Chester Vermont Homes for Sale

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514 First Avenue Chester, VT MLS# 5068855 - Image 1

514 First Avenue Chester, VT MLS# 5068855 - Image 2

514 First Avenue Chester, VT MLS# 5068855 - Image 3

514 First Avenue Chester, VT MLS# 5068855 - Image 4

514 First Avenue Chester, VT MLS# 5068855 - Image 5

514 First Avenue Chester, VT MLS# 5068855 - Image 6

514 First Avenue Chester, VT MLS# 5068855 - Image 7

514 First Avenue Chester, VT MLS# 5068855 - Image 8

514 First Avenue Chester, VT MLS# 5068855 - Image 9

514 First Avenue Chester, VT MLS# 5068855 - Image 10

514 First Avenue Chester, VT MLS# 5068855 - Image 11

514 First Avenue Chester, VT MLS# 5068855 - Image 12

514 First Avenue Chester, VT MLS# 5068855 - Image 13

514 First Avenue Chester, VT MLS# 5068855 - Image 14

514 First Avenue Chester, VT MLS# 5068855 - Image 15

514 First Avenue Chester, VT MLS# 5068855 - Image 16

514 First Avenue Chester, VT MLS# 5068855 - Image 17

514 First Avenue Chester, VT MLS# 5068855 - Image 18

514 First Avenue Chester, VT MLS# 5068855 - Image 19

514 First Avenue Chester, VT MLS# 5068855 - Image 20

514 First Avenue Chester, VT MLS# 5068855 - Image 21

514 First Avenue Chester, VT MLS# 5068855 - Image 22

514 First Avenue Chester, VT MLS# 5068855 - Image 23

514 First Avenue Chester, VT MLS# 5068855 - Image 24

514 First Avenue Chester, VT MLS# 5068855 - Image 25

514 First Avenue Chester, VT MLS# 5068855 - Image 26

514 First Avenue Chester, VT MLS# 5068855 - Image 27

514 First Avenue Chester, VT MLS# 5068855 - Image 28

514 First Avenue Chester, VT MLS# 5068855 - Image 29

514 First Avenue Chester, VT MLS# 5068855 - Image 30

514 First Avenue Chester, VT MLS# 5068855 - Image 31

514 First Avenue Chester, VT MLS# 5068855 - Image 32

514 First Avenue Chester, VT MLS# 5068855 - Image 33

514 First Avenue Chester, VT MLS# 5068855 - Image 34

514 First Avenue Chester, VT MLS# 5068855 - Image 35

514 First Avenue Chester, VT MLS# 5068855 - Image 36

514 First Avenue Chester, VT MLS# 5068855 - Image 37

1 of 37

$529,000

Beds

5.0

Baths

3,880

Sq.Ft.

514 First Avenue

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

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

$479,000

Beds

2.0

Baths

1,320

Sq.Ft.

547 Williams Road

Chester, VT

Courtesy of EDGE REALTY VERMONT

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

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

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

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

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

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

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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

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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

Recently Listed with 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

THE TIME TO SELL IS NOW!

183 Vt Rt 103 Chester, VT MLS# 5084571 - Image 1

183 Vt Rt 103 Chester, VT MLS# 5084571 - Image 2

183 Vt Rt 103 Chester, VT MLS# 5084571 - Image 3

1 of 3

$475,000

4,938

Sq.Ft.

