Lifted trucks for sale in Upperville, VA

106 results

2021 Jeep Gladiator

Willys Crew Cab 4WD

63,276 miles

$29,445

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 260 hp 3L V6 Diesel
Exterior color:: Black
Combined gas mileage:: 25 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 63,276
Stock #:: 560626
VIN:: 1C6JJTAM1ML560626

2021 Jeep Gladiator

Willys Crew Cab 4WD

63,276 miles

$29,445

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 260 hp 3L V6 Diesel
Exterior color:: Black
Combined gas mileage:: 25 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 63,276
Stock #:: 560626
VIN:: 1C6JJTAM1ML560626

2021 Toyota Tacoma

TRD Sport Double Cab 4WD

64,399 miles

$34,991

Year:: 2021
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: Magnetic Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cement
Transmission:: 6-Speed Automatic
Mileage:: 64,399
Stock #:: 6F4804XB
VIN:: 3TMCZ5AN6MM381530

2026 Toyota Tundra

Limited CrewMax Cab 4WD

New car

$58,929

TSRP $64,968

$1,100/mo est.

Alexandria, VA

44 mi away

Year:: 2026
Make:: Toyota
Model:: Tundra
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 389 hp 3.4L V6
Exterior color:: Gray
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 4
Stock #:: 00N19008
VIN:: 5TFJA5DB5TX407365

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

31,658 miles

$36,499

Year:: 2020
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Punkn Metallic Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 31,658
Stock #:: D8745
VIN:: 1C6JJTBG9LL158019

2017 RAM 2500

Laramie Crew Cab 4WD

65,148 miles

$49,979

Year:: 2017
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 350 hp 6.7L I6 Diesel
Exterior color:: Bright White Clearcoat
Fuel type:: Diesel
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 65,148
Stock #:: S7356B
VIN:: 3C6UR5FL7HG781975

2024 Toyota Tundra

1794 Edition CrewMax Cab 4WD

18,593 miles

$62,255

Year:: 2024
Make:: Toyota
Model:: Tundra
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 389 hp 3.4L V6
Exterior color:: Celestial Silver Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Brown
Transmission:: Automatic
Mileage:: 18,593
Stock #:: 186595
VIN:: 5TFMA5DB3RX186595

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

11,067 miles

$63,776

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: Black
Combined gas mileage:: 23 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 11,067
Stock #:: 133424
VIN:: 3GCUKFE88SG133424

2026 Chevrolet Silverado 1500

ZR2 Crew Cab 4WD

New car

$75,423

MSRP $79,174

$1,408/mo est.

Culpeper, VA

34 mi away

Year:: 2026
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Cypress Gray
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Graystone
Transmission:: Automatic
Mileage:: 20
Stock #:: C13274
VIN:: 3GCUKHEL2TG310213

2015 RAM 1500

Laramie Crew Cab 4WD

110,349 miles

$20,998

Year:: 2015
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 240 hp 3L V6 Biodiesel
Exterior color:: Brilliant Black Crystal Pearlcoat
Combined gas mileage:: 23 MPG
Fuel type:: Biodiesel
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 110,349
Stock #:: G153422B
VIN:: 1C6RR7NM1FS719344

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

ZR2 Crew Cab 4WD

12,074 miles

$70,000

Year:: 2024
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: Slate Gray Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Diesel
Interior color:: Jet Black/Graystone
Transmission:: Automatic
Mileage:: 12,074
Stock #:: D8821
VIN:: 3GCUDHE83RG426583

Preparing for a close up...

Photos coming soon

2024 Toyota Tundra

Limited CrewMax Cab 4WD

3,574 miles

$62,697

Year:: 2024
Make:: Toyota
Model:: Tundra
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 389 hp 3.4L V6
Exterior color:: Lunar Rock
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 3,574
Stock #:: 227078
VIN:: 5TFJA5DBXRX227078

Preparing for a close up...

Photos coming soon

2026 Ford F-450 Super Duty

Platinum Crew Cab LB DRW 4WD

New car

$166,760

MSRP $115,765

$3,114/mo est.

Woodbridge, VA

35 mi away

Year:: 2026
Make:: Ford
Model:: F-450 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 6.7L V8 Biodiesel
Exterior color:: Gray
Fuel type:: Biodiesel
Transmission:: Automatic
Mileage:: 3
Stock #:: KWF261787
VIN:: 1FT8W4DM7TEE15572

Preparing for a close up...

Photos coming soon

2024 Ford F-150

STX SuperCrew 4WD

7,497 miles

$59,799

Year:: 2024
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 5L V8
Exterior color:: Black Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 7,497
Stock #:: D8783
VIN:: 1FTFW2L53RKD44998

Preparing for a close up...

Photos coming soon

2026 Ford F-250 Super Duty

XLT Crew Cab 4WD

New car

$104,591

MSRP $111,596

$1,952/mo est.

Sterling, VA

27 mi away

Year:: 2026
Make:: Ford
Model:: F-250 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 6.7L V8 Biodiesel
Exterior color:: White
Fuel type:: Biodiesel
Transmission:: Automatic
Mileage:: 0
Stock #:: KSF251071
VIN:: 1FT8W2BM2TED05276

Preparing for a close up...

