Chester Vermont Homes for Sale

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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

$349,000

Beds

2.0

Baths

1,788

Sq.Ft.

1397 Popple Dungeon Road

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

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

Recently Listed

1 of 39

OPEN HOUSE: Saturday 5/16 11:00 AM - 1:00 PM

$349,000

Beds

3.0

Baths

3,332

Sq.Ft.

397 River 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

THE TIME TO SELL IS NOW!

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

$329,000

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

$295,000

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

1 of 20

$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

15 Breezy Lane Chester, VT MLS# 5086079 - Image 1

15 Breezy Lane Chester, VT MLS# 5086079 - Image 2

15 Breezy Lane Chester, VT MLS# 5086079 - Image 3

15 Breezy Lane Chester, VT MLS# 5086079 - Image 4

15 Breezy Lane Chester, VT MLS# 5086079 - Image 5

15 Breezy Lane Chester, VT MLS# 5086079 - Image 6

15 Breezy Lane Chester, VT MLS# 5086079 - Image 7

15 Breezy Lane Chester, VT MLS# 5086079 - Image 8

15 Breezy Lane Chester, VT MLS# 5086079 - Image 9

15 Breezy Lane Chester, VT MLS# 5086079 - Image 10

15 Breezy Lane Chester, VT MLS# 5086079 - Image 11

15 Breezy Lane Chester, VT MLS# 5086079 - Image 12

15 Breezy Lane Chester, VT MLS# 5086079 - Image 13

15 Breezy Lane Chester, VT MLS# 5086079 - Image 14

15 Breezy Lane Chester, VT MLS# 5086079 - Image 15

15 Breezy Lane Chester, VT MLS# 5086079 - Image 16

15 Breezy Lane Chester, VT MLS# 5086079 - Image 17

15 Breezy Lane Chester, VT MLS# 5086079 - Image 18

15 Breezy Lane Chester, VT MLS# 5086079 - Image 19

15 Breezy Lane Chester, VT MLS# 5086079 - Image 20

15 Breezy Lane Chester, VT MLS# 5086079 - Image 21

15 Breezy Lane Chester, VT MLS# 5086079 - Image 22

15 Breezy Lane Chester, VT MLS# 5086079 - Image 23

15 Breezy Lane Chester, VT MLS# 5086079 - Image 24

15 Breezy Lane Chester, VT MLS# 5086079 - Image 25

15 Breezy Lane Chester, VT MLS# 5086079 - Image 26

15 Breezy Lane Chester, VT MLS# 5086079 - Image 27

15 Breezy Lane Chester, VT MLS# 5086079 - Image 28

15 Breezy Lane Chester, VT MLS# 5086079 - Image 29

15 Breezy Lane Chester, VT MLS# 5086079 - Image 30

15 Breezy Lane Chester, VT MLS# 5086079 - Image 31

15 Breezy Lane Chester, VT MLS# 5086079 - Image 32

15 Breezy Lane Chester, VT MLS# 5086079 - Image 33

15 Breezy Lane Chester, VT MLS# 5086079 - Image 34

15 Breezy Lane Chester, VT MLS# 5086079 - Image 35

15 Breezy Lane Chester, VT MLS# 5086079 - Image 36

15 Breezy Lane Chester, VT MLS# 5086079 - Image 37

Virtual Tour

1 of 37

$270,000

Beds

1.0

Baths

1,026

Sq.Ft.

15 Breezy Lane

Chester, VT

Courtesy of BUFFUM REALTY

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

202 Mountain View Chester, VT MLS# 5088678 - Image 1

202 Mountain View Chester, VT MLS# 5088678 - Image 2

202 Mountain View Chester, VT MLS# 5088678 - Image 3

202 Mountain View Chester, VT MLS# 5088678 - Image 4

202 Mountain View Chester, VT MLS# 5088678 - Image 5

202 Mountain View Chester, VT MLS# 5088678 - Image 6

202 Mountain View Chester, VT MLS# 5088678 - Image 7

202 Mountain View Chester, VT MLS# 5088678 - Image 8

202 Mountain View Chester, VT MLS# 5088678 - Image 9

202 Mountain View Chester, VT MLS# 5088678 - Image 10

202 Mountain View Chester, VT MLS# 5088678 - Image 11

202 Mountain View Chester, VT MLS# 5088678 - Image 12

202 Mountain View Chester, VT MLS# 5088678 - Image 13

202 Mountain View Chester, VT MLS# 5088678 - Image 14

202 Mountain View Chester, VT MLS# 5088678 - Image 15

202 Mountain View Chester, VT MLS# 5088678 - Image 16

202 Mountain View Chester, VT MLS# 5088678 - Image 17

202 Mountain View Chester, VT MLS# 5088678 - Image 18

202 Mountain View Chester, VT MLS# 5088678 - Image 19

202 Mountain View Chester, VT MLS# 5088678 - Image 20

Recently Listed

1 of 20

$250,000

Beds

1.1

Baths

1,140

Sq.Ft.

202 Mountain View

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

$249,000

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 RE/MAX SUMMIT

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

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 2

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 3

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 4

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 5

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 6

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 7

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 8

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 9

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00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 11

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00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 13

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 14

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 15

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 16

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 17

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 18

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 19

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 20

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 21

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 22

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 23

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 24

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 25

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 26

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 27

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 28

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 29

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 30

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 31

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 32

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 33

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 34

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 35

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 36

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 37

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 38

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 39

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 40

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 41

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 42

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 43

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 44

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 45

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 46

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 47

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 48

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 49

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 50

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 51

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 52

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 53

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 54

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 55

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 56

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 57

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 58

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 59

00 Vermont Route 103 Chester, VT MLS# 5053371 - Image 60

1 of 60

$200,000

Studio

Beds

0.0

Baths

00 Vermont Route 103

Chester, VT

Courtesy of LANGE & LANGE

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

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

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

1 of 3

$175,000

Studio

Beds

0.0

Baths

377 Coach Road # Lot #15

Chester, VT

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

1 of 20

$169,000

Beds

1.0

Baths

200

Sq.Ft.

3019 Popple Dungeon Road

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

1 of 19

$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

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

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

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

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

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

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

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

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

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

1 of 9

$129,000

Studio

Beds

0.0

Baths

0 Green Mountain Turnpike # 5

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

About Chester

Listings in Chester, VT: 42
Estimated median home price: $292,500

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	10
$200K - 300K	9
$300K - 400K	7
$400K - 500K	4
$500K - 600K	3
$600K - 700K	3
$700K - 800K	0
$800K - 900K	0
$900K - 1M	0
$1M - Max	3

Homes for Sale by Type in Chester, VT

Property Type	Count
Single Family	22
Townhouse	0
Condo	0
Commercial	4
Rental	4
Lots and Land	14
Condo/Town/CoOp	0
CoOp	0
Multi Family	2
Mobile Home	0
Farms	0

(Data as of 5/15/2026)

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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 5/16/2026”

Trends Information provided by ATTOM Data Solutions.

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