Chester Vermont Homes for Sale

30 total properties

Sort By:

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

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

508 Mattson Road Chester, VT MLS# 5082636 - Image 1

508 Mattson Road Chester, VT MLS# 5082636 - Image 2

508 Mattson Road Chester, VT MLS# 5082636 - Image 3

508 Mattson Road Chester, VT MLS# 5082636 - Image 4

508 Mattson Road Chester, VT MLS# 5082636 - Image 5

508 Mattson Road Chester, VT MLS# 5082636 - Image 6

508 Mattson Road Chester, VT MLS# 5082636 - Image 7

508 Mattson Road Chester, VT MLS# 5082636 - Image 8

508 Mattson Road Chester, VT MLS# 5082636 - Image 9

508 Mattson Road Chester, VT MLS# 5082636 - Image 10

508 Mattson Road Chester, VT MLS# 5082636 - Image 11

Recently Listed

1 of 11

$120,000

Studio

Beds

0.0

Baths

508 Mattson Road

Chester, VT

Courtesy of CUMMINGS & CO

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

Recently Listed

1 of 34

$269,000

Beds

1.0

Baths

1,168

Sq.Ft.

45 Dalrymple Street

Chester, VT

Courtesy of BUFFUM REALTY

THE TIME TO SELL IS NOW!

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

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

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

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

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

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

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

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

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

Recently Listed

1 of 9

$129,000

Studio

Beds

0.0

Baths

0 Green Mountain Turnpike

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

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

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.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

1 of 16

$205,000

Beds

0.2

Baths

1,232

Sq.Ft.

1876 Popple Dungeon Road

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

TBD Farrar Road Chester, VT MLS# 5074848 - Image 1

TBD Farrar Road Chester, VT MLS# 5074848 - Image 2

TBD Farrar Road Chester, VT MLS# 5074848 - Image 3

TBD Farrar Road Chester, VT MLS# 5074848 - Image 4

TBD Farrar Road Chester, VT MLS# 5074848 - Image 5

TBD Farrar Road Chester, VT MLS# 5074848 - Image 6

TBD Farrar Road Chester, VT MLS# 5074848 - Image 7

TBD Farrar Road Chester, VT MLS# 5074848 - Image 8

TBD Farrar Road Chester, VT MLS# 5074848 - Image 9

TBD Farrar Road Chester, VT MLS# 5074848 - Image 10

TBD Farrar Road Chester, VT MLS# 5074848 - Image 11

TBD Farrar Road Chester, VT MLS# 5074848 - Image 12

TBD Farrar Road Chester, VT MLS# 5074848 - Image 13

TBD Farrar Road Chester, VT MLS# 5074848 - Image 14

TBD Farrar Road Chester, VT MLS# 5074848 - Image 15

TBD Farrar Road Chester, VT MLS# 5074848 - Image 16

1 of 16

$74,500

Studio

Beds

0.0

Baths

TBD Farrar Road

Chester, VT

Courtesy of EXP REALTY

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Virtual Tour

1 of 46

$399,000

Beds

2.0

Baths

2,751

Sq.Ft.

3466 VT Route 103 N

Chester, VT

Courtesy of REAL BROKER LLC

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 1

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 2

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 3

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 4

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 5

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 6

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 7

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 8

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 9

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 10

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 11

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 12

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 13

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 14

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 15

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 16

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 17

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 18

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 19

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 20

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

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 22

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

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 24

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 25

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 26

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 27

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 28

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 29

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 30

1397 Popple Dungeon Road Chester, VT MLS# 5073930 - Image 31

1 of 31

$399,000

Beds

2.0

Baths

1,788

Sq.Ft.

