Middlebury Vermont Homes for Sale

32 total properties

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376 South Ridge Drive # 31 Middlebury, VT MLS# 5068284 - Image 1

376 South Ridge Drive # 31 Middlebury, VT MLS# 5068284 - Image 2

376 South Ridge Drive # 31 Middlebury, VT MLS# 5068284 - Image 3

376 South Ridge Drive # 31 Middlebury, VT MLS# 5068284 - Image 4

376 South Ridge Drive # 31 Middlebury, VT MLS# 5068284 - Image 5

376 South Ridge Drive # 31 Middlebury, VT MLS# 5068284 - Image 6

1 of 6

$199,000

Studio

Beds

0.0

Baths

376 South Ridge Drive # 31

Middlebury, VT

Courtesy of IPJ REAL ESTATE

TBD Middle Road North Middlebury, VT MLS# 5068334 - Image 1

TBD Middle Road North Middlebury, VT MLS# 5068334 - Image 2

TBD Middle Road North Middlebury, VT MLS# 5068334 - Image 3

1 of 3

$149,000

Studio

Beds

0.0

Baths

TBD Middle Road North

Middlebury, VT

Courtesy of IPJ REAL ESTATE

50 Brush Lane # 8.4A Middlebury, VT MLS# 5066607 - Image 1

50 Brush Lane # 8.4A Middlebury, VT MLS# 5066607 - Image 2

50 Brush Lane # 8.4A Middlebury, VT MLS# 5066607 - Image 3

50 Brush Lane # 8.4A Middlebury, VT MLS# 5066607 - Image 4

50 Brush Lane # 8.4A Middlebury, VT MLS# 5066607 - Image 5

50 Brush Lane # 8.4A Middlebury, VT MLS# 5066607 - Image 6

50 Brush Lane # 8.4A Middlebury, VT MLS# 5066607 - Image 7

50 Brush Lane # 8.4A Middlebury, VT MLS# 5066607 - Image 8

1 of 8

$636,500

Beds

2.0

Baths

1,434

Sq.Ft.

50 Brush Lane # 8.4A

Middlebury, VT

Courtesy of IPJ REAL ESTATE

THE TIME TO SELL IS NOW!

30 South Street Middlebury, VT MLS# 5064171 - Image 1

30 South Street Middlebury, VT MLS# 5064171 - Image 2

30 South Street Middlebury, VT MLS# 5064171 - Image 3

30 South Street Middlebury, VT MLS# 5064171 - Image 4

30 South Street Middlebury, VT MLS# 5064171 - Image 5

30 South Street Middlebury, VT MLS# 5064171 - Image 6

30 South Street Middlebury, VT MLS# 5064171 - Image 7

30 South Street Middlebury, VT MLS# 5064171 - Image 8

30 South Street Middlebury, VT MLS# 5064171 - Image 9

30 South Street Middlebury, VT MLS# 5064171 - Image 10

30 South Street Middlebury, VT MLS# 5064171 - Image 11

30 South Street Middlebury, VT MLS# 5064171 - Image 12

30 South Street Middlebury, VT MLS# 5064171 - Image 13

30 South Street Middlebury, VT MLS# 5064171 - Image 14

30 South Street Middlebury, VT MLS# 5064171 - Image 15

30 South Street Middlebury, VT MLS# 5064171 - Image 16

30 South Street Middlebury, VT MLS# 5064171 - Image 17

30 South Street Middlebury, VT MLS# 5064171 - Image 18

30 South Street Middlebury, VT MLS# 5064171 - Image 19

30 South Street Middlebury, VT MLS# 5064171 - Image 20

30 South Street Middlebury, VT MLS# 5064171 - Image 21

30 South Street Middlebury, VT MLS# 5064171 - Image 22

30 South Street Middlebury, VT MLS# 5064171 - Image 23

30 South Street Middlebury, VT MLS# 5064171 - Image 24

30 South Street Middlebury, VT MLS# 5064171 - Image 25

30 South Street Middlebury, VT MLS# 5064171 - Image 26

30 South Street Middlebury, VT MLS# 5064171 - Image 27

30 South Street Middlebury, VT MLS# 5064171 - Image 28

30 South Street Middlebury, VT MLS# 5064171 - Image 29

30 South Street Middlebury, VT MLS# 5064171 - Image 30

30 South Street Middlebury, VT MLS# 5064171 - Image 31

Virtual Tour

1 of 31

$549,000

Beds

2.0

Baths

2,037

Sq.Ft.

