Best Pickup Trucks For Sale in Windsor, WI

2023 GMC Sierra 1500

Elevation Crew Cab 4WD

36,979 miles

$44,983

Fair Deal

Certified Pre-Owned

Milwaukee, WI

72 mi away

Year:: 2023
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: Onyx Black
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 36,979
Stock number:: C19621NC
VIN:: 1GTUUCE85PZ164422

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2021 Jeep Gladiator

High Altitude Crew Cab 4WD

71,144 miles

$28,989

Fair Deal

Johnson Creek, WI

29 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:: 71,144
Stock number:: 9764
VIN:: 1C6HJTFG0ML605220

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2021 GMC Sierra 1500

Denali Crew Cab 4WD

75,788 miles

$37,000

Good Deal

Palatine, IL

98 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Sky
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 75,788
Stock number:: PCP10025
VIN:: 1GTU9FET9MZ159534

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2023 Chevrolet Silverado 1500

Work Truck RWD

20,345 miles

$23,993

Good Deal

Viroqua, WI

82 mi away

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 2 doors
Drivetrain:: 4X2
Engine:: 310 hp 2.7L I4
Exterior color:: Red Hot
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 20,345
Stock number:: 25864
VIN:: 3GCNAAEK6PG116053

2022 RAM 2500

Big Horn Crew Cab 4WD

92,300 miles

$37,985

Great Deal

Waupun, WI

42 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:: Silver
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 92,300
Stock number:: D6528A
VIN:: 3C6UR5DLXNG263017

2022 RAM 2500

Big Horn Crew Cab 4WD

124,660 miles

$33,977

Good Deal

Platteville, WI

64 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:: Gray (Granite Crystal Metallic Clearcoat)
Fuel type:: Diesel
Interior color:: Diesel Gray/Black
Transmission:: 6-Speed Automatic
Mileage:: 124,660
Stock number:: 22T3082A
VIN:: 3C6UR5DL4NG243216

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2021 Ford F-150

XLT SuperCrew 4WD

55,627 miles

$32,949

Good Deal

Madison, WI

5 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Red
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 55,627
Stock number:: MR25038A
VIN:: 1FTFW1E88MKE91571

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2022 RAM 1500

Big Horn Crew Cab 4WD

45,636 miles

$33,741

Good Deal

Rochelle, IL

88 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:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 45,636
Stock number:: S1402A
VIN:: 1C6SRFFT9NN220662

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2021 RAM 1500

Big Horn Crew Cab 4WD

54,574 miles

$28,955

Fair Deal

Certified Pre-Owned

Fox Lake, IL

81 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:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 54,574
Stock number:: PC4419
VIN:: 1C6RRFFG6MN579158

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2021 Ford F-150

XLT SuperCrew 4WD

77,141 miles

$29,990

Good Deal

Kenosha, WI

85 mi away

Year:: 2021
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:: Carbonized Gray Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Hybrid
Interior color:: Black/Medium Dark Slate
Transmission:: Automatic
Mileage:: 77,141
Stock number:: P13907
VIN:: 1FTFW1ED4MFC22716

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2022 GMC Sierra 1500

Elevation Standard Crew Cab 4WD

43,476 miles

$32,990

Great Deal

Brookfield, WI

64 mi away

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:: Dynamic Blue Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 43,476
Stock number:: GMF548
VIN:: 3GTPUJEK3NG591074

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2023 GMC Canyon

Denali Crew Cab 4WD

50,867 miles

$35,391

Great Deal

Appleton, WI

85 mi away

Year:: 2023
Make:: GMC
Model:: Canyon
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: STERLING METALLIC
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: JET BLACK/TEAK
Transmission:: Automatic
Mileage:: 50,867
Stock number:: 26020A
VIN:: 1GTP6FEK4P1195793

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2022 Ford F-150

Raptor SuperCrew 4WD

73,814 miles

$54,265

Great Deal

Evansville, WI

29 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 450 hp 3.5L V6
Exterior color:: Oxford White
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black/Onyx
Transmission:: Automatic
Mileage:: 73,814
Stock number:: T25-393A
VIN:: 1FTFW1RG9NFB00925

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2022 Ford F-150

XLT SuperCrew 4WD

32,722 miles

$35,989

Great Deal

Neenah, WI

80 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: ANTIMATTER BLUE METALLIC
Interior color:: DARK SLATE CLOTH 40/20/40
Transmission:: Automatic
Mileage:: 32,722
Stock number:: A0242
VIN:: 1FTEW1EP4NFC23226

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2022 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

34,252 miles

$42,505

Good Deal

Middleton, WI

11 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Black
Interior color:: JET BLACK
Transmission:: Automatic
Mileage:: 34,252
Stock number:: 265957A
VIN:: 1GCUYGEL6NZ150462

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2022 RAM 2500

Big Horn Crew Cab 4WD

68,677 miles

$37,150

Fair Deal

Certified Pre-Owned

Cuba City, WI

75 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:: Diamond Black Crystal Pearlcoat
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 68,677
Stock number:: 26-47-A
VIN:: 3C6UR5DJ2NG177845

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

92,461 miles

$29,175

Good Deal

Dubuque, IA

85 mi away

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:: Shadow Gray Metallic
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 92,461
Stock number:: T260313B
VIN:: 1GCPYCEF5MZ212710

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2021 Ford F-150

XLT SuperCrew 4WD

55,147 miles

$32,991

Fair Deal

Viroqua, WI

82 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Gray
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 55,147
Stock number:: F25374A
VIN:: 1FTEW1EP7MKE41554

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2021 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

160,535 miles

$24,500

Fair Deal

Boscobel, WI

69 mi away

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:: Gray (Satin Steel Metallic)
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Gideon/Very Dark Atmosphere
Transmission:: 8-Speed Automatic
Mileage:: 160,535
Stock number:: 3N25203A
VIN:: 1GCUYGED6MZ106288

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2021 Chevrolet Silverado 1500

Custom Crew Cab 4WD

113,664 miles

$23,498

Fair Deal

Portage, WI

26 mi away

Year:: 2021
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:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 113,664
Stock number:: R1943B
VIN:: 1GCPYBEK6MZ192944

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2022 Chevrolet Silverado 1500

RST Crew Cab 4WD

32,772 miles

$37,599

Great Deal

Plymouth, WI

80 mi away

Year:: 2022
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:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 32,772
Stock number:: A113783BB
VIN:: 1GCUDEEL4NZ590423

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2021 RAM 1500

Big Horn Crew Cab 4WD

113,882 miles

$23,495

Good Deal

Mukwonago, WI

57 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Patriot Blue Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 113,882
Stock number:: E260064A
VIN:: 1C6SRFFT5MN648663

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2023 RAM 1500

Big Horn Crew Cab 4WD

89,300 miles

$29,000

Fair Deal

Boscobel, WI

69 mi away

Year:: 2023
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: 8-Speed Automatic
Mileage:: 89,300
Stock number:: 2N26026A
VIN:: 1C6SRFFT9PN611457

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2022 Ford F-150

Lariat SuperCrew 4WD

49,772 miles

$39,985

Fair Deal

Winneconne, WI

71 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Agate Black Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 49,772
Stock number:: 90658-6
VIN:: 1FTEW1EP4NFB90602

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