Best Pickup Trucks For Sale in Winslow, IN

2022 RAM 1500

Big Horn Crew Cab 4WD

59,983 miles

$33,000

Fair Deal

Fairfield, IL

62 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:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 59,983
Stock number:: 285431
VIN:: 1C6SRFFT7NN285431

Sponsored

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

69,133 miles

$36,317

Good Deal

Terre Haute, IN

70 mi away

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:: Cherry Red Tintcoat
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 69,133
Stock number:: 250484A
VIN:: 1GCPYFEL9MZ290009

Sponsored

2021 Nissan Frontier

S King Cab RWD

83,846 miles

$15,599

Good Deal

Powderly, KY

79 mi away

Year:: 2021
Make:: Nissan
Model:: Frontier
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 310 hp 3.8L V6
Exterior color:: White
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 83,846
Stock number:: 25106
VIN:: 1N6ED0CE2MN712159

Sponsored

2022 RAM 1500

Laramie Crew Cab 4WD

42,414 miles

$36,887

Great Deal

Martinsville, IN

82 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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 42,414
Stock number:: MP26
VIN:: 1C6SRFJT7NN271018

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

23,470 miles

$35,663

Good Deal

Elizabethtown, KY

85 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:: White
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 23,470
Stock number:: 30730
VIN:: 1C6JJTBG5ML597591

2021 GMC Sierra 1500

Elevation Crew Cab 4WD

100,585 miles

$28,900

Good Deal

Dale, IN

19 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Black (Ebony Twilight Metallic - GB8)
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black - H0U
Transmission:: 8-Speed Automatic
Mileage:: 100,585
Stock number:: 63948A
VIN:: 1GTU9CED8MZ152369

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

High Altitude Crew Cab 4WD

46,890 miles

$29,890

Good Deal

Certified Pre-Owned

Louisville, KY

86 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:: Black Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 46,890
Stock number:: CU8347
VIN:: 1C6HJTFG3ML600531

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

44,257 miles

$33,498

Good Deal

Louisville, KY

90 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:: Gray
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 44,257
Stock number:: P22078B
VIN:: 3GCPDCEK0NG606996

Preparing for a close up...

Photos coming soon

2021 RAM 1500

Big Horn Crew Cab 4WD

83,222 miles

$27,500

Fair Deal

Louisville, KY

86 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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: 8-Speed Automatic
Mileage:: 83,222
Stock number:: C15568A
VIN:: 1C6RRFFG0MN623221

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

High Altitude Crew Cab 4WD

34,388 miles

$30,298

Great Deal

Evansville, IN

32 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:: Hydro Blue Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 34,388
Stock number:: 5121118
VIN:: 1C6HJTFG8NL127100

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Big Horn Crew Cab 4WD

51,673 miles

$31,900

Good Deal

Certified Pre-Owned

Louisville, KY

86 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:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: 8-Speed Automatic
Mileage:: 51,673
Stock number:: C15520A
VIN:: 1C6SRFFT4NN418923

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

28,556 miles

$38,587

Great Deal

Evansville, IN

32 mi away

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:: 28,556
Stock number:: 5111092
VIN:: 3GCPYFELXMG435770

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

64,335 miles

$38,500

Good Deal

Louisville, KY

86 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:: Dark Ash Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 64,335
Stock number:: C15544A
VIN:: 3GCUDFED9NG643891

Preparing for a close up...

Photos coming soon

2022 Ford F-250 Super Duty

King Ranch Crew Cab 4WD

49,322 miles

$51,000

Great Deal

Charleston, IL

92 mi away

Year:: 2022
Make:: Ford
Model:: F-250 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:: Agate Black
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 49,322
Stock number:: CP8385
VIN:: 1FT7W2B69NEC73006

Preparing for a close up...

Photos coming soon

2021 GMC Sierra 1500

Denali Crew Cab 4WD

134,989 miles

$29,855

Fair Deal

Greencastle, IN

90 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:: White Frost Tricoat
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Gray (Dark Walnut/Dark Ash Grey)
Transmission:: Automatic
Mileage:: 134,989
Stock number:: G26129A
VIN:: 1GTU9FETXMZ234869

Preparing for a close up...

Photos coming soon

2021 Ford F-250 Super Duty

Lariat Crew Cab 4WD

42,495 miles

$58,500

Great Deal

Clinton, IN

90 mi away

Year:: 2021
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:: Star White Metallic Tri-Coat
Fuel type:: Biodiesel
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 42,495
Stock number:: C26102A
VIN:: 1FT8W2BT5MED88033

Preparing for a close up...

Photos coming soon

2023 Toyota Tacoma

TRD Pro Double Cab 4WD

23,391 miles

$46,976

Good Deal

Certified Pre-Owned

Elizabethtown, KY

86 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:: Solar Octane
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Manual
Mileage:: 23,391
Stock number:: U25982910
VIN:: 3TYCZ5AN0PT152270

Preparing for a close up...

Photos coming soon

2021 RAM 1500

Big Horn Crew Cab 4WD

95,931 miles

$26,500

Fair Deal

Mattoon, IL

97 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:: Bright White Clearcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: 8-Speed Automatic
Mileage:: 95,931
Stock number:: P17014A
VIN:: 1C6RRFFG9MN788457

Preparing for a close up...

Photos coming soon

2022 Ford F-150

Raptor SuperCrew 4WD

87,836 miles

$50,470

Great Deal

Buckner, KY

96 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:: Antimatter Blue Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 87,836
Stock number:: 24934A
VIN:: 1FTFW1RGXNFC44807

Preparing for a close up...

Photos coming soon

2023 Nissan Frontier

PRO-4X Crew Cab 4WD

33,132 miles

$32,994

Good Deal

Evansville, IN

32 mi away

Year:: 2023
Make:: Nissan
Model:: Frontier
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 3.8L V6
Exterior color:: Baja Storm
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Gray (Steel)
Transmission:: Automatic
Mileage:: 33,132
Stock number:: A21010
VIN:: 1N6ED1EK8PN638033

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

RST Crew Cab 4WD

100,341 miles

$28,995

Good Deal

Sullivan, IN

53 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:: Cherry Red Tintcoat
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 100,341
Stock number:: 25052B
VIN:: 1GCUYEEDXMZ297136

Preparing for a close up...

Photos coming soon

2022 Ford F-150

Lariat SuperCrew 4WD

89,171 miles

$35,445

Great Deal

Salem, IN

64 mi away

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
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Brown (Baja Tan)
Transmission:: Automatic
Mileage:: 89,171
Stock number:: S08991
VIN:: 1FTFW1E59NKE98942

Preparing for a close up...

Photos coming soon

2021 GMC Canyon

Elevation Crew Cab 4WD

101,886 miles

$21,900

Good Deal

Sullivan, IN

53 mi away

Year:: 2021
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:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 101,886
Stock number:: P1584A
VIN:: 1GTG6CEN9M1221812

Preparing for a close up...

Photos coming soon

2021 Ford F-250 Super Duty

XLT Crew Cab 4WD

141,350 miles

$36,362

Good Deal

Robinson, IL

52 mi away

Year:: 2021
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:: Blue
Fuel type:: Biodiesel
Interior color:: Medium Earth Gray
Transmission:: Automatic
Mileage:: 141,350
Stock number:: V2422C
VIN:: 1FT7W2BT3MED88057

Sponsored