Chester Virginia Homes for Sale

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12019 Winbolt Drive Chester, VA MLS# 2614670 - Image 1

12019 Winbolt Drive Chester, VA MLS# 2614670 - Image 2

12019 Winbolt Drive Chester, VA MLS# 2614670 - Image 3

12019 Winbolt Drive Chester, VA MLS# 2614670 - Image 4

12019 Winbolt Drive Chester, VA MLS# 2614670 - Image 5

1 of 5

$735,000

Beds

4.0

Baths

4,258

Sq.Ft.

12019 Winbolt Drive

Chester, VA

New Construction

1 of 1

$699,950

Beds

3.1

Baths

3,036

Sq.Ft.

1506 White Mountain Drive

Chester, VA

2526 Channelmark Place Chester, VA MLS# 2619323 - Image 2

2526 Channelmark Place Chester, VA MLS# 2619323 - Image 3

2526 Channelmark Place Chester, VA MLS# 2619323 - Image 4

2526 Channelmark Place Chester, VA MLS# 2619323 - Image 5

2526 Channelmark Place Chester, VA MLS# 2619323 - Image 6

2526 Channelmark Place Chester, VA MLS# 2619323 - Image 7

2526 Channelmark Place Chester, VA MLS# 2619323 - Image 8

2526 Channelmark Place Chester, VA MLS# 2619323 - Image 9

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2526 Channelmark Place Chester, VA MLS# 2619323 - Image 12

2526 Channelmark Place Chester, VA MLS# 2619323 - Image 13

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2526 Channelmark Place Chester, VA MLS# 2619323 - Image 16

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2526 Channelmark Place Chester, VA MLS# 2619323 - Image 21

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2526 Channelmark Place Chester, VA MLS# 2619323 - Image 49

2526 Channelmark Place Chester, VA MLS# 2619323 - Image 50

Virtual Tour

1 of 50

$660,000

Beds

3.0

Baths

3,341

Sq.Ft.

2526 Channelmark Place

Chester, VA

THE TIME TO SELL IS NOW!

12044 Almer Lane Chester, VA MLS# 2624092 - Image 1

12044 Almer Lane Chester, VA MLS# 2624092 - Image 2

12044 Almer Lane Chester, VA MLS# 2624092 - Image 3

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Recently Listed

1 of 70

$654,950

Beds

3.0

Baths

3,527

Sq.Ft.

12044 Almer Lane

Chester, VA

11913 Helmway Court Chester, VA MLS# 2625322 - Image 2

11913 Helmway Court Chester, VA MLS# 2625322 - Image 3

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11913 Helmway Court Chester, VA MLS# 2625322 - Image 77

11913 Helmway Court Chester, VA MLS# 2625322 - Image 78

Virtual Tour

1 of 78

$650,000

Beds

2.1

Baths

3,290

Sq.Ft.

11913 Helmway Court

Chester, VA

11936 Helmway Court Chester, VA MLS# 2628616 - Image 2

11936 Helmway Court Chester, VA MLS# 2628616 - Image 3

11936 Helmway Court Chester, VA MLS# 2628616 - Image 4

11936 Helmway Court Chester, VA MLS# 2628616 - Image 5

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11936 Helmway Court Chester, VA MLS# 2628616 - Image 7

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11936 Helmway Court Chester, VA MLS# 2628616 - Image 46

Recently Listed

1 of 46

$649,900

Beds

3.1

Baths

3,301

Sq.Ft.

11936 Helmway Court

Chester, VA

12020 Winfree Street Chester, VA MLS# 2604831 - Image 2

12020 Winfree Street Chester, VA MLS# 2604831 - Image 3

12020 Winfree Street Chester, VA MLS# 2604831 - Image 4

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12020 Winfree Street Chester, VA MLS# 2604831 - Image 16

1 of 16

$640,000

0.0

Baths

2,716

Sq.Ft.

