Chester Vermont Homes for Sale

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1673 Dean Brook Road Chester, VT MLS# 5108359 - Image 1

1673 Dean Brook Road Chester, VT MLS# 5108359 - Image 2

1673 Dean Brook Road Chester, VT MLS# 5108359 - Image 3

1673 Dean Brook Road Chester, VT MLS# 5108359 - Image 4

1673 Dean Brook Road Chester, VT MLS# 5108359 - Image 5

1673 Dean Brook Road Chester, VT MLS# 5108359 - Image 6

1673 Dean Brook Road Chester, VT MLS# 5108359 - Image 7

1673 Dean Brook Road Chester, VT MLS# 5108359 - Image 8

1673 Dean Brook Road Chester, VT MLS# 5108359 - Image 9

1673 Dean Brook Road Chester, VT MLS# 5108359 - Image 10

1673 Dean Brook Road Chester, VT MLS# 5108359 - Image 11

1673 Dean Brook Road Chester, VT MLS# 5108359 - Image 12

1673 Dean Brook Road Chester, VT MLS# 5108359 - Image 13

Recently Listed

1 of 13

$29,900

Studio

Beds

0.0

Baths

1673 Dean Brook Road

Chester, VT

Courtesy of SOUTHERN VERMONT REALTY GROUP

1260 Grafton Road Chester, VT MLS# 5107796 - Image 1

1260 Grafton Road Chester, VT MLS# 5107796 - Image 2

1260 Grafton Road Chester, VT MLS# 5107796 - Image 3

1260 Grafton Road Chester, VT MLS# 5107796 - Image 4

1260 Grafton Road Chester, VT MLS# 5107796 - Image 5

1260 Grafton Road Chester, VT MLS# 5107796 - Image 6

1260 Grafton Road Chester, VT MLS# 5107796 - Image 7

1260 Grafton Road Chester, VT MLS# 5107796 - Image 8

1260 Grafton Road Chester, VT MLS# 5107796 - Image 9

1260 Grafton Road Chester, VT MLS# 5107796 - Image 10

1260 Grafton Road Chester, VT MLS# 5107796 - Image 11

1260 Grafton Road Chester, VT MLS# 5107796 - Image 12

1260 Grafton Road Chester, VT MLS# 5107796 - Image 13

1260 Grafton Road Chester, VT MLS# 5107796 - Image 14

1260 Grafton Road Chester, VT MLS# 5107796 - Image 15

1260 Grafton Road Chester, VT MLS# 5107796 - Image 16

1260 Grafton Road Chester, VT MLS# 5107796 - Image 17

1260 Grafton Road Chester, VT MLS# 5107796 - Image 18

1260 Grafton Road Chester, VT MLS# 5107796 - Image 19

1260 Grafton Road Chester, VT MLS# 5107796 - Image 20

1260 Grafton Road Chester, VT MLS# 5107796 - Image 21

1260 Grafton Road Chester, VT MLS# 5107796 - Image 22

1260 Grafton Road Chester, VT MLS# 5107796 - Image 23

1260 Grafton Road Chester, VT MLS# 5107796 - Image 24

1260 Grafton Road Chester, VT MLS# 5107796 - Image 25

1260 Grafton Road Chester, VT MLS# 5107796 - Image 26

1260 Grafton Road Chester, VT MLS# 5107796 - Image 27

1260 Grafton Road Chester, VT MLS# 5107796 - Image 28

1260 Grafton Road Chester, VT MLS# 5107796 - Image 29

1260 Grafton Road Chester, VT MLS# 5107796 - Image 30

1260 Grafton Road Chester, VT MLS# 5107796 - Image 31

1260 Grafton Road Chester, VT MLS# 5107796 - Image 32

1260 Grafton Road Chester, VT MLS# 5107796 - Image 33

1260 Grafton Road Chester, VT MLS# 5107796 - Image 34

1260 Grafton Road Chester, VT MLS# 5107796 - Image 35

1260 Grafton Road Chester, VT MLS# 5107796 - Image 36

1260 Grafton Road Chester, VT MLS# 5107796 - Image 37

1260 Grafton Road Chester, VT MLS# 5107796 - Image 38

1260 Grafton Road Chester, VT MLS# 5107796 - Image 39

1260 Grafton Road Chester, VT MLS# 5107796 - Image 40

1260 Grafton Road Chester, VT MLS# 5107796 - Image 41

1260 Grafton Road Chester, VT MLS# 5107796 - Image 42

1260 Grafton Road Chester, VT MLS# 5107796 - Image 43

1260 Grafton Road Chester, VT MLS# 5107796 - Image 44

1260 Grafton Road Chester, VT MLS# 5107796 - Image 45

1260 Grafton Road Chester, VT MLS# 5107796 - Image 46

1260 Grafton Road Chester, VT MLS# 5107796 - Image 47

1260 Grafton Road Chester, VT MLS# 5107796 - Image 48

Recently Listed

1 of 48

OPEN HOUSE: Saturday 9/5 12:00 PM - 2:00 PM

$700,000

