Chester Connecticut Homes for Sale

22 total properties

Sort By:

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 1

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 2

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 3

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 4

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 5

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 6

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 7

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 8

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 9

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 10

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 11

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 12

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 13

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 14

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 15

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 16

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 17

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 18

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 19

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 20

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 21

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 22

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 23

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 24

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 25

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 26

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 27

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 28

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 29

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 30

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 31

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 32

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 33

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 34

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 35

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 36

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 37

288 Middlesex Avenue Chester, CT MLS# 24201816 - Image 38

Virtual Tour

1 of 38

$2,995,000

Beds

4.2

Baths

4,926

Sq.Ft.

288 Middlesex Avenue

Chester, CT

59-65 Maple Street Chester, CT MLS# 24170551 - Image 3

59-65 Maple Street Chester, CT MLS# 24170551 - Image 4

59-65 Maple Street Chester, CT MLS# 24170551 - Image 5

59-65 Maple Street Chester, CT MLS# 24170551 - Image 6

59-65 Maple Street Chester, CT MLS# 24170551 - Image 7

59-65 Maple Street Chester, CT MLS# 24170551 - Image 8

59-65 Maple Street Chester, CT MLS# 24170551 - Image 9

59-65 Maple Street Chester, CT MLS# 24170551 - Image 10

59-65 Maple Street Chester, CT MLS# 24170551 - Image 11

59-65 Maple Street Chester, CT MLS# 24170551 - Image 12

59-65 Maple Street Chester, CT MLS# 24170551 - Image 13

59-65 Maple Street Chester, CT MLS# 24170551 - Image 14

59-65 Maple Street Chester, CT MLS# 24170551 - Image 15

59-65 Maple Street Chester, CT MLS# 24170551 - Image 16

59-65 Maple Street Chester, CT MLS# 24170551 - Image 17

59-65 Maple Street Chester, CT MLS# 24170551 - Image 18

59-65 Maple Street Chester, CT MLS# 24170551 - Image 19

59-65 Maple Street Chester, CT MLS# 24170551 - Image 20

59-65 Maple Street Chester, CT MLS# 24170551 - Image 21

59-65 Maple Street Chester, CT MLS# 24170551 - Image 22

59-65 Maple Street Chester, CT MLS# 24170551 - Image 23

59-65 Maple Street Chester, CT MLS# 24170551 - Image 24

59-65 Maple Street Chester, CT MLS# 24170551 - Image 25

59-65 Maple Street Chester, CT MLS# 24170551 - Image 26

59-65 Maple Street Chester, CT MLS# 24170551 - Image 27

59-65 Maple Street Chester, CT MLS# 24170551 - Image 28

59-65 Maple Street Chester, CT MLS# 24170551 - Image 29

59-65 Maple Street Chester, CT MLS# 24170551 - Image 30

59-65 Maple Street Chester, CT MLS# 24170551 - Image 31

59-65 Maple Street Chester, CT MLS# 24170551 - Image 32

59-65 Maple Street Chester, CT MLS# 24170551 - Image 33

59-65 Maple Street Chester, CT MLS# 24170551 - Image 34

59-65 Maple Street Chester, CT MLS# 24170551 - Image 35

59-65 Maple Street Chester, CT MLS# 24170551 - Image 36

59-65 Maple Street Chester, CT MLS# 24170551 - Image 37

1 of 37

$1,995,000

Beds

7.0

Baths

8,500

Sq.Ft.