12020 Winfree Street

Chester, VA

12601 Inverness Drive Chester, VA MLS# 2624463 - Image 2

12601 Inverness Drive Chester, VA MLS# 2624463 - Image 3

12601 Inverness Drive Chester, VA MLS# 2624463 - Image 4

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12601 Inverness Drive Chester, VA MLS# 2624463 - Image 51

Virtual Tour

1 of 51

$640,000

Beds

3.1

Baths

4,037

Sq.Ft.

12601 Inverness Drive

Chester, VA

14500 Happy Hill Chester, VA MLS# 2627064 - Image 2

14500 Happy Hill Chester, VA MLS# 2627064 - Image 3

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14500 Happy Hill Chester, VA MLS# 2627064 - Image 58

Virtual Tour

1 of 58

$627,500

Beds

2.1

Baths

3,598

Sq.Ft.

14500 Happy Hill

Chester, VA

12603 Hogans Drive Chester, VA MLS# 2627275 - Image 2

12603 Hogans Drive Chester, VA MLS# 2627275 - Image 3

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1 of 99

$625,000

Beds

3.0

Baths

3,733

Sq.Ft.

12603 Hogans Drive

Chester, VA

2018 James Overlook Drive Chester, VA MLS# 2620941 - Image 2

2018 James Overlook Drive Chester, VA MLS# 2620941 - Image 3

2018 James Overlook Drive Chester, VA MLS# 2620941 - Image 4

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2018 James Overlook Drive Chester, VA MLS# 2620941 - Image 53

2018 James Overlook Drive Chester, VA MLS# 2620941 - Image 54

1 of 54

$619,990

Beds

4.0

Baths

3,667

Sq.Ft.

2018 James Overlook Drive

Chester, VA

4512 Forrestal Road Chester, VA MLS# 2623075 - Image 2

4512 Forrestal Road Chester, VA MLS# 2623075 - Image 3

4512 Forrestal Road Chester, VA MLS# 2623075 - Image 4

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4512 Forrestal Road Chester, VA MLS# 2623075 - Image 57

4512 Forrestal Road Chester, VA MLS# 2623075 - Image 58

4512 Forrestal Road Chester, VA MLS# 2623075 - Image 59

4512 Forrestal Road Chester, VA MLS# 2623075 - Image 60

Virtual Tour

1 of 60

$615,000

Beds

4.1

Baths

4,217

Sq.Ft.

4512 Forrestal Road

Chester, VA

11536 Chester Village Drive Chester, VA MLS# 2621368 - Image 2

11536 Chester Village Drive Chester, VA MLS# 2621368 - Image 3

11536 Chester Village Drive Chester, VA MLS# 2621368 - Image 4

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11536 Chester Village Drive Chester, VA MLS# 2621368 - Image 54

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11536 Chester Village Drive Chester, VA MLS# 2621368 - Image 56

11536 Chester Village Drive Chester, VA MLS# 2621368 - Image 57

1 of 57

$589,000

Beds

3.1

Baths

3,158

Sq.Ft.

11536 Chester Village Drive

Chester, VA

554 Greymont Lane Chester, VA MLS# 2625274 - Image 2

554 Greymont Lane Chester, VA MLS# 2625274 - Image 3

554 Greymont Lane Chester, VA MLS# 2625274 - Image 4

554 Greymont Lane Chester, VA MLS# 2625274 - Image 5

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554 Greymont Lane Chester, VA MLS# 2625274 - Image 15

554 Greymont Lane Chester, VA MLS# 2625274 - Image 16

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554 Greymont Lane Chester, VA MLS# 2625274 - Image 25

554 Greymont Lane Chester, VA MLS# 2625274 - Image 26

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554 Greymont Lane Chester, VA MLS# 2625274 - Image 28

554 Greymont Lane Chester, VA MLS# 2625274 - Image 29

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554 Greymont Lane Chester, VA MLS# 2625274 - Image 31

554 Greymont Lane Chester, VA MLS# 2625274 - Image 32

Virtual Tour

1 of 32

$549,950

Beds

2.1

Baths

2,948

Sq.Ft.

