Chester Vermont Homes for Sale

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40 The Common Chester, VT MLS# 5078509 - Image 1

40 The Common Chester, VT MLS# 5078509 - Image 2

40 The Common Chester, VT MLS# 5078509 - Image 3

40 The Common Chester, VT MLS# 5078509 - Image 4

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40 The Common Chester, VT MLS# 5078509 - Image 60

1 of 60

$1,495,000

40 The Common

Chester, VT

Courtesy of REAL BROKER LLC

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

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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

$1,490,000

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

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76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 15

76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 16

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76 Goldthwaite Road Chester, VT MLS# 5088175 - Image 37

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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

THE TIME TO SELL IS NOW!

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

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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 58

1 of 58

$925,000

Beds

2.1

Baths

2,800

Sq.Ft.

1470 Popple Dungeon Road

Chester, VT

Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES

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

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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.

955 Smokeshire Road Chester, VT MLS# 5097722 - Image 1

955 Smokeshire Road Chester, VT MLS# 5097722 - Image 2

955 Smokeshire Road Chester, VT MLS# 5097722 - Image 3

955 Smokeshire Road Chester, VT MLS# 5097722 - Image 4

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1 of 59

$750,000

Beds

2.0

Baths

1,695

Sq.Ft.

955 Smokeshire Road

Chester, VT

Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 1

3630 Vt Route 103 N Chester, VT MLS# 5044879 - Image 2

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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

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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

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168 Chandler Road Chester, VT MLS# 5097737 - Image 36

168 Chandler Road Chester, VT MLS# 5097737 - Image 37

168 Chandler Road Chester, VT MLS# 5097737 - Image 38

168 Chandler Road Chester, VT MLS# 5097737 - Image 39

168 Chandler Road Chester, VT MLS# 5097737 - Image 40

168 Chandler Road Chester, VT MLS# 5097737 - Image 41

168 Chandler Road Chester, VT MLS# 5097737 - Image 42

168 Chandler Road Chester, VT MLS# 5097737 - Image 43

168 Chandler Road Chester, VT MLS# 5097737 - Image 44

168 Chandler Road Chester, VT MLS# 5097737 - Image 45

168 Chandler Road Chester, VT MLS# 5097737 - Image 46

168 Chandler Road Chester, VT MLS# 5097737 - Image 47

168 Chandler Road Chester, VT MLS# 5097737 - Image 48

168 Chandler Road Chester, VT MLS# 5097737 - Image 49

168 Chandler Road Chester, VT MLS# 5097737 - Image 50

168 Chandler Road Chester, VT MLS# 5097737 - Image 51

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168 Chandler Road Chester, VT MLS# 5097737 - Image 53

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168 Chandler Road Chester, VT MLS# 5097737 - Image 55

168 Chandler Road Chester, VT MLS# 5097737 - Image 56

168 Chandler Road Chester, VT MLS# 5097737 - Image 57

168 Chandler Road Chester, VT MLS# 5097737 - Image 58

168 Chandler Road Chester, VT MLS# 5097737 - Image 59

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

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 10

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 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.

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 1

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 2

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 3

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 4

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 5

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3078 VT Route 10 Chester, VT MLS# 5095371 - Image 7

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 8

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3078 VT Route 10 Chester, VT MLS# 5095371 - Image 10

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 11

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3078 VT Route 10 Chester, VT MLS# 5095371 - Image 13

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 14

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 15

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 16

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 17

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 18

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 19

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 20

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 21

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 22

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 23

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 24

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 25

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 26

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 27

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3078 VT Route 10 Chester, VT MLS# 5095371 - Image 41

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3078 VT Route 10 Chester, VT MLS# 5095371 - Image 44

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 45

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 46

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 47

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 48

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 49

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 50

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 51

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 52

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 53

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 54

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 55

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 56

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 57

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 58

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 59

3078 VT Route 10 Chester, VT MLS# 5095371 - Image 60

1 of 60

$495,000

Beds

2.0

Baths

1,800

Sq.Ft.

3078 VT Route 10

Chester, VT

Courtesy of KELLEY REAL ESTATE, INC.

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

3208 Green Mountain Turnpike Chester, VT MLS# 5095486 - Image 34

Virtual Tour

1 of 34

$489,000

Beds

2.0

Baths

1,626

Sq.Ft.

3208 Green Mountain Turnpike

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

64 Maple Street Chester, VT MLS# 5087175 - Image 1

64 Maple Street Chester, VT MLS# 5087175 - Image 2

64 Maple Street Chester, VT MLS# 5087175 - Image 3

64 Maple Street Chester, VT MLS# 5087175 - Image 4

64 Maple Street Chester, VT MLS# 5087175 - Image 5

64 Maple Street Chester, VT MLS# 5087175 - Image 6

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

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

64 Maple Street Chester, VT MLS# 5087175 - Image 9

64 Maple Street Chester, VT MLS# 5087175 - Image 10

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

64 Maple Street Chester, VT MLS# 5087175 - Image 12

64 Maple Street Chester, VT MLS# 5087175 - Image 13

64 Maple Street Chester, VT MLS# 5087175 - Image 14

64 Maple Street Chester, VT MLS# 5087175 - Image 15

64 Maple Street Chester, VT MLS# 5087175 - Image 16

64 Maple Street Chester, VT MLS# 5087175 - Image 17

64 Maple Street Chester, VT MLS# 5087175 - Image 18

64 Maple Street Chester, VT MLS# 5087175 - Image 19

64 Maple Street Chester, VT MLS# 5087175 - Image 20

64 Maple Street Chester, VT MLS# 5087175 - Image 21

64 Maple Street Chester, VT MLS# 5087175 - Image 22

64 Maple Street Chester, VT MLS# 5087175 - Image 23

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

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

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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