59-65 Maple Street

Chester, CT

47 East Kings Highway Chester, CT MLS# 24206419 - Image 3

47 East Kings Highway Chester, CT MLS# 24206419 - Image 4

47 East Kings Highway Chester, CT MLS# 24206419 - Image 5

47 East Kings Highway Chester, CT MLS# 24206419 - Image 6

47 East Kings Highway Chester, CT MLS# 24206419 - Image 7

47 East Kings Highway Chester, CT MLS# 24206419 - Image 8

47 East Kings Highway Chester, CT MLS# 24206419 - Image 9

47 East Kings Highway Chester, CT MLS# 24206419 - Image 10

47 East Kings Highway Chester, CT MLS# 24206419 - Image 11

47 East Kings Highway Chester, CT MLS# 24206419 - Image 12

47 East Kings Highway Chester, CT MLS# 24206419 - Image 13

47 East Kings Highway Chester, CT MLS# 24206419 - Image 14

47 East Kings Highway Chester, CT MLS# 24206419 - Image 15

47 East Kings Highway Chester, CT MLS# 24206419 - Image 16

47 East Kings Highway Chester, CT MLS# 24206419 - Image 17

47 East Kings Highway Chester, CT MLS# 24206419 - Image 18

47 East Kings Highway Chester, CT MLS# 24206419 - Image 19

47 East Kings Highway Chester, CT MLS# 24206419 - Image 20

47 East Kings Highway Chester, CT MLS# 24206419 - Image 21

47 East Kings Highway Chester, CT MLS# 24206419 - Image 22

47 East Kings Highway Chester, CT MLS# 24206419 - Image 23

47 East Kings Highway Chester, CT MLS# 24206419 - Image 24

47 East Kings Highway Chester, CT MLS# 24206419 - Image 25

47 East Kings Highway Chester, CT MLS# 24206419 - Image 26

47 East Kings Highway Chester, CT MLS# 24206419 - Image 27

47 East Kings Highway Chester, CT MLS# 24206419 - Image 28

47 East Kings Highway Chester, CT MLS# 24206419 - Image 29

47 East Kings Highway Chester, CT MLS# 24206419 - Image 30

47 East Kings Highway Chester, CT MLS# 24206419 - Image 31

47 East Kings Highway Chester, CT MLS# 24206419 - Image 32

47 East Kings Highway Chester, CT MLS# 24206419 - Image 33

47 East Kings Highway Chester, CT MLS# 24206419 - Image 34

47 East Kings Highway Chester, CT MLS# 24206419 - Image 35

47 East Kings Highway Chester, CT MLS# 24206419 - Image 36

47 East Kings Highway Chester, CT MLS# 24206419 - Image 37

47 East Kings Highway Chester, CT MLS# 24206419 - Image 38

47 East Kings Highway Chester, CT MLS# 24206419 - Image 39

47 East Kings Highway Chester, CT MLS# 24206419 - Image 40

Virtual Tour

1 of 40

$1,900,000

Beds

3.1

Baths

3,957

Sq.Ft.

47 East Kings Highway

Chester, CT

THE TIME TO SELL IS NOW!

10 Denlar Drive Chester, CT MLS# 24149430

$1,450,000

28,525

Sq.Ft.

10 Denlar Drive

Chester, CT

$995,000

3,000

Sq.Ft.

21 Main Street #

Chester, CT

$995,000

1.0

Baths

3,000

Sq.Ft.

21 Main Street

Chester, CT

$975,000

23,467

Sq.Ft.

132 Main Street

Chester, CT

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 3

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 4

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 5

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 6

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 7

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 8

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 9

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 10

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 11

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 12

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 13

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 14

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 15

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 16

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 17

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 18

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 19

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 20

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 21

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 22

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 23

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 24

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 25

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 26

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 27

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 28

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 29

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 30

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 31

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 32

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 33

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 34

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 35

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 36

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 37

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 38

15 Hickory Hill Drive Chester, CT MLS# 24210144 - Image 39

1 of 39

$875,000

Beds

2.1

Baths

3,233

Sq.Ft.

