Chester Vermont Homes for Sale

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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

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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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 26

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

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

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 29

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 30

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 31

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 32

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 33

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 34

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 35

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 36

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

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 38

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

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

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

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

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

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

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 45

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 46

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 47

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 48

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

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

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

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 52

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

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 54

688 Hidden Heights Road Chester, VT MLS# 5074094 - Image 55

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

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

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

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

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

1 of 60

$649,000

Beds

2.0

Baths

2,205

Sq.Ft.

688 Hidden Heights Road

Chester, VT

Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES

THE TIME TO SELL IS NOW!

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

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

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

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

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

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

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

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

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

1 of 37

$529,000

Beds

5.0

Baths

3,880

Sq.Ft.

514 First Avenue

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 1

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 2

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 3

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 4

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 5

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 6

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 7

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 8

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 9

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 10

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 11

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 12

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 13

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 14

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 15

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 16

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 17

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 18

134 Gold River Extension # 1A1 Chester, VT MLS# 4952929 - Image 19

Virtual Tour

1 of 19

$425,000

6,656

Sq.Ft.

134 Gold River Extension # 1A1

Chester, VT

Courtesy of TPW REAL ESTATE

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

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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

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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

Recently Listed

1 of 43

$425,000

Beds

2.0

Baths

1,982

Sq.Ft.

176 Meadow Road

Chester, VT

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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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

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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

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

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

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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

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

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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

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

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

1 of 53

$359,900

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

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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

$349,000

Beds

2.0

Baths

1,488

Sq.Ft.

447 Elm Street

Chester, VT

Courtesy of CUMMINGS & CO

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

335 North Street Chester, VT MLS# 5080199 - Image 23

335 North Street Chester, VT MLS# 5080199 - Image 24

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

335 North Street Chester, VT MLS# 5080199 - Image 26

335 North Street Chester, VT MLS# 5080199 - Image 27

335 North Street Chester, VT MLS# 5080199 - Image 28

335 North Street Chester, VT MLS# 5080199 - Image 29

335 North Street Chester, VT MLS# 5080199 - Image 30

335 North Street Chester, VT MLS# 5080199 - Image 31

335 North Street Chester, VT MLS# 5080199 - Image 32

335 North Street Chester, VT MLS# 5080199 - Image 33

335 North Street Chester, VT MLS# 5080199 - Image 34

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

335 North Street Chester, VT MLS# 5080199 - Image 36

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

1 of 55

$340,000

Beds

1.0

Baths

2,096

Sq.Ft.

335 North Street

Chester, VT

Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES

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

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.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

1 of 34

$269,000

Beds

1.0

Baths

1,168

Sq.Ft.

45 Dalrymple Street

Chester, VT

Courtesy of BUFFUM REALTY

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

About Chester

Listings in Chester, VT: 34
Estimated median home price: $272,000

Chester VT Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Chester, Vermont real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chester, VT.

Homes for Sale by Price in Chester, VT

Price	Count
$0 - 100K	3
$100K - 200K	10
$200K - 300K	8
$300K - 400K	6
$400K - 500K	2
$500K - 600K	1
$600K - 700K	3
$700K - 800K	0
$800K - 900K	0
$900K - 1M	0
$1M - Max	1

Homes for Sale by Type in Chester, VT

Property Type	Count
Single Family	12
Townhouse	0
Condo	0
Commercial	5
Rental	3
Lots and Land	14
Condo/Town/CoOp	0
CoOp	0
Multi Family	2
Mobile Home	1
Farms	0

(Data as of 4/15/2026)

Find Properties in Chester, VT

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 4/20/2026”

Trends Information provided by ATTOM Data Solutions.

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