Chester Connecticut Homes for Sale

18 total properties

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43 Bokum Road Chester, CT MLS# 24115519 - Image 1

1 of 1

$200,000

Studio

Beds

0.0

Baths

43 Bokum Road

Chester, CT

Recently Listed

1 of 1

$209,000

Beds

1.0

Baths

1,092

Sq.Ft.

19 Castle View Drive

Chester, CT

15 Hazen Street Chester, CT MLS# 24137397 - Image 3

15 Hazen Street Chester, CT MLS# 24137397 - Image 4

15 Hazen Street Chester, CT MLS# 24137397 - Image 5

15 Hazen Street Chester, CT MLS# 24137397 - Image 6

15 Hazen Street Chester, CT MLS# 24137397 - Image 7

15 Hazen Street Chester, CT MLS# 24137397 - Image 8

15 Hazen Street Chester, CT MLS# 24137397 - Image 9

15 Hazen Street Chester, CT MLS# 24137397 - Image 10

15 Hazen Street Chester, CT MLS# 24137397 - Image 11

15 Hazen Street Chester, CT MLS# 24137397 - Image 12

15 Hazen Street Chester, CT MLS# 24137397 - Image 13

15 Hazen Street Chester, CT MLS# 24137397 - Image 14

15 Hazen Street Chester, CT MLS# 24137397 - Image 15

15 Hazen Street Chester, CT MLS# 24137397 - Image 16

15 Hazen Street Chester, CT MLS# 24137397 - Image 17

15 Hazen Street Chester, CT MLS# 24137397 - Image 18

15 Hazen Street Chester, CT MLS# 24137397 - Image 19

15 Hazen Street Chester, CT MLS# 24137397 - Image 20

15 Hazen Street Chester, CT MLS# 24137397 - Image 21

15 Hazen Street Chester, CT MLS# 24137397 - Image 22

15 Hazen Street Chester, CT MLS# 24137397 - Image 23

15 Hazen Street Chester, CT MLS# 24137397 - Image 24

15 Hazen Street Chester, CT MLS# 24137397 - Image 25

15 Hazen Street Chester, CT MLS# 24137397 - Image 26

15 Hazen Street Chester, CT MLS# 24137397 - Image 27

15 Hazen Street Chester, CT MLS# 24137397 - Image 28

15 Hazen Street Chester, CT MLS# 24137397 - Image 29

15 Hazen Street Chester, CT MLS# 24137397 - Image 30

15 Hazen Street Chester, CT MLS# 24137397 - Image 31

15 Hazen Street Chester, CT MLS# 24137397 - Image 32

15 Hazen Street Chester, CT MLS# 24137397 - Image 33

15 Hazen Street Chester, CT MLS# 24137397 - Image 34

15 Hazen Street Chester, CT MLS# 24137397 - Image 35

15 Hazen Street Chester, CT MLS# 24137397 - Image 36

1 of 36

$229,000

Beds

1.0

Baths

748

Sq.Ft.

15 Hazen Street

Chester, CT

THE TIME TO SELL IS NOW!

