Chester Vermont Homes for Sale

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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

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 20

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

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 22

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 23

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 24

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

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 26

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

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 32

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

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

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 36

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

1302 Popple Dungeon Road Chester, VT MLS# 5087874 - Image 44

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

$1,349,000

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

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 18

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 19

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 20

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

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 22

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

1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 1

1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 2

1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 3

1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 4

1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 5

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1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 37

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1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 39

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1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 43

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1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 46

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1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 49

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1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 51

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1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 53

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1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 56

1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 57

1470 Popple Dungeon Road Chester, VT MLS# 5099745 - Image 58

1 of 58

$879,900

Beds

2.1

Baths

2,800

Sq.Ft.

1470 Popple Dungeon Road

Chester, VT

Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES

THE TIME TO SELL IS NOW!

223 Coach Road Chester, VT MLS# 5097600 - Image 1

223 Coach Road Chester, VT MLS# 5097600 - Image 2

223 Coach Road Chester, VT MLS# 5097600 - Image 3

223 Coach Road Chester, VT MLS# 5097600 - Image 4

223 Coach Road Chester, VT MLS# 5097600 - Image 5

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223 Coach Road Chester, VT MLS# 5097600 - Image 7

223 Coach Road Chester, VT MLS# 5097600 - Image 8

223 Coach Road Chester, VT MLS# 5097600 - Image 9

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223 Coach Road Chester, VT MLS# 5097600 - Image 11

223 Coach Road Chester, VT MLS# 5097600 - Image 12

223 Coach Road Chester, VT MLS# 5097600 - Image 13

223 Coach Road Chester, VT MLS# 5097600 - Image 14

223 Coach Road Chester, VT MLS# 5097600 - Image 15

223 Coach Road Chester, VT MLS# 5097600 - Image 16

223 Coach Road Chester, VT MLS# 5097600 - Image 17

223 Coach Road Chester, VT MLS# 5097600 - Image 18

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223 Coach Road Chester, VT MLS# 5097600 - Image 20

223 Coach Road Chester, VT MLS# 5097600 - Image 21

223 Coach Road Chester, VT MLS# 5097600 - Image 22

223 Coach Road Chester, VT MLS# 5097600 - Image 23

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223 Coach Road Chester, VT MLS# 5097600 - Image 25

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223 Coach Road Chester, VT MLS# 5097600 - Image 28

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223 Coach Road Chester, VT MLS# 5097600 - Image 37

223 Coach Road Chester, VT MLS# 5097600 - Image 38

223 Coach Road Chester, VT MLS# 5097600 - Image 39

223 Coach Road Chester, VT MLS# 5097600 - Image 40

223 Coach Road Chester, VT MLS# 5097600 - Image 41

223 Coach Road Chester, VT MLS# 5097600 - Image 42

223 Coach Road Chester, VT MLS# 5097600 - Image 43

223 Coach Road Chester, VT MLS# 5097600 - Image 44

1 of 44

$789,000

Beds

3.0

Baths

4,388

Sq.Ft.

223 Coach Road

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

1260 Grafton Road Chester, VT MLS# 5107796 - Image 1

1260 Grafton Road Chester, VT MLS# 5107796 - Image 2

1260 Grafton Road Chester, VT MLS# 5107796 - Image 3

1260 Grafton Road Chester, VT MLS# 5107796 - Image 4

1260 Grafton Road Chester, VT MLS# 5107796 - Image 5

1260 Grafton Road Chester, VT MLS# 5107796 - Image 6

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1260 Grafton Road Chester, VT MLS# 5107796 - Image 9

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1260 Grafton Road Chester, VT MLS# 5107796 - Image 11

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1260 Grafton Road Chester, VT MLS# 5107796 - Image 13

1260 Grafton Road Chester, VT MLS# 5107796 - Image 14

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1260 Grafton Road Chester, VT MLS# 5107796 - Image 22

1260 Grafton Road Chester, VT MLS# 5107796 - Image 23

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1260 Grafton Road Chester, VT MLS# 5107796 - Image 47

1260 Grafton Road Chester, VT MLS# 5107796 - Image 48

1260 Grafton Road Chester, VT MLS# 5107796 - Image 49

1260 Grafton Road Chester, VT MLS# 5107796 - Image 50

1 of 50

$700,000

Beds

3.0

Baths

1,556

Sq.Ft.

1260 Grafton Road

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

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

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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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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

168 Chandler Road Chester, VT MLS# 5097737 - Image 1

168 Chandler Road Chester, VT MLS# 5097737 - Image 2

168 Chandler Road Chester, VT MLS# 5097737 - Image 3

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168 Chandler Road Chester, VT MLS# 5097737 - Image 60

Virtual Tour

1 of 60

$649,000

Beds

2.0

Baths

2,204

Sq.Ft.

