Chester Vermont Homes for Sale

25 total properties

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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

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

$399,000

Beds

2.0

Baths

1,788

Sq.Ft.

1397 Popple Dungeon Road

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 1

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 2

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 3

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 4

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 5

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 6

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 7

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 8

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 9

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 10

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 11

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 12

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 13

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 14

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 15

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 16

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 17

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 18

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 19

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 20

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 21

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 22

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 23

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 24

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 25

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 26

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 27

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 28

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 29

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 30

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 31

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 32

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 33

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 34

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 35

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 36

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 37

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 38

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 39

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 40

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 41

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 42

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 43

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 44

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 45

3466 VT Route 103 N Chester, VT MLS# 5074728 - Image 46

Virtual Tour

1 of 46

$399,000

Beds

2.0

Baths

2,751

Sq.Ft.

3466 VT Route 103 N

Chester, VT

Courtesy of REAL BROKER LLC

THE TIME TO SELL IS NOW!

531 Main Street Chester, VT MLS# 5070720 - Image 1

531 Main Street Chester, VT MLS# 5070720 - Image 2

531 Main Street Chester, VT MLS# 5070720 - Image 3

531 Main Street Chester, VT MLS# 5070720 - Image 4

531 Main Street Chester, VT MLS# 5070720 - Image 5

531 Main Street Chester, VT MLS# 5070720 - Image 6

531 Main Street Chester, VT MLS# 5070720 - Image 7

531 Main Street Chester, VT MLS# 5070720 - Image 8

531 Main Street Chester, VT MLS# 5070720 - Image 9

531 Main Street Chester, VT MLS# 5070720 - Image 10

531 Main Street Chester, VT MLS# 5070720 - Image 11

531 Main Street Chester, VT MLS# 5070720 - Image 12

531 Main Street Chester, VT MLS# 5070720 - Image 13

531 Main Street Chester, VT MLS# 5070720 - Image 14

531 Main Street Chester, VT MLS# 5070720 - Image 15

531 Main Street Chester, VT MLS# 5070720 - Image 16

531 Main Street Chester, VT MLS# 5070720 - Image 17

531 Main Street Chester, VT MLS# 5070720 - Image 18

531 Main Street Chester, VT MLS# 5070720 - Image 19

531 Main Street Chester, VT MLS# 5070720 - Image 20

531 Main Street Chester, VT MLS# 5070720 - Image 21

531 Main Street Chester, VT MLS# 5070720 - Image 22

531 Main Street Chester, VT MLS# 5070720 - Image 23

531 Main Street Chester, VT MLS# 5070720 - Image 24

531 Main Street Chester, VT MLS# 5070720 - Image 25

531 Main Street Chester, VT MLS# 5070720 - Image 26

531 Main Street Chester, VT MLS# 5070720 - Image 27

531 Main Street Chester, VT MLS# 5070720 - Image 28

531 Main Street Chester, VT MLS# 5070720 - Image 29

531 Main Street Chester, VT MLS# 5070720 - Image 30

531 Main Street Chester, VT MLS# 5070720 - Image 31

531 Main Street Chester, VT MLS# 5070720 - Image 32

531 Main Street Chester, VT MLS# 5070720 - Image 33

531 Main Street Chester, VT MLS# 5070720 - Image 34

531 Main Street Chester, VT MLS# 5070720 - Image 35

531 Main Street Chester, VT MLS# 5070720 - Image 36

531 Main Street Chester, VT MLS# 5070720 - Image 37

531 Main Street Chester, VT MLS# 5070720 - Image 38

531 Main Street Chester, VT MLS# 5070720 - Image 39

531 Main Street Chester, VT MLS# 5070720 - Image 40

531 Main Street Chester, VT MLS# 5070720 - Image 41

531 Main Street Chester, VT MLS# 5070720 - Image 42

531 Main Street Chester, VT MLS# 5070720 - Image 43

531 Main Street Chester, VT MLS# 5070720 - Image 44

531 Main Street Chester, VT MLS# 5070720 - Image 45

531 Main Street Chester, VT MLS# 5070720 - Image 46

531 Main Street Chester, VT MLS# 5070720 - Image 47

531 Main Street Chester, VT MLS# 5070720 - Image 48

531 Main Street Chester, VT MLS# 5070720 - Image 49

531 Main Street Chester, VT MLS# 5070720 - Image 50

531 Main Street Chester, VT MLS# 5070720 - Image 51

531 Main Street Chester, VT MLS# 5070720 - Image 52

531 Main Street Chester, VT MLS# 5070720 - Image 53

1 of 53

$390,000

Beds

1.0

Baths

1,608

Sq.Ft.

