Chester Vermont Homes for Sale

39 total properties

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40 The Common Chester, VT MLS# 5078509 - Image 1

40 The Common Chester, VT MLS# 5078509 - Image 2

40 The Common Chester, VT MLS# 5078509 - Image 3

40 The Common Chester, VT MLS# 5078509 - Image 4

40 The Common Chester, VT MLS# 5078509 - Image 5

40 The Common Chester, VT MLS# 5078509 - Image 6

40 The Common Chester, VT MLS# 5078509 - Image 7

40 The Common Chester, VT MLS# 5078509 - Image 8

40 The Common Chester, VT MLS# 5078509 - Image 9

40 The Common Chester, VT MLS# 5078509 - Image 10

40 The Common Chester, VT MLS# 5078509 - Image 11

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40 The Common Chester, VT MLS# 5078509 - Image 13

40 The Common Chester, VT MLS# 5078509 - Image 14

40 The Common Chester, VT MLS# 5078509 - Image 15

40 The Common Chester, VT MLS# 5078509 - Image 16

40 The Common Chester, VT MLS# 5078509 - Image 17

40 The Common Chester, VT MLS# 5078509 - Image 18

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40 The Common Chester, VT MLS# 5078509 - Image 20

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40 The Common Chester, VT MLS# 5078509 - Image 27

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40 The Common Chester, VT MLS# 5078509 - Image 29

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40 The Common Chester, VT MLS# 5078509 - Image 33

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40 The Common Chester, VT MLS# 5078509 - Image 35

40 The Common Chester, VT MLS# 5078509 - Image 36

40 The Common Chester, VT MLS# 5078509 - Image 37

40 The Common Chester, VT MLS# 5078509 - Image 38

40 The Common Chester, VT MLS# 5078509 - Image 39

1 of 39

$1,495,000

40 The Common

Chester, VT

Courtesy of REAL BROKER LLC

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 1

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 2

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 3

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 4

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 5

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 6

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 7

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 8

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 9

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 10

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 11

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 12

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 13

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 14

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 15

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 16

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 17

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 18

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 19

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1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 21

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1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 25

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1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 27

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 28

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 29

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 30

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 31

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1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 33

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1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 35

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1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 37

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 38

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 39

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 40

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 41

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 42

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 43

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1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 45

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 46

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 47

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 48

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 49

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 50

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 51

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 52

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 53

Virtual Tour

1 of 53

$1,490,000

Beds

5.0

Baths

5,400

Sq.Ft.

1302 Popple Dungeon Road

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 1

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 2

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 3

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 4

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 5

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 6

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 7

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 8

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 9

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 10

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 11

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 12

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 13

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 14

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 15

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 16

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 17

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76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 21

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76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 23

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 24

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 25

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 26

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 27

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 28

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 29

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 30

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 31

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 32

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 33

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 34

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 35

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 36

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 37

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 38

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 39

Virtual Tour

1 of 39

$1,200,000

Beds

3.0

Baths

3,308

Sq.Ft.

76 Goldthwaite Road

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

THE TIME TO SELL IS NOW!

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 1

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 2

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 3

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 4

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3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 28

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 29

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 30

1 of 30

$650,000

Beds

3.0

Baths

4,324

Sq.Ft.

3630 Vt Route 103 N

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 1

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 2

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3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 4

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3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 30

1 of 30

$650,000

4,324

Sq.Ft.

3630 Vt Rt 103 N

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 1

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 2

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 3

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 4

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 5

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 6

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 7

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 8

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 9

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 10

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 11

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 12

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 13

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 14

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 15

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 16

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 17

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 18

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 19

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 20

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 21

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 22

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 23

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 24

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 25

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688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 27

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 28

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688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 37

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688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 39

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 40

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 41

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 42

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 43

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 44

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688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 49

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 50

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 51

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688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 53

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688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 56

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 57

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 58

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 59

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 60

1 of 60

$649,000

Beds

2.0

Baths

2,205

Sq.Ft.