15 Hickory Hill Drive

Chester, CT

13 High Field Lane Chester, CT MLS# 24198973 - Image 3

13 High Field Lane Chester, CT MLS# 24198973 - Image 4

13 High Field Lane Chester, CT MLS# 24198973 - Image 5

13 High Field Lane Chester, CT MLS# 24198973 - Image 6

13 High Field Lane Chester, CT MLS# 24198973 - Image 7

13 High Field Lane Chester, CT MLS# 24198973 - Image 8

13 High Field Lane Chester, CT MLS# 24198973 - Image 9

13 High Field Lane Chester, CT MLS# 24198973 - Image 10

13 High Field Lane Chester, CT MLS# 24198973 - Image 11

13 High Field Lane Chester, CT MLS# 24198973 - Image 12

13 High Field Lane Chester, CT MLS# 24198973 - Image 13

13 High Field Lane Chester, CT MLS# 24198973 - Image 14

13 High Field Lane Chester, CT MLS# 24198973 - Image 15

13 High Field Lane Chester, CT MLS# 24198973 - Image 16

13 High Field Lane Chester, CT MLS# 24198973 - Image 17

13 High Field Lane Chester, CT MLS# 24198973 - Image 18

13 High Field Lane Chester, CT MLS# 24198973 - Image 19

13 High Field Lane Chester, CT MLS# 24198973 - Image 20

13 High Field Lane Chester, CT MLS# 24198973 - Image 21

13 High Field Lane Chester, CT MLS# 24198973 - Image 22

13 High Field Lane Chester, CT MLS# 24198973 - Image 23

13 High Field Lane Chester, CT MLS# 24198973 - Image 24

13 High Field Lane Chester, CT MLS# 24198973 - Image 25

13 High Field Lane Chester, CT MLS# 24198973 - Image 26

13 High Field Lane Chester, CT MLS# 24198973 - Image 27

13 High Field Lane Chester, CT MLS# 24198973 - Image 28

13 High Field Lane Chester, CT MLS# 24198973 - Image 29

13 High Field Lane Chester, CT MLS# 24198973 - Image 30

13 High Field Lane Chester, CT MLS# 24198973 - Image 31

13 High Field Lane Chester, CT MLS# 24198973 - Image 32

13 High Field Lane Chester, CT MLS# 24198973 - Image 33

13 High Field Lane Chester, CT MLS# 24198973 - Image 34

13 High Field Lane Chester, CT MLS# 24198973 - Image 35

13 High Field Lane Chester, CT MLS# 24198973 - Image 36

13 High Field Lane Chester, CT MLS# 24198973 - Image 37

13 High Field Lane Chester, CT MLS# 24198973 - Image 38

13 High Field Lane Chester, CT MLS# 24198973 - Image 39

13 High Field Lane Chester, CT MLS# 24198973 - Image 40

1 of 40

OPEN HOUSE: Sunday 10/18 2:00 PM - 4:00 PM

$764,900

Beds

2.1

Baths

2,662

Sq.Ft.

