Best Pickup Trucks For Sale in Windsor, VA

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

34,194 miles

$43,300

Good Deal

Hopewell, VA

44 mi away

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:: Red Hot
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 34,194
Stock number:: 260154A
VIN:: 1GCPYFED8NZ220897

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2023 RAM 2500

Rebel Crew Cab 4WD

40,609 miles

$52,910

Good Deal

Chesapeake, VA

27 mi away

Year:: 2023
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 410 hp 6.4L V8
Exterior color:: Flame Red Clearcoat
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 40,609
Stock number:: PG635944A
VIN:: 3C6UR5EJ3PG635944

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2022 Chevrolet Silverado 1500

Custom Crew Cab RWD

54,584 miles

$28,995

Fair Deal

Certified Pre-Owned

Chesapeake, VA

27 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 310 hp 2.7L I4
Exterior color:: Summit White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 54,584
Stock number:: STK TBD
VIN:: 3GCPWBEK5NG186527

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2023 RAM 2500

Rebel Crew Cab 4WD

40,609 miles

$52,910

Good Deal

Chesapeake, VA

27 mi away

Year:: 2023
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 410 hp 6.4L V8
Exterior color:: Flame Red Clearcoat
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 40,609
Stock number:: PG635944A
VIN:: 3C6UR5EJ3PG635944

2022 RAM 1500

Big Horn Crew Cab 4WD

59,844 miles

$30,000

Great Deal

Hopewell, VA

44 mi away

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:: Redline 2 Coat Pearl
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 59,844
Stock number:: T250875
VIN:: 1C6SRFFT0NN250875

2021 RAM 1500

Classic SLT Crew Cab 4WD

79,709 miles

$23,901

Good Deal

Newport News, VA

22 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 79,709
Stock number:: OP10247A
VIN:: 1C6RR7LGXMS532503

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2023 Jeep Gladiator

Sport S Crew Cab 4WD

57,465 miles

$24,412

Good Deal

Hampton, VA

19 mi away

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:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 57,465
Stock number:: PL533909E
VIN:: 1C6HJTAG3PL533909

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2022 RAM 1500

Classic Warlock Quad Cab 4WD

35,540 miles

$28,551

Great Deal

Newport News, VA

21 mi away

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:: Patriot Blue Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 35,540
Stock number:: IX90355
VIN:: 1C6RR7GG0NS150525

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2022 RAM 2500

Big Horn Crew Cab 4WD

93,850 miles

$35,498

Great Deal

Franklin, VA

18 mi away

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:: Delmonico Red Pearlcoat
Fuel type:: Diesel
Interior color:: Diesel Gray/Black
Transmission:: 6-Speed Automatic
Mileage:: 93,850
Stock number:: NTD92569A
VIN:: 3C6UR5DL9NG210213

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2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

26,939 miles

$33,385

Good Deal

Newport News, VA

21 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 26,939
Stock number:: IU91725
VIN:: 3GCPDKEK2NG628833

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2022 Nissan Frontier

PRO-4X Crew Cab 4WD

45,776 miles

$30,639

Good Deal

Virginia Beach, VA

33 mi away

Year:: 2022
Make:: Nissan
Model:: Frontier
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 3.8L V6
Exterior color:: Cardinal Red Tricoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Gray (Steel)
Transmission:: 9-Speed Automatic
Mileage:: 45,776
Stock number:: T73636A
VIN:: 1N6ED1EK9NN693894

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2022 GMC Canyon

Elevation Crew Cab 4WD

35,685 miles

$28,444

Great Deal

Hampton, VA

20 mi away

Year:: 2022
Make:: GMC
Model:: Canyon
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Summit White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 35,685
Stock number:: PJ0722
VIN:: 1GTG6CEN7N1279726

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2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

3,388 miles

$35,850

Great Deal

Williamsburg, VA

34 mi away

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 3,388
Stock number:: TU92753
VIN:: 3GCPDKEK0PG246366

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2023 Chevrolet Silverado 1500

RST Crew Cab 4WD

16,350 miles

$43,953

Good Deal

Certified Pre-Owned

Norfolk, VA

29 mi away

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Summit White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 16,350
Stock number:: S01285A
VIN:: 2GCUDEED8P1119802

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2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

44,984 miles

$34,990

Good Deal

Norfolk, VA

29 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Northsky Blue Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 44,984
Stock number:: T00510A
VIN:: 3GCUYDET8NG118529

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2022 RAM 2500

Power Wagon Crew Cab 4WD

11,020 miles

$52,888

Good Deal

Chesapeake, VA

17 mi away

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:: Billet Silver Metallic Clearcoat
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 11,020
Stock number:: YX10865A
VIN:: 3C6TR5EJ0NG281812

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

64,651 miles

$27,987

Good Deal

Norfolk, VA

29 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Dark Ash Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 64,651
Stock number:: P33131
VIN:: 3GCPDBEK6NG565929

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2022 Jeep Gladiator

Sport Crew Cab 4WD

60,779 miles

$24,500

Great Deal

Chesapeake, VA

17 mi away

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:: 60,779
Stock number:: Y5X530117XTA
VIN:: 1C6HJTAGXNL127672

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2021 Ford F-150

XLT SuperCab RWD

88,452 miles

$19,798

Great Deal

Elizabeth City, NC

47 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 3.3L V6 Flex Fuel Vehicle
Exterior color:: White
Combined gas mileage:: 22 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Gray
Transmission:: Automatic
Mileage:: 88,452
Stock number:: G3510
VIN:: 1FTEX1CB8MKD83510

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2021 Jeep Gladiator

Sport Crew Cab 4WD

63,735 miles

$25,423

Good Deal

Virginia Beach, VA

33 mi away

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:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 63,735
Stock number:: T73758A
VIN:: 1C6HJTAG9ML515281

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2023 Ford F-150

XL SuperCrew 4WD

19,639 miles

$36,500

Good Deal

Elizabeth City, NC

46 mi away

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Carbonized Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 19,639
Stock number:: 8P5375
VIN:: 1FTEW1EP9PKE04607

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2021 Ford F-150

XLT SuperCrew 4WD

90,675 miles

$29,390

Good Deal

Franklin, VA

18 mi away

Year:: 2021
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:: Rapid Red Metallic Tinted Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black/Medium Dark Slate
Transmission:: Automatic
Mileage:: 90,675
Stock number:: NPD83427
VIN:: 1FTFW1E51MKD83427

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2023 Toyota Tacoma

TRD Sport Double Cab 4WD

35,873 miles

$38,600

Fair Deal

Hampton, VA

22 mi away

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:: Celestial Silver Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 35,873
Stock number:: V25175B
VIN:: 3TMCZ5AN9PM548516

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2023 RAM 1500

Big Horn Crew Cab RWD

41,019 miles

$29,999

Fair Deal

Norfolk, VA

29 mi away

Year:: 2023
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 395 hp 5.7L V8
Exterior color:: Flame Red Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: Automatic
Mileage:: 41,019
Stock number:: P2064
VIN:: 1C6RREFT1PN543678

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