183 Vt Rt 103

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

176 Meadow Road Chester, VT MLS# 5082995 - Image 1

176 Meadow Road Chester, VT MLS# 5082995 - Image 2

176 Meadow Road Chester, VT MLS# 5082995 - Image 3

176 Meadow Road Chester, VT MLS# 5082995 - Image 4

176 Meadow Road Chester, VT MLS# 5082995 - Image 5

176 Meadow Road Chester, VT MLS# 5082995 - Image 6

176 Meadow Road Chester, VT MLS# 5082995 - Image 7

176 Meadow Road Chester, VT MLS# 5082995 - Image 8

176 Meadow Road Chester, VT MLS# 5082995 - Image 9

176 Meadow Road Chester, VT MLS# 5082995 - Image 10

176 Meadow Road Chester, VT MLS# 5082995 - Image 11

176 Meadow Road Chester, VT MLS# 5082995 - Image 12

176 Meadow Road Chester, VT MLS# 5082995 - Image 13

176 Meadow Road Chester, VT MLS# 5082995 - Image 14

176 Meadow Road Chester, VT MLS# 5082995 - Image 15

176 Meadow Road Chester, VT MLS# 5082995 - Image 16

176 Meadow Road Chester, VT MLS# 5082995 - Image 17

176 Meadow Road Chester, VT MLS# 5082995 - Image 18

176 Meadow Road Chester, VT MLS# 5082995 - Image 19

176 Meadow Road Chester, VT MLS# 5082995 - Image 20

176 Meadow Road Chester, VT MLS# 5082995 - Image 21

176 Meadow Road Chester, VT MLS# 5082995 - Image 22

176 Meadow Road Chester, VT MLS# 5082995 - Image 23

176 Meadow Road Chester, VT MLS# 5082995 - Image 24

176 Meadow Road Chester, VT MLS# 5082995 - Image 25

176 Meadow Road Chester, VT MLS# 5082995 - Image 26

176 Meadow Road Chester, VT MLS# 5082995 - Image 27

176 Meadow Road Chester, VT MLS# 5082995 - Image 28

176 Meadow Road Chester, VT MLS# 5082995 - Image 29

176 Meadow Road Chester, VT MLS# 5082995 - Image 30

176 Meadow Road Chester, VT MLS# 5082995 - Image 31

176 Meadow Road Chester, VT MLS# 5082995 - Image 32

176 Meadow Road Chester, VT MLS# 5082995 - Image 33

176 Meadow Road Chester, VT MLS# 5082995 - Image 34

176 Meadow Road Chester, VT MLS# 5082995 - Image 35

176 Meadow Road Chester, VT MLS# 5082995 - Image 36

176 Meadow Road Chester, VT MLS# 5082995 - Image 37

176 Meadow Road Chester, VT MLS# 5082995 - Image 38

176 Meadow Road Chester, VT MLS# 5082995 - Image 39

176 Meadow Road Chester, VT MLS# 5082995 - Image 40

176 Meadow Road Chester, VT MLS# 5082995 - Image 41

176 Meadow Road Chester, VT MLS# 5082995 - Image 42

176 Meadow Road Chester, VT MLS# 5082995 - Image 43

1 of 43

$425,000

Beds

2.0

Baths

1,982

Sq.Ft.

176 Meadow Road

Chester, VT

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME

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

Recently Listed

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

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

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

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

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

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

Recently Listed

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

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

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

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

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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

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

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

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

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

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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

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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