11 Kings Highway Chester, CT MLS# 170533629 - Image 1

11 Kings Highway Chester, CT MLS# 170533629 - Image 2

11 Kings Highway Chester, CT MLS# 170533629 - Image 3

11 Kings Highway Chester, CT MLS# 170533629 - Image 4

11 Kings Highway Chester, CT MLS# 170533629 - Image 5

11 Kings Highway Chester, CT MLS# 170533629 - Image 6

11 Kings Highway Chester, CT MLS# 170533629 - Image 7

11 Kings Highway Chester, CT MLS# 170533629 - Image 8

11 Kings Highway Chester, CT MLS# 170533629 - Image 9

11 Kings Highway Chester, CT MLS# 170533629 - Image 10

11 Kings Highway Chester, CT MLS# 170533629 - Image 11

1 of 11

$232,500

Studio

Beds

0.0

Baths

11 Kings Highway

Chester, CT

12 Deep Hollow Road Chester, CT MLS# 24141147 - Image 3

12 Deep Hollow Road Chester, CT MLS# 24141147 - Image 4

12 Deep Hollow Road Chester, CT MLS# 24141147 - Image 5

12 Deep Hollow Road Chester, CT MLS# 24141147 - Image 6

12 Deep Hollow Road Chester, CT MLS# 24141147 - Image 7

12 Deep Hollow Road Chester, CT MLS# 24141147 - Image 8

12 Deep Hollow Road Chester, CT MLS# 24141147 - Image 9

12 Deep Hollow Road Chester, CT MLS# 24141147 - Image 10

12 Deep Hollow Road Chester, CT MLS# 24141147 - Image 11

12 Deep Hollow Road Chester, CT MLS# 24141147 - Image 12

12 Deep Hollow Road Chester, CT MLS# 24141147 - Image 13

12 Deep Hollow Road Chester, CT MLS# 24141147 - Image 14

12 Deep Hollow Road Chester, CT MLS# 24141147 - Image 15

12 Deep Hollow Road Chester, CT MLS# 24141147 - Image 16

1 of 16

$319,900

Beds

1.0

Baths

912

Sq.Ft.

12 Deep Hollow Road

Chester, CT

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 3

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 4

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 5

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 6

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 7

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 8

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 9

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 10

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 11

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 12

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 13

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 14

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 15

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 16

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 17

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 18

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 19

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 20

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 21

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 22

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 23

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 24

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 25

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 26

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 27

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 28

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 29

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 30

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 31

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 32

79 Middlesex Avenue Chester, CT MLS# 24131519 - Image 33

1 of 33

$449,000

Beds

1.0

Baths

1,470

Sq.Ft.

79 Middlesex Avenue

Chester, CT

36 Kings Highway Chester, CT MLS# 24130591 - Image 3

36 Kings Highway Chester, CT MLS# 24130591 - Image 4

36 Kings Highway Chester, CT MLS# 24130591 - Image 5

36 Kings Highway Chester, CT MLS# 24130591 - Image 6

36 Kings Highway Chester, CT MLS# 24130591 - Image 7

36 Kings Highway Chester, CT MLS# 24130591 - Image 8

36 Kings Highway Chester, CT MLS# 24130591 - Image 9

36 Kings Highway Chester, CT MLS# 24130591 - Image 10

36 Kings Highway Chester, CT MLS# 24130591 - Image 11

36 Kings Highway Chester, CT MLS# 24130591 - Image 12

36 Kings Highway Chester, CT MLS# 24130591 - Image 13

36 Kings Highway Chester, CT MLS# 24130591 - Image 14

36 Kings Highway Chester, CT MLS# 24130591 - Image 15

36 Kings Highway Chester, CT MLS# 24130591 - Image 16

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36 Kings Highway Chester, CT MLS# 24130591 - Image 18

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36 Kings Highway Chester, CT MLS# 24130591 - Image 33

1 of 33

$469,900

Beds

2.0

Baths

1,516

Sq.Ft.

36 Kings Highway

Chester, CT

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 3

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 4

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 5

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 6

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 7

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 8

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 9

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 10

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 11

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 12

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 13

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 14

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 15

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 16

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 17

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 18

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 19

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 20

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 21

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 22

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 23

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 24

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 25

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 26

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 27

131 Middlesex Avenue Chester, CT MLS# 24125901 - Image 28

Virtual Tour

1 of 28

$549,000

Beds

2.1

Baths

1,664

Sq.Ft.

131 Middlesex Avenue

Chester, CT

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 3

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 4

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 5

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 6

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 7

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 8

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 9

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 10

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 11

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 12

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 13

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 14

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 15

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 16

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 17

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 18

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 19

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 20

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 21

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 22

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 23

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 24

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 25

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 26

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 27

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 28

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 29

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 30

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 31

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 32

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 33

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 34

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 35

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 36

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 37

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 38

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 39

28 South Wig Hill Road Chester, CT MLS# 24112154 - Image 40

1 of 40

$625,000

Beds

3.0

Baths

3,091

Sq.Ft.

