Chester Vermont Homes for Sale

41 total properties

Sort By:

250 Fenton Road Chester, VT MLS# 5090458 - Image 1

250 Fenton Road Chester, VT MLS# 5090458 - Image 2

250 Fenton Road Chester, VT MLS# 5090458 - Image 3

250 Fenton Road Chester, VT MLS# 5090458 - Image 4

250 Fenton Road Chester, VT MLS# 5090458 - Image 5

250 Fenton Road Chester, VT MLS# 5090458 - Image 6

250 Fenton Road Chester, VT MLS# 5090458 - Image 7

250 Fenton Road Chester, VT MLS# 5090458 - Image 8

250 Fenton Road Chester, VT MLS# 5090458 - Image 9

250 Fenton Road Chester, VT MLS# 5090458 - Image 10

250 Fenton Road Chester, VT MLS# 5090458 - Image 11

250 Fenton Road Chester, VT MLS# 5090458 - Image 12

250 Fenton Road Chester, VT MLS# 5090458 - Image 13

250 Fenton Road Chester, VT MLS# 5090458 - Image 14

250 Fenton Road Chester, VT MLS# 5090458 - Image 15

250 Fenton Road Chester, VT MLS# 5090458 - Image 16

250 Fenton Road Chester, VT MLS# 5090458 - Image 17

250 Fenton Road Chester, VT MLS# 5090458 - Image 18

250 Fenton Road Chester, VT MLS# 5090458 - Image 19

250 Fenton Road Chester, VT MLS# 5090458 - Image 20

250 Fenton Road Chester, VT MLS# 5090458 - Image 21

250 Fenton Road Chester, VT MLS# 5090458 - Image 22

250 Fenton Road Chester, VT MLS# 5090458 - Image 23

250 Fenton Road Chester, VT MLS# 5090458 - Image 24

250 Fenton Road Chester, VT MLS# 5090458 - Image 25

250 Fenton Road Chester, VT MLS# 5090458 - Image 26

250 Fenton Road Chester, VT MLS# 5090458 - Image 27

250 Fenton Road Chester, VT MLS# 5090458 - Image 28

250 Fenton Road Chester, VT MLS# 5090458 - Image 29

250 Fenton Road Chester, VT MLS# 5090458 - Image 30

250 Fenton Road Chester, VT MLS# 5090458 - Image 31

250 Fenton Road Chester, VT MLS# 5090458 - Image 32

Virtual Tour

1 of 32

$138,000

Studio

Beds

0.0

Baths

250 Fenton Road

Chester, VT

Courtesy of EXP REALTY

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

397 River Street Chester, VT MLS# 5087965 - Image 22

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

397 River Street Chester, VT MLS# 5087965 - Image 24

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

397 River Street Chester, VT MLS# 5087965 - Image 26

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

397 River Street Chester, VT MLS# 5087965 - Image 40

397 River Street Chester, VT MLS# 5087965 - Image 41

1 of 41

$325,000

Beds

3.0

Baths

3,332

Sq.Ft.

397 River Street

Chester, VT

Courtesy of CUMMINGS & CO

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

THE TIME TO SELL IS NOW!

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

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.

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

$419,900

Beds

2.0

Baths

1,982

Sq.Ft.