688 Hidden Heights Road

Chester, VT

Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES

147 Pleasant View Lane Chester, VT MLS# 5084462 - Image 1

147 Pleasant View Lane Chester, VT MLS# 5084462 - Image 2

147 Pleasant View Lane Chester, VT MLS# 5084462 - Image 3

147 Pleasant View Lane Chester, VT MLS# 5084462 - Image 4

147 Pleasant View Lane Chester, VT MLS# 5084462 - Image 5

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147 Pleasant View Lane Chester, VT MLS# 5084462 - Image 7

147 Pleasant View Lane Chester, VT MLS# 5084462 - Image 8

147 Pleasant View Lane Chester, VT MLS# 5084462 - Image 9

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147 Pleasant View Lane Chester, VT MLS# 5084462 - Image 11

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147 Pleasant View Lane Chester, VT MLS# 5084462 - Image 50

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147 Pleasant View Lane Chester, VT MLS# 5084462 - Image 53

1 of 53

$569,000

Beds

2.0

Baths

2,966

Sq.Ft.

147 Pleasant View Lane

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

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

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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.

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

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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

$479,000

Beds

3.0

Baths

2,676

Sq.Ft.

64 Maple Street

Chester, VT

Courtesy of REAL BROKER LLC

547 Williams Road Chester, VT MLS# 5085214 - Image 1

547 Williams Road Chester, VT MLS# 5085214 - Image 2

547 Williams Road Chester, VT MLS# 5085214 - Image 3

547 Williams Road Chester, VT MLS# 5085214 - Image 4

547 Williams Road Chester, VT MLS# 5085214 - Image 5

547 Williams Road Chester, VT MLS# 5085214 - Image 6

547 Williams Road Chester, VT MLS# 5085214 - Image 7

547 Williams Road Chester, VT MLS# 5085214 - Image 8

547 Williams Road Chester, VT MLS# 5085214 - Image 9

547 Williams Road Chester, VT MLS# 5085214 - Image 10

547 Williams Road Chester, VT MLS# 5085214 - Image 11

547 Williams Road Chester, VT MLS# 5085214 - Image 12

547 Williams Road Chester, VT MLS# 5085214 - Image 13

547 Williams Road Chester, VT MLS# 5085214 - Image 14

547 Williams Road Chester, VT MLS# 5085214 - Image 15

547 Williams Road Chester, VT MLS# 5085214 - Image 16

547 Williams Road Chester, VT MLS# 5085214 - Image 17

547 Williams Road Chester, VT MLS# 5085214 - Image 18

547 Williams Road Chester, VT MLS# 5085214 - Image 19

547 Williams Road Chester, VT MLS# 5085214 - Image 20

547 Williams Road Chester, VT MLS# 5085214 - Image 21

547 Williams Road Chester, VT MLS# 5085214 - Image 22

547 Williams Road Chester, VT MLS# 5085214 - Image 23

547 Williams Road Chester, VT MLS# 5085214 - Image 24

547 Williams Road Chester, VT MLS# 5085214 - Image 25

547 Williams Road Chester, VT MLS# 5085214 - Image 26

547 Williams Road Chester, VT MLS# 5085214 - Image 27

547 Williams Road Chester, VT MLS# 5085214 - Image 28

547 Williams Road Chester, VT MLS# 5085214 - Image 29

547 Williams Road Chester, VT MLS# 5085214 - Image 30

547 Williams Road Chester, VT MLS# 5085214 - Image 31

547 Williams Road Chester, VT MLS# 5085214 - Image 32

547 Williams Road Chester, VT MLS# 5085214 - Image 33

547 Williams Road Chester, VT MLS# 5085214 - Image 34

547 Williams Road Chester, VT MLS# 5085214 - Image 35