28 South Wig Hill Road

Chester, CT

6 W Main Street Chester, CT MLS# 24131491 - Image 3

6 W Main Street Chester, CT MLS# 24131491 - Image 4

6 W Main Street Chester, CT MLS# 24131491 - Image 5

6 W Main Street Chester, CT MLS# 24131491 - Image 6

6 W Main Street Chester, CT MLS# 24131491 - Image 7

6 W Main Street Chester, CT MLS# 24131491 - Image 8

6 W Main Street Chester, CT MLS# 24131491 - Image 9

6 W Main Street Chester, CT MLS# 24131491 - Image 10

6 W Main Street Chester, CT MLS# 24131491 - Image 11

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6 W Main Street Chester, CT MLS# 24131491 - Image 13

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6 W Main Street Chester, CT MLS# 24131491 - Image 34

6 W Main Street Chester, CT MLS# 24131491 - Image 35

6 W Main Street Chester, CT MLS# 24131491 - Image 36

6 W Main Street Chester, CT MLS# 24131491 - Image 37

1 of 37

$725,000

Beds

2.0

Baths

2,160

Sq.Ft.

6 W Main Street

Chester, CT

8 Butter Jones Road Chester, CT MLS# 24124486 - Image 3

8 Butter Jones Road Chester, CT MLS# 24124486 - Image 4

8 Butter Jones Road Chester, CT MLS# 24124486 - Image 5

8 Butter Jones Road Chester, CT MLS# 24124486 - Image 6

8 Butter Jones Road Chester, CT MLS# 24124486 - Image 7

8 Butter Jones Road Chester, CT MLS# 24124486 - Image 8

8 Butter Jones Road Chester, CT MLS# 24124486 - Image 9

8 Butter Jones Road Chester, CT MLS# 24124486 - Image 10

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8 Butter Jones Road Chester, CT MLS# 24124486 - Image 25

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8 Butter Jones Road Chester, CT MLS# 24124486 - Image 33

8 Butter Jones Road Chester, CT MLS# 24124486 - Image 34

8 Butter Jones Road Chester, CT MLS# 24124486 - Image 35

8 Butter Jones Road Chester, CT MLS# 24124486 - Image 36

1 of 36

$775,000

Beds

2.1

Baths

2,139

Sq.Ft.

8 Butter Jones Road

Chester, CT

35 Maple Street Chester, CT MLS# 24138011 - Image 3

35 Maple Street Chester, CT MLS# 24138011 - Image 4

35 Maple Street Chester, CT MLS# 24138011 - Image 5

35 Maple Street Chester, CT MLS# 24138011 - Image 6

35 Maple Street Chester, CT MLS# 24138011 - Image 7

35 Maple Street Chester, CT MLS# 24138011 - Image 8

35 Maple Street Chester, CT MLS# 24138011 - Image 9

35 Maple Street Chester, CT MLS# 24138011 - Image 10

35 Maple Street Chester, CT MLS# 24138011 - Image 11

35 Maple Street Chester, CT MLS# 24138011 - Image 12

35 Maple Street Chester, CT MLS# 24138011 - Image 13

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35 Maple Street Chester, CT MLS# 24138011 - Image 15

35 Maple Street Chester, CT MLS# 24138011 - Image 16

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35 Maple Street Chester, CT MLS# 24138011 - Image 20

35 Maple Street Chester, CT MLS# 24138011 - Image 21

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35 Maple Street Chester, CT MLS# 24138011 - Image 37

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35 Maple Street Chester, CT MLS# 24138011 - Image 39

35 Maple Street Chester, CT MLS# 24138011 - Image 40

1 of 40

$799,000

Beds

2.0

Baths

1,772

Sq.Ft.