13 High Field Lane

Chester, CT

275 West Main Street Chester, CT MLS# 24213774 - Image 3

275 West Main Street Chester, CT MLS# 24213774 - Image 4

275 West Main Street Chester, CT MLS# 24213774 - Image 5

275 West Main Street Chester, CT MLS# 24213774 - Image 6

275 West Main Street Chester, CT MLS# 24213774 - Image 7

275 West Main Street Chester, CT MLS# 24213774 - Image 8

275 West Main Street Chester, CT MLS# 24213774 - Image 9

275 West Main Street Chester, CT MLS# 24213774 - Image 10

275 West Main Street Chester, CT MLS# 24213774 - Image 11

275 West Main Street Chester, CT MLS# 24213774 - Image 12

275 West Main Street Chester, CT MLS# 24213774 - Image 13

275 West Main Street Chester, CT MLS# 24213774 - Image 14

275 West Main Street Chester, CT MLS# 24213774 - Image 15

275 West Main Street Chester, CT MLS# 24213774 - Image 16

275 West Main Street Chester, CT MLS# 24213774 - Image 17

275 West Main Street Chester, CT MLS# 24213774 - Image 18

275 West Main Street Chester, CT MLS# 24213774 - Image 19

275 West Main Street Chester, CT MLS# 24213774 - Image 20

275 West Main Street Chester, CT MLS# 24213774 - Image 21

275 West Main Street Chester, CT MLS# 24213774 - Image 22

275 West Main Street Chester, CT MLS# 24213774 - Image 23

275 West Main Street Chester, CT MLS# 24213774 - Image 24

275 West Main Street Chester, CT MLS# 24213774 - Image 25

275 West Main Street Chester, CT MLS# 24213774 - Image 26

275 West Main Street Chester, CT MLS# 24213774 - Image 27

275 West Main Street Chester, CT MLS# 24213774 - Image 28

275 West Main Street Chester, CT MLS# 24213774 - Image 29

275 West Main Street Chester, CT MLS# 24213774 - Image 30

275 West Main Street Chester, CT MLS# 24213774 - Image 31

275 West Main Street Chester, CT MLS# 24213774 - Image 32

275 West Main Street Chester, CT MLS# 24213774 - Image 33

275 West Main Street Chester, CT MLS# 24213774 - Image 34

275 West Main Street Chester, CT MLS# 24213774 - Image 35

275 West Main Street Chester, CT MLS# 24213774 - Image 36

275 West Main Street Chester, CT MLS# 24213774 - Image 37

275 West Main Street Chester, CT MLS# 24213774 - Image 38

275 West Main Street Chester, CT MLS# 24213774 - Image 39

Recently Listed

1 of 39

$715,000

Beds

3.1

Baths

2,706

Sq.Ft.