30 South Street

Middlebury, VT

Courtesy of IPJ REAL ESTATE

54 Brush Lane # 8.4B Middlebury, VT MLS# 5060117 - Image 1

54 Brush Lane # 8.4B Middlebury, VT MLS# 5060117 - Image 2

54 Brush Lane # 8.4B Middlebury, VT MLS# 5060117 - Image 3

54 Brush Lane # 8.4B Middlebury, VT MLS# 5060117 - Image 4

54 Brush Lane # 8.4B Middlebury, VT MLS# 5060117 - Image 5

54 Brush Lane # 8.4B Middlebury, VT MLS# 5060117 - Image 6

54 Brush Lane # 8.4B Middlebury, VT MLS# 5060117 - Image 7

54 Brush Lane # 8.4B Middlebury, VT MLS# 5060117 - Image 8

New Construction

1 of 8

$455,000

Beds

2.0

Baths

1,660

Sq.Ft.

54 Brush Lane # 8.4B

Middlebury, VT

Courtesy of IPJ REAL ESTATE

47 Barnes Brook Road Middlebury, VT MLS# 5060138 - Image 1

47 Barnes Brook Road Middlebury, VT MLS# 5060138 - Image 2

47 Barnes Brook Road Middlebury, VT MLS# 5060138 - Image 3

47 Barnes Brook Road Middlebury, VT MLS# 5060138 - Image 4

47 Barnes Brook Road Middlebury, VT MLS# 5060138 - Image 5

47 Barnes Brook Road Middlebury, VT MLS# 5060138 - Image 6

47 Barnes Brook Road Middlebury, VT MLS# 5060138 - Image 7

47 Barnes Brook Road Middlebury, VT MLS# 5060138 - Image 8

47 Barnes Brook Road Middlebury, VT MLS# 5060138 - Image 9

New Construction

1 of 9

$482,500

Beds

2.1

Baths

2,019

Sq.Ft.

47 Barnes Brook Road

Middlebury, VT

Courtesy of IPJ REAL ESTATE

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 1

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 2

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 3

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 4

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 5

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 6

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 7

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 8

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 9

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 10

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 11

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 12

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 13

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 14

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 15

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 16

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 17

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 18

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 19

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 20

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 21

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 22

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 23

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 24

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 25

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 26

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 27

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 28

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 29

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 30

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 31

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 32

40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429 - Image 33

New Construction with Virtual Tour

1 of 33

$699,500

Beds

2.0

Baths

1,660

Sq.Ft.

40 Brush Lane # 8.3B

Middlebury, VT

Courtesy of IPJ REAL ESTATE

35 Barnes Brook Road # 9.4 Middlebury, VT MLS# 5055963 - Image 1

35 Barnes Brook Road # 9.4 Middlebury, VT MLS# 5055963 - Image 2

35 Barnes Brook Road # 9.4 Middlebury, VT MLS# 5055963 - Image 3

35 Barnes Brook Road # 9.4 Middlebury, VT MLS# 5055963 - Image 4

35 Barnes Brook Road # 9.4 Middlebury, VT MLS# 5055963 - Image 5

New Construction

1 of 5

$388,900

Beds

1.1

Baths

1,516

Sq.Ft.

35 Barnes Brook Road # 9.4

Middlebury, VT

Courtesy of IPJ REAL ESTATE

14 Meadowlark Lane # 7.2 Middlebury, VT MLS# 5056020 - Image 1

14 Meadowlark Lane # 7.2 Middlebury, VT MLS# 5056020 - Image 2

14 Meadowlark Lane # 7.2 Middlebury, VT MLS# 5056020 - Image 3

14 Meadowlark Lane # 7.2 Middlebury, VT MLS# 5056020 - Image 4

14 Meadowlark Lane # 7.2 Middlebury, VT MLS# 5056020 - Image 5

14 Meadowlark Lane # 7.2 Middlebury, VT MLS# 5056020 - Image 6

New Construction

1 of 6

$388,900

Beds

1.1

Baths

1,538

Sq.Ft.