35 Maple Street

Chester, CT

9 Hickory Hill Drive Chester, CT MLS# 24138968 - Image 3

9 Hickory Hill Drive Chester, CT MLS# 24138968 - Image 4

9 Hickory Hill Drive Chester, CT MLS# 24138968 - Image 5

9 Hickory Hill Drive Chester, CT MLS# 24138968 - Image 6

9 Hickory Hill Drive Chester, CT MLS# 24138968 - Image 7

9 Hickory Hill Drive Chester, CT MLS# 24138968 - Image 8

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9 Hickory Hill Drive Chester, CT MLS# 24138968 - Image 16

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9 Hickory Hill Drive Chester, CT MLS# 24138968 - Image 40

1 of 40

$799,000

Beds

2.1

Baths

2,888

Sq.Ft.

9 Hickory Hill Drive

Chester, CT

60 Goose Hill Road Chester, CT MLS# 24126351 - Image 3

60 Goose Hill Road Chester, CT MLS# 24126351 - Image 4

60 Goose Hill Road Chester, CT MLS# 24126351 - Image 5

60 Goose Hill Road Chester, CT MLS# 24126351 - Image 6

60 Goose Hill Road Chester, CT MLS# 24126351 - Image 7

60 Goose Hill Road Chester, CT MLS# 24126351 - Image 8

60 Goose Hill Road Chester, CT MLS# 24126351 - Image 9

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60 Goose Hill Road Chester, CT MLS# 24126351 - Image 36

1 of 36

$849,900

Beds

2.0

Baths

2,402

Sq.Ft.

60 Goose Hill Road

Chester, CT

132 Main Street Chester, CT MLS# 170601397 - Image 3

132 Main Street Chester, CT MLS# 170601397 - Image 4

1 of 4

$975,000

23,467

Sq.Ft.

132 Main Street

Chester, CT

47 Ferry Road Chester, CT MLS# 24135466 - Image 3

47 Ferry Road Chester, CT MLS# 24135466 - Image 4

47 Ferry Road Chester, CT MLS# 24135466 - Image 5

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47 Ferry Road Chester, CT MLS# 24135466 - Image 40

1 of 40

$1,095,000

Beds

3.0

Baths

2,664

Sq.Ft.

47 Ferry Road

Chester, CT

288 Middlesex Avenue Chester, CT MLS# 24124960 - Image 3

288 Middlesex Avenue Chester, CT MLS# 24124960 - Image 4

288 Middlesex Avenue Chester, CT MLS# 24124960 - Image 5

288 Middlesex Avenue Chester, CT MLS# 24124960 - Image 6

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288 Middlesex Avenue Chester, CT MLS# 24124960 - Image 40

Virtual Tour

1 of 40

$3,375,000

Beds

4.2

Baths

4,926

Sq.Ft.

288 Middlesex Avenue

Chester, CT

189 Middlesex Avenue Chester, CT MLS# 24120456 - Image 3

189 Middlesex Avenue Chester, CT MLS# 24120456 - Image 4

189 Middlesex Avenue Chester, CT MLS# 24120456 - Image 5

189 Middlesex Avenue Chester, CT MLS# 24120456 - Image 6

189 Middlesex Avenue Chester, CT MLS# 24120456 - Image 7

1 of 7

$4,695,000

21,905

Sq.Ft.

189 Middlesex Avenue

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: 26
Estimated median home price: $780,000

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	1
$200K - 300K	2
$300K - 400K	2
$400K - 500K	2
$500K - 600K	1
$600K - 700K	2
$700K - 800K	8
$800K - 900K	1
$900K - 1M	3
$1M - Max	4

Homes for Sale by Type in Chester, CT

Property Type	Count
Single Family	18
Townhouse	0
Condo	0
Commercial	2
Rental	9
Lots and Land	3
Condo/Town/CoOp	0
CoOp	0
Multi Family	3
Mobile Home	0
Farms	0

(Data as of 11/11/2025)

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Chester, CT Information

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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.

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Chester Connecticut Homes for Sale

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Chester Connecticut Homes for Sale

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