554 Greymont Lane

Chester, VA

1799 Outrigger Drive Chester, VA MLS# 2624849 - Image 2

1799 Outrigger Drive Chester, VA MLS# 2624849 - Image 3

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1799 Outrigger Drive Chester, VA MLS# 2624849 - Image 38

1799 Outrigger Drive Chester, VA MLS# 2624849 - Image 39

Virtual Tour

1 of 39

$545,000

Beds

3.0

Baths

2,164

Sq.Ft.

1799 Outrigger Drive

Chester, VA

4248 Poplar Village Drive Chester, VA MLS# 2627750 - Image 2

4248 Poplar Village Drive Chester, VA MLS# 2627750 - Image 3

4248 Poplar Village Drive Chester, VA MLS# 2627750 - Image 4

4248 Poplar Village Drive Chester, VA MLS# 2627750 - Image 5

4248 Poplar Village Drive Chester, VA MLS# 2627750 - Image 6

4248 Poplar Village Drive Chester, VA MLS# 2627750 - Image 7

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4248 Poplar Village Drive Chester, VA MLS# 2627750 - Image 9

4248 Poplar Village Drive Chester, VA MLS# 2627750 - Image 10

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4248 Poplar Village Drive Chester, VA MLS# 2627750 - Image 42

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4248 Poplar Village Drive Chester, VA MLS# 2627750 - Image 54

4248 Poplar Village Drive Chester, VA MLS# 2627750 - Image 55

4248 Poplar Village Drive Chester, VA MLS# 2627750 - Image 56

Recently Listed

1 of 56

$539,950

Beds

3.1

Baths

2,963

Sq.Ft.

4248 Poplar Village Drive

Chester, VA

1961 Enon Station Drive Chester, VA MLS# 2624384 - Image 2

1961 Enon Station Drive Chester, VA MLS# 2624384 - Image 3

1961 Enon Station Drive Chester, VA MLS# 2624384 - Image 4

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1961 Enon Station Drive Chester, VA MLS# 2624384 - Image 51

1 of 51

$535,000

Beds

3.0

Baths

2,719

Sq.Ft.

1961 Enon Station Drive

Chester, VA

1900 Galley Place Chester, VA MLS# 2606849 - Image 2

1900 Galley Place Chester, VA MLS# 2606849 - Image 3

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1900 Galley Place Chester, VA MLS# 2606849 - Image 34

1900 Galley Place Chester, VA MLS# 2606849 - Image 35

1900 Galley Place Chester, VA MLS# 2606849 - Image 36

1900 Galley Place Chester, VA MLS# 2606849 - Image 37

1900 Galley Place Chester, VA MLS# 2606849 - Image 38

1900 Galley Place Chester, VA MLS# 2606849 - Image 39

1900 Galley Place Chester, VA MLS# 2606849 - Image 40

New Construction

1 of 40

$525,000

Beds

3.0

Baths

2,620

Sq.Ft.

1900 Galley Place

Chester, VA

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 2

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 3

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 4

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 5

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 6

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 7

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 8

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 9

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 10

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 11

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 12

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 13

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 14

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 15

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 16

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 17

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 18

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 19

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 20

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 21

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 22

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 23

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 24

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 25

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 26

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 27

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 28

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 29

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 30

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 31

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 32

14107 Beachmere Road Chester, VA MLS# 2624097 - Image 33

1 of 33

$525,000

Beds

2.1

Baths

2,847

Sq.Ft.

