View 2250 Roosevelt Boulevard Winchester, VA MLS# VAWI2010064
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$459,000
6

Beds

3.0

Baths

1,552

Sq.Ft.

2250 Roosevelt Boulevard

Winchester, VA

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View 119 Foxglove Drive Winchester, VA MLS# VAFV2039426
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$459,999
4

Beds

3.0

Baths

2,632

Sq.Ft.

119 Foxglove Drive

Winchester, VA

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View 743 Berryville Avenue Winchester, VA MLS# VAWI2010062
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$439,000
4

Beds

2.0

Baths

1,400

Sq.Ft.

743 Berryville Avenue

Winchester, VA

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The time to sell is now! THE TIME TO SELL IS NOW!
View 229 Garber Lane Winchester, VA MLS# VAFV2039766
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$450,000
3

Beds

1.2

Baths

2,530

Sq.Ft.

229 Garber Lane

Winchester, VA

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View 138 Gloucester Drive Winchester, VA MLS# VAFV2039718
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$520,000
3

Beds

2.1

Baths

1,963

Sq.Ft.

138 Gloucester Drive

Winchester, VA

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View 1917 Harvest Drive Winchester, VA MLS# VAWI2009976
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$549,900
4

Beds

2.1

Baths

2,234

Sq.Ft.

1917 Harvest Drive

Winchester, VA

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View 112 Grindstone Drive Winchester, VA MLS# VAFV2039600
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$499,000
4

Beds

2.1

Baths

2,158

Sq.Ft.

112 Grindstone Drive

Winchester, VA

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View 124 Trellis View Lane Winchester, VA MLS# VAFV2039756
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$449,990
3

Beds

2.0

Baths

1,492

Sq.Ft.

124 Trellis View Lane

Winchester, VA

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View 320 E Piccadilly Street Winchester, VA MLS# VAWI2010018
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$409,900
3

Beds

2.0

Baths

1,764

Sq.Ft.

320 E Piccadilly Street

Winchester, VA

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View 105 Amberfield Court Winchester, VA MLS# VAFV2039578
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$529,900
2

Beds

2.0

Baths

1,800

Sq.Ft.

105 Amberfield Court

Winchester, VA

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View 620 Crystal Court Winchester, VA MLS# VAWI2010000
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$479,900
4

Beds

2.1

Baths

2,100

Sq.Ft.

620 Crystal Court

Winchester, VA

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View Homesite 25 Williamson Road Winchester, VA MLS# VAFV2039652
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OPEN HOUSE: Sunday 3/15 12:00 PM - 3:00 PM
$552,990
3

Beds

2.0

Baths

2,476

Sq.Ft.

Homesite 25 Williamson Road

Winchester, VA

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View 117 Whipp Drive Winchester, VA MLS# VAFV2039662
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$479,000
4

Beds

2.1

Baths

2,076

Sq.Ft.

117 Whipp Drive

Winchester, VA

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View 104 Keystone # HOMESITE 1092 Winchester, VA MLS# VAFV2039664
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$452,719
3

Beds

2.1

Baths

2,191

Sq.Ft.

104 Keystone # HOMESITE 1092

Winchester, VA

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View 215 Cochise Trail Winchester, VA MLS# VAFV2039592
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$410,000
3

Beds

2.1

Baths

1,608

Sq.Ft.

215 Cochise Trail

Winchester, VA

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View 2643 Middle Road Winchester, VA MLS# VAWI2009924
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OPEN HOUSE: Sunday 3/15 12:00 PM - 3:00 PM
$500,000
4

Beds

3.1

Baths

2,524

Sq.Ft.

2643 Middle Road

Winchester, VA

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View 108 Senseny Glen Drive Winchester, VA MLS# VAFV2039554
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$423,000
3

Beds

2.0

Baths

1,397

Sq.Ft.

108 Senseny Glen Drive

Winchester, VA

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View 118 Trellis View Lane Winchester, VA MLS# VAFV2039558
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$509,990
4

Beds

3.0

Baths

2,168

Sq.Ft.

118 Trellis View Lane

Winchester, VA

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View 221 Cobble Stone Drive Winchester, VA MLS# VAFV2039498
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$435,000
4

Beds

3.1

Baths

2,413

Sq.Ft.

221 Cobble Stone Drive

Winchester, VA

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View 128 Killbuck Trail Winchester, VA MLS# VAFV2039474
Save 128 Killbuck Trail Winchester, VA MLS# VAFV2039474
1 of 52
$410,000
4

Beds

3.0

Baths

2,100

Sq.Ft.

128 Killbuck Trail

Winchester, VA

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About Winchester

Listings in Winchester, VA

509

Estimated median home price

$450,000
Winchester VA Homes for Sale & Properties

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

Homes for Sale by Price in Winchester, VA

Price Count
$0 - 100K 50
$100K - 200K 22
$200K - 300K 42
$300K - 400K 100
$400K - 500K 80
$500K - 600K 60
$600K - 700K 45
$700K - 800K 20
$800K - 900K 14
$900K - 1M 13
$1M - Max 63

Homes for Sale by Type in Winchester, VA

Property Type Count
Single Family 275
Townhouse 49
Condo 22
Commercial 44
Rental 161
Lots and Land 113
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 1

(Data as of 3/15/2026)

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Information deemed reliable but not guaranteed.

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