Diesel Trucks for Sale inWinchester, KY
2,468 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2025
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 26,889
- Stock #:
- G20533
- VIN:
- 1GTUUGE86SZ179592
Sponsored by Jake Sweeney Chevrolet
2025 GMC Sierra 1500
Denali Crew Cab 4WD
26,889 mi
Cincinnati, OH
91 mi away
Good Deal
$56,321
- Year:
- 2022
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 89,475
- Stock #:
- R7601
- VIN:
- 1GC4YNEY0NF221463
New arrival
Sponsored Listing
2022 Chevrolet Silverado 2500HD
LT Crew Cab 4WD
89,475 mi
Lexington, KY
17 mi away
Good Deal
$41,655
- 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:
- Cocoa/Dune
- Transmission:
- 6-Speed Automatic
- Mileage:
- 64,315
- Stock #:
- 121925
- VIN:
- 1GC1KTEYXKF121925
Sponsored Listing
2019 Chevrolet Silverado 2500HD
LTZ Crew Cab 4WD
64,315 mi
Richmond, KY
17 mi away
Fair Deal
$51,098
- Year:
- 2014
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 350 hp 6.7L I6 Diesel
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 153,272
- Stock #:
- 26402A
- VIN:
- 3C6UR5FL9EG241250
New arrival
2014 RAM 2500
Laramie Crew Cab 4WD
153,272 mi
Shelbyville, KY
61 mi away
Great Deal
$27,999
- Year:
- 2019
- 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:
- Black Metallic
- Fuel type:
- Biodiesel
- Interior color:
- Medium Earth Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 136,845
- Stock #:
- B3409
- VIN:
- 1FT8W3BT1KEG41514
New arrival
2019 Ford F-350 Super Duty
XLT Crew Cab 4WD
136,845 mi
Crittenden, KY
58 mi away
Fair Deal
$36,994
- Year:
- 2022
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 27,447
- Stock #:
- 6039B
- VIN:
- 1GC4YPEY7NF307882
2022 Chevrolet Silverado 2500HD
LTZ Crew Cab 4WD
27,447 mi
Somerset, KY
70 mi away
Fair Deal
$60,399
- 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:
- Onyx Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black with Kalahari accents
- Transmission:
- Automatic
- Mileage:
- 94,572
- Stock #:
- NG560931
- VIN:
- 3GTUUEET5NG560931
2022 GMC Sierra 1500
AT4 Crew Cab 4WD
94,572 mi
Nicholasville, KY
21 mi away
Great Deal
$34,999
- Year:
- 2012
- Make:
- RAM
- Model:
- 3500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 350 hp 6.7L I6 Diesel
- Exterior color:
- White
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 134,070
- Stock #:
- 343131
- VIN:
- 3C63D3NL0CG343131
New arrival
2012 RAM 3500
Laramie Limited Mega Cab 4WD
134,070 mi
Junction City, KY
44 mi away
Great Deal
$29,320
- Year:
- 2020
- Make:
- GMC
- Model:
- Sierra 3500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.6L V8 Biodiesel
- Exterior color:
- White
- Fuel type:
- Biodiesel
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 51,371
- Stock #:
- G20514
- VIN:
- 1GT49WEY8LF215040
2020 GMC Sierra 3500HD
Denali Crew Cab 4WD
51,371 mi
Cincinnati, OH
91 mi away
Good Deal
$56,386
- Year:
- 2020
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 250 hp 3L V6 Biodiesel
- Exterior color:
- Oxford White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 60,417
- Stock #:
- W1859
- VIN:
- 1FTFW1E16LFC42289
2020 Ford F-150
Lariat SuperCrew 4WD
60,417 mi
Hazard, KY
71 mi away
Great Deal
$29,895
- Year:
- 2015
- Make:
- RAM
- Model:
- 3500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 350 hp 6.7L I6 Diesel
- Exterior color:
- Bright White Clearcoat
- Fuel type:
- Diesel
- Interior color:
- Diesel Gray/Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 188,940
- Stock #:
- FG602752A
- VIN:
- 3C63R3CL1FG602752
2015 RAM 3500
Tradesman Crew Cab 4WD
188,940 mi
Campbellsville, KY
78 mi away
Fair Deal
$21,702
- Year:
- 2017
- Make:
- Chevrolet
- Model:
