT MLS# 5072389
$482,500
3

Beds

2.1

Baths

2,019

Sq.Ft.

29 Barnes Brook Road # 9.6

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 10 Brush Lane # 8.1B Middlebury, VT MLS# 5058400
$455,000
3

Beds

2.0

Baths

1,660

Sq.Ft.

10 Brush Lane # 8.1B

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 54 Brush Lane # 8.4B Middlebury, VT MLS# 5060117
$455,000
3

Beds

2.0

Baths

1,660

Sq.Ft.

54 Brush Lane # 8.4B

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 28 Brush Lane # 8.2A Middlebury, VT MLS# 5060115
$426,300
2

Beds

2.0

Baths

1,434

Sq.Ft.

28 Brush Lane # 8.2A

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 36 Brush Lane # 8.3A Middlebury, VT MLS# 5060116
$426,300
2

Beds

2.0

Baths

1,434

Sq.Ft.

36 Brush Lane # 8.3A

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
View 17 Stonegate Drive Middlebury, VT MLS# 5072945
$415,000
3

Beds

2.1

Baths

1,824

Sq.Ft.

17 Stonegate Drive

Middlebury, VT

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Courtesy of CHAMPLAIN VALLEY PROPERTIES

About Middlebury

Listings in Middlebury, VT

43

Estimated median home price

$407,000
Middlebury VT Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Middlebury, Vermont real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Middlebury, VT.

Homes for Sale by Price in Middlebury, VT

PriceCount
$0 - 100K2
$100K - 200K7
$200K - 300K2
$300K - 400K10
$400K - 500K12
$500K - 600K2
$600K - 700K5
$700K - 800K0
$800K - 900K2
$900K - 1M1
$1M - Max0

Homes for Sale by Type in Middlebury, VT

Property TypeCount
Single Family22
Townhouse0
Condo9
Commercial2
Rental2
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home2
Farms0

(Data as of 2/20/2026)

Information deemed reliable but not guaranteed.

“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 2/21/2026”

Trends Information provided by ATTOM Data Solutions.