14107 Beachmere Road

Chester, VA

12600 Brook Lane Chester, VA MLS# 2624518 - Image 2

12600 Brook Lane Chester, VA MLS# 2624518 - Image 3

12600 Brook Lane Chester, VA MLS# 2624518 - Image 4

12600 Brook Lane Chester, VA MLS# 2624518 - Image 5

12600 Brook Lane Chester, VA MLS# 2624518 - Image 6

12600 Brook Lane Chester, VA MLS# 2624518 - Image 7

12600 Brook Lane Chester, VA MLS# 2624518 - Image 8

12600 Brook Lane Chester, VA MLS# 2624518 - Image 9

12600 Brook Lane Chester, VA MLS# 2624518 - Image 10

12600 Brook Lane Chester, VA MLS# 2624518 - Image 11

12600 Brook Lane Chester, VA MLS# 2624518 - Image 12

12600 Brook Lane Chester, VA MLS# 2624518 - Image 13

12600 Brook Lane Chester, VA MLS# 2624518 - Image 14

12600 Brook Lane Chester, VA MLS# 2624518 - Image 15

12600 Brook Lane Chester, VA MLS# 2624518 - Image 16

12600 Brook Lane Chester, VA MLS# 2624518 - Image 17

12600 Brook Lane Chester, VA MLS# 2624518 - Image 18

12600 Brook Lane Chester, VA MLS# 2624518 - Image 19

12600 Brook Lane Chester, VA MLS# 2624518 - Image 20

12600 Brook Lane Chester, VA MLS# 2624518 - Image 21

12600 Brook Lane Chester, VA MLS# 2624518 - Image 22

12600 Brook Lane Chester, VA MLS# 2624518 - Image 23

12600 Brook Lane Chester, VA MLS# 2624518 - Image 24

12600 Brook Lane Chester, VA MLS# 2624518 - Image 25

12600 Brook Lane Chester, VA MLS# 2624518 - Image 26

12600 Brook Lane Chester, VA MLS# 2624518 - Image 27

12600 Brook Lane Chester, VA MLS# 2624518 - Image 28

12600 Brook Lane Chester, VA MLS# 2624518 - Image 29

12600 Brook Lane Chester, VA MLS# 2624518 - Image 30

12600 Brook Lane Chester, VA MLS# 2624518 - Image 31

12600 Brook Lane Chester, VA MLS# 2624518 - Image 32

12600 Brook Lane Chester, VA MLS# 2624518 - Image 33

12600 Brook Lane Chester, VA MLS# 2624518 - Image 34

12600 Brook Lane Chester, VA MLS# 2624518 - Image 35

12600 Brook Lane Chester, VA MLS# 2624518 - Image 36

12600 Brook Lane Chester, VA MLS# 2624518 - Image 37

12600 Brook Lane Chester, VA MLS# 2624518 - Image 38

12600 Brook Lane Chester, VA MLS# 2624518 - Image 39

12600 Brook Lane Chester, VA MLS# 2624518 - Image 40

12600 Brook Lane Chester, VA MLS# 2624518 - Image 41

Virtual Tour

1 of 41

$525,000

Beds

2.1

Baths

3,285

Sq.Ft.

12600 Brook Lane

Chester, VA

About Chester

Listings in Chester, VA: 211
Estimated median home price: $415,000

Chester VA Homes for Sale & Properties

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

Homes for Sale by Price in Chester, VA

Price	Count
$0 - 100K	12
$100K - 200K	5
$200K - 300K	12
$300K - 400K	71
$400K - 500K	61
$500K - 600K	24
$600K - 700K	11
$700K - 800K	1
$800K - 900K	3
$900K - 1M	2
$1M - Max	9

Homes for Sale by Type in Chester, VA

Property Type	Count
Single Family	170
Townhouse	10
Condo	8
Commercial	4
Rental	6
Lots and Land	18
Condo/Town/CoOp	0
CoOp	0
Multi Family	1
Mobile Home	0
Farms	0

(Data as of 10/31/2026)

Information deemed reliable but not guaranteed.

Properties marked with the CVRMLS icon are provided courtesy of Central Virginia Regional Multiple Listing Service, LLC and detailed information about them includes the name of the listing brokers.

The multiple listing information is provided by Central Virginia Regional Multiple Listing Service, LLC from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Central Virginia Regional Multiple Listing Service, LLC. All rights reserved.

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 is updated as of 10/31/2026.

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