275 West Main Street

Chester, CT

42 Straits Road Chester, CT MLS# 24212291 - Image 3

42 Straits Road Chester, CT MLS# 24212291 - Image 4

42 Straits Road Chester, CT MLS# 24212291 - Image 5

42 Straits Road Chester, CT MLS# 24212291 - Image 6

42 Straits Road Chester, CT MLS# 24212291 - Image 7

42 Straits Road Chester, CT MLS# 24212291 - Image 8

42 Straits Road Chester, CT MLS# 24212291 - Image 9

42 Straits Road Chester, CT MLS# 24212291 - Image 10

42 Straits Road Chester, CT MLS# 24212291 - Image 11

42 Straits Road Chester, CT MLS# 24212291 - Image 12

42 Straits Road Chester, CT MLS# 24212291 - Image 13

42 Straits Road Chester, CT MLS# 24212291 - Image 14

42 Straits Road Chester, CT MLS# 24212291 - Image 15

42 Straits Road Chester, CT MLS# 24212291 - Image 16

42 Straits Road Chester, CT MLS# 24212291 - Image 17

42 Straits Road Chester, CT MLS# 24212291 - Image 18

42 Straits Road Chester, CT MLS# 24212291 - Image 19

42 Straits Road Chester, CT MLS# 24212291 - Image 20

42 Straits Road Chester, CT MLS# 24212291 - Image 21

42 Straits Road Chester, CT MLS# 24212291 - Image 22

42 Straits Road Chester, CT MLS# 24212291 - Image 23

42 Straits Road Chester, CT MLS# 24212291 - Image 24

42 Straits Road Chester, CT MLS# 24212291 - Image 25

42 Straits Road Chester, CT MLS# 24212291 - Image 26

42 Straits Road Chester, CT MLS# 24212291 - Image 27

42 Straits Road Chester, CT MLS# 24212291 - Image 28

42 Straits Road Chester, CT MLS# 24212291 - Image 29

42 Straits Road Chester, CT MLS# 24212291 - Image 30

42 Straits Road Chester, CT MLS# 24212291 - Image 31

42 Straits Road Chester, CT MLS# 24212291 - Image 32

42 Straits Road Chester, CT MLS# 24212291 - Image 33

42 Straits Road Chester, CT MLS# 24212291 - Image 34

42 Straits Road Chester, CT MLS# 24212291 - Image 35

42 Straits Road Chester, CT MLS# 24212291 - Image 36

42 Straits Road Chester, CT MLS# 24212291 - Image 37

42 Straits Road Chester, CT MLS# 24212291 - Image 38

42 Straits Road Chester, CT MLS# 24212291 - Image 39

42 Straits Road Chester, CT MLS# 24212291 - Image 40

42 Straits Road Chester, CT MLS# 24212291 - Image 41

42 Straits Road Chester, CT MLS# 24212291 - Image 42

42 Straits Road Chester, CT MLS# 24212291 - Image 43

42 Straits Road Chester, CT MLS# 24212291 - Image 44

42 Straits Road Chester, CT MLS# 24212291 - Image 45

42 Straits Road Chester, CT MLS# 24212291 - Image 46

42 Straits Road Chester, CT MLS# 24212291 - Image 47

Recently Listed

1 of 47

$699,000

Beds

2.1

Baths

2,882

Sq.Ft.

42 Straits Road

Chester, CT

84-86 Spring Street Chester, CT MLS# 24207359 - Image 3

84-86 Spring Street Chester, CT MLS# 24207359 - Image 4

84-86 Spring Street Chester, CT MLS# 24207359 - Image 5

84-86 Spring Street Chester, CT MLS# 24207359 - Image 6

84-86 Spring Street Chester, CT MLS# 24207359 - Image 7

84-86 Spring Street Chester, CT MLS# 24207359 - Image 8

84-86 Spring Street Chester, CT MLS# 24207359 - Image 9

84-86 Spring Street Chester, CT MLS# 24207359 - Image 10

84-86 Spring Street Chester, CT MLS# 24207359 - Image 11

84-86 Spring Street Chester, CT MLS# 24207359 - Image 12

84-86 Spring Street Chester, CT MLS# 24207359 - Image 13

84-86 Spring Street Chester, CT MLS# 24207359 - Image 14

84-86 Spring Street Chester, CT MLS# 24207359 - Image 15

84-86 Spring Street Chester, CT MLS# 24207359 - Image 16

84-86 Spring Street Chester, CT MLS# 24207359 - Image 17

84-86 Spring Street Chester, CT MLS# 24207359 - Image 18

84-86 Spring Street Chester, CT MLS# 24207359 - Image 19

84-86 Spring Street Chester, CT MLS# 24207359 - Image 20

84-86 Spring Street Chester, CT MLS# 24207359 - Image 21

84-86 Spring Street Chester, CT MLS# 24207359 - Image 22

84-86 Spring Street Chester, CT MLS# 24207359 - Image 23

84-86 Spring Street Chester, CT MLS# 24207359 - Image 24

84-86 Spring Street Chester, CT MLS# 24207359 - Image 25

84-86 Spring Street Chester, CT MLS# 24207359 - Image 26

84-86 Spring Street Chester, CT MLS# 24207359 - Image 27

84-86 Spring Street Chester, CT MLS# 24207359 - Image 28

84-86 Spring Street Chester, CT MLS# 24207359 - Image 29

84-86 Spring Street Chester, CT MLS# 24207359 - Image 30

84-86 Spring Street Chester, CT MLS# 24207359 - Image 31

84-86 Spring Street Chester, CT MLS# 24207359 - Image 32

84-86 Spring Street Chester, CT MLS# 24207359 - Image 33

84-86 Spring Street Chester, CT MLS# 24207359 - Image 34

84-86 Spring Street Chester, CT MLS# 24207359 - Image 35

84-86 Spring Street Chester, CT MLS# 24207359 - Image 36

1 of 36

$579,900

Beds

2.1

Baths

3,506

Sq.Ft.