1 of 29

$329,000

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

15 Breezy Lane Chester, VT MLS# 5086079 - Image 1

15 Breezy Lane Chester, VT MLS# 5086079 - Image 2

15 Breezy Lane Chester, VT MLS# 5086079 - Image 3

15 Breezy Lane Chester, VT MLS# 5086079 - Image 4

15 Breezy Lane Chester, VT MLS# 5086079 - Image 5

15 Breezy Lane Chester, VT MLS# 5086079 - Image 6

15 Breezy Lane Chester, VT MLS# 5086079 - Image 7

15 Breezy Lane Chester, VT MLS# 5086079 - Image 8

15 Breezy Lane Chester, VT MLS# 5086079 - Image 9

15 Breezy Lane Chester, VT MLS# 5086079 - Image 10

15 Breezy Lane Chester, VT MLS# 5086079 - Image 11

15 Breezy Lane Chester, VT MLS# 5086079 - Image 12

15 Breezy Lane Chester, VT MLS# 5086079 - Image 13

15 Breezy Lane Chester, VT MLS# 5086079 - Image 14

15 Breezy Lane Chester, VT MLS# 5086079 - Image 15

15 Breezy Lane Chester, VT MLS# 5086079 - Image 16

15 Breezy Lane Chester, VT MLS# 5086079 - Image 17

15 Breezy Lane Chester, VT MLS# 5086079 - Image 18

15 Breezy Lane Chester, VT MLS# 5086079 - Image 19

15 Breezy Lane Chester, VT MLS# 5086079 - Image 20

15 Breezy Lane Chester, VT MLS# 5086079 - Image 21

15 Breezy Lane Chester, VT MLS# 5086079 - Image 22

15 Breezy Lane Chester, VT MLS# 5086079 - Image 23

15 Breezy Lane Chester, VT MLS# 5086079 - Image 24

15 Breezy Lane Chester, VT MLS# 5086079 - Image 25

15 Breezy Lane Chester, VT MLS# 5086079 - Image 26

15 Breezy Lane Chester, VT MLS# 5086079 - Image 27

15 Breezy Lane Chester, VT MLS# 5086079 - Image 28

15 Breezy Lane Chester, VT MLS# 5086079 - Image 29

15 Breezy Lane Chester, VT MLS# 5086079 - Image 30

15 Breezy Lane Chester, VT MLS# 5086079 - Image 31

15 Breezy Lane Chester, VT MLS# 5086079 - Image 32

15 Breezy Lane Chester, VT MLS# 5086079 - Image 33

15 Breezy Lane Chester, VT MLS# 5086079 - Image 34

15 Breezy Lane Chester, VT MLS# 5086079 - Image 35

15 Breezy Lane Chester, VT MLS# 5086079 - Image 36

15 Breezy Lane Chester, VT MLS# 5086079 - Image 37

Virtual Tour

1 of 37

$270,000

Beds

1.0

Baths

1,026

Sq.Ft.

15 Breezy Lane

Chester, VT

Courtesy of BUFFUM 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

202 Mountain View Chester, VT MLS# 5088678 - Image 1

202 Mountain View Chester, VT MLS# 5088678 - Image 2

202 Mountain View Chester, VT MLS# 5088678 - Image 3

202 Mountain View Chester, VT MLS# 5088678 - Image 4

202 Mountain View Chester, VT MLS# 5088678 - Image 5

202 Mountain View Chester, VT MLS# 5088678 - Image 6

202 Mountain View Chester, VT MLS# 5088678 - Image 7

202 Mountain View Chester, VT MLS# 5088678 - Image 8

202 Mountain View Chester, VT MLS# 5088678 - Image 9

202 Mountain View Chester, VT MLS# 5088678 - Image 10

202 Mountain View Chester, VT MLS# 5088678 - Image 11

202 Mountain View Chester, VT MLS# 5088678 - Image 12

202 Mountain View Chester, VT MLS# 5088678 - Image 13

202 Mountain View Chester, VT MLS# 5088678 - Image 14

202 Mountain View Chester, VT MLS# 5088678 - Image 15

202 Mountain View Chester, VT MLS# 5088678 - Image 16

202 Mountain View Chester, VT MLS# 5088678 - Image 17

202 Mountain View Chester, VT MLS# 5088678 - Image 18

202 Mountain View Chester, VT MLS# 5088678 - Image 19

202 Mountain View Chester, VT MLS# 5088678 - Image 20

Recently Listed

1 of 20

$250,000

Beds

1.1

Baths

1,140

Sq.Ft.