- Silverado 3500HD
- 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:
- Dark Ash/Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 42,771
- Stock #:
- 235949
- VIN:
- 1GC4KYCY5HF235949
2017 Chevrolet Silverado 3500HD
Work Truck Crew Cab 4WD
42,771 mi
Richmond, KY
18 mi away
Fair Deal
$42,688
- Year:
- 2025
- 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:
- Pearl
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 8,091
- Stock #:
- PR7518
- VIN:
- 1GC4KREY7SF185811
New arrival
2025 Chevrolet Silverado 2500HD
High Country Crew Cab 4WD
8,091 mi
Lexington, KY
17 mi away
Good Deal
$73,777
- 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:
- 38,500
- Stock #:
- 7136B
- VIN:
- 3C63RRLL1NG335114
2022 RAM 3500
Big Horn Mega Cab DRW 4WD
38,500 mi
Hazard, KY
76 mi away
Fair Deal
$57,399
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.6L V8 Biodiesel
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 27,213
- Stock #:
- 63PF167334T1
- VIN:
- 1GT49REY4PF167334
Price drop
-$1,884
2023 GMC Sierra 2500HD
Denali Crew Cab 4WD
27,213 mi
Cincinnati, OH
83 mi away
Fair Deal
$66,560
$64,676
- 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:
- Summit White
- Fuel type:
- Biodiesel
- Interior color:
- Cocoa/Dune
- Transmission:
- 6-Speed Automatic
- Mileage:
- 137,164
- Stock #:
- HF139212
- VIN:
- 1GC1KWEY5HF139212
2017 Chevrolet Silverado 2500HD
LTZ Crew Cab 4WD
137,164 mi
Campbellsville, KY
78 mi away
Good Deal
$38,199
- 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
Good Deal
$44,898
- 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:
- Diesel Gray/Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 58,883
- Stock #:
- CU11215N
- VIN:
- 3C63RRHL9NG416029
2022 RAM 3500
Big Horn Crew Cab LB DRW 4WD
58,883 mi
Louisville, KY
83 mi away
Good Deal
$50,795
- Year:
- 2019
- Make:
- Nissan
- Model:
- Titan
- Body type:
- Pickup Truck
- Engine:
- 310 hp 5L V8 Diesel
- Exterior color:
- Gray (Magnetic Black)
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 89,291
- Stock #:
- U507692
- VIN:
- 1N6BA1F41KN507692
2019 Nissan Titan
89,291 mi
Lexington, KY
19 mi away
Fair Deal
$27,604
- Year:
- 2020
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Cardinal Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 158,144
- Stock #:
- P1201A
- VIN:
- 3GTU9DET6LG277513
2020 GMC Sierra 1500
SLT Crew Cab 4WD
158,144 mi
Middlesboro, KY
99 mi away
Fair Deal
$26,399
- 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:
- 63,790
- Stock #:
- PZ299014
- VIN:
- 1GTUUEE82PZ299014
2023 GMC Sierra 1500
AT4 Crew Cab 4WD
63,790 mi
Cincinnati, OH
90 mi away
Good Deal
$44,248
- Year:
- 2022
- Make:
- RAM
- Model:
- 3500 Chassis
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 360 hp 6.7L I6 Diesel
- Exterior color:
- Delmonico Red Pearlcoat
- Fuel type:
- Diesel
- Interior color:
- Diesel Gray/Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 80,642
- Stock #:
- 6932B
- VIN:
- 3C7WRTCL3NG122834
2022 RAM 3500 Chassis
Tradesman Crew Cab DRW 4WD
80,642 mi
Hazard, KY
76 mi away
Good Deal
$41,399
- 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
-$1,222
2021 Jeep Gladiator
Willys Crew Cab 4WD
50,039 mi
Grayson, KY
72 mi away
Good Deal
$33,188
$31,966
- Year:
- 2022
- Make:
- GMC
- Model:
- Sierra 3500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.6L V8 Biodiesel
- Exterior color:
- Onyx Black
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 44,158
- Stock #:
- 3947P
- VIN:
- 1GT49WEY0NF345476
New arrival
Sponsored Listing
2022 GMC Sierra 3500HD
Denali Crew Cab 4WD
44,158 mi
Maysville, KY
49 mi away
Good Deal
$58,898
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