Pickup Trucks for Sale in Winchester, KY
15,337 results
- Year:
- 2019
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 115,769
- Stock #:
- E12461T
- VIN:
- 1C6RRFFG2KN874142
Sponsored by Jake Sweeney Chrysler Jeep Dodge
2019 RAM 1500
Big Horn Crew Cab 4WD
115,769 mi
Cincinnati, OH
91 mi away
Fair Deal
$23,123
- 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:
- Silver
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,073
- Stock #:
- 30863
- VIN:
- 1GCUYDED5NZ121882
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Crew Cab 4WD
98,073 mi
Elizabethtown, KY
95 mi away
Good Deal
$30,132
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 34,729
- Stock #:
- E12452
- VIN:
- 1C6SRFHT6PN636135
Price drop
-$3,000
Sponsored Listing
2023 RAM 1500
Limited Crew Cab 4WD
34,729 mi
Cincinnati, OH
91 mi away
Good Deal
$50,386
$47,386
- Year:
- 2025
- Make:
- Ford
- Model:
- F-350 Super Duty Chassis
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 330 hp 6.7L V8 Biodiesel
- Exterior color:
- Glacier Gray Metallic TriCoat
- Fuel type:
- Biodiesel
- Interior color:
- Black/Onyx
- Transmission:
- Automatic
- Mileage:
- 5,358
- Stock #:
- F26251090A
- VIN:
- 1FD8W3HT0SED39974
2025 Ford F-350 Super Duty Chassis
Lariat Crew Cab DRW 4WD
5,358 mi
Elizabethtown, KY
95 mi away
Good Deal
$78,291
- Year:
- 2019
- Make:
- RAM
- Model:
- 3500
- 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:
- 8-Speed Automatic
- Mileage:
- 149,575
- Stock #:
- 555609
- VIN:
- 3C63R3CJ0KG555609
2019 RAM 3500
Tradesman Crew Cab 4WD
149,575 mi
Richmond, KY
18 mi away
Great Deal
$18,980
- Year:
- 2025
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Crystal Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1,232
- Stock #:
- PB5253
- VIN:
- 1C6PJTAG1SL514165
Price drop
-$1,770
2025 Jeep Gladiator
NightHawk Crew Cab 4WD
1,232 mi
Frankfort, KY
37 mi away
Fair Deal
$42,062
$40,292
- Year:
- 2010
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 360 hp 6L V8
- Exterior color:
- VICTORY RED
- Fuel type:
- Gasoline
- Mileage:
- 151,454
- Stock #:
- 26380B
- VIN:
- 1GC3KVBG6AF101511
2010 Chevrolet Silverado 2500HD
Work Truck 4WD
151,454 mi
La Grange, KY
71 mi away
Great Deal
$9,996
- Year:
- 2016
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 98,219
- Stock #:
- Q277549A
- VIN:
- 1GCVKSEC1GZ277549
New arrival
2016 Chevrolet Silverado 1500
LTZ Double Cab 4WD
98,219 mi
Mount Sterling, KY
13 mi away
Fair Deal
$23,156
- Year:
- 2015
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 5L V8 Flex Fuel Vehicle
- Exterior color:
- Ingot Silver Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Medium Earth Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 161,067
- Stock #:
- TA59819
- VIN:
- 1FTEW1EF9FFA59819
2015 Ford F-150
XLT SuperCrew 4WD
161,067 mi
West Union, OH
67 mi away
Great Deal
$12,176
- Year:
- 2020
- Make:
- Honda
- Model:
- Ridgeline
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 280 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 26,767
- Stock #:
- LB021817
- VIN:
- 5FPYK3F88LB021817
2020 Honda Ridgeline
Black Edition AWD
26,767 mi
Fairfield, OH
94 mi away
Great Deal
$28,948
- Year:
- 2017
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 85,042
- Stock #:
- T-104
- VIN:
- 1GCNCNEH3HZ168943
2017 Chevrolet Silverado 1500
Work Truck RWD
85,042 mi
Highland Heights, KY
74 mi away
Good Deal
$13,995
- Year:
- 2020
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 117,906
- Stock #:
- LS103222
- VIN:
- 1C6RR6TT8LS103222
2020 RAM 1500
117,906 mi
Radcliff, KY
96 mi away
Great Deal
$18,717
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,193
- Stock #:
- P1194
- VIN:
- 1C6SRFVT1NN123960
2022 RAM 1500
Sport Crew Cab 4WD
59,193 mi
Middlesboro, KY
99 mi away
Great Deal
$35,399
- 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:
- Blue
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 54,795
- Stock #:
- 30968
- VIN:
- 1GCUDDEDXPZ100122
New arrival
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
54,795 mi
Elizabethtown, KY
95 mi away
Fair Deal
$38,185
- 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:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,251
- Stock #:
- P3148
- VIN:
- 1C6JJTBG8ML510055
New arrival
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
40,251 mi
Grayson, KY
72 mi away
Good Deal
$35,221
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 65,911
- Stock #:
- Q111900
- VIN:
- 2GCUDEED1P1111900
2023 Chevrolet Silverado 1500
RST Crew Cab 4WD
65,911 mi
Mount Sterling, KY
13 mi away
Good Deal
$38,509
- 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:
- Red
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 39,532
- Stock #:
- UB55397
- VIN:
- 1FTEW1EP8NFB55397
2022 Ford F-150
XLT SuperCrew 4WD
39,532 mi
Madison, IN
85 mi away
Good Deal
$37,988
- Year:
- 2017
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Mileage:
- 160,202
- Stock #:
- 10934
- VIN:
- 1GCVKREC2HZ133017
2017 Chevrolet Silverado 1500
LT Double Cab 4WD
160,202 mi
Batavia, OH
75 mi away
Good Deal
$14,795
- Year:
- 2020
- 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:
- 83,395
- Stock #:
- Q281697
- VIN:
- 1C6SRFBTXLN281697
2020 RAM 1500
Big Horn Quad Cab 4WD
83,395 mi
Mount Sterling, KY
13 mi away
Good Deal
$25,871
- Year:
- 2021
- Make:
- RAM
- Model:
- 3500 Chassis
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 370 hp 6.4L V8
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 119,549
- Stock #:
- MG619965
- VIN:
- 3C7WRSCJ6MG619965
2021 RAM 3500 Chassis
Tradesman Crew Cab LB DRW RWD
119,549 mi
West Harrison, IN
95 mi away
Great Deal
$23,144
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Slate Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,704
- Stock #:
- P1202
- VIN:
- 1GCPDBEK7RZ242558
2024 Chevrolet Silverado 1500
Custom Crew Cab 4WD
32,704 mi
Middlesboro, KY
99 mi away
Fair Deal
$37,399
- 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:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 64,616
- Stock #:
- T112127A
- VIN:
- 1C6HJTFG1LL112127
2020 Jeep Gladiator
Overland Crew Cab 4WD
64,616 mi
Morehead, KY
43 mi away
Fair Deal
$29,399
- Year:
- 2016
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 117,239
- Stock #:
- U244261A
- VIN:
- 1GCVKREC9GZ359795
2016 Chevrolet Silverado 1500
LT Double Cab 4WD
117,239 mi
Madison, IN
85 mi away
Fair Deal
$19,988
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,142
- Stock #:
- 265566
- VIN:
- 3GCPDKEK4PG265566
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
32,142 mi
Richmond, KY
17 mi away
Fair Deal
$37,677
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