176 Meadow Road

Chester, VT

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME

508 Mattson Road Chester, VT MLS# 5082636 - Image 1

508 Mattson Road Chester, VT MLS# 5082636 - Image 2

508 Mattson Road Chester, VT MLS# 5082636 - Image 3

508 Mattson Road Chester, VT MLS# 5082636 - Image 4

508 Mattson Road Chester, VT MLS# 5082636 - Image 5

508 Mattson Road Chester, VT MLS# 5082636 - Image 6

508 Mattson Road Chester, VT MLS# 5082636 - Image 7

508 Mattson Road Chester, VT MLS# 5082636 - Image 8

508 Mattson Road Chester, VT MLS# 5082636 - Image 9

508 Mattson Road Chester, VT MLS# 5082636 - Image 10

508 Mattson Road Chester, VT MLS# 5082636 - Image 11

508 Mattson Road Chester, VT MLS# 5082636 - Image 12

1 of 12

$99,999

Studio

Beds

0.0

Baths

508 Mattson Road

Chester, VT

Courtesy of CUMMINGS & CO

0 Green Mountain Turnpike # 5 Chester, VT MLS# 5081034 - Image 1

0 Green Mountain Turnpike # 5 Chester, VT MLS# 5081034 - Image 2

0 Green Mountain Turnpike # 5 Chester, VT MLS# 5081034 - Image 3

0 Green Mountain Turnpike # 5 Chester, VT MLS# 5081034 - Image 4

0 Green Mountain Turnpike # 5 Chester, VT MLS# 5081034 - Image 5

0 Green Mountain Turnpike # 5 Chester, VT MLS# 5081034 - Image 6

0 Green Mountain Turnpike # 5 Chester, VT MLS# 5081034 - Image 7

0 Green Mountain Turnpike # 5 Chester, VT MLS# 5081034 - Image 8

0 Green Mountain Turnpike # 5 Chester, VT MLS# 5081034 - Image 9

1 of 9

$119,000

Studio

Beds

0.0

Baths

0 Green Mountain Turnpike # 5

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

377 Coach Road # Lot #15 Chester, VT MLS# 5079082 - Image 1

377 Coach Road # Lot #15 Chester, VT MLS# 5079082 - Image 2

377 Coach Road # Lot #15 Chester, VT MLS# 5079082 - Image 3

1 of 3

$175,000

Studio

Beds

0.0

Baths

377 Coach Road # Lot #15

Chester, VT

Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.

TBD Farrar Road Chester, VT MLS# 5074848 - Image 1

TBD Farrar Road Chester, VT MLS# 5074848 - Image 2

TBD Farrar Road Chester, VT MLS# 5074848 - Image 3

TBD Farrar Road Chester, VT MLS# 5074848 - Image 4

TBD Farrar Road Chester, VT MLS# 5074848 - Image 5

TBD Farrar Road Chester, VT MLS# 5074848 - Image 6

TBD Farrar Road Chester, VT MLS# 5074848 - Image 7

TBD Farrar Road Chester, VT MLS# 5074848 - Image 8

TBD Farrar Road Chester, VT MLS# 5074848 - Image 9

TBD Farrar Road Chester, VT MLS# 5074848 - Image 10

TBD Farrar Road Chester, VT MLS# 5074848 - Image 11

TBD Farrar Road Chester, VT MLS# 5074848 - Image 12

TBD Farrar Road Chester, VT MLS# 5074848 - Image 13

TBD Farrar Road Chester, VT MLS# 5074848 - Image 14

TBD Farrar Road Chester, VT MLS# 5074848 - Image 15

TBD Farrar Road Chester, VT MLS# 5074848 - Image 16

TBD Farrar Road Chester, VT MLS# 5074848 - Image 17

TBD Farrar Road Chester, VT MLS# 5074848 - Image 18

TBD Farrar Road Chester, VT MLS# 5074848 - Image 19

TBD Farrar Road Chester, VT MLS# 5074848 - Image 20

TBD Farrar Road Chester, VT MLS# 5074848 - Image 21

TBD Farrar Road Chester, VT MLS# 5074848 - Image 22

TBD Farrar Road Chester, VT MLS# 5074848 - Image 23

TBD Farrar Road Chester, VT MLS# 5074848 - Image 24

1 of 24

$74,500

Studio

Beds

0.0

Baths

TBD Farrar Road

Chester, VT

Courtesy of EXP REALTY

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

$299,000

Beds

2.0

Baths

1,788

Sq.Ft.

1397 Popple Dungeon Road

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

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

00 Contro Road Chester, VT MLS# 5069927 - Image 1

00 Contro Road Chester, VT MLS# 5069927 - Image 2

00 Contro Road Chester, VT MLS# 5069927 - Image 3

1 of 3

$159,000

Studio

Beds

0.0

Baths

00 Contro Road

Chester, VT

Courtesy of BRATTLEBORO AREA REALTY

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

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 1

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 2

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 3

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 4

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 5

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 6

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 7

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 8

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 9

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 10

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 11

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 12

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 13

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 14

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 15

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 16

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 17

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 18

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 19

3019 Popple Dungeon Road Chester, VT MLS# 5067929 - Image 20

1 of 20

$169,000

Beds

1.0

Baths

200

Sq.Ft.