Beds

3.0

Baths

1,556

Sq.Ft.

1260 Grafton Road

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

145 South Main Street Chester, VT MLS# 5107814 - Image 1

145 South Main Street Chester, VT MLS# 5107814 - Image 2

145 South Main Street Chester, VT MLS# 5107814 - Image 3

145 South Main Street Chester, VT MLS# 5107814 - Image 4

145 South Main Street Chester, VT MLS# 5107814 - Image 5

145 South Main Street Chester, VT MLS# 5107814 - Image 6

145 South Main Street Chester, VT MLS# 5107814 - Image 7

145 South Main Street Chester, VT MLS# 5107814 - Image 8

145 South Main Street Chester, VT MLS# 5107814 - Image 9

145 South Main Street Chester, VT MLS# 5107814 - Image 10

Recently Listed

1 of 10

$340,000

Beds

2.0

Baths

3,608

Sq.Ft.

145 South Main Street

Chester, VT

Courtesy of NANCY JENKINS REAL ESTATE

THE TIME TO SELL IS NOW!

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 1

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 2

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 3

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 4

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 5

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 6

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 7

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 8

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 9

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 10

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 11

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 12

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 13

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 14

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 15

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 16

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 17

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 18

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 19

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 20

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 21

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 22

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 23

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 24

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 25

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 26

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 27

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 28

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 29

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 30

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 31

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 32

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 33

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 34

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 35

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 36

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 37

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 38

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 39

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 40

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 41

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 42

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 43

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 44

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 45

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 46

548 Crow Hill Road Chester, VT MLS# 5106579 - Image 47

Recently Listed

1 of 47

OPEN HOUSE: Saturday 9/5 9:00 AM - 11:00 AM

$599,000

Beds

2.0

Baths

1,908

Sq.Ft.

