Best Pickup Trucks For Sale inWinchester, IN
2,982 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 103,395
- Stock #:
- PA10787
- VIN:
- 1C6RR7GT5MS502672
Price drop
-$2,001
Sponsored by Academy CDJR
2021 RAM 1500
Classic Warlock Quad Cab 4WD
103,395 mi
Tipton, IN
61 mi away
Great Deal
$22,640
$20,639
- 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:
- Patriot Blue Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,177
- Stock #:
- P6010
- VIN:
- 1C6SRFFTXNN456933
Sponsored Listing
2022 RAM 1500
Big Horn Crew Cab 4WD
27,177 mi
Vandalia, OH
45 mi away
Good Deal
$34,893
- 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:
- Bright White Clearcoat
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 81,593
- Stock #:
- P16680
- VIN:
- 3C6UR5FL8NG386330
Sponsored Listing
2022 RAM 2500
Laramie Crew Cab 4WD
81,593 mi
Franklin, IN
73 mi away
Fair Deal
$46,640
- 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:
- Brown (Limited Edition Gobi Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,944
- Stock #:
- 671380
- VIN:
- 1C6HJTFG1NL161914
2022 Jeep Gladiator
Overland Crew Cab 4WD
48,944 mi
Celina, OH
33 mi away
Fair Deal
$30,398
- 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:
- Patriot Blue Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,177
- Stock #:
- P6010
- VIN:
- 1C6SRFFTXNN456933
2022 RAM 1500
Big Horn Crew Cab 4WD
27,177 mi
Vandalia, OH
45 mi away
Good Deal
$34,893
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 45,372
- Stock #:
- W1886C
- VIN:
- 1GCUYDET3MZ262861
New arrival
2021 Chevrolet Silverado 1500
LT Crew Cab 4WD
45,372 mi
Wabash, IN
61 mi away
Fair Deal
$33,611
- 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:
- Patriot Blue Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,779
- Stock #:
- 57015S
- VIN:
- 1C6SRFJT9NN213377
2022 RAM 1500
Laramie Crew Cab 4WD
15,779 mi
Miamisburg, OH
54 mi away
Good Deal
$39,675
- 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:
- Black
- Fuel type:
- Gasoline
- Mileage:
- 47,705
- Stock #:
- PJ926215
- VIN:
- 1GCGTDEN1N1235140
New arrival
2022 Chevrolet Colorado
Z71 Crew Cab 4WD
47,705 mi
Lima, OH
61 mi away
Good Deal
$30,746
- 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:
- Snazzberry Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,403
- Stock #:
- STK569399
- VIN:
- 1C6JJTEG0ML569399
2021 Jeep Gladiator
Mojave Crew Cab 4WD
44,403 mi
Lafayette, IN
99 mi away
Fair Deal
$34,995
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 62,674
- Stock #:
- BFBTPN555144
- VIN:
- 1C6SRFFT3PN555144
2023 RAM 1500
Big Horn Crew Cab 4WD
62,674 mi
Brownsburg, IN
78 mi away
Good Deal
$33,176
- 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:
- 32,588
- Stock #:
- D91808
- VIN:
- 1C6SRFFT9NN458236
2022 RAM 1500
Big Horn Crew Cab 4WD
32,588 mi
Richmond, IN
25 mi away
Good Deal
$34,240
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,528
- Stock #:
- PF2553Q
- VIN:
- 3GCPDBEK6PG134123
2023 Chevrolet Silverado 1500
Custom Crew Cab 4WD
32,528 mi
Plainfield, IN
79 mi away
Good Deal
$33,384
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 80,912
- Stock #:
- T260163A
- VIN:
- 1C6HJTAG3ML513431
2021 Jeep Gladiator
Sport Crew Cab 4WD
80,912 mi
Cincinnati, OH
70 mi away
Fair Deal
$25,109
- Year:
- 2022
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Oxford White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 12,161
- Stock #:
- 93327
- VIN:
- 1FTEX1CP3NKF06594
2022 Ford F-150
XL SuperCab RWD
12,161 mi
Richmond, IN
21 mi away
Good Deal
$28,750
- 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:
- Brown
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Java
- Transmission:
- Automatic
- Mileage:
- 43,635
- Stock #:
- AP0810A
- VIN:
- 1FTFW1E87PFA33033
2023 Ford F-150
King Ranch SuperCrew 4WD
43,635 mi
Zionsville, IN
68 mi away
Good Deal
$51,223
- 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:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 44,702
- Stock #:
- F260173AB
- VIN:
- 2GCUDEED5P1147315
2023 Chevrolet Silverado 1500
RST Crew Cab 4WD
44,702 mi
Fairborn, OH
56 mi away
Good Deal
$39,398
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 73,291
- Stock #:
- C261560A
- VIN:
- 1GCUYEED9MZ277086
Price drop
-$1,000
2021 Chevrolet Silverado 1500
RST Crew Cab 4WD
73,291 mi
Cincinnati, OH
68 mi away
Great Deal
$31,948
$30,948
- 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:
- Flame Red Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,962
- Stock #:
- D10391
- VIN:
- 1C6SRFMT1PN559244
2023 RAM 1500
Big Horn Crew Cab 4WD
61,962 mi
Greenfield, IN
51 mi away
Good Deal
$34,500
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 260 hp 3L V6 Biodiesel
- Exterior color:
- Patriot Blue Pearlcoat
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 75,077
- Stock #:
- 63129T1
- VIN:
- 1C6RREJM9NN178907
Price drop
-$649
2022 RAM 1500
Laramie Crew Cab RWD
75,077 mi
Fort Wayne, IN
64 mi away
Good Deal
$31,650
$31,001
- 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:
- 96,344
- Stock #:
- 925112
- VIN:
- 1C6SRFRT5NN226373
2022 RAM 1500
Laramie Crew Cab 4WD
96,344 mi
Mount Sterling, OH
96 mi away
Great Deal
$26,718
- 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:
- Race Red
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/Slate Gray
- Transmission:
- Automatic
- Mileage:
- 17,157
- Stock #:
- 11734A
- VIN:
- 1FTFW1E84PKE76070
2023 Ford F-150
XLT SuperCrew 4WD
17,157 mi
Cincinnati, OH
67 mi away
Great Deal
$41,346
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 134,785
- Stock #:
- 26113
- VIN:
- 1GCRACEDXPZ208720
2023 Chevrolet Silverado 1500
LT Double Cab RWD
134,785 mi
Whiteland, IN
71 mi away
Great Deal
$20,900
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 79,064
- Stock #:
- 731022A
- VIN:
- 1C6SRFJT0MN731022
2021 RAM 1500
Laramie Crew Cab 4WD
79,064 mi
Indianapolis, IN
58 mi away
Fair Deal
$35,282
- Year:
- 2023
- 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
- Interior color:
- Black Onyx/Carmelo
- Transmission:
- Automatic
- Mileage:
- 62,157
- Stock #:
- F7319
- VIN:
- 1FT7W2BT9PEC47319
Sponsored Listing
2023 Ford F-250 Super Duty
Lariat Crew Cab 4WD
62,157 mi
Bryan, OH
94 mi away
Fair Deal
$60,327
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