Chester Virginia Homes for Sale

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4119 White Circle Chester, VA MLS# 2432203 - Image 1

4119 White Circle Chester, VA MLS# 2432203 - Image 2

4119 White Circle Chester, VA MLS# 2432203 - Image 3

4119 White Circle Chester, VA MLS# 2432203 - Image 4

4119 White Circle Chester, VA MLS# 2432203 - Image 5

4119 White Circle Chester, VA MLS# 2432203 - Image 6

4119 White Circle Chester, VA MLS# 2432203 - Image 7

4119 White Circle Chester, VA MLS# 2432203 - Image 8

4119 White Circle Chester, VA MLS# 2432203 - Image 9

4119 White Circle Chester, VA MLS# 2432203 - Image 10

4119 White Circle Chester, VA MLS# 2432203 - Image 11

4119 White Circle Chester, VA MLS# 2432203 - Image 12

4119 White Circle Chester, VA MLS# 2432203 - Image 13

4119 White Circle Chester, VA MLS# 2432203 - Image 14

4119 White Circle Chester, VA MLS# 2432203 - Image 15

4119 White Circle Chester, VA MLS# 2432203 - Image 16

4119 White Circle Chester, VA MLS# 2432203 - Image 17

4119 White Circle Chester, VA MLS# 2432203 - Image 18

4119 White Circle Chester, VA MLS# 2432203 - Image 19

New Construction

1 of 19

$516,620

Beds

3.0

Baths

2,719

Sq.Ft.

4119 White Circle

Chester, VA

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 2

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 3

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 4

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 5

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 6

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 7

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 8

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 9

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 10

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 11

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 12

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 13

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 14

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 15

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 16

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 17

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 18

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 19

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 20

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 21

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 22

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 23

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 24

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 25

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 26

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 27

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 28

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 29

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 30

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 31

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 32

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 33

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 34

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 35

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 36

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 37

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 38

1706 Twin Rivers Court Chester, VA MLS# 2628434 - Image 39

Virtual Tour

1 of 39

$518,000

Beds

2.0

Baths

1,887

Sq.Ft.

1706 Twin Rivers Court

Chester, VA

5215 Lippingham Lane Chester, VA MLS# 2619485 - Image 2

5215 Lippingham Lane Chester, VA MLS# 2619485 - Image 3

5215 Lippingham Lane Chester, VA MLS# 2619485 - Image 4

5215 Lippingham Lane Chester, VA MLS# 2619485 - Image 5

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5215 Lippingham Lane Chester, VA MLS# 2619485 - Image 7

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5215 Lippingham Lane Chester, VA MLS# 2619485 - Image 12

5215 Lippingham Lane Chester, VA MLS# 2619485 - Image 13

5215 Lippingham Lane Chester, VA MLS# 2619485 - Image 14

5215 Lippingham Lane Chester, VA MLS# 2619485 - Image 15

5215 Lippingham Lane Chester, VA MLS# 2619485 - Image 16

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5215 Lippingham Lane Chester, VA MLS# 2619485 - Image 33

5215 Lippingham Lane Chester, VA MLS# 2619485 - Image 34

5215 Lippingham Lane Chester, VA MLS# 2619485 - Image 35

5215 Lippingham Lane Chester, VA MLS# 2619485 - Image 36

Virtual Tour

1 of 36

$519,000

Beds

3.0

Baths

2,978

Sq.Ft.

5215 Lippingham Lane

Chester, VA

THE TIME TO SELL IS NOW!

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 1

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 2

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 3

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 4

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 5

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 6

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 7

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 8

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 9

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3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 28

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3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 31

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 32

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 33

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 34

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 35

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 36

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 37

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 38

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 39

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 40

3000 OSBORNE Road Chester, VA MLS# 2620487 - Image 41

New Construction with Virtual Tour

1 of 41

$519,950

Beds

3.2

Baths

2,168

Sq.Ft.

3000 OSBORNE Road

Chester, VA

4106 Tosh Lane Chester, VA MLS# 2627594 - Image 2

4106 Tosh Lane Chester, VA MLS# 2627594 - Image 3

4106 Tosh Lane Chester, VA MLS# 2627594 - Image 4

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4106 Tosh Lane Chester, VA MLS# 2627594 - Image 81

4106 Tosh Lane Chester, VA MLS# 2627594 - Image 82

4106 Tosh Lane Chester, VA MLS# 2627594 - Image 83

Recently Listed

1 of 83

$520,950

Beds

3.1

Baths

2,635

Sq.Ft.

4106 Tosh Lane

Chester, VA

Address not provided Chester, VA MLS# 2502282 - Image 2

Address not provided Chester, VA MLS# 2502282 - Image 3

Address not provided Chester, VA MLS# 2502282 - Image 4

Address not provided Chester, VA MLS# 2502282 - Image 5

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Address not provided Chester, VA MLS# 2502282 - Image 39

Address not provided Chester, VA MLS# 2502282 - Image 40

Address not provided Chester, VA MLS# 2502282 - Image 41

New Construction

1 of 41

$521,900

Beds

2.0

Baths

2,393

Sq.Ft.

Address not provided

Chester, VA

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

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

1900 Galley Place Chester, VA MLS# 2606849 - Image 4

1900 Galley Place Chester, VA MLS# 2606849 - Image 5

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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

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

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

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Virtual Tour

1 of 41

$525,000

Beds

2.1

Baths

3,285

Sq.Ft.