14 Meadowlark Lane # 7.2

Middlebury, VT

Courtesy of IPJ REAL ESTATE

103 Court Street Middlebury, VT MLS# 5052780 - Image 1

103 Court Street Middlebury, VT MLS# 5052780 - Image 2

103 Court Street Middlebury, VT MLS# 5052780 - Image 3

103 Court Street Middlebury, VT MLS# 5052780 - Image 4

103 Court Street Middlebury, VT MLS# 5052780 - Image 5

103 Court Street Middlebury, VT MLS# 5052780 - Image 6

103 Court Street Middlebury, VT MLS# 5052780 - Image 7

103 Court Street Middlebury, VT MLS# 5052780 - Image 8

103 Court Street Middlebury, VT MLS# 5052780 - Image 9

103 Court Street Middlebury, VT MLS# 5052780 - Image 10

103 Court Street Middlebury, VT MLS# 5052780 - Image 11

103 Court Street Middlebury, VT MLS# 5052780 - Image 12

103 Court Street Middlebury, VT MLS# 5052780 - Image 13

103 Court Street Middlebury, VT MLS# 5052780 - Image 14

103 Court Street Middlebury, VT MLS# 5052780 - Image 15

103 Court Street Middlebury, VT MLS# 5052780 - Image 16

103 Court Street Middlebury, VT MLS# 5052780 - Image 17

103 Court Street Middlebury, VT MLS# 5052780 - Image 18

103 Court Street Middlebury, VT MLS# 5052780 - Image 19

103 Court Street Middlebury, VT MLS# 5052780 - Image 20

103 Court Street Middlebury, VT MLS# 5052780 - Image 21

103 Court Street Middlebury, VT MLS# 5052780 - Image 22

103 Court Street Middlebury, VT MLS# 5052780 - Image 23

103 Court Street Middlebury, VT MLS# 5052780 - Image 24

103 Court Street Middlebury, VT MLS# 5052780 - Image 25

103 Court Street Middlebury, VT MLS# 5052780 - Image 26

103 Court Street Middlebury, VT MLS# 5052780 - Image 27

103 Court Street Middlebury, VT MLS# 5052780 - Image 28

103 Court Street Middlebury, VT MLS# 5052780 - Image 29

103 Court Street Middlebury, VT MLS# 5052780 - Image 30

103 Court Street Middlebury, VT MLS# 5052780 - Image 31

103 Court Street Middlebury, VT MLS# 5052780 - Image 32

103 Court Street Middlebury, VT MLS# 5052780 - Image 33

103 Court Street Middlebury, VT MLS# 5052780 - Image 34

103 Court Street Middlebury, VT MLS# 5052780 - Image 35

103 Court Street Middlebury, VT MLS# 5052780 - Image 36

103 Court Street Middlebury, VT MLS# 5052780 - Image 37

103 Court Street Middlebury, VT MLS# 5052780 - Image 38

103 Court Street Middlebury, VT MLS# 5052780 - Image 39

103 Court Street Middlebury, VT MLS# 5052780 - Image 40

103 Court Street Middlebury, VT MLS# 5052780 - Image 41

103 Court Street Middlebury, VT MLS# 5052780 - Image 42

1 of 42

$570,000

Beds

3.1

Baths

3,160

Sq.Ft.