Photos coming soon

2018 Nissan Titan

XD Platinum Reserve Crew Cab 4WD

122,748 miles

$23,494

Year:: 2018
Make:: Nissan
Model:: Titan
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 5L V8 Diesel
Exterior color:: Gray
Fuel type:: Diesel
Interior color:: Brown
Transmission:: 6-Speed Automatic
Mileage:: 122,748
Stock #:: CC4776
VIN:: 1N6BA1F40JN514776

Preparing for a close up...

Photos coming soon

2026 Toyota Tundra

Limited CrewMax Cab 4WD

$66,677

Year:: 2026
Make:: Toyota
Model:: Tundra
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 389 hp 3.4L V6
Exterior color:: Midnight Black Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Stock #:: 387797
VIN:: 5TFWA5DB1TX387797

Preparing for a close up...

Photos coming soon

2022 Chevrolet Colorado

ZR2 Crew Cab 4WD

17,905 miles

$51,299

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 (Steel Metallic)
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 17,905
Stock #:: D8780
VIN:: 1GCGTEEN6N1305284

Preparing for a close up...

Photos coming soon

2026 Toyota Tacoma

New car

$56,829

TSRP $60,204

$1,061/mo est.

Chantilly, VA

22 mi away

Year:: 2026
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Engine:: 278 hp 2.4L I4
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 0
Stock #:: 22A469
VIN:: 3TYLB5JN9TT22A469

Preparing for a close up...

Photos coming soon

2026 Ford F-450 Super Duty

Platinum Crew Cab LB DRW 4WD

446 miles

$133,697

Year:: 2026
Make:: Ford
Model:: F-450 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 6.7L V8 Biodiesel
Exterior color:: Carbonized Gray Metallic
Fuel type:: Biodiesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 446
Stock #:: D23079
VIN:: 1FT8W4DM1TED23079

Preparing for a close up...

Photos coming soon

2026 Ford F-450 Super Duty

Platinum Crew Cab LB DRW 4WD

New car

$170,310

MSRP $114,315

$3,180/mo est.

Woodbridge, VA

35 mi away

Year:: 2026
Make:: Ford
Model:: F-450 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 6.7L V8 Biodiesel
Exterior color:: Black
Fuel type:: Biodiesel
Transmission:: Automatic
Mileage:: 5
Stock #:: KWF261576
VIN:: 1FT8W4DMXTED61278

Preparing for a close up...

Photos coming soon

2026 Ford F-250 Super Duty

Lariat Crew Cab 4WD

New car

$103,990

MSRP $94,180

$1,941/mo est.

Woodbridge, VA

35 mi away

Year:: 2026
Make:: Ford
Model:: F-250 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 6.7L V8 Biodiesel
Exterior color:: Black
Fuel type:: Biodiesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 45
Stock #:: KWF260924
VIN:: 1FT8W2BM4TEC48188

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

$69,777

Year:: 2026
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:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Stock #:: 184551
VIN:: 3GCUKFEL9TG184551

Preparing for a close up...

Photos coming soon

2026 Ford F-450 Super Duty

Platinum Crew Cab LB DRW 4WD

209 miles

$137,255

Year:: 2026
Make:: Ford
Model:: F-450 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 6.7L V8 Biodiesel
Exterior color:: Star White Metallic Tri-Coat
Fuel type:: Biodiesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 209
Stock #:: D28969
VIN:: 1FT8W4DM4TED28969

Lifted trucks for sale in Winchester VA Lifted trucks for sale in Manassas VA Lifted trucks for sale in Washington DC Lifted trucks for sale in Hagerstown MD Lifted trucks for sale in Fredericksburg VA Lifted trucks for sale in Harrisonburg VA Lifted trucks for sale in Cumberland MD Lifted trucks for sale in Baltimore MD Lifted trucks for sale in Charlottesville VA

Cars2us of Fairfax DARCARS Lexus of Silver Spring Kingstowne Motorcars Imperial Auto LLC Cars2us Of Woodbridge Country Chevrolet, Inc.Ourisman Honda of Tysons Corner BMW of Fairfax Timeless Motorcars Koons Woodbridge Ford AP Fairfax Koons Tysons Chrysler Dodge Jeep Ram

A better way to discover your best deal

Let us help you find a car you’ll love.

Lifted trucks for sale in Upperville, VA

2021 Jeep Gladiator

$29,445

2021 Jeep Gladiator

$29,445

2021 Toyota Tacoma

$34,991

2026 Toyota Tundra

$58,929

2020 Jeep Gladiator

$36,499

2017 RAM 2500

$49,979

2024 Toyota Tundra

$62,255

2025 Chevrolet Silverado 1500

$63,776

2026 Chevrolet Silverado 1500

$75,423

2015 RAM 1500

$20,998

2024 Chevrolet Silverado 1500

$70,000

2024 Toyota Tundra

$62,697

2026 Ford F-450 Super Duty

$166,760

2024 Ford F-150

$59,799

2026 Ford F-250 Super Duty

$104,591

2018 Nissan Titan

$23,494

2026 Toyota Tundra

$66,677

2022 Chevrolet Colorado

$51,299

2026 Toyota Tacoma

$56,829

2026 Ford F-450 Super Duty

$133,697

2026 Ford F-450 Super Duty

$170,310

2026 Ford F-250 Super Duty

$103,990

2026 Chevrolet Silverado 1500

$69,777

2026 Ford F-450 Super Duty

$137,255

Broader Searches

Shop By City

Popular Searches

Used car dealers near Upperville

A better way to discover your best deal