547 Williams Road Chester, VT MLS# 5085214 - Image 36

547 Williams Road Chester, VT MLS# 5085214 - Image 37

547 Williams Road Chester, VT MLS# 5085214 - Image 38

547 Williams Road Chester, VT MLS# 5085214 - Image 39

547 Williams Road Chester, VT MLS# 5085214 - Image 40

547 Williams Road Chester, VT MLS# 5085214 - Image 41

547 Williams Road Chester, VT MLS# 5085214 - Image 42

547 Williams Road Chester, VT MLS# 5085214 - Image 43

547 Williams Road Chester, VT MLS# 5085214 - Image 44

547 Williams Road Chester, VT MLS# 5085214 - Image 45

547 Williams Road Chester, VT MLS# 5085214 - Image 46

547 Williams Road Chester, VT MLS# 5085214 - Image 47

547 Williams Road Chester, VT MLS# 5085214 - Image 48

547 Williams Road Chester, VT MLS# 5085214 - Image 49

547 Williams Road Chester, VT MLS# 5085214 - Image 50

547 Williams Road Chester, VT MLS# 5085214 - Image 51

547 Williams Road Chester, VT MLS# 5085214 - Image 52

547 Williams Road Chester, VT MLS# 5085214 - Image 53

547 Williams Road Chester, VT MLS# 5085214 - Image 54

547 Williams Road Chester, VT MLS# 5085214 - Image 55

547 Williams Road Chester, VT MLS# 5085214 - Image 56

547 Williams Road Chester, VT MLS# 5085214 - Image 57

547 Williams Road Chester, VT MLS# 5085214 - Image 58

547 Williams Road Chester, VT MLS# 5085214 - Image 59

547 Williams Road Chester, VT MLS# 5085214 - Image 60

1 of 60

$474,900

Beds

2.0

Baths

1,320

Sq.Ft.

547 Williams Road

Chester, VT

Courtesy of EDGE REALTY VERMONT

40 Fenton Road Chester, VT MLS# 5073147 - Image 1

40 Fenton Road Chester, VT MLS# 5073147 - Image 2

40 Fenton Road Chester, VT MLS# 5073147 - Image 3

40 Fenton Road Chester, VT MLS# 5073147 - Image 4

40 Fenton Road Chester, VT MLS# 5073147 - Image 5

40 Fenton Road Chester, VT MLS# 5073147 - Image 6

40 Fenton Road Chester, VT MLS# 5073147 - Image 7

40 Fenton Road Chester, VT MLS# 5073147 - Image 8

40 Fenton Road Chester, VT MLS# 5073147 - Image 9

40 Fenton Road Chester, VT MLS# 5073147 - Image 10

40 Fenton Road Chester, VT MLS# 5073147 - Image 11

40 Fenton Road Chester, VT MLS# 5073147 - Image 12

40 Fenton Road Chester, VT MLS# 5073147 - Image 13

40 Fenton Road Chester, VT MLS# 5073147 - Image 14

40 Fenton Road Chester, VT MLS# 5073147 - Image 15

40 Fenton Road Chester, VT MLS# 5073147 - Image 16

40 Fenton Road Chester, VT MLS# 5073147 - Image 17

40 Fenton Road Chester, VT MLS# 5073147 - Image 18

40 Fenton Road Chester, VT MLS# 5073147 - Image 19

40 Fenton Road Chester, VT MLS# 5073147 - Image 20

40 Fenton Road Chester, VT MLS# 5073147 - Image 21

40 Fenton Road Chester, VT MLS# 5073147 - Image 22

40 Fenton Road Chester, VT MLS# 5073147 - Image 23

40 Fenton Road Chester, VT MLS# 5073147 - Image 24

40 Fenton Road Chester, VT MLS# 5073147 - Image 25

40 Fenton Road Chester, VT MLS# 5073147 - Image 26

40 Fenton Road Chester, VT MLS# 5073147 - Image 27

40 Fenton Road Chester, VT MLS# 5073147 - Image 28

40 Fenton Road Chester, VT MLS# 5073147 - Image 29

40 Fenton Road Chester, VT MLS# 5073147 - Image 30

40 Fenton Road Chester, VT MLS# 5073147 - Image 31

40 Fenton Road Chester, VT MLS# 5073147 - Image 32

40 Fenton Road Chester, VT MLS# 5073147 - Image 33

40 Fenton Road Chester, VT MLS# 5073147 - Image 34

40 Fenton Road Chester, VT MLS# 5073147 - Image 35

40 Fenton Road Chester, VT MLS# 5073147 - Image 36

40 Fenton Road Chester, VT MLS# 5073147 - Image 37

New Construction

1 of 37

$399,000

Beds

2.1

Baths

2,148

Sq.Ft.