548 Crow Hill Road

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

3713 Trebo Road Chester, VT MLS# 5106191 - Image 1

3713 Trebo Road Chester, VT MLS# 5106191 - Image 2

3713 Trebo Road Chester, VT MLS# 5106191 - Image 3

3713 Trebo Road Chester, VT MLS# 5106191 - Image 4

3713 Trebo Road Chester, VT MLS# 5106191 - Image 5

3713 Trebo Road Chester, VT MLS# 5106191 - Image 6

3713 Trebo Road Chester, VT MLS# 5106191 - Image 7

3713 Trebo Road Chester, VT MLS# 5106191 - Image 8

3713 Trebo Road Chester, VT MLS# 5106191 - Image 9

3713 Trebo Road Chester, VT MLS# 5106191 - Image 10

3713 Trebo Road Chester, VT MLS# 5106191 - Image 11

3713 Trebo Road Chester, VT MLS# 5106191 - Image 12

3713 Trebo Road Chester, VT MLS# 5106191 - Image 13

3713 Trebo Road Chester, VT MLS# 5106191 - Image 14

3713 Trebo Road Chester, VT MLS# 5106191 - Image 15

3713 Trebo Road Chester, VT MLS# 5106191 - Image 16

3713 Trebo Road Chester, VT MLS# 5106191 - Image 17

3713 Trebo Road Chester, VT MLS# 5106191 - Image 18

3713 Trebo Road Chester, VT MLS# 5106191 - Image 19

3713 Trebo Road Chester, VT MLS# 5106191 - Image 20

3713 Trebo Road Chester, VT MLS# 5106191 - Image 21

3713 Trebo Road Chester, VT MLS# 5106191 - Image 22

3713 Trebo Road Chester, VT MLS# 5106191 - Image 23

3713 Trebo Road Chester, VT MLS# 5106191 - Image 24

3713 Trebo Road Chester, VT MLS# 5106191 - Image 25

3713 Trebo Road Chester, VT MLS# 5106191 - Image 26

3713 Trebo Road Chester, VT MLS# 5106191 - Image 27

3713 Trebo Road Chester, VT MLS# 5106191 - Image 28

1 of 28

$289,900

Beds

2.1

Baths

1,508

Sq.Ft.

3713 Trebo Road

Chester, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 1

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 2

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 3

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 4

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 5

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 6

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 7

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 8

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 9

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 10

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 11

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 12

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 13

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 14

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 15

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 16

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 17

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 18

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 19

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 20

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 21

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 22

159 Lower Bartonsville Road Chester, VT MLS# 5106226 - Image 23

1 of 23

OPEN HOUSE: Saturday 9/5 11:00 AM - 1:00 PM

$255,000

Beds

1.1

Baths

1,683

Sq.Ft.

159 Lower Bartonsville Road

Chester, VT

Courtesy of CENTURY 21 HIGHVIEW REALTY

447 Elm Street Chester, VT MLS# 5104543 - Image 1

447 Elm Street Chester, VT MLS# 5104543 - Image 2

447 Elm Street Chester, VT MLS# 5104543 - Image 3

447 Elm Street Chester, VT MLS# 5104543 - Image 4

447 Elm Street Chester, VT MLS# 5104543 - Image 5

447 Elm Street Chester, VT MLS# 5104543 - Image 6

447 Elm Street Chester, VT MLS# 5104543 - Image 7

447 Elm Street Chester, VT MLS# 5104543 - Image 8

447 Elm Street Chester, VT MLS# 5104543 - Image 9

447 Elm Street Chester, VT MLS# 5104543 - Image 10

447 Elm Street Chester, VT MLS# 5104543 - Image 11

447 Elm Street Chester, VT MLS# 5104543 - Image 12

447 Elm Street Chester, VT MLS# 5104543 - Image 13

447 Elm Street Chester, VT MLS# 5104543 - Image 14

447 Elm Street Chester, VT MLS# 5104543 - Image 15

447 Elm Street Chester, VT MLS# 5104543 - Image 16

447 Elm Street Chester, VT MLS# 5104543 - Image 17

447 Elm Street Chester, VT MLS# 5104543 - Image 18

447 Elm Street Chester, VT MLS# 5104543 - Image 19

447 Elm Street Chester, VT MLS# 5104543 - Image 20

447 Elm Street Chester, VT MLS# 5104543 - Image 21

447 Elm Street Chester, VT MLS# 5104543 - Image 22

447 Elm Street Chester, VT MLS# 5104543 - Image 23

447 Elm Street Chester, VT MLS# 5104543 - Image 24

447 Elm Street Chester, VT MLS# 5104543 - Image 25

1 of 25

$289,000

Beds

2.0

Baths

1,488

Sq.Ft.

447 Elm Street

Chester, VT

Courtesy of BHG MASIELLO KEENE

0 Trebo Road Chester, VT MLS# 5102503 - Image 1

0 Trebo Road Chester, VT MLS# 5102503 - Image 2

0 Trebo Road Chester, VT MLS# 5102503 - Image 3

0 Trebo Road Chester, VT MLS# 5102503 - Image 4

0 Trebo Road Chester, VT MLS# 5102503 - Image 5

0 Trebo Road Chester, VT MLS# 5102503 - Image 6

0 Trebo Road Chester, VT MLS# 5102503 - Image 7

0 Trebo Road Chester, VT MLS# 5102503 - Image 8

0 Trebo Road Chester, VT MLS# 5102503 - Image 9

0 Trebo Road Chester, VT MLS# 5102503 - Image 10

0 Trebo Road Chester, VT MLS# 5102503 - Image 11

0 Trebo Road Chester, VT MLS# 5102503 - Image 12

1 of 12

$149,000

Studio

Beds

0.0

Baths

0 Trebo Road

Chester, VT

Courtesy of ENGEL & VOLKERS OKEMO

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

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 28

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 29

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 30

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 31

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 32

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 33

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 34

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 35

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 36

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 37

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 38

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 39

302 Davidson Hill Road Chester, VT MLS# 5102316 - Image 40

1 of 40

$354,000

Beds

1.0

Baths

900

Sq.Ft.