84-86 Spring Street

Chester, CT

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 3

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 4

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 5

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 6

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 7

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 8

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 9

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 10

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 11

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 12

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 13

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 14

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 15

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 16

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 17

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 18

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 19

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 20

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 21

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 22

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 23

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 24

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 25

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 26

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 27

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 28

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 29

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 30

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 31

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 32

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 33

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 34

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 35

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 36

28 Deep Hollow Road Chester, CT MLS# 24199280 - Image 37

1 of 37

$559,000

Beds

1.2

Baths

1,740

Sq.Ft.

28 Deep Hollow Road

Chester, CT

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 3

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 4

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 5

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 6

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 7

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 8

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 9

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 10

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 11

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 12

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 13

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 14

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 15

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 16

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 17

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 18

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 19

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 20

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 21

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 22

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 23

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 24

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 25

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 26

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 27

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 28

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 29

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 30

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 31

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 32

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 33

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 34

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 35

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 36

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 37

55 Wig Hill Road Chester, CT MLS# 24202647 - Image 38

1 of 38

$499,900

Beds

2.0

Baths

1,774

Sq.Ft.

55 Wig Hill Road

Chester, CT

88 Winthrop Road Chester, CT MLS# 24204497 - Image 3

88 Winthrop Road Chester, CT MLS# 24204497 - Image 4

88 Winthrop Road Chester, CT MLS# 24204497 - Image 5

88 Winthrop Road Chester, CT MLS# 24204497 - Image 6

88 Winthrop Road Chester, CT MLS# 24204497 - Image 7

88 Winthrop Road Chester, CT MLS# 24204497 - Image 8

88 Winthrop Road Chester, CT MLS# 24204497 - Image 9

88 Winthrop Road Chester, CT MLS# 24204497 - Image 10

88 Winthrop Road Chester, CT MLS# 24204497 - Image 11

88 Winthrop Road Chester, CT MLS# 24204497 - Image 12

88 Winthrop Road Chester, CT MLS# 24204497 - Image 13

88 Winthrop Road Chester, CT MLS# 24204497 - Image 14

88 Winthrop Road Chester, CT MLS# 24204497 - Image 15

88 Winthrop Road Chester, CT MLS# 24204497 - Image 16

88 Winthrop Road Chester, CT MLS# 24204497 - Image 17

88 Winthrop Road Chester, CT MLS# 24204497 - Image 18

88 Winthrop Road Chester, CT MLS# 24204497 - Image 19

88 Winthrop Road Chester, CT MLS# 24204497 - Image 20

88 Winthrop Road Chester, CT MLS# 24204497 - Image 21

88 Winthrop Road Chester, CT MLS# 24204497 - Image 22

88 Winthrop Road Chester, CT MLS# 24204497 - Image 23

88 Winthrop Road Chester, CT MLS# 24204497 - Image 24

1 of 24

$499,000

Beds

2.1

Baths

2,240

Sq.Ft.

88 Winthrop Road

Chester, CT

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 3

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 4

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 5

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 6

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 7

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 8

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 9

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 10

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 11

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 12

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 13

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 14

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 15

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 16

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 17

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 18

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 19

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 20

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 21

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 22

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 23

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 24

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 25

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 26

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 27

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 28

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 29

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 30

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 31

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 32

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 33

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 34

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 35

135 Middlesex Avenue Chester, CT MLS# 24189125 - Image 36

1 of 36

$475,000

Beds

2.0

Baths

1,188

Sq.Ft.