3019 Popple Dungeon Road

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

00 Remington Road Chester, VT MLS# 5061671 - Image 1

00 Remington Road Chester, VT MLS# 5061671 - Image 2

00 Remington Road Chester, VT MLS# 5061671 - Image 3

00 Remington Road Chester, VT MLS# 5061671 - Image 4

00 Remington Road Chester, VT MLS# 5061671 - Image 5

00 Remington Road Chester, VT MLS# 5061671 - Image 6

00 Remington Road Chester, VT MLS# 5061671 - Image 7

00 Remington Road Chester, VT MLS# 5061671 - Image 8

00 Remington Road Chester, VT MLS# 5061671 - Image 9

00 Remington Road Chester, VT MLS# 5061671 - Image 10

00 Remington Road Chester, VT MLS# 5061671 - Image 11

00 Remington Road Chester, VT MLS# 5061671 - Image 12

00 Remington Road Chester, VT MLS# 5061671 - Image 13

00 Remington Road Chester, VT MLS# 5061671 - Image 14

1 of 14

$74,000

Studio

Beds

0.0

Baths

00 Remington Road

Chester, VT

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME

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

1175 Quarry Road Chester, VT MLS# 5058824 - Image 21

1175 Quarry Road Chester, VT MLS# 5058824 - Image 22

1175 Quarry Road Chester, VT MLS# 5058824 - Image 23

1175 Quarry Road Chester, VT MLS# 5058824 - Image 24

1175 Quarry Road Chester, VT MLS# 5058824 - Image 25

1175 Quarry Road Chester, VT MLS# 5058824 - Image 26

1175 Quarry Road Chester, VT MLS# 5058824 - Image 27

1 of 27

$270,000

Studio

Beds

0.0

Baths

1175 Quarry Road

Chester, VT

Courtesy of BHG MASIELLO KEENE

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 1

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 2

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 3

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 4

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 5

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 6

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 7

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 8

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 9

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 10

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 11

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 12

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 13

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 14

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 15

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 16

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 17

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 18

3553 VT Route 103 N Chester, VT MLS# 5053765 - Image 19

1 of 19

$149,000

2,400

Sq.Ft.

3553 VT Route 103 N

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

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

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 5

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 6

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 7

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 8

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 9

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 10

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 11

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 12

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 13

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 14

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 15

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 16

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 17

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 18

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 19

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 20

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 21

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 22

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 23

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 24

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 25

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 26

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 27

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

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 3

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

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 5

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 6

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 7

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 8

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 9

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 10

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 11

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 12

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 13

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 14

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 15

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 16

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 17

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 18

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 19

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 20

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 21

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 22

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 23

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 24

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 25

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 26

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 27

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 28

3630 Vt Rt 103 N Chester, VT MLS# 5044894 - Image 29

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

About Chester

Listings in Chester, VT: 48
Estimated median home price: $277,500

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	8
$100K - 200K	9
$200K - 300K	10
$300K - 400K	5
$400K - 500K	5
$500K - 600K	1
$600K - 700K	4
$700K - 800K	2
$800K - 900K	0
$900K - 1M	1
$1M - Max	3

Homes for Sale by Type in Chester, VT

Property Type	Count
Single Family	24
Townhouse	0
Condo	0
Commercial	5
Rental	2
Lots and Land	16
Condo/Town/CoOp	0
CoOp	0
Multi Family	2
Mobile Home	1
Farms	0

(Data as of 8/4/2026)

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 8/6/2026”

Trends Information provided by ATTOM Data Solutions.

Looking for an Associate?

Already Working with an Associate?

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

Find Properties in Chester, VT

Chester, VT Information

Find Properties by Zip

Select all that apply

Bedrooms

Bathrooms

Home Type

Features

Lot Size

Square Footage

Year Built

Listing Activity

Days on Weichert

Add Surrounding City

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

Find Properties in Chester, VT

Chester, VT Information

Find Properties by Zip