302 Davidson Hill Road

Chester, VT

Courtesy of VERMONT REAL ESTATE COMPANY

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 1

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 2

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 3

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 4

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 5

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 6

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 7

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 8

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 9

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 10

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 11

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 12

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 13

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 14

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 15

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 16

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 17

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 18

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 19

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 20

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 21

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 22

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 23

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 24

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 25

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 26

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 27

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 28

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 29

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 30

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 31

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 32

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 33

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 34

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 35

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 36

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 37

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 38

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 39

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 40

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 41

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 42

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 43

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 44

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 45

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 46

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 47

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 48

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 49

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 50

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 51

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 52

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 53

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 54

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 55

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 56

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 57

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 58

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 59

3781 Flamstead Road Chester, VT MLS# 5102142 - Image 60

1 of 60

$250,000

Beds

2.0

Baths

1,500

Sq.Ft.

3781 Flamstead Road

Chester, VT

Courtesy of EXP REALTY

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 1

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 2

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 3

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 4

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 5

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 6

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 7

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 8

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 9

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 10

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 11

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 12

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 13

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 14

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 15

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 16

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 17

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 18

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 19

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 20

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 21

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 22

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 23

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 24

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 25

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 26

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 27

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 28

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 29

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 30

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 31

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 32

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 33

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 34

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 35

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 36

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 37

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 38

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 39

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 40

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 41

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 42

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 43

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 44

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 45

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 46

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 47

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 48

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 49

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 50

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 51

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 52

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 53

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 54

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 55

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 56

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 57

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 58

3781 Flamstead Road Chester, VT MLS# 5102143 - Image 59

1 of 59

$250,000

Studio

Beds

0.0

Baths

3781 Flamstead Road

Chester, VT

Courtesy of EXP REALTY

427 Depot Street Chester, VT MLS# 5100755 - Image 1

427 Depot Street Chester, VT MLS# 5100755 - Image 2

427 Depot Street Chester, VT MLS# 5100755 - Image 3

427 Depot Street Chester, VT MLS# 5100755 - Image 4

427 Depot Street Chester, VT MLS# 5100755 - Image 5

427 Depot Street Chester, VT MLS# 5100755 - Image 6

427 Depot Street Chester, VT MLS# 5100755 - Image 7

427 Depot Street Chester, VT MLS# 5100755 - Image 8

427 Depot Street Chester, VT MLS# 5100755 - Image 9

427 Depot Street Chester, VT MLS# 5100755 - Image 10

427 Depot Street Chester, VT MLS# 5100755 - Image 11

427 Depot Street Chester, VT MLS# 5100755 - Image 12

427 Depot Street Chester, VT MLS# 5100755 - Image 13

427 Depot Street Chester, VT MLS# 5100755 - Image 14

427 Depot Street Chester, VT MLS# 5100755 - Image 15

427 Depot Street Chester, VT MLS# 5100755 - Image 16

427 Depot Street Chester, VT MLS# 5100755 - Image 17

427 Depot Street Chester, VT MLS# 5100755 - Image 18

427 Depot Street Chester, VT MLS# 5100755 - Image 19

427 Depot Street Chester, VT MLS# 5100755 - Image 20

427 Depot Street Chester, VT MLS# 5100755 - Image 21

427 Depot Street Chester, VT MLS# 5100755 - Image 22

1 of 22

$100,000

Studio

Beds

0.0

Baths

427 Depot Street

Chester, VT

Courtesy of KW COASTAL AND LAKES & MOUNTAINS REALTY/HANOVER

39 S Main Street Chester, VT MLS# 5100522 - Image 1

39 S Main Street Chester, VT MLS# 5100522 - Image 2

39 S Main Street Chester, VT MLS# 5100522 - Image 3

39 S Main Street Chester, VT MLS# 5100522 - Image 4

39 S Main Street Chester, VT MLS# 5100522 - Image 5

39 S Main Street Chester, VT MLS# 5100522 - Image 6

39 S Main Street Chester, VT MLS# 5100522 - Image 7

39 S Main Street Chester, VT MLS# 5100522 - Image 8

39 S Main Street Chester, VT MLS# 5100522 - Image 9

1 of 9

$285,000

1,802

Sq.Ft.