40 Fenton Road

Chester, VT

Courtesy of TPW REAL ESTATE

663 Depot Street Chester, VT MLS# 5086202 - Image 1

663 Depot Street Chester, VT MLS# 5086202 - Image 2

663 Depot Street Chester, VT MLS# 5086202 - Image 3

663 Depot Street Chester, VT MLS# 5086202 - Image 4

663 Depot Street Chester, VT MLS# 5086202 - Image 5

663 Depot Street Chester, VT MLS# 5086202 - Image 6

663 Depot Street Chester, VT MLS# 5086202 - Image 7

663 Depot Street Chester, VT MLS# 5086202 - Image 8

663 Depot Street Chester, VT MLS# 5086202 - Image 9

663 Depot Street Chester, VT MLS# 5086202 - Image 10

663 Depot Street Chester, VT MLS# 5086202 - Image 11

663 Depot Street Chester, VT MLS# 5086202 - Image 12

663 Depot Street Chester, VT MLS# 5086202 - Image 13

663 Depot Street Chester, VT MLS# 5086202 - Image 14

663 Depot Street Chester, VT MLS# 5086202 - Image 15

663 Depot Street Chester, VT MLS# 5086202 - Image 16

663 Depot Street Chester, VT MLS# 5086202 - Image 17

663 Depot Street Chester, VT MLS# 5086202 - Image 18

663 Depot Street Chester, VT MLS# 5086202 - Image 19

663 Depot Street Chester, VT MLS# 5086202 - Image 20

663 Depot Street Chester, VT MLS# 5086202 - Image 21

663 Depot Street Chester, VT MLS# 5086202 - Image 22

663 Depot Street Chester, VT MLS# 5086202 - Image 23

663 Depot Street Chester, VT MLS# 5086202 - Image 24

663 Depot Street Chester, VT MLS# 5086202 - Image 25

663 Depot Street Chester, VT MLS# 5086202 - Image 26

663 Depot Street Chester, VT MLS# 5086202 - Image 27

663 Depot Street Chester, VT MLS# 5086202 - Image 28

663 Depot Street Chester, VT MLS# 5086202 - Image 29

663 Depot Street Chester, VT MLS# 5086202 - Image 30

663 Depot Street Chester, VT MLS# 5086202 - Image 31

663 Depot Street Chester, VT MLS# 5086202 - Image 32

663 Depot Street Chester, VT MLS# 5086202 - Image 33

663 Depot Street Chester, VT MLS# 5086202 - Image 34

663 Depot Street Chester, VT MLS# 5086202 - Image 35

663 Depot Street Chester, VT MLS# 5086202 - Image 36

663 Depot Street Chester, VT MLS# 5086202 - Image 37

663 Depot Street Chester, VT MLS# 5086202 - Image 38

663 Depot Street Chester, VT MLS# 5086202 - Image 39

663 Depot Street Chester, VT MLS# 5086202 - Image 40

663 Depot Street Chester, VT MLS# 5086202 - Image 41

663 Depot Street Chester, VT MLS# 5086202 - Image 42

663 Depot Street Chester, VT MLS# 5086202 - Image 43

663 Depot Street Chester, VT MLS# 5086202 - Image 44

663 Depot Street Chester, VT MLS# 5086202 - Image 45

663 Depot Street Chester, VT MLS# 5086202 - Image 46

663 Depot Street Chester, VT MLS# 5086202 - Image 47

663 Depot Street Chester, VT MLS# 5086202 - Image 48

663 Depot Street Chester, VT MLS# 5086202 - Image 49

663 Depot Street Chester, VT MLS# 5086202 - Image 50

663 Depot Street Chester, VT MLS# 5086202 - Image 51

1 of 51

$390,000

Beds

2.0

Baths

1,304

Sq.Ft.

663 Depot Street

Chester, VT

Courtesy of REAL BROKER LLC

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 1

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 2

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 3

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 4

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 5

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 6

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 7

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 8

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 9

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 10

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 11

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 12

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 13

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 14

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 15

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 16

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 17

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 18

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 19

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 20

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 21

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 22

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 23

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 24

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 25

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 26

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 27

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 28

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 29

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 30

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 31

1 of 31

$349,000

Beds

2.0

Baths

1,788

Sq.Ft.