12600 Brook Lane

Chester, VA

5305 Ecoff Avenue Chester, VA MLS# 2625743 - Image 2

5305 Ecoff Avenue Chester, VA MLS# 2625743 - Image 3

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Virtual Tour

1 of 42

$525,000

Beds

3.1

Baths

1,996

Sq.Ft.

5305 Ecoff Avenue

Chester, VA

512 Greyshire Drive Chester, VA MLS# 2628669 - Image 2

512 Greyshire Drive Chester, VA MLS# 2628669 - Image 3

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1 of 57

$525,000

Beds

2.1

Baths

2,426

Sq.Ft.

512 Greyshire 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

1961 Enon Station Drive Chester, VA MLS# 2624384 - Image 5

1961 Enon Station Drive Chester, VA MLS# 2624384 - Image 6

1961 Enon Station Drive Chester, VA MLS# 2624384 - Image 7

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1961 Enon Station Drive Chester, VA MLS# 2624384 - Image 44

1961 Enon Station Drive Chester, VA MLS# 2624384 - Image 45

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1961 Enon Station Drive Chester, VA MLS# 2624384 - Image 48

1961 Enon Station Drive Chester, VA MLS# 2624384 - Image 49

1961 Enon Station Drive Chester, VA MLS# 2624384 - Image 50

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

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

4248 Poplar Village Drive Chester, VA MLS# 2627750 - Image 8

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

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4248 Poplar Village Drive Chester, VA MLS# 2627750 - Image 39

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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

New Construction

1 of 56

$539,950

Beds

3.1

Baths

2,963

Sq.Ft.

4248 Poplar Village Drive

Chester, VA

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

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

1799 Outrigger Drive Chester, VA MLS# 2624849 - Image 4

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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

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

554 Greymont Lane Chester, VA MLS# 2625274 - Image 6

554 Greymont Lane Chester, VA MLS# 2625274 - Image 7

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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

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 57

1 of 57

OPEN HOUSE: Sunday 11/15 2:00 PM - 4:00 PM

$589,000

Beds

3.1

Baths

3,158

Sq.Ft.

11536 Chester Village Drive

Chester, VA

4013 Cresthill Road Chester, VA MLS# 2629357 - Image 2

4013 Cresthill Road Chester, VA MLS# 2629357 - Image 3

4013 Cresthill Road Chester, VA MLS# 2629357 - Image 4

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Recently Listed

1 of 39

$600,000

Beds

2.1

Baths

3,000

Sq.Ft.

4013 Cresthill Road

Chester, VA

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

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

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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

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

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

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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

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

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

14500 Happy Hill Chester, VA MLS# 2627064 - Image 4

14500 Happy Hill Chester, VA MLS# 2627064 - Image 5

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14500 Happy Hill Chester, VA MLS# 2627064 - Image 39

14500 Happy Hill Chester, VA MLS# 2627064 - Image 40

14500 Happy Hill Chester, VA MLS# 2627064 - Image 41

14500 Happy Hill Chester, VA MLS# 2627064 - Image 42

14500 Happy Hill Chester, VA MLS# 2627064 - Image 43

14500 Happy Hill Chester, VA MLS# 2627064 - Image 44

14500 Happy Hill Chester, VA MLS# 2627064 - Image 45

14500 Happy Hill Chester, VA MLS# 2627064 - Image 46

14500 Happy Hill Chester, VA MLS# 2627064 - Image 47

14500 Happy Hill Chester, VA MLS# 2627064 - Image 48

14500 Happy Hill Chester, VA MLS# 2627064 - Image 49

14500 Happy Hill Chester, VA MLS# 2627064 - Image 50

14500 Happy Hill Chester, VA MLS# 2627064 - Image 51

14500 Happy Hill Chester, VA MLS# 2627064 - Image 52

14500 Happy Hill Chester, VA MLS# 2627064 - Image 53

14500 Happy Hill Chester, VA MLS# 2627064 - Image 54

14500 Happy Hill Chester, VA MLS# 2627064 - Image 55

14500 Happy Hill Chester, VA MLS# 2627064 - Image 56

14500 Happy Hill Chester, VA MLS# 2627064 - Image 57

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

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

12020 Winfree Street Chester, VA MLS# 2604831 - Image 5

12020 Winfree Street Chester, VA MLS# 2604831 - Image 6

12020 Winfree Street Chester, VA MLS# 2604831 - Image 7

12020 Winfree Street Chester, VA MLS# 2604831 - Image 8

12020 Winfree Street Chester, VA MLS# 2604831 - Image 9

12020 Winfree Street Chester, VA MLS# 2604831 - Image 10

12020 Winfree Street Chester, VA MLS# 2604831 - Image 11

12020 Winfree Street Chester, VA MLS# 2604831 - Image 12

12020 Winfree Street Chester, VA MLS# 2604831 - Image 13

12020 Winfree Street Chester, VA MLS# 2604831 - Image 14

12020 Winfree Street Chester, VA MLS# 2604831 - Image 15

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

About Chester

Listings in Chester, VA: 192
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	2
$200K - 300K	12
$300K - 400K	64
$400K - 500K	55
$500K - 600K	23
$600K - 700K	10
$700K - 800K	0
$800K - 900K	3
$900K - 1M	2
$1M - Max	9

Homes for Sale by Type in Chester, VA

Property Type	Count
Single Family	151
Townhouse	10
Condo	9
Commercial	4
Rental	8
Lots and Land	17
Condo/Town/CoOp	0
CoOp	0
Multi Family	1
Mobile Home	0
Farms	0

(Data as of 11/14/2026)

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 11/15/2026.