135 Middlesex Avenue

Chester, CT

6 Castle View Drive Chester, CT MLS# 24102694 - Image 3

6 Castle View Drive Chester, CT MLS# 24102694 - Image 4

6 Castle View Drive Chester, CT MLS# 24102694 - Image 5

6 Castle View Drive Chester, CT MLS# 24102694 - Image 6

6 Castle View Drive Chester, CT MLS# 24102694 - Image 7

6 Castle View Drive Chester, CT MLS# 24102694 - Image 8

6 Castle View Drive Chester, CT MLS# 24102694 - Image 9

6 Castle View Drive Chester, CT MLS# 24102694 - Image 10

6 Castle View Drive Chester, CT MLS# 24102694 - Image 11

6 Castle View Drive Chester, CT MLS# 24102694 - Image 12

6 Castle View Drive Chester, CT MLS# 24102694 - Image 13

6 Castle View Drive Chester, CT MLS# 24102694 - Image 14

6 Castle View Drive Chester, CT MLS# 24102694 - Image 15

6 Castle View Drive Chester, CT MLS# 24102694 - Image 16

6 Castle View Drive Chester, CT MLS# 24102694 - Image 17

6 Castle View Drive Chester, CT MLS# 24102694 - Image 18

6 Castle View Drive Chester, CT MLS# 24102694 - Image 19

6 Castle View Drive Chester, CT MLS# 24102694 - Image 20

6 Castle View Drive Chester, CT MLS# 24102694 - Image 21

6 Castle View Drive Chester, CT MLS# 24102694 - Image 22

6 Castle View Drive Chester, CT MLS# 24102694 - Image 23

6 Castle View Drive Chester, CT MLS# 24102694 - Image 24

6 Castle View Drive Chester, CT MLS# 24102694 - Image 25

6 Castle View Drive Chester, CT MLS# 24102694 - Image 26

6 Castle View Drive Chester, CT MLS# 24102694 - Image 27

6 Castle View Drive Chester, CT MLS# 24102694 - Image 28

6 Castle View Drive Chester, CT MLS# 24102694 - Image 29

6 Castle View Drive Chester, CT MLS# 24102694 - Image 30

6 Castle View Drive Chester, CT MLS# 24102694 - Image 31

6 Castle View Drive Chester, CT MLS# 24102694 - Image 32

Virtual Tour

1 of 32

$449,000

Beds

1.1

Baths

2,031

Sq.Ft.

6 Castle View Drive

Chester, CT

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 3

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 4

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 5

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 6

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 7

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 8

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 9

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 10

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 11

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 12

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 13

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 14

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 15

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 16

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 17

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 18

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 19

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 20

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 21

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 22

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 23

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 24

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 25

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 26

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 27

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 28

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 29

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 30

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 31

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 32

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 33

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 34

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 35

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 36

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 37

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 38

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 39

43 Goose Hill Road Chester, CT MLS# 24205998 - Image 40

1 of 40

$439,900

Beds

1.1

Baths

1,742

Sq.Ft.

43 Goose Hill Road

Chester, CT

40 Castle View Drive Chester, CT MLS# 24210808 - Image 3

40 Castle View Drive Chester, CT MLS# 24210808 - Image 4

40 Castle View Drive Chester, CT MLS# 24210808 - Image 5

40 Castle View Drive Chester, CT MLS# 24210808 - Image 6

40 Castle View Drive Chester, CT MLS# 24210808 - Image 7

40 Castle View Drive Chester, CT MLS# 24210808 - Image 8

40 Castle View Drive Chester, CT MLS# 24210808 - Image 9

40 Castle View Drive Chester, CT MLS# 24210808 - Image 10

40 Castle View Drive Chester, CT MLS# 24210808 - Image 11

40 Castle View Drive Chester, CT MLS# 24210808 - Image 12

40 Castle View Drive Chester, CT MLS# 24210808 - Image 13

40 Castle View Drive Chester, CT MLS# 24210808 - Image 14

40 Castle View Drive Chester, CT MLS# 24210808 - Image 15

40 Castle View Drive Chester, CT MLS# 24210808 - Image 16

40 Castle View Drive Chester, CT MLS# 24210808 - Image 17

40 Castle View Drive Chester, CT MLS# 24210808 - Image 18

40 Castle View Drive Chester, CT MLS# 24210808 - Image 19

40 Castle View Drive Chester, CT MLS# 24210808 - Image 20

40 Castle View Drive Chester, CT MLS# 24210808 - Image 21

40 Castle View Drive Chester, CT MLS# 24210808 - Image 22

40 Castle View Drive Chester, CT MLS# 24210808 - Image 23

40 Castle View Drive Chester, CT MLS# 24210808 - Image 24

40 Castle View Drive Chester, CT MLS# 24210808 - Image 25

Recently Listed

1 of 25

$379,900

Beds

1.1

Baths

1,142

Sq.Ft.

