Diesel Trucks for Sale inWinchester, KY
2,800 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 23,482
- Stock #:
- YA190854D
- VIN:
- 1GCUKGE82SZ190854
Sponsored by McFarland Chevrolet Buick
2025 Chevrolet Silverado 1500
LTZ Crew Cab 4WD
23,482 mi
Maysville, KY
49 mi away
Great Deal
$48,598
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 470 hp 6.6L V8 Biodiesel
- Exterior color:
- Summit White
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 74,387
- Stock #:
- 7386A
- VIN:
- 2GC4YNEY5R1121338
New arrival
Sponsored Listing
2024 Chevrolet Silverado 2500HD
LT Crew Cab 4WD
74,387 mi
Hazard, KY
76 mi away
Good Deal
$46,799
- Year:
- 2022
- Make:
- RAM
- Model:
- 3500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 370 hp 6.7L I6 Diesel
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 68,509
- Stock #:
- 750281A
- VIN:
- 3C63RRJL3NG347753
Sponsored Listing
2022 RAM 3500
Laramie Crew Cab LB DRW 4WD
68,509 mi
Cincinnati, OH
88 mi away
Fair Deal
$54,512
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Diesel
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,039
- Stock #:
- G1260A
- VIN:
- 1C6JJTAM3ML594969
Price drop
-$790
2021 Jeep Gladiator
Willys Crew Cab 4WD
50,039 mi
Grayson, KY
72 mi away
Great Deal
$30,484
$29,694
- Year:
- 2017
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.6L V8 Biodiesel
- Exterior color:
- Black
- Fuel type:
- Biodiesel
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 17,092
- Stock #:
- T146290
- VIN:
- 1GC1KWEY5HF146290
New arrival
2017 Chevrolet Silverado 2500HD
LTZ Crew Cab 4WD
17,092 mi
Morehead, KY
43 mi away
Fair Deal
$53,699
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Slate Gray Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 61,286
- Stock #:
- RG252438
- VIN:
- 3GCUDHE80RG252438
Price drop
-$2,500
2024 Chevrolet Silverado 1500
ZR2 Crew Cab 4WD
61,286 mi
Cincinnati, OH
89 mi away
Great Deal
$49,448
$46,948
- Year:
- 2025
- Make:
- GMC
- Model:
- Sierra 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 470 hp 6.6L V8 Biodiesel
- Exterior color:
- Thunderstorm Gray
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,759
- Stock #:
- T121355
- VIN:
- 1GT4ULEY7SF121355
New arrival
2025 GMC Sierra 2500HD
Pro Crew Cab 4WD
37,759 mi
Morehead, KY
43 mi away
Good Deal
$51,449
- Year:
- 2018
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 350 hp 6.7L I6 Diesel
- Exterior color:
- Delmonico Red Pearlcoat
- Fuel type:
- Diesel
- Interior color:
- Diesel Gray/Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 64,347
- Stock #:
- C26481690A
- VIN:
- 3C6UR5CLXJG340495
New arrival
2018 RAM 2500
Tradesman Crew Cab 4WD
64,347 mi
Elizabethtown, KY
95 mi away
Good Deal
$35,479
- Year:
- 2024
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 370 hp 6.7L I6 Diesel
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 27,244
- Stock #:
- ST388327
- VIN:
- 3C6UR5DL6RG388327
New arrival
2024 RAM 2500
Big Horn Crew Cab 4WD
27,244 mi
Cincinnati, OH
83 mi away
Good Deal
$46,893
- Year:
- 2025
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.7L I6 Diesel
- Exterior color:
- Bright White Clearcoat
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,839
- Stock #:
- TG527707A
- VIN:
- 3C6UR5DL3SG527707
New arrival
2025 RAM 2500
Big Horn Crew Cab 4WD
24,839 mi
Lexington, KY
15 mi away
Fair Deal
$53,986
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 33,730
- Stock #:
- BB215095
- VIN:
- 3GCUDFE87PG215095
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
33,730 mi
Cincinnati, OH
83 mi away
Great Deal
$39,898
- Year:
- 2019
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 370 hp 6.7L I6 Diesel
- Exterior color:
- Black
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 59,560