202 Mountain View

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 1

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 2

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 3

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 4

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 5

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 6

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 7

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 8

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 9

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 10

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 11

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 12

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 13

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 14

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 15

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 16

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 17

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 18

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 19

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 20

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 21

000 Green Mountain Turnpike Chester, VT MLS# 5023272 - Image 22

1 of 22

$249,000

Studio

Beds

0.0

Baths

000 Green Mountain Turnpike

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

00 Quarry Road Chester, VT MLS# 4982433 - Image 1

00 Quarry Road Chester, VT MLS# 4982433 - Image 2

00 Quarry Road Chester, VT MLS# 4982433 - Image 3

00 Quarry Road Chester, VT MLS# 4982433 - Image 4

00 Quarry Road Chester, VT MLS# 4982433 - Image 5

00 Quarry Road Chester, VT MLS# 4982433 - Image 6

00 Quarry Road Chester, VT MLS# 4982433 - Image 7

00 Quarry Road Chester, VT MLS# 4982433 - Image 8

00 Quarry Road Chester, VT MLS# 4982433 - Image 9

00 Quarry Road Chester, VT MLS# 4982433 - Image 10

00 Quarry Road Chester, VT MLS# 4982433 - Image 11

00 Quarry Road Chester, VT MLS# 4982433 - Image 12

00 Quarry Road Chester, VT MLS# 4982433 - Image 13

00 Quarry Road Chester, VT MLS# 4982433 - Image 14

00 Quarry Road Chester, VT MLS# 4982433 - Image 15

00 Quarry Road Chester, VT MLS# 4982433 - Image 16

00 Quarry Road Chester, VT MLS# 4982433 - Image 17

00 Quarry Road Chester, VT MLS# 4982433 - Image 18

00 Quarry Road Chester, VT MLS# 4982433 - Image 19

00 Quarry Road Chester, VT MLS# 4982433 - Image 20

00 Quarry Road Chester, VT MLS# 4982433 - Image 21

00 Quarry Road Chester, VT MLS# 4982433 - Image 22

00 Quarry Road Chester, VT MLS# 4982433 - Image 23

00 Quarry Road Chester, VT MLS# 4982433 - Image 24

00 Quarry Road Chester, VT MLS# 4982433 - Image 25

1 of 25

$229,000

Studio

Beds

0.0

Baths

00 Quarry Road

Chester, VT

Courtesy of ENGEL & VOLKERS OKEMO

160 Depot Street Chester, VT MLS# 5047277 - Image 1

160 Depot Street Chester, VT MLS# 5047277 - Image 2

160 Depot Street Chester, VT MLS# 5047277 - Image 3

160 Depot Street Chester, VT MLS# 5047277 - Image 4

160 Depot Street Chester, VT MLS# 5047277 - Image 5

160 Depot Street Chester, VT MLS# 5047277 - Image 6

160 Depot Street Chester, VT MLS# 5047277 - Image 7

160 Depot Street Chester, VT MLS# 5047277 - Image 8

160 Depot Street Chester, VT MLS# 5047277 - Image 9

160 Depot Street Chester, VT MLS# 5047277 - Image 10

160 Depot Street Chester, VT MLS# 5047277 - Image 11

160 Depot Street Chester, VT MLS# 5047277 - Image 12

160 Depot Street Chester, VT MLS# 5047277 - Image 13

160 Depot Street Chester, VT MLS# 5047277 - Image 14

160 Depot Street Chester, VT MLS# 5047277 - Image 15

160 Depot Street Chester, VT MLS# 5047277 - Image 16

160 Depot Street Chester, VT MLS# 5047277 - Image 17

160 Depot Street Chester, VT MLS# 5047277 - Image 18

160 Depot Street Chester, VT MLS# 5047277 - Image 19

160 Depot Street Chester, VT MLS# 5047277 - Image 20

160 Depot Street Chester, VT MLS# 5047277 - Image 21

160 Depot Street Chester, VT MLS# 5047277 - Image 22

160 Depot Street Chester, VT MLS# 5047277 - Image 23

160 Depot Street Chester, VT MLS# 5047277 - Image 24

160 Depot Street Chester, VT MLS# 5047277 - Image 25

160 Depot Street Chester, VT MLS# 5047277 - Image 26

1 of 26

$225,000

Beds

1.0

Baths

1,327

Sq.Ft.

160 Depot Street

Chester, VT

Courtesy of RE/MAX SUMMIT

About Chester

Listings in Chester, VT: 41
Estimated median home price: $290,000

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	10
$200K - 300K	9
$300K - 400K	6
$400K - 500K	4
$500K - 600K	3
$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	21
Townhouse	0
Condo	0
Commercial	4
Rental	4
Lots and Land	14
Condo/Town/CoOp	0
CoOp	0
Multi Family	2
Mobile Home	0
Farms	0

(Data as of 5/16/2026)

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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 5/17/2026”

Trends Information provided by ATTOM Data Solutions.

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