39 S Main Street

Chester, VT

Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES

00 Quarry Road Chester, VT MLS# 5098347 - Image 1

00 Quarry Road Chester, VT MLS# 5098347 - Image 2

00 Quarry Road Chester, VT MLS# 5098347 - Image 3

00 Quarry Road Chester, VT MLS# 5098347 - Image 4

00 Quarry Road Chester, VT MLS# 5098347 - Image 5

00 Quarry Road Chester, VT MLS# 5098347 - Image 6

00 Quarry Road Chester, VT MLS# 5098347 - Image 7

00 Quarry Road Chester, VT MLS# 5098347 - Image 8

00 Quarry Road Chester, VT MLS# 5098347 - Image 9

00 Quarry Road Chester, VT MLS# 5098347 - Image 10

00 Quarry Road Chester, VT MLS# 5098347 - Image 11

00 Quarry Road Chester, VT MLS# 5098347 - Image 12

00 Quarry Road Chester, VT MLS# 5098347 - Image 13

00 Quarry Road Chester, VT MLS# 5098347 - Image 14

00 Quarry Road Chester, VT MLS# 5098347 - Image 15

00 Quarry Road Chester, VT MLS# 5098347 - Image 16

00 Quarry Road Chester, VT MLS# 5098347 - Image 17

00 Quarry Road Chester, VT MLS# 5098347 - Image 18

00 Quarry Road Chester, VT MLS# 5098347 - Image 19

00 Quarry Road Chester, VT MLS# 5098347 - Image 20

00 Quarry Road Chester, VT MLS# 5098347 - Image 21

00 Quarry Road Chester, VT MLS# 5098347 - Image 22

00 Quarry Road Chester, VT MLS# 5098347 - Image 23

00 Quarry Road Chester, VT MLS# 5098347 - Image 24

00 Quarry Road Chester, VT MLS# 5098347 - Image 25

1 of 25

$229,000

Studio

Beds

0.0

Baths

00 Quarry Road

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

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

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223 Coach Road Chester, VT MLS# 5097600 - Image 15

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223 Coach Road Chester, VT MLS# 5097600 - Image 36

223 Coach Road Chester, VT MLS# 5097600 - Image 37

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223 Coach Road Chester, VT MLS# 5097600 - Image 42

223 Coach Road Chester, VT MLS# 5097600 - Image 43

223 Coach Road Chester, VT MLS# 5097600 - Image 44

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.

3668 VT Route 103 North Chester, VT MLS# 5097620 - Image 1

3668 VT Route 103 North Chester, VT MLS# 5097620 - Image 2

3668 VT Route 103 North Chester, VT MLS# 5097620 - Image 3

3668 VT Route 103 North Chester, VT MLS# 5097620 - Image 4

3668 VT Route 103 North Chester, VT MLS# 5097620 - Image 5

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3668 VT Route 103 North Chester, VT MLS# 5097620 - Image 7

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3668 VT Route 103 North Chester, VT MLS# 5097620 - Image 27

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3668 VT Route 103 North Chester, VT MLS# 5097620 - Image 31

3668 VT Route 103 North Chester, VT MLS# 5097620 - Image 32

3668 VT Route 103 North Chester, VT MLS# 5097620 - Image 33

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3668 VT Route 103 North Chester, VT MLS# 5097620 - Image 35

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3668 VT Route 103 North Chester, VT MLS# 5097620 - Image 38

1 of 38

$229,500

Beds

2.1

Baths

1,922

Sq.Ft.

