Best Pickup Trucks For Sale in Upperville, VA
1,144 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 370 hp 6.7L I6 Diesel
- Exterior color:
- Red
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 83,293
- Stock #:
- T129017
- VIN:
- 3C6UR5NL0NG129017
New arrival
Sponsored by Ourisman Chrysler Dodge Jeep Ram of Woodbridge
2022 RAM 2500
Laramie Mega Cab 4WD
83,293 mi
Woodbridge, VA
38 mi away
Fair Deal
$52,300
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 50,738
- Stock #:
- 261041A
- VIN:
- 1GCUDEE8XPZ138555
Price drop
-$1,800
Sponsored Listing
2023 Chevrolet Silverado 1500
RST Crew Cab 4WD
50,738 mi
Gaithersburg, MD
38 mi away
Good Deal
$39,995
$38,995
- Year:
- 2022
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 5L V8 Flex Fuel Vehicle
- Exterior color:
- Carbonized Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,516
- Stock #:
- KFP4649
- VIN:
- 1FTFW1E50NFA84649
Sponsored Listing
2022 Ford F-150
XLT SuperCrew 4WD
30,516 mi
Fairfax, VA
30 mi away
Good Deal
$42,499
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,797
- Stock #:
- 2J3303PA
- VIN:
- 1C6HJTAG3NL123303
2022 Jeep Gladiator
Sport Crew Cab 4WD
22,797 mi
Luray, VA
38 mi away
Good Deal
$30,580
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,525
- VIN:
- 1C6HJTAG4PL533921
Price drop
-$1,455
2023 Jeep Gladiator
Sport S Crew Cab 4WD
50,525 mi
Sterling, VA
25 mi away
Good Deal
$29,445
$27,990
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Red Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,915
- Stock #:
- C51806A
- VIN:
- 1C6HJTAG2ML611575
2021 Jeep Gladiator
Sport Crew Cab 4WD
56,915 mi
Fairfax, VA
29 mi away
Good Deal
$26,999
- Year:
- 2021
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 117,934
- Stock #:
- 26022A
- VIN:
- 3C6UR5CJ2MG638607
Price drop
-$550
2021 RAM 2500
Tradesman Crew Cab 4WD
117,934 mi
Martinsburg, WV
34 mi away
Great Deal
$24,025
$23,475
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 55,670
- Stock #:
- LAP087
- VIN:
- 1C6SRFFT1NN338723
2022 RAM 1500
Big Horn Crew Cab 4WD
55,670 mi
Leesburg, VA
21 mi away
Good Deal
$33,508
- Year:
- 2022
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,710
- Stock #:
- 25129A
- VIN:
- 3C6UR5FJ3NG327314
New arrival
2022 RAM 2500
Laramie Crew Cab 4WD
68,710 mi
Culpeper, VA
34 mi away
Fair Deal
$43,399
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 450 hp 3.5L V6
- Exterior color:
- Blue (Azure Gray Metallic Tri-Coat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 40,093
- Stock #:
- P94957
- VIN:
- 1FTEW1E88PFC94957
Price drop
-$1,500
2023 Ford F-150
Tremor SuperCrew 4WD
40,093 mi
Manassas, VA
25 mi away
Good Deal
$51,499
$49,999
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 3.5L V6
- Exterior color:
- Blue (Azure Gray Metallic)
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,307
- Stock #:
- PR1221
- VIN:
- 1FTFW1E85PFB12880
Price drop
-$2,500
2023 Ford F-150
Lariat SuperCrew 4WD
30,307 mi
Fairfax, VA
29 mi away
Good Deal
$50,499
$47,999
- Year:
- 2023
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 278 hp 3.5L V6
- Exterior color:
- Blue
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 37,008
- Stock #:
- KMM17803
- VIN:
- 3TMCZ5AN8PM551343
2023 Toyota Tacoma
TRD Sport Double Cab 4WD
37,008 mi
Manassas, VA
25 mi away
Fair Deal
$40,000
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Blue
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 48,488
- Stock #:
- 2658020A
- VIN:
- 3GCUYDED4MG191310
2021 Chevrolet Silverado 1500
LT Crew Cab 4WD
48,488 mi
Alexandria, VA
44 mi away
Good Deal
$33,839
- Year:
- 2022
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 3.5L V6 Hybrid
- Exterior color:
- Red Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 65,063
- Stock #:
- C13280B
- VIN:
- 1FTFW1EDXNFA42982
Price drop
-$1,699
2022 Ford F-150
XLT SuperCrew 4WD
65,063 mi
Culpeper, VA
34 mi away
Good Deal
$37,698
$35,999
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 450 hp 3.5L V6
- Exterior color:
- Avalanche
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,350
- Stock #:
- P82300
- VIN:
- 1FTEW1E85PFC82300
2023 Ford F-150
Tremor SuperCrew 4WD
49,350 mi
Manassas, VA
25 mi away
Good Deal
$48,499
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 3.5L V6
- Exterior color:
- Avalanche
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 34,088
- Stock #:
- PR1222
- VIN:
- 1FTFW1E89PFB75609
Price drop
-$1,500
2023 Ford F-150
Lariat SuperCrew 4WD
34,088 mi
Fairfax, VA
29 mi away
Good Deal
$49,999
$48,499
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,345
- Stock #:
- R26273A
- VIN:
- 1GCGTDEN1N1308975
2022 Chevrolet Colorado
Z71 Crew Cab 4WD
32,345 mi
Front Royal, VA
18 mi away
Great Deal
$30,951
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 702 hp 6.2L V8
- Exterior color:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 12 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,900
- Stock #:
- LV93143
- VIN:
- 1C6SRFU93NN193143
New arrival
2022 RAM 1500
TRX Crew Cab 4WD
40,900 mi
Frederick, MD
41 mi away
Good Deal
$74,794
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Red
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,352
- Stock #:
- T2480A
- VIN:
- 1C6RRFFG7NN397325
Price drop
-$799
2022 RAM 1500
Big Horn Crew Cab 4WD
23,352 mi
Winchester, VA
23 mi away
Good Deal
$36,748
$35,949
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 35,887
- Stock #:
- C13349A
- VIN:
- 3GCUDFED7NG570598
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
35,887 mi
Culpeper, VA
34 mi away
Fair Deal
$45,999
- Year:
- 2022
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,570
- Stock #:
- T615961
- VIN:
- 3GTPUCEK4NG615961
New arrival
2022 GMC Sierra 1500
Elevation Crew Cab 4WD
40,570 mi
Woodbridge, VA
38 mi away
Great Deal
$36,250
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 92,719
- Stock #:
- 50588B
- VIN:
- 1GCUYHEL3MZ264004
2021 Chevrolet Silverado 1500
High Country Crew Cab 4WD
92,719 mi
Fairfax, VA
29 mi away
Good Deal
$35,499
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Blue Pearl
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,741
- Stock #:
- G260295A
- VIN:
- 1C6JJTBG7ML606873
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
72,741 mi
Woodstock, VA
36 mi away
Good Deal
$32,638
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black With Kalahari Accents
- Transmission:
- Automatic
- Mileage:
- 25,647
- Stock #:
- 258261A
- VIN:
- 3GTUUEEL6PG258261
Sponsored Listing
2023 GMC Sierra 1500
AT4 Crew Cab 4WD
25,647 mi
Manassas, VA
21 mi away
Fair Deal
$56,012
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