1397 Popple Dungeon Road

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

397 River Street Chester, VT MLS# 5087965 - Image 1

397 River Street Chester, VT MLS# 5087965 - Image 2

397 River Street Chester, VT MLS# 5087965 - Image 3

397 River Street Chester, VT MLS# 5087965 - Image 4

397 River Street Chester, VT MLS# 5087965 - Image 5

397 River Street Chester, VT MLS# 5087965 - Image 6

397 River Street Chester, VT MLS# 5087965 - Image 7

397 River Street Chester, VT MLS# 5087965 - Image 8

397 River Street Chester, VT MLS# 5087965 - Image 9

397 River Street Chester, VT MLS# 5087965 - Image 10

397 River Street Chester, VT MLS# 5087965 - Image 11

397 River Street Chester, VT MLS# 5087965 - Image 12

397 River Street Chester, VT MLS# 5087965 - Image 13

397 River Street Chester, VT MLS# 5087965 - Image 14

397 River Street Chester, VT MLS# 5087965 - Image 15

397 River Street Chester, VT MLS# 5087965 - Image 16

397 River Street Chester, VT MLS# 5087965 - Image 17

397 River Street Chester, VT MLS# 5087965 - Image 18

397 River Street Chester, VT MLS# 5087965 - Image 19

397 River Street Chester, VT MLS# 5087965 - Image 20

397 River Street Chester, VT MLS# 5087965 - Image 21

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397 River Street Chester, VT MLS# 5087965 - Image 23

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397 River Street Chester, VT MLS# 5087965 - Image 25

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397 River Street Chester, VT MLS# 5087965 - Image 27

397 River Street Chester, VT MLS# 5087965 - Image 28

397 River Street Chester, VT MLS# 5087965 - Image 29

397 River Street Chester, VT MLS# 5087965 - Image 30

397 River Street Chester, VT MLS# 5087965 - Image 31

397 River Street Chester, VT MLS# 5087965 - Image 32

397 River Street Chester, VT MLS# 5087965 - Image 33

397 River Street Chester, VT MLS# 5087965 - Image 34

397 River Street Chester, VT MLS# 5087965 - Image 35

397 River Street Chester, VT MLS# 5087965 - Image 36

397 River Street Chester, VT MLS# 5087965 - Image 37

397 River Street Chester, VT MLS# 5087965 - Image 38

397 River Street Chester, VT MLS# 5087965 - Image 39

1 of 39

$349,000

Beds

3.0

Baths

3,332

Sq.Ft.

397 River Street

Chester, VT

Courtesy of CUMMINGS & CO

335 North Street Chester, VT MLS# 5080199 - Image 1

335 North Street Chester, VT MLS# 5080199 - Image 2

335 North Street Chester, VT MLS# 5080199 - Image 3

335 North Street Chester, VT MLS# 5080199 - Image 4

335 North Street Chester, VT MLS# 5080199 - Image 5

335 North Street Chester, VT MLS# 5080199 - Image 6

335 North Street Chester, VT MLS# 5080199 - Image 7

335 North Street Chester, VT MLS# 5080199 - Image 8

335 North Street Chester, VT MLS# 5080199 - Image 9

335 North Street Chester, VT MLS# 5080199 - Image 10

335 North Street Chester, VT MLS# 5080199 - Image 11

335 North Street Chester, VT MLS# 5080199 - Image 12

335 North Street Chester, VT MLS# 5080199 - Image 13

335 North Street Chester, VT MLS# 5080199 - Image 14

335 North Street Chester, VT MLS# 5080199 - Image 15

335 North Street Chester, VT MLS# 5080199 - Image 16

335 North Street Chester, VT MLS# 5080199 - Image 17

335 North Street Chester, VT MLS# 5080199 - Image 18

335 North Street Chester, VT MLS# 5080199 - Image 19

335 North Street Chester, VT MLS# 5080199 - Image 20

335 North Street Chester, VT MLS# 5080199 - Image 21

335 North Street Chester, VT MLS# 5080199 - Image 22

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335 North Street Chester, VT MLS# 5080199 - Image 25

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335 North Street Chester, VT MLS# 5080199 - Image 35

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335 North Street Chester, VT MLS# 5080199 - Image 37