3668 VT Route 103 North

Chester, VT

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

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 1

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 2

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 3

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 4

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 5

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 6

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 7

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 8

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 9

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 10

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 11

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 12

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 13

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 14

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 15

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 16

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 17

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 18

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3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 20

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 21

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 22

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 23

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3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 25

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 26

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 27

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 28

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 29

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 30

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 31

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 32

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 33

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 34

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 35

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 36

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 37

3668 VT Route 103 North Chester, VT MLS# 5097621 - Image 38

1 of 38

$249,500

Beds

3.0

Baths

1,922

Sq.Ft.

3668 VT Route 103 North

Chester, VT

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

168 Chandler Road Chester, VT MLS# 5097737 - Image 1

168 Chandler Road Chester, VT MLS# 5097737 - Image 2

168 Chandler Road Chester, VT MLS# 5097737 - Image 3

168 Chandler Road Chester, VT MLS# 5097737 - Image 4

168 Chandler Road Chester, VT MLS# 5097737 - Image 5

168 Chandler Road Chester, VT MLS# 5097737 - Image 6

168 Chandler Road Chester, VT MLS# 5097737 - Image 7

168 Chandler Road Chester, VT MLS# 5097737 - Image 8

168 Chandler Road Chester, VT MLS# 5097737 - Image 9

168 Chandler Road Chester, VT MLS# 5097737 - Image 10

168 Chandler Road Chester, VT MLS# 5097737 - Image 11

168 Chandler Road Chester, VT MLS# 5097737 - Image 12

168 Chandler Road Chester, VT MLS# 5097737 - Image 13

168 Chandler Road Chester, VT MLS# 5097737 - Image 14

168 Chandler Road Chester, VT MLS# 5097737 - Image 15

168 Chandler Road Chester, VT MLS# 5097737 - Image 16

168 Chandler Road Chester, VT MLS# 5097737 - Image 17

168 Chandler Road Chester, VT MLS# 5097737 - Image 18

168 Chandler Road Chester, VT MLS# 5097737 - Image 19

168 Chandler Road Chester, VT MLS# 5097737 - Image 20

168 Chandler Road Chester, VT MLS# 5097737 - Image 21

168 Chandler Road Chester, VT MLS# 5097737 - Image 22

168 Chandler Road Chester, VT MLS# 5097737 - Image 23

168 Chandler Road Chester, VT MLS# 5097737 - Image 24

168 Chandler Road Chester, VT MLS# 5097737 - Image 25

168 Chandler Road Chester, VT MLS# 5097737 - Image 26

168 Chandler Road Chester, VT MLS# 5097737 - Image 27

168 Chandler Road Chester, VT MLS# 5097737 - Image 28

168 Chandler Road Chester, VT MLS# 5097737 - Image 29

168 Chandler Road Chester, VT MLS# 5097737 - Image 30

168 Chandler Road Chester, VT MLS# 5097737 - Image 31

168 Chandler Road Chester, VT MLS# 5097737 - Image 32

168 Chandler Road Chester, VT MLS# 5097737 - Image 33

168 Chandler Road Chester, VT MLS# 5097737 - Image 34

168 Chandler Road Chester, VT MLS# 5097737 - Image 35

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

168 Chandler Road Chester, VT MLS# 5097737 - Image 52

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

168 Chandler Road Chester, VT MLS# 5097737 - Image 54

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

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

$340,000

3,608

Sq.Ft.

145 South Main Street

Chester, VT

Courtesy of NANCY JENKINS REAL ESTATE

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

Virtual Tour

1 of 33

$479,000

Beds

2.0

Baths

1,626

Sq.Ft.

3208 Green Mountain Turnpike

Chester, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

About Chester

Listings in Chester, VT: 46
Estimated median home price: $287,000

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	8
$100K - 200K	6
$200K - 300K	12
$300K - 400K	5
$400K - 500K	4
$500K - 600K	2
$600K - 700K	4
$700K - 800K	1
$800K - 900K	1
$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	5
Rental	2
Lots and Land	15
Condo/Town/CoOp	0
CoOp	0
Multi Family	3
Mobile Home	1
Farms	0

(Data as of 9/5/2026)

Find Properties in Chester, VT

Chester, VT Information

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05143

Information deemed reliable but not guaranteed.

“Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 9/5/2026”

Trends Information provided by ATTOM Data Solutions.

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