Chester Vermont Homes for Sale

6 total properties

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3341 Trebo Road Chester, VT MLS# 5086105 - Image 1

3341 Trebo Road Chester, VT MLS# 5086105 - Image 2

3341 Trebo Road Chester, VT MLS# 5086105 - Image 3

3341 Trebo Road Chester, VT MLS# 5086105 - Image 4

3341 Trebo Road Chester, VT MLS# 5086105 - Image 5

3341 Trebo Road Chester, VT MLS# 5086105 - Image 6

3341 Trebo Road Chester, VT MLS# 5086105 - Image 7

3341 Trebo Road Chester, VT MLS# 5086105 - Image 8

3341 Trebo Road Chester, VT MLS# 5086105 - Image 9

3341 Trebo Road Chester, VT MLS# 5086105 - Image 10

3341 Trebo Road Chester, VT MLS# 5086105 - Image 11

3341 Trebo Road Chester, VT MLS# 5086105 - Image 12

3341 Trebo Road Chester, VT MLS# 5086105 - Image 13

3341 Trebo Road Chester, VT MLS# 5086105 - Image 14

3341 Trebo Road Chester, VT MLS# 5086105 - Image 15

3341 Trebo Road Chester, VT MLS# 5086105 - Image 16

3341 Trebo Road Chester, VT MLS# 5086105 - Image 17

3341 Trebo Road Chester, VT MLS# 5086105 - Image 18

3341 Trebo Road Chester, VT MLS# 5086105 - Image 19

3341 Trebo Road Chester, VT MLS# 5086105 - Image 20

3341 Trebo Road Chester, VT MLS# 5086105 - Image 21

3341 Trebo Road Chester, VT MLS# 5086105 - Image 22

3341 Trebo Road Chester, VT MLS# 5086105 - Image 23

3341 Trebo Road Chester, VT MLS# 5086105 - Image 24

3341 Trebo Road Chester, VT MLS# 5086105 - Image 25

3341 Trebo Road Chester, VT MLS# 5086105 - Image 26

3341 Trebo Road Chester, VT MLS# 5086105 - Image 27

3341 Trebo Road Chester, VT MLS# 5086105 - Image 28

3341 Trebo Road Chester, VT MLS# 5086105 - Image 29

3341 Trebo Road Chester, VT MLS# 5086105 - Image 30

3341 Trebo Road Chester, VT MLS# 5086105 - Image 31

3341 Trebo Road Chester, VT MLS# 5086105 - Image 32

3341 Trebo Road Chester, VT MLS# 5086105 - Image 33

3341 Trebo Road Chester, VT MLS# 5086105 - Image 34

3341 Trebo Road Chester, VT MLS# 5086105 - Image 35

3341 Trebo Road Chester, VT MLS# 5086105 - Image 36

3341 Trebo Road Chester, VT MLS# 5086105 - Image 37

3341 Trebo Road Chester, VT MLS# 5086105 - Image 38

3341 Trebo Road Chester, VT MLS# 5086105 - Image 39

3341 Trebo Road Chester, VT MLS# 5086105 - Image 40

3341 Trebo Road Chester, VT MLS# 5086105 - Image 41

3341 Trebo Road Chester, VT MLS# 5086105 - Image 42

3341 Trebo Road Chester, VT MLS# 5086105 - Image 43

3341 Trebo Road Chester, VT MLS# 5086105 - Image 44

3341 Trebo Road Chester, VT MLS# 5086105 - Image 45

3341 Trebo Road Chester, VT MLS# 5086105 - Image 46

3341 Trebo Road Chester, VT MLS# 5086105 - Image 47

1 of 47

$549,000

Beds

2.1

Baths

2,464

Sq.Ft.

3341 Trebo Road

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 1

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 2

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 3

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 4

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 5

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 6

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 7

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 8

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 9

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 10

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 11

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 12

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 13

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 14

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 15

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 16

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 17

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 18

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 19

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 20

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 21

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 22

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 23

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 24

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 25

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 26

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 27

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 28

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 29

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 30

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 31

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 32

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 33

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 34

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 35

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 36

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 37

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 38

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 39

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 40

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 41

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 42

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 43

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 44

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 45

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 46

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 47

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 48

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 49

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 50

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 51

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 52

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 53

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 54

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 55

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 56

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 57

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 58

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 59

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 60

1 of 60

$495,000

Beds

2.0

Baths

1,800

Sq.Ft.

3078 VT Route 10

Chester, VT

Courtesy of KELLEY REAL ESTATE, INC.

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 1

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 2

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 3

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 4

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 5

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 6

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 7

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 8

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 9

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 10

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 11

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 12

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 13

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 14

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 15

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 16

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 17

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 18

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 19

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 20

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 21

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 22

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 23

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 24

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 25

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 26

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 27

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 28

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 29

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 30

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 31

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 32

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 33

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 34

Virtual Tour

1 of 34

$489,000

Beds

2.0

Baths

1,626

Sq.Ft.

3208 Green Mountain Turnpike

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

THE TIME TO SELL IS NOW!