335 North Street Chester, VT MLS# 5080199 - Image 38

335 North Street Chester, VT MLS# 5080199 - Image 39

335 North Street Chester, VT MLS# 5080199 - Image 40

335 North Street Chester, VT MLS# 5080199 - Image 41

335 North Street Chester, VT MLS# 5080199 - Image 42

335 North Street Chester, VT MLS# 5080199 - Image 43

335 North Street Chester, VT MLS# 5080199 - Image 44

335 North Street Chester, VT MLS# 5080199 - Image 45

335 North Street Chester, VT MLS# 5080199 - Image 46

335 North Street Chester, VT MLS# 5080199 - Image 47

335 North Street Chester, VT MLS# 5080199 - Image 48

335 North Street Chester, VT MLS# 5080199 - Image 49

335 North Street Chester, VT MLS# 5080199 - Image 50

335 North Street Chester, VT MLS# 5080199 - Image 51

335 North Street Chester, VT MLS# 5080199 - Image 52

335 North Street Chester, VT MLS# 5080199 - Image 53

335 North Street Chester, VT MLS# 5080199 - Image 54

335 North Street Chester, VT MLS# 5080199 - Image 55

1 of 55

$340,000

Beds

1.0

Baths

2,096

Sq.Ft.

335 North Street

Chester, VT

Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES

447 Elm Street Chester, VT MLS# 5061241 - Image 1

447 Elm Street Chester, VT MLS# 5061241 - Image 2

447 Elm Street Chester, VT MLS# 5061241 - Image 3

447 Elm Street Chester, VT MLS# 5061241 - Image 4

447 Elm Street Chester, VT MLS# 5061241 - Image 5

447 Elm Street Chester, VT MLS# 5061241 - Image 6

447 Elm Street Chester, VT MLS# 5061241 - Image 7

447 Elm Street Chester, VT MLS# 5061241 - Image 8

447 Elm Street Chester, VT MLS# 5061241 - Image 9

447 Elm Street Chester, VT MLS# 5061241 - Image 10

447 Elm Street Chester, VT MLS# 5061241 - Image 11

447 Elm Street Chester, VT MLS# 5061241 - Image 12

447 Elm Street Chester, VT MLS# 5061241 - Image 13

447 Elm Street Chester, VT MLS# 5061241 - Image 14

447 Elm Street Chester, VT MLS# 5061241 - Image 15

447 Elm Street Chester, VT MLS# 5061241 - Image 16

447 Elm Street Chester, VT MLS# 5061241 - Image 17

447 Elm Street Chester, VT MLS# 5061241 - Image 18

447 Elm Street Chester, VT MLS# 5061241 - Image 19

447 Elm Street Chester, VT MLS# 5061241 - Image 20

447 Elm Street Chester, VT MLS# 5061241 - Image 21

447 Elm Street Chester, VT MLS# 5061241 - Image 22

447 Elm Street Chester, VT MLS# 5061241 - Image 23

447 Elm Street Chester, VT MLS# 5061241 - Image 24

447 Elm Street Chester, VT MLS# 5061241 - Image 25

447 Elm Street Chester, VT MLS# 5061241 - Image 26

447 Elm Street Chester, VT MLS# 5061241 - Image 27

447 Elm Street Chester, VT MLS# 5061241 - Image 28

447 Elm Street Chester, VT MLS# 5061241 - Image 29

447 Elm Street Chester, VT MLS# 5061241 - Image 30

1 of 30

$299,000

Beds

2.0

Baths

1,488

Sq.Ft.

447 Elm Street

Chester, VT

Courtesy of CUMMINGS & CO

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 1

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 2

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 3

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 4

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 5

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 6

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 7

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 8

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 9

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 10

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 11

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 12

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 13

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 14

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 15

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 16

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 17

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 18

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 19

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 20

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 21

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 22

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 23

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 24

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 25

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 26

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 27

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 28

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 29

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 30

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 31

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 32

41 VT Route 103 South Chester, VT MLS# 5070146 - Image 33

Virtual Tour

1 of 33

$295,000

Studio

Beds

0.0

Baths

2,702

Sq.Ft.