- Stock #:
- 28KG654473T1
- VIN:
- 3C6UR5NL5KG654473
Price drop
-$1,257
2019 RAM 2500
Laramie Mega Cab 4WD
59,560 mi
Greendale, IN
86 mi away
Good Deal
$50,237
$48,980
- Year:
- 2018
- Make:
- Ford
- Model:
- F-350 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 450 hp 6.7L V8 Biodiesel
- Exterior color:
- Shadow Black
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 65,368
- Stock #:
- JEC50469
- VIN:
- 1FT8W3BT8JEC50469
Price drop
-$1,500
2018 Ford F-350 Super Duty
Lariat Crew Cab 4WD
65,368 mi
Cincinnati, OH
89 mi away
Fair Deal
$51,448
$49,948
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 115,934
- Stock #:
- 19099A
- VIN:
- 3GCUYEET8LG439425
2020 Chevrolet Silverado 1500
RST Crew Cab 4WD
115,934 mi
Dry Ridge, KY
53 mi away
Good Deal
$26,388
- Year:
- 2020
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Biodiesel
- Exterior color:
- Patriot Blue Pearlcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,040
- Stock #:
- C7269A
- VIN:
- 1C6SRFFM8LN196974
Price drop
-$1,000
2020 RAM 1500
Big Horn Crew Cab 4WD
51,040 mi
Radcliff, KY
97 mi away
Good Deal
$30,499
$29,499
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 39,787
- Stock #:
- T260121A
- VIN:
- 3GCUYDET0LG307690
2020 Chevrolet Silverado 1500
LT Crew Cab 4WD
39,787 mi
Cincinnati, OH
90 mi away
Good Deal
$32,310
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.6L V8 Biodiesel
- Exterior color:
- Summit White
- Fuel type:
- Biodiesel
- Interior color:
- Brown (Tan)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 83,998
- Stock #:
- 00158
- VIN:
- 1GC1KREY2KF219012
New arrival
2019 Chevrolet Silverado 2500HD
Work Truck Crew Cab 4WD
83,998 mi
Milford, OH
84 mi away
Great Deal
$30,400
- 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:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 14,862
- Stock #:
- NG392120A
- VIN:
- 3C6UR5FL5NG392120
New arrival
2022 RAM 2500
Laramie Crew Cab 4WD
14,862 mi
Lexington, KY
15 mi away
Fair Deal
$56,984
- 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:
- 72,339
- Stock #:
- H4216A
- VIN:
- 3C6UR5CL9NG160043
New arrival
2022 RAM 2500
Tradesman Crew Cab 4WD
72,339 mi
Ivel, KY
88 mi away
Fair Deal
$40,701
- Year:
- 2022
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 67,006
- Stock #:
- T505890
- VIN:
- 1GTUUGET1NZ505890
2022 GMC Sierra 1500
Denali Crew Cab 4WD
67,006 mi
West Union, OH
67 mi away
Fair Deal
$42,489
- Year:
- 2013
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 397 hp 6.6L V8 Diesel
- Exterior color:
- Victory Red
- Fuel type:
- Diesel
- Interior color:
- Black (Ebony)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 203,250
- Stock #:
- 13261A
- VIN:
- 1GC1KYC82DF235047
New arrival
2013 Chevrolet Silverado 2500HD
LTZ Crew Cab 4WD
203,250 mi
Hazard, KY
71 mi away
Good Deal
$17,895
- Year:
- 2024
- 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:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,889
- Stock #:
- R0834
- VIN:
- 1GTUUCE89RZ218243
2024 GMC Sierra 1500
Elevation Crew Cab 4WD
39,889 mi
Hazard, KY
72 mi away
Great Deal
$41,916
- Year:
- 2024
- 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:
- 43,838
- Stock #:
- P304358
- VIN:
- 3C6UR5FL8RG304358
New arrival
2024 RAM 2500
Laramie Crew Cab 4WD
43,838 mi
Clarksville, IN
89 mi away
Good Deal
$50,682
- Year:
- 2022
- Make:
- Ford
- Model:
- F-350 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.7L V8 Biodiesel
- Exterior color:
- Agate Black
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 72,980
- Stock #:
- 37808A
- VIN:
- 1FT8W3DT9NEE64552
Sponsored Listing
2022 Ford F-350 Super Duty
Lariat Crew Cab LB DRW 4WD
72,980 mi
Florence, KY
74 mi away
Fair Deal
$61,590
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