81 Main Street Chester, VT MLS# 5095551 - Image 1

81 Main Street Chester, VT MLS# 5095551 - Image 2

81 Main Street Chester, VT MLS# 5095551 - Image 3

81 Main Street Chester, VT MLS# 5095551 - Image 4

81 Main Street Chester, VT MLS# 5095551 - Image 5

81 Main Street Chester, VT MLS# 5095551 - Image 6

81 Main Street Chester, VT MLS# 5095551 - Image 7

81 Main Street Chester, VT MLS# 5095551 - Image 8

81 Main Street Chester, VT MLS# 5095551 - Image 9

81 Main Street Chester, VT MLS# 5095551 - Image 10

81 Main Street Chester, VT MLS# 5095551 - Image 11

81 Main Street Chester, VT MLS# 5095551 - Image 12

81 Main Street Chester, VT MLS# 5095551 - Image 13

81 Main Street Chester, VT MLS# 5095551 - Image 14

81 Main Street Chester, VT MLS# 5095551 - Image 15

81 Main Street Chester, VT MLS# 5095551 - Image 16

81 Main Street Chester, VT MLS# 5095551 - Image 17

81 Main Street Chester, VT MLS# 5095551 - Image 18

81 Main Street Chester, VT MLS# 5095551 - Image 19

81 Main Street Chester, VT MLS# 5095551 - Image 20

81 Main Street Chester, VT MLS# 5095551 - Image 21

81 Main Street Chester, VT MLS# 5095551 - Image 22

81 Main Street Chester, VT MLS# 5095551 - Image 23

81 Main Street Chester, VT MLS# 5095551 - Image 24

81 Main Street Chester, VT MLS# 5095551 - Image 25

81 Main Street Chester, VT MLS# 5095551 - Image 26

81 Main Street Chester, VT MLS# 5095551 - Image 27

81 Main Street Chester, VT MLS# 5095551 - Image 28

81 Main Street Chester, VT MLS# 5095551 - Image 29

81 Main Street Chester, VT MLS# 5095551 - Image 30

81 Main Street Chester, VT MLS# 5095551 - Image 31

81 Main Street Chester, VT MLS# 5095551 - Image 32

81 Main Street Chester, VT MLS# 5095551 - Image 33

81 Main Street Chester, VT MLS# 5095551 - Image 34

81 Main Street Chester, VT MLS# 5095551 - Image 35

81 Main Street Chester, VT MLS# 5095551 - Image 36

81 Main Street Chester, VT MLS# 5095551 - Image 37

81 Main Street Chester, VT MLS# 5095551 - Image 38

81 Main Street Chester, VT MLS# 5095551 - Image 39

81 Main Street Chester, VT MLS# 5095551 - Image 40

81 Main Street Chester, VT MLS# 5095551 - Image 41

81 Main Street Chester, VT MLS# 5095551 - Image 42

81 Main Street Chester, VT MLS# 5095551 - Image 43

81 Main Street Chester, VT MLS# 5095551 - Image 44

81 Main Street Chester, VT MLS# 5095551 - Image 45

81 Main Street Chester, VT MLS# 5095551 - Image 46

81 Main Street Chester, VT MLS# 5095551 - Image 47

81 Main Street Chester, VT MLS# 5095551 - Image 48

81 Main Street Chester, VT MLS# 5095551 - Image 49

81 Main Street Chester, VT MLS# 5095551 - Image 50

81 Main Street Chester, VT MLS# 5095551 - Image 51

81 Main Street Chester, VT MLS# 5095551 - Image 52

81 Main Street Chester, VT MLS# 5095551 - Image 53

81 Main Street Chester, VT MLS# 5095551 - Image 54

81 Main Street Chester, VT MLS# 5095551 - Image 55

81 Main Street Chester, VT MLS# 5095551 - Image 56

81 Main Street Chester, VT MLS# 5095551 - Image 57

81 Main Street Chester, VT MLS# 5095551 - Image 58

Virtual Tour

1 of 58

$475,000

Beds

4.0

Baths

3,865

Sq.Ft.

