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Stock 99
▶ 43-photo tourChevrolet
Silverado 1500 Double Cab LT Pickup 4D 6 1/2 ft
$11,681213,779 miles
4WDEcoTec3 5.3L V8 355hp 383ft. lbs.White
≈ $231/mo est.*View VehicleBuild My Deal
Current inventory
Trucks under $20,000.
Shop current used pickups under $20,000 in Winchester, VA, with actual photos and documented engine, drivetrain, cab, bed, and GVWR facts when available. Showing 26 current matches.
Chevrolet
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Stock 23
▶ 40-photo tourFord
F150 SuperCrew Cab FX4 Pickup 4D 5 1/2 ft
$14,875130,300 miles
4WD5L V-8 DOHC 360HPTuxedo Black Metallic
≈ $304/mo est.*View VehicleBuild My Deal
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Recently listedStock 76
▶ 56-photo tourLincoln
Mark LT Pickup 4D 6 1/2 ft
$19,950108,459 miles
4WD5.4L V8Black Clearcoat
≈ $419/mo est.*View VehicleBuild My Deal
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Recently listedStock 73
▶ 41-photo tourChevrolet
Silverado 1500 Regular Cab Work Truck Pickup 2D 8 ft
$12,950111,713 miles
4WD5.3L V8Gray Metallic
≈ $260/mo est.*View VehicleBuild My Deal
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Stock 8
▶ 25-photo tourFord
F250 Super Duty Crew Cab XLT Pickup 4D 6 3/4 ft
$13,861149,980 miles
4WD6.0L V8Green / Silver
≈ $281/mo est.*View VehicleBuild My Deal
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Stock 72
▶ 47-photo tourFord
F150 SuperCrew Cab XLT Pickup 4D 5 1/2 ft
$12,450143,335 miles
4WD5.0L V8Silver
≈ $249/mo est.*View VehicleBuild My Deal
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Stock 59
▶ 42-photo tourFord
Ranger Super Cab XLT Pickup 2D 6 ft
$13,95087,766 miles
4WD4.0L V6Toreador Red Metallic
≈ $283/mo est.*View VehicleBuild My Deal
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Stock 63
▶ 57-photo tourFord
F150 SuperCrew Cab Platinum Pickup 4D 5 1/2 ft
$15,950135,899 miles
4WD5.4L V8White Platinum Metallic Tri-Coat
≈ $328/mo est.*View VehicleBuild My Deal
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Stock 61
▶ 44-photo tourFord
F150 Super Cab STX Pickup 4D 6 1/2 ft
$12,29587,859 miles
4WD4.6L V8Gray
≈ $245/mo est.*View VehicleBuild My Deal
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Stock 57
▶ 49-photo tourFord
F150 SuperCrew Cab XLT Pickup 4D 5 1/2 ft
$16,65099,176 miles
4WD5.0L V8Blue
≈ $344/mo est.*View VehicleBuild My Deal
Showing 10 of 26
A real truck under $20K still exists
This page filters the owner-verified public snapshot to pickups priced at or below $20,000. Compare model year, mileage, engine, drivetrain, cab, bed, GVWR class, and actual photos. Configuration-specific towing or payload figures appear only if separately documented.
Spend the money where it works
On a sub-$20K truck, frame, drivetrain, and maintenance history can matter more than paint and infotainment. Inspect it, verify the door-jamb labels and equipment, and request current condition evidence when the online record does not answer a question.
* Payment estimates assume $1,500 down, 60 months, 12.9% APR. Taxes, tags, the $599 processing fee, and your credit approval change the real number. Approval not guaranteed.
Questions and answers
Used Trucks Under $20,000 in Winchester, VA
How many used trucks under $20,000 are available right now?
The current website snapshot lists 26 vehicles, priced from $10,950 to $19,950. Inventory changes as vehicles sell, so confirm before traveling.
What is the least expensive option?
2005 Nissan Frontier Crew Cab at $10,950 with 150,268 miles on the odometer, stock 32. Each listing publishes its own photos and documented specifications.
Is the listed price the final price?
The listed price is the vehicle price. Virginia tax, tags, and one $599 processing fee are added on top. Build a deal on any vehicle page for an itemized out-the-door estimate before you contact anyone.
Where can I see these in person?
American Dream Motors, 691 N Loudoun St, Winchester, VA 22601. Open Monday through Saturday, 10:00 AM to 6:00 PM. Call (540) 450-5373 to confirm a specific vehicle is still on the lot.