1397 Popple Dungeon Road

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

40 Fenton Road Chester, VT MLS# 5073147 - Image 16

40 Fenton Road Chester, VT MLS# 5073147 - Image 17

40 Fenton Road Chester, VT MLS# 5073147 - Image 18

40 Fenton Road Chester, VT MLS# 5073147 - Image 19

40 Fenton Road Chester, VT MLS# 5073147 - Image 20

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

40 Fenton Road Chester, VT MLS# 5073147 - Image 22

40 Fenton Road Chester, VT MLS# 5073147 - Image 23

40 Fenton Road Chester, VT MLS# 5073147 - Image 24

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

40 Fenton Road Chester, VT MLS# 5073147 - Image 26

40 Fenton Road Chester, VT MLS# 5073147 - Image 27

40 Fenton Road Chester, VT MLS# 5073147 - Image 28

40 Fenton Road Chester, VT MLS# 5073147 - Image 29

40 Fenton Road Chester, VT MLS# 5073147 - Image 30

40 Fenton Road Chester, VT MLS# 5073147 - Image 31

40 Fenton Road Chester, VT MLS# 5073147 - Image 32

40 Fenton Road Chester, VT MLS# 5073147 - Image 33

40 Fenton Road Chester, VT MLS# 5073147 - Image 34

40 Fenton Road Chester, VT MLS# 5073147 - Image 35

40 Fenton Road Chester, VT MLS# 5073147 - Image 36

40 Fenton Road Chester, VT MLS# 5073147 - Image 37

New Construction

1 of 37

$399,000

Beds

2.1

Baths

2,148

Sq.Ft.

40 Fenton Road

Chester, VT

Courtesy of TPW REAL ESTATE

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

1 of 53

$359,900

Beds

1.0

Baths

1,608

Sq.Ft.

531 Main 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.

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

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

00 Remington Road Chester, VT MLS# 5061671 - Image 1

00 Remington Road Chester, VT MLS# 5061671 - Image 2

00 Remington Road Chester, VT MLS# 5061671 - Image 3

00 Remington Road Chester, VT MLS# 5061671 - Image 4

00 Remington Road Chester, VT MLS# 5061671 - Image 5

00 Remington Road Chester, VT MLS# 5061671 - Image 6

00 Remington Road Chester, VT MLS# 5061671 - Image 7

00 Remington Road Chester, VT MLS# 5061671 - Image 8

00 Remington Road Chester, VT MLS# 5061671 - Image 9

00 Remington Road Chester, VT MLS# 5061671 - Image 10

00 Remington Road Chester, VT MLS# 5061671 - Image 11

00 Remington Road Chester, VT MLS# 5061671 - Image 12

00 Remington Road Chester, VT MLS# 5061671 - Image 13

00 Remington Road Chester, VT MLS# 5061671 - Image 14

1 of 14

$74,000

Studio

Beds

0.0

Baths

00 Remington Road

Chester, VT

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME

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

$349,000

Beds

2.0

Baths

1,488

Sq.Ft.

447 Elm Street

Chester, VT

Courtesy of CUMMINGS & CO

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

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

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.

About Chester

Listings in Chester, VT: 35
Estimated median home price: $269,000

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	9
$300K - 400K	6
$400K - 500K	1
$500K - 600K	1
$600K - 700K	4
$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	13
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 4/9/2026)

Find Properties in Chester, VT

Chester, VT Information

Find Properties by Zip

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 4/10/2026”

Trends Information provided by ATTOM Data Solutions.

Looking for an Associate?

Already Working with an Associate?

Chester Vermont Homes for Sale

About Chester

Listings in Chester, VT

Estimated median home price

Homes for Sale by Price in Chester, VT

Homes for Sale by Type in Chester, VT

Find Properties in Chester, VT

Chester, VT Information

Find Properties by Zip

Select all that apply

Bedrooms

Bathrooms

Home Type

Features

Lot Size

Square Footage

Year Built

Listing Activity

Days on Weichert

Add Surrounding City

Chester Vermont Homes for Sale

About Chester

Listings in Chester, VT

Estimated median home price

Homes for Sale by Price in Chester, VT

Homes for Sale by Type in Chester, VT

Find Properties in Chester, VT

Chester, VT Information

Find Properties by Zip