168 Chandler Road

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

23 School Street Chester, VT MLS# 5111465 - Image 1

23 School Street Chester, VT MLS# 5111465 - Image 2

23 School Street Chester, VT MLS# 5111465 - Image 3

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23 School Street Chester, VT MLS# 5111465 - Image 13

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23 School Street Chester, VT MLS# 5111465 - Image 15

Recently Listed

1 of 15

$649,000

0.0

Baths

13,788

Sq.Ft.

23 School Street

Chester, VT

Courtesy of REAL BROKER LLC

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 1

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 2

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 3

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548 Crow Hill Road Chester, VT MLS# 5106579 - Image 21

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 22

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 23

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 24

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 25

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 26

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 27

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 28

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 29

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 30

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 31

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 32

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 33

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 34

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 35

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 36

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 37

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 38

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 39

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 40

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 41

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 42

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 43

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 44

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 45

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 46

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 47

1 of 47

$599,000

Beds

2.0

Baths

1,908

Sq.Ft.

548 Crow Hill Road

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

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

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

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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

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

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

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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

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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.

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

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

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

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

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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

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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 34

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

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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

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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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Virtual Tour

1 of 33

$449,000

Beds

2.0

Baths

1,626

Sq.Ft.

3208 Green Mountain Turnpike

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Virtual Tour

1 of 58

$445,000

Beds

4.0

Baths

3,865

Sq.Ft.

81 Main Street

Chester, VT

Courtesy of REAL BROKER LLC

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

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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

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

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

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 1

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 2

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 3

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 4

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 5

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 6

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 7

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 8

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 9

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 10

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 11

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 12

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 13

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 14

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 15

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 16

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 17

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 18

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 19

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 20

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 21

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 22

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 23

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 24

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 25

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 26

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 27

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 28

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 29

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 30

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 31

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 32

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 33

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 34

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 35

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 36

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 37

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 38

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 39

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 40

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 41

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 42

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 43

1 of 43

$330,000

Beds

1.0

Baths

900

Sq.Ft.

302 Davidson Hill Road

Chester, VT

Courtesy of VERMONT REAL ESTATE COMPANY

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.

3713 Trebo Road Chester, VT MLS# 5106191 - Image 1

3713 Trebo Road Chester, VT MLS# 5106191 - Image 2

3713 Trebo Road Chester, VT MLS# 5106191 - Image 3

3713 Trebo Road Chester, VT MLS# 5106191 - Image 4

3713 Trebo Road Chester, VT MLS# 5106191 - Image 5

3713 Trebo Road Chester, VT MLS# 5106191 - Image 6

3713 Trebo Road Chester, VT MLS# 5106191 - Image 7

3713 Trebo Road Chester, VT MLS# 5106191 - Image 8

3713 Trebo Road Chester, VT MLS# 5106191 - Image 9

3713 Trebo Road Chester, VT MLS# 5106191 - Image 10

3713 Trebo Road Chester, VT MLS# 5106191 - Image 11

3713 Trebo Road Chester, VT MLS# 5106191 - Image 12

3713 Trebo Road Chester, VT MLS# 5106191 - Image 13

3713 Trebo Road Chester, VT MLS# 5106191 - Image 14

3713 Trebo Road Chester, VT MLS# 5106191 - Image 15

3713 Trebo Road Chester, VT MLS# 5106191 - Image 16

3713 Trebo Road Chester, VT MLS# 5106191 - Image 17

3713 Trebo Road Chester, VT MLS# 5106191 - Image 18

3713 Trebo Road Chester, VT MLS# 5106191 - Image 19

3713 Trebo Road Chester, VT MLS# 5106191 - Image 20

3713 Trebo Road Chester, VT MLS# 5106191 - Image 21

3713 Trebo Road Chester, VT MLS# 5106191 - Image 22

3713 Trebo Road Chester, VT MLS# 5106191 - Image 23

3713 Trebo Road Chester, VT MLS# 5106191 - Image 24

3713 Trebo Road Chester, VT MLS# 5106191 - Image 25

3713 Trebo Road Chester, VT MLS# 5106191 - Image 26

3713 Trebo Road Chester, VT MLS# 5106191 - Image 27

3713 Trebo Road Chester, VT MLS# 5106191 - Image 28

1 of 28

$289,900

Beds

2.1

Baths

1,508

Sq.Ft.

3713 Trebo Road

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

About Chester

Listings in Chester, VT: 44
Estimated median home price: $262,500

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	6
$200K - 300K	12
$300K - 400K	3
$400K - 500K	4
$500K - 600K	2
$600K - 700K	5
$700K - 800K	1
$800K - 900K	1
$900K - 1M	0
$1M - Max	2

Homes for Sale by Type in Chester, VT

Property Type	Count
Single Family	21
Townhouse	0
Condo	0
Commercial	3
Rental	1
Lots and Land	15
Condo/Town/CoOp	0
CoOp	0
Multi Family	3
Mobile Home	2
Farms	0

(Data as of 9/25/2026)

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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 10/1/2026”

Trends Information provided by ATTOM Data Solutions.

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Chester Vermont Homes for Sale

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