531 Main Street

Chester, VT

Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

1 of 29

$369,000

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

$299,000

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

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

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

1 of 22

$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

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 1

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 2

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 3

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 4

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 5

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 6

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 7

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 8

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 9

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 10

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 11

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 12

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 13

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 14

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 15

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 16

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 17

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 18

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 19

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 20

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 21

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 22

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 23

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 24

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 25

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 26

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 27

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 28

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 29

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 30

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 31

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 32

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 33

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 34

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 35

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 36

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 37

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 38

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 39

818 Davidson Hill Road Chester, VT MLS# 5073287 - Image 40

1 of 40

$280,000

Beds

2.0

Baths

1,248

Sq.Ft.

818 Davidson Hill Road

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

$275,000

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 REMAX SUMMIT

419 Coach Road Chester, VT MLS# 5048752 - Image 1

419 Coach Road Chester, VT MLS# 5048752 - Image 2

419 Coach Road Chester, VT MLS# 5048752 - Image 3

419 Coach Road Chester, VT MLS# 5048752 - Image 4

419 Coach Road Chester, VT MLS# 5048752 - Image 5

419 Coach Road Chester, VT MLS# 5048752 - Image 6

419 Coach Road Chester, VT MLS# 5048752 - Image 7

419 Coach Road Chester, VT MLS# 5048752 - Image 8

419 Coach Road Chester, VT MLS# 5048752 - Image 9

419 Coach Road Chester, VT MLS# 5048752 - Image 10

419 Coach Road Chester, VT MLS# 5048752 - Image 11

419 Coach Road Chester, VT MLS# 5048752 - Image 12

1 of 12

$219,000

Beds

1.0

Baths

1,440

Sq.Ft.

419 Coach Road

Chester, VT

Courtesy of LOWE'S REAL ESTATE, LLC

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 1

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 2

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 3

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 4

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 5

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 6

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 7

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 8

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 9

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 10

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 11

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 12

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 13

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 14

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 15

1876 Popple Dungeon Road Chester, VT MLS# 5075068 - Image 16

1 of 16

$205,000

Beds

0.2

Baths

1,232

Sq.Ft.

1876 Popple Dungeon Road

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 1

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1 of 60

$200,000

Studio

Beds

0.0

Baths

00 Vermont Route 103

Chester, VT

Courtesy of LANGE & LANGE

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

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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

$164,000

2,400

Sq.Ft.

3553 VT Route 103 N

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

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

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 1

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 2

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 3

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 4

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 5

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 6

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 7

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 8

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 9

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 10

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 11

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 12

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 13

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 14

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 15

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 16

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 17

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 18

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 19

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 20

918 Lovers Lane Road Chester, VT MLS# 5058859 - Image 21

1 of 21

$145,000

Studio

Beds

0.0

Baths

918 Lovers Lane Road

Chester, VT

Courtesy of NORTHLAND REAL ESTATE

469 Williams Road Chester, VT MLS# 5074309 - Image 1

469 Williams Road Chester, VT MLS# 5074309 - Image 2

469 Williams Road Chester, VT MLS# 5074309 - Image 3

469 Williams Road Chester, VT MLS# 5074309 - Image 4

469 Williams Road Chester, VT MLS# 5074309 - Image 5

469 Williams Road Chester, VT MLS# 5074309 - Image 6

469 Williams Road Chester, VT MLS# 5074309 - Image 7

469 Williams Road Chester, VT MLS# 5074309 - Image 8

469 Williams Road Chester, VT MLS# 5074309 - Image 9

469 Williams Road Chester, VT MLS# 5074309 - Image 10

1 of 10

$129,000

Studio

Beds

0.0

Baths

469 Williams Road

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

134 Gold River Extension # 1A2 Chester, VT MLS# 5039801 - Image 1

134 Gold River Extension # 1A2 Chester, VT MLS# 5039801 - Image 2

1 of 2

$125,000

134 Gold River Extension # 1A2

Chester, VT

Courtesy of TPW REAL ESTATE

About Chester

Listings in Chester, VT: 34
Estimated median home price: $284,500

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

Homes for Sale by Type in Chester, VT

Property Type	Count
Single Family	14
Townhouse	0
Condo	0
Commercial	4
Rental	1
Lots and Land	12
Condo/Town/CoOp	0
CoOp	0
Multi Family	3
Mobile Home	1
Farms	0

(Data as of 2/21/2026)

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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 2/23/2026”

Trends Information provided by ATTOM Data Solutions.

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