64 Maple Street Chester, VT MLS# 5087175 - Image 48

64 Maple Street Chester, VT MLS# 5087175 - Image 49

64 Maple Street Chester, VT MLS# 5087175 - Image 50

64 Maple Street Chester, VT MLS# 5087175 - Image 51

64 Maple Street Chester, VT MLS# 5087175 - Image 52

64 Maple Street Chester, VT MLS# 5087175 - Image 53

64 Maple Street Chester, VT MLS# 5087175 - Image 54

64 Maple Street Chester, VT MLS# 5087175 - Image 55

64 Maple Street Chester, VT MLS# 5087175 - Image 56

64 Maple Street Chester, VT MLS# 5087175 - Image 57

64 Maple Street Chester, VT MLS# 5087175 - Image 58

64 Maple Street Chester, VT MLS# 5087175 - Image 59

64 Maple Street Chester, VT MLS# 5087175 - Image 60

Virtual Tour

1 of 60

$469,000

Beds

3.0

Baths

2,676

Sq.Ft.

64 Maple Street

Chester, VT

Courtesy of REAL BROKER LLC

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

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

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

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

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

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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

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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 39

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

81 Main Street Chester, VT MLS# 5095551 - Image 43

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

$450,000

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

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

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

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

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

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

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

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

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

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

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

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

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

1 of 43

$419,900

Beds

2.0

Baths

1,982

Sq.Ft.

176 Meadow Road

Chester, VT

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME

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

145 South Main Street Chester, VT MLS# 5097411 - Image 1

145 South Main Street Chester, VT MLS# 5097411 - Image 2

145 South Main Street Chester, VT MLS# 5097411 - Image 3

145 South Main Street Chester, VT MLS# 5097411 - Image 4

145 South Main Street Chester, VT MLS# 5097411 - Image 5

145 South Main Street Chester, VT MLS# 5097411 - Image 6

145 South Main Street Chester, VT MLS# 5097411 - Image 7

145 South Main Street Chester, VT MLS# 5097411 - Image 8

145 South Main Street Chester, VT MLS# 5097411 - Image 9

145 South Main Street Chester, VT MLS# 5097411 - Image 10

1 of 10

$385,000

3,608

Sq.Ft.

145 South Main Street

Chester, VT

Courtesy of NANCY JENKINS REAL ESTATE

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

Recently Listed

1 of 27

OPEN HOUSE: Sunday 8/9 1:00 PM - 3:00 PM

$359,000

Beds

1.0

Baths

900

Sq.Ft.

302 Davidson Hill Road

Chester, VT

Courtesy of VERMONT REAL ESTATE COMPANY

397 River Street Chester, VT MLS# 5087965 - Image 1

397 River Street Chester, VT MLS# 5087965 - Image 2

397 River Street Chester, VT MLS# 5087965 - Image 3

397 River Street Chester, VT MLS# 5087965 - Image 4

397 River Street Chester, VT MLS# 5087965 - Image 5

397 River Street Chester, VT MLS# 5087965 - Image 6

397 River Street Chester, VT MLS# 5087965 - Image 7

397 River Street Chester, VT MLS# 5087965 - Image 8

397 River Street Chester, VT MLS# 5087965 - Image 9

397 River Street Chester, VT MLS# 5087965 - Image 10

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

397 River Street Chester, VT MLS# 5087965 - Image 12

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

397 River Street Chester, VT MLS# 5087965 - Image 14

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

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

397 River Street Chester, VT MLS# 5087965 - Image 17

397 River Street Chester, VT MLS# 5087965 - Image 18

397 River Street Chester, VT MLS# 5087965 - Image 19

397 River Street Chester, VT MLS# 5087965 - Image 20

397 River Street Chester, VT MLS# 5087965 - Image 21

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

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

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

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

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

397 River Street Chester, VT MLS# 5087965 - Image 27

397 River Street Chester, VT MLS# 5087965 - Image 28

397 River Street Chester, VT MLS# 5087965 - Image 29

397 River Street Chester, VT MLS# 5087965 - Image 30

397 River Street Chester, VT MLS# 5087965 - Image 31

397 River Street Chester, VT MLS# 5087965 - Image 32

397 River Street Chester, VT MLS# 5087965 - Image 33

397 River Street Chester, VT MLS# 5087965 - Image 34

397 River Street Chester, VT MLS# 5087965 - Image 35

397 River Street Chester, VT MLS# 5087965 - Image 36

397 River Street Chester, VT MLS# 5087965 - Image 37

397 River Street Chester, VT MLS# 5087965 - Image 38

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

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

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

1 of 41

$325,000

Beds

3.0

Baths

3,332

Sq.Ft.

397 River Street

Chester, VT

Courtesy of CUMMINGS & CO

About Chester

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

Chester VT Homes for Sale & Properties

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

Homes for Sale by Price in Chester, VT

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

Homes for Sale by Type in Chester, VT

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

(Data as of 8/4/2026)

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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 8/7/2026”

Trends Information provided by ATTOM Data Solutions.

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