103 Court Street

Middlebury, VT

Courtesy of RE/MAX NORTH PROFESSIONALS, MIDDLEBURY

103 Court Street Middlebury, VT MLS# 5052781 - Image 1

103 Court Street Middlebury, VT MLS# 5052781 - Image 2

103 Court Street Middlebury, VT MLS# 5052781 - Image 3

103 Court Street Middlebury, VT MLS# 5052781 - Image 4

103 Court Street Middlebury, VT MLS# 5052781 - Image 5

103 Court Street Middlebury, VT MLS# 5052781 - Image 6

103 Court Street Middlebury, VT MLS# 5052781 - Image 7

103 Court Street Middlebury, VT MLS# 5052781 - Image 8

103 Court Street Middlebury, VT MLS# 5052781 - Image 9

103 Court Street Middlebury, VT MLS# 5052781 - Image 10

103 Court Street Middlebury, VT MLS# 5052781 - Image 11

103 Court Street Middlebury, VT MLS# 5052781 - Image 12

103 Court Street Middlebury, VT MLS# 5052781 - Image 13

103 Court Street Middlebury, VT MLS# 5052781 - Image 14

103 Court Street Middlebury, VT MLS# 5052781 - Image 15

103 Court Street Middlebury, VT MLS# 5052781 - Image 16

103 Court Street Middlebury, VT MLS# 5052781 - Image 17

103 Court Street Middlebury, VT MLS# 5052781 - Image 18

103 Court Street Middlebury, VT MLS# 5052781 - Image 19

103 Court Street Middlebury, VT MLS# 5052781 - Image 20

103 Court Street Middlebury, VT MLS# 5052781 - Image 21

103 Court Street Middlebury, VT MLS# 5052781 - Image 22

103 Court Street Middlebury, VT MLS# 5052781 - Image 23

103 Court Street Middlebury, VT MLS# 5052781 - Image 24

103 Court Street Middlebury, VT MLS# 5052781 - Image 25

103 Court Street Middlebury, VT MLS# 5052781 - Image 26

103 Court Street Middlebury, VT MLS# 5052781 - Image 27

103 Court Street Middlebury, VT MLS# 5052781 - Image 28

103 Court Street Middlebury, VT MLS# 5052781 - Image 29

103 Court Street Middlebury, VT MLS# 5052781 - Image 30

103 Court Street Middlebury, VT MLS# 5052781 - Image 31

103 Court Street Middlebury, VT MLS# 5052781 - Image 32

103 Court Street Middlebury, VT MLS# 5052781 - Image 33

103 Court Street Middlebury, VT MLS# 5052781 - Image 34

103 Court Street Middlebury, VT MLS# 5052781 - Image 35

103 Court Street Middlebury, VT MLS# 5052781 - Image 36

103 Court Street Middlebury, VT MLS# 5052781 - Image 37

103 Court Street Middlebury, VT MLS# 5052781 - Image 38

103 Court Street Middlebury, VT MLS# 5052781 - Image 39

103 Court Street Middlebury, VT MLS# 5052781 - Image 40

103 Court Street Middlebury, VT MLS# 5052781 - Image 41

103 Court Street Middlebury, VT MLS# 5052781 - Image 42

1 of 42

$570,000

4,880

Sq.Ft.

103 Court Street

Middlebury, VT

Courtesy of RE/MAX NORTH PROFESSIONALS, MIDDLEBURY

53 High Street Middlebury, VT MLS# 5045832 - Image 1

53 High Street Middlebury, VT MLS# 5045832 - Image 2

53 High Street Middlebury, VT MLS# 5045832 - Image 3

53 High Street Middlebury, VT MLS# 5045832 - Image 4

53 High Street Middlebury, VT MLS# 5045832 - Image 5

53 High Street Middlebury, VT MLS# 5045832 - Image 6

53 High Street Middlebury, VT MLS# 5045832 - Image 7

53 High Street Middlebury, VT MLS# 5045832 - Image 8

53 High Street Middlebury, VT MLS# 5045832 - Image 9

53 High Street Middlebury, VT MLS# 5045832 - Image 10

53 High Street Middlebury, VT MLS# 5045832 - Image 11

53 High Street Middlebury, VT MLS# 5045832 - Image 12

53 High Street Middlebury, VT MLS# 5045832 - Image 13

53 High Street Middlebury, VT MLS# 5045832 - Image 14

53 High Street Middlebury, VT MLS# 5045832 - Image 15

53 High Street Middlebury, VT MLS# 5045832 - Image 16

53 High Street Middlebury, VT MLS# 5045832 - Image 17

53 High Street Middlebury, VT MLS# 5045832 - Image 18

53 High Street Middlebury, VT MLS# 5045832 - Image 19

53 High Street Middlebury, VT MLS# 5045832 - Image 20

53 High Street Middlebury, VT MLS# 5045832 - Image 21

53 High Street Middlebury, VT MLS# 5045832 - Image 22

53 High Street Middlebury, VT MLS# 5045832 - Image 23

53 High Street Middlebury, VT MLS# 5045832 - Image 24

53 High Street Middlebury, VT MLS# 5045832 - Image 25

53 High Street Middlebury, VT MLS# 5045832 - Image 26

53 High Street Middlebury, VT MLS# 5045832 - Image 27

53 High Street Middlebury, VT MLS# 5045832 - Image 28

53 High Street Middlebury, VT MLS# 5045832 - Image 29

53 High Street Middlebury, VT MLS# 5045832 - Image 30

53 High Street Middlebury, VT MLS# 5045832 - Image 31

53 High Street Middlebury, VT MLS# 5045832 - Image 32

53 High Street Middlebury, VT MLS# 5045832 - Image 33

53 High Street Middlebury, VT MLS# 5045832 - Image 34

53 High Street Middlebury, VT MLS# 5045832 - Image 35

53 High Street Middlebury, VT MLS# 5045832 - Image 36

53 High Street Middlebury, VT MLS# 5045832 - Image 37

53 High Street Middlebury, VT MLS# 5045832 - Image 38

1 of 38

$275,000

Beds

3.0

Baths

1,740

Sq.Ft.

53 High Street

Middlebury, VT

Courtesy of RE/MAX NORTH PROFESSIONALS, MIDDLEBURY

About Middlebury

Listings in Middlebury, VT: 37
Estimated median home price: $455,000

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

Price	Count
$0 - 100K	0
$100K - 200K	7
$200K - 300K	3
$300K - 400K	5
$400K - 500K	8
$500K - 600K	5
$600K - 700K	4
$700K - 800K	2
$800K - 900K	0
$900K - 1M	1
$1M - Max	2

Homes for Sale by Type in Middlebury, VT

Property Type	Count
Single Family	20
Townhouse	0
Condo	5
Commercial	3
Rental	1
Lots and Land	8
Condo/Town/CoOp	0
CoOp	0
Multi Family	1
Mobile Home	0
Farms	0

(Data as of 5/15/2026)

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Middlebury, VT Information

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05753

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 5/17/2026”

Trends Information provided by ATTOM Data Solutions.

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Middlebury Vermont Homes for Sale

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Middlebury Vermont Homes for Sale

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