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Diesel Trucks for Sale in Winchester, KY

2,605 results

Year:
2026
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:
Black
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
20,293
Stock #:
G20375
VIN:
1GT4UPEY3TF110474
Black 2026 GMC Sierra 2500HD AT4 Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Jake Sweeney Chevrolet

Sponsored by Jake Sweeney Chevrolet

2026 GMC Sierra 2500HD

AT4 Crew Cab 4WD

20,293 mi

Cincinnati, OH
91 mi away
Fair Deal

$78,347

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:
Cardinal Red
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
4,663
Stock #:
G8938
VIN:
1GT4UMEY8SF368910
Cardinal Red 2025 GMC Sierra 2500HD SLE Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2025 GMC Sierra 2500HD

SLE Crew Cab 4WD

4,663 mi

Georgetown, KY
25 mi away
Good Deal

$63,137

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
Glacier Gray Metallic TriCoat 2025 Ford F-350 Super Duty Chassis Lariat Crew Cab DRW 4WD Pickup Truck Four-Wheel Drive Automatic

 

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:
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:
Blue
Fuel type:
Diesel
Interior color:
Gray
Transmission:
Automatic
Mileage:
152,926
Stock #:
145543
VIN:
3C6UR5DL8JG145543
Blue 2018 RAM 2500 SLT Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2018 RAM 2500

SLT Crew Cab 4WD

152,926 mi

Nicholasville, KY
21 mi away
Good Deal

$28,478

Year:
2021
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:
135,226
Stock #:
P3061A
VIN:
1GC1YNEY1MF183596
Summit White 2021 Chevrolet Silverado 2500HD LT Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2021 Chevrolet Silverado 2500HD

LT Crew Cab 4WD

135,226 mi

Grayson, KY
72 mi away
Good Deal

$35,170

Year:
2012
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
400 hp 6.7L V8 Biodiesel
Fuel type:
Biodiesel
Transmission:
Automatic
Mileage:
64,895
Stock #:
QT26-077A
VIN:
1FT7W2BT1CEA23777
 2012 Ford F-250 Super Duty Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2012 Ford F-250 Super Duty

XLT Crew Cab 4WD

64,895 mi

Cincinnati, OH
83 mi away
Good Deal

$27,990

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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
93,336
Stock #:
P9274A
VIN:
3GCUYHET7MG209913
Black 2021 Chevrolet Silverado 1500 High Country Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2021 Chevrolet Silverado 1500

High Country Crew Cab 4WD

93,336 mi

Middlesboro, KY
97 mi away
Great Deal

$33,862

Year:
2023
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:
Gray
Transmission:
Automatic
Mileage:
86,640
Stock #:
23PG502860T1
VIN:
3C6UR5CL6PG502860
Black 2023 RAM 2500 Tradesman Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$2,500

 

2023 RAM 2500

Tradesman Crew Cab 4WD

86,640 mi

Fort Thomas, KY
76 mi away
Good Deal

$38,997

$36,497

Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Sterling Gray Metallic
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
25,829
Stock #:
R5431
VIN:
3GCUDFE89RG451220
Sterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

25,829 mi

Lexington, KY
17 mi away
Fair Deal

$50,500

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:
White
Fuel type:
Biodiesel
Interior color:
Dark Ash/Jet Black
Transmission:
6-Speed Automatic
Mileage:
88,612
Stock #:
A1505
VIN:
1GC1KWEY2HF160065
White 2017 Chevrolet Silverado 2500HD LTZ Crew Cab 4WD Pickup Truck Four-Wheel Drive 6-Speed Automatic
New arrival

 

2017 Chevrolet Silverado 2500HD

LTZ Crew Cab 4WD

88,612 mi

Grayson, KY
72 mi away
Fair Deal

$45,667

Year:
2019
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
450 hp 6.7L V8 Biodiesel
Fuel type:
Biodiesel
Transmission:
Automatic
Mileage:
84,696
Stock #:
C29321
VIN:
1FT7W2BT4KEC29321
 2019 Ford F-250 Super Duty XLT Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2019 Ford F-250 Super Duty

XLT Crew Cab 4WD

84,696 mi

Hamilton, OH
99 mi away
Fair Deal

$41,382

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:
Bright White Clearcoat
Fuel type:
Diesel
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
73,883
Stock #:
P6010
VIN:
3C6UR5NL0KG655417
Bright White Clearcoat 2019 RAM 2500 Laramie Mega Cab 4WD Pickup Truck Four-Wheel Drive 6-Speed Automatic
New arrival

 

2019 RAM 2500

Laramie Mega Cab 4WD

73,883 mi

Shelbyville, KY
61 mi away
Good Deal

$51,220

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:
Black
Transmission:
Automatic
Mileage:
123,841
Stock #:
6903781
VIN:
1GCUYHET1LZ131790
Black 2020 Chevrolet Silverado 1500 High Country Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2020 Chevrolet Silverado 1500

High Country Crew Cab 4WD

123,841 mi

Cincinnati, OH
87 mi away
Good Deal

$29,375

Year:
2016
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
440 hp 6.7L V8 Biodiesel
Exterior color:
Brown
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
196,219
Stock #:
C39135
VIN:
1FT7X2AT1GEB73683
Brown 2016 Ford F-250 Super Duty Lariat SuperCab Pickup Truck 4X2 Automatic
Price drop

-$2,000

 

2016 Ford F-250 Super Duty

Lariat SuperCab

196,219 mi

Cincinnati, OH
91 mi away
Good Deal

$18,386

$16,386

Year:
2018
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
350 hp 6.7L I6 Diesel
Fuel type:
Diesel
Transmission:
6-Speed Automatic
Mileage:
181,249
Stock #:
00121
VIN:
3C6UR5CL8JG416490
 2018 RAM 2500 Tradesman Crew Cab 4WD Pickup Truck Four-Wheel Drive 6-Speed Automatic

 

2018 RAM 2500

Tradesman Crew Cab 4WD

181,249 mi

Milford, OH
84 mi away
Fair Deal

$24,995

Year:
2015
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
240 hp 3L V6 Biodiesel
Exterior color:
Silver
Fuel type:
Biodiesel
Mileage:
130,820
Stock #:
10991
VIN:
1C6RR7WM0FS584923
Silver 2015 RAM 1500 Laramie Longhorn Crew Cab 4WD Pickup Truck Four-Wheel Drive

 

2015