81 Main Street

Chester, VT

Courtesy of REAL BROKER LLC

64 Maple Street Chester, VT MLS# 5087175 - Image 1

64 Maple Street Chester, VT MLS# 5087175 - Image 2

64 Maple Street Chester, VT MLS# 5087175 - Image 3

64 Maple Street Chester, VT MLS# 5087175 - Image 4

64 Maple Street Chester, VT MLS# 5087175 - Image 5

64 Maple Street Chester, VT MLS# 5087175 - Image 6

64 Maple Street Chester, VT MLS# 5087175 - Image 7

64 Maple Street Chester, VT MLS# 5087175 - Image 8

64 Maple Street Chester, VT MLS# 5087175 - Image 9

64 Maple Street Chester, VT MLS# 5087175 - Image 10

64 Maple Street Chester, VT MLS# 5087175 - Image 11

64 Maple Street Chester, VT MLS# 5087175 - Image 12

64 Maple Street Chester, VT MLS# 5087175 - Image 13

64 Maple Street Chester, VT MLS# 5087175 - Image 14

64 Maple Street Chester, VT MLS# 5087175 - Image 15

64 Maple Street Chester, VT MLS# 5087175 - Image 16

64 Maple Street Chester, VT MLS# 5087175 - Image 17

64 Maple Street Chester, VT MLS# 5087175 - Image 18

64 Maple Street Chester, VT MLS# 5087175 - Image 19

64 Maple Street Chester, VT MLS# 5087175 - Image 20

64 Maple Street Chester, VT MLS# 5087175 - Image 21

64 Maple Street Chester, VT MLS# 5087175 - Image 22

64 Maple Street Chester, VT MLS# 5087175 - Image 23

64 Maple Street Chester, VT MLS# 5087175 - Image 24

64 Maple Street Chester, VT MLS# 5087175 - Image 25

64 Maple Street Chester, VT MLS# 5087175 - Image 26

64 Maple Street Chester, VT MLS# 5087175 - Image 27

64 Maple Street Chester, VT MLS# 5087175 - Image 28

64 Maple Street Chester, VT MLS# 5087175 - Image 29

64 Maple Street Chester, VT MLS# 5087175 - Image 30

64 Maple Street Chester, VT MLS# 5087175 - Image 31

64 Maple Street Chester, VT MLS# 5087175 - Image 32

64 Maple Street Chester, VT MLS# 5087175 - Image 33

64 Maple Street Chester, VT MLS# 5087175 - Image 34

64 Maple Street Chester, VT MLS# 5087175 - Image 35

64 Maple Street Chester, VT MLS# 5087175 - Image 36

64 Maple Street Chester, VT MLS# 5087175 - Image 37

64 Maple Street Chester, VT MLS# 5087175 - Image 38

64 Maple Street Chester, VT MLS# 5087175 - Image 39

64 Maple Street Chester, VT MLS# 5087175 - Image 40

64 Maple Street Chester, VT MLS# 5087175 - Image 41

64 Maple Street Chester, VT MLS# 5087175 - Image 42

64 Maple Street Chester, VT MLS# 5087175 - Image 43

64 Maple Street Chester, VT MLS# 5087175 - Image 44

64 Maple Street Chester, VT MLS# 5087175 - Image 45

64 Maple Street Chester, VT MLS# 5087175 - Image 46

64 Maple Street Chester, VT MLS# 5087175 - Image 47

64 Maple Street Chester, VT MLS# 5087175 - Image 48

64 Maple Street Chester, VT MLS# 5087175 - Image 49

64 Maple Street Chester, VT MLS# 5087175 - Image 50

64 Maple Street Chester, VT MLS# 5087175 - Image 51

64 Maple Street Chester, VT MLS# 5087175 - Image 52

64 Maple Street Chester, VT MLS# 5087175 - Image 53

64 Maple Street Chester, VT MLS# 5087175 - Image 54

64 Maple Street Chester, VT MLS# 5087175 - Image 55

64 Maple Street Chester, VT MLS# 5087175 - Image 56

64 Maple Street Chester, VT MLS# 5087175 - Image 57

64 Maple Street Chester, VT MLS# 5087175 - Image 58

64 Maple Street Chester, VT MLS# 5087175 - Image 59

64 Maple Street Chester, VT MLS# 5087175 - Image 60

Virtual Tour

1 of 60

$469,000

Beds

3.0

Baths

2,676

Sq.Ft.

64 Maple Street

Chester, VT

Courtesy of REAL BROKER LLC

34 School Street Chester, VT MLS# 5097413 - Image 1

34 School Street Chester, VT MLS# 5097413 - Image 2

34 School Street Chester, VT MLS# 5097413 - Image 3

34 School Street Chester, VT MLS# 5097413 - Image 4

34 School Street Chester, VT MLS# 5097413 - Image 5

34 School Street Chester, VT MLS# 5097413 - Image 6

34 School Street Chester, VT MLS# 5097413 - Image 7

Recently Listed

1 of 7

$465,000

3,940

Sq.Ft.

34 School Street

Chester, VT

Courtesy of NANCY JENKINS REAL ESTATE

About Chester

Listings in Chester, VT: 42
Estimated median home price: $289,500

Chester VT Homes for Sale & Properties

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

Homes for Sale by Price in Chester, VT

Price	Count
$0 - 100K	5
$100K - 200K	11
$200K - 300K	7
$300K - 400K	4
$400K - 500K	5
$500K - 600K	1
$600K - 700K	4
$700K - 800K	1
$800K - 900K	1
$900K - 1M	0
$1M - Max	3

Homes for Sale by Type in Chester, VT

Property Type	Count
Single Family	20
Townhouse	0
Condo	0
Commercial	5
Rental	3
Lots and Land	15
Condo/Town/CoOp	0
CoOp	0
Multi Family	2
Mobile Home	0
Farms	0

(Data as of 7/11/2026)

Find Properties in Chester, VT

Chester, VT Information

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05143

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 7/13/2026”

Trends Information provided by ATTOM Data Solutions.

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Chester Vermont Homes for Sale

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Chester Vermont Homes for Sale

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