41 VT Route 103 South

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

1175 Quarry Road Chester, VT MLS# 5058824 - Image 1

1175 Quarry Road Chester, VT MLS# 5058824 - Image 2

1175 Quarry Road Chester, VT MLS# 5058824 - Image 3

1175 Quarry Road Chester, VT MLS# 5058824 - Image 4

1175 Quarry Road Chester, VT MLS# 5058824 - Image 5

1175 Quarry Road Chester, VT MLS# 5058824 - Image 6

1175 Quarry Road Chester, VT MLS# 5058824 - Image 7

1175 Quarry Road Chester, VT MLS# 5058824 - Image 8

1175 Quarry Road Chester, VT MLS# 5058824 - Image 9

1175 Quarry Road Chester, VT MLS# 5058824 - Image 10

1175 Quarry Road Chester, VT MLS# 5058824 - Image 11

1175 Quarry Road Chester, VT MLS# 5058824 - Image 12

1175 Quarry Road Chester, VT MLS# 5058824 - Image 13

1175 Quarry Road Chester, VT MLS# 5058824 - Image 14

1175 Quarry Road Chester, VT MLS# 5058824 - Image 15

1175 Quarry Road Chester, VT MLS# 5058824 - Image 16

1175 Quarry Road Chester, VT MLS# 5058824 - Image 17

1175 Quarry Road Chester, VT MLS# 5058824 - Image 18

1175 Quarry Road Chester, VT MLS# 5058824 - Image 19

1175 Quarry Road Chester, VT MLS# 5058824 - Image 20

1 of 20

$290,000

Studio

Beds

0.0

Baths

1175 Quarry Road

Chester, VT

Courtesy of BHG MASIELLO KEENE

106 Contro Road Chester, VT MLS# 5069928 - Image 1

106 Contro Road Chester, VT MLS# 5069928 - Image 2

106 Contro Road Chester, VT MLS# 5069928 - Image 3

106 Contro Road Chester, VT MLS# 5069928 - Image 4

106 Contro Road Chester, VT MLS# 5069928 - Image 5

106 Contro Road Chester, VT MLS# 5069928 - Image 6

106 Contro Road Chester, VT MLS# 5069928 - Image 7

106 Contro Road Chester, VT MLS# 5069928 - Image 8

106 Contro Road Chester, VT MLS# 5069928 - Image 9

106 Contro Road Chester, VT MLS# 5069928 - Image 10

106 Contro Road Chester, VT MLS# 5069928 - Image 11

106 Contro Road Chester, VT MLS# 5069928 - Image 12

106 Contro Road Chester, VT MLS# 5069928 - Image 13

106 Contro Road Chester, VT MLS# 5069928 - Image 14

1 of 14

$289,000

Beds

2.1

Baths

1,475

Sq.Ft.

106 Contro Road

Chester, VT

Courtesy of BRATTLEBORO AREA REALTY

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 1

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 2

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 3

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 4

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 5

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 6

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 7

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 8

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 9

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 10

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 11

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 12

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 13

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 14

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 15

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 16

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 17

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 18

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 19

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 20

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 21

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 22

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 23

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 24

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 25

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 26

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 27

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 28

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 29

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 30

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 31

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 32

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 33

45 Dalrymple Street Chester, VT MLS# 5082324 - Image 34

1 of 34

$269,000

Beds

1.0

Baths

1,168

Sq.Ft.

45 Dalrymple Street

Chester, VT

Courtesy of BUFFUM REALTY

About Chester

Listings in Chester, VT: 38
Estimated median home price: $279,000

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	3
$100K - 200K	11
$200K - 300K	9
$300K - 400K	5
$400K - 500K	2
$500K - 600K	2
$600K - 700K	3
$700K - 800K	0
$800K - 900K	0
$900K - 1M	0
$1M - Max	3

Homes for Sale by Type in Chester, VT

Property Type	Count
Single Family	19
Townhouse	0
Condo	0
Commercial	3
Rental	3
Lots and Land	14
Condo/Town/CoOp	0
CoOp	0
Multi Family	2
Mobile Home	0
Farms	0

(Data as of 6/8/2026)

Find Properties in Chester, VT

Chester, VT Information

Find Properties by Zip

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 6/10/2026”

Trends Information provided by ATTOM Data Solutions.

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Chester Vermont Homes for Sale

About Chester

Listings in Chester, VT

Estimated median home price

Homes for Sale by Price in Chester, VT

Homes for Sale by Type in Chester, VT

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Chester, VT Information

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