40 Castle View Drive

Chester, CT

173 West Main Street Chester, CT MLS# 24214929 - Image 3

173 West Main Street Chester, CT MLS# 24214929 - Image 4

173 West Main Street Chester, CT MLS# 24214929 - Image 5

173 West Main Street Chester, CT MLS# 24214929 - Image 6

173 West Main Street Chester, CT MLS# 24214929 - Image 7

173 West Main Street Chester, CT MLS# 24214929 - Image 8

173 West Main Street Chester, CT MLS# 24214929 - Image 9

173 West Main Street Chester, CT MLS# 24214929 - Image 10

173 West Main Street Chester, CT MLS# 24214929 - Image 11

173 West Main Street Chester, CT MLS# 24214929 - Image 12

173 West Main Street Chester, CT MLS# 24214929 - Image 13

173 West Main Street Chester, CT MLS# 24214929 - Image 14

173 West Main Street Chester, CT MLS# 24214929 - Image 15

173 West Main Street Chester, CT MLS# 24214929 - Image 16

173 West Main Street Chester, CT MLS# 24214929 - Image 17

173 West Main Street Chester, CT MLS# 24214929 - Image 18

173 West Main Street Chester, CT MLS# 24214929 - Image 19

173 West Main Street Chester, CT MLS# 24214929 - Image 20

173 West Main Street Chester, CT MLS# 24214929 - Image 21

173 West Main Street Chester, CT MLS# 24214929 - Image 22

173 West Main Street Chester, CT MLS# 24214929 - Image 23

173 West Main Street Chester, CT MLS# 24214929 - Image 24

173 West Main Street Chester, CT MLS# 24214929 - Image 25

Recently Listed

1 of 25

$289,000

Beds

1.0

Baths

1,392

Sq.Ft.

173 West Main Street

Chester, CT

About Chester

Chester achieved fame as a center for inventors and manufacturing innovations. Today, Chester touts itself as “home to a stone mason with the eye of an artist, and artists with the industry of stone masons.” Many multinational businesses complete with New York for clients.

Listings in Chester, CT: 23
Estimated median home price: $699,000

Chester CT Homes for Sale & Properties

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

Homes for Sale by Price in Chester, CT

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

Homes for Sale by Type in Chester, CT

Property Type	Count
Single Family	16
Townhouse	0
Condo	0
Commercial	5
Rental	9
Lots and Land	0
Condo/Town/CoOp	0
CoOp	0
Multi Family	2
Mobile Home	0
Farms	0

(Data as of 10/17/2026)

Find Properties in Chester, CT

Chester, CT Information

Find Properties by Zip

06412

Information deemed reliable but not guaranteed.

Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

Information on this this page is provided by the Smart Multiple Listing Service, Inc. 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. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

Looking for an Associate?

Already Working with an Associate?

Chester Connecticut Homes for Sale

About Chester

Listings in Chester, CT

Estimated median home price

Homes for Sale by Price in Chester, CT

Homes for Sale by Type in Chester, CT

Find Properties in Chester, CT

Chester, CT 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 Connecticut Homes for Sale

About Chester

Listings in Chester, CT

Estimated median home price

Homes for Sale by Price in Chester, CT

Homes for Sale by Type in Chester, CT

Find Properties in Chester, CT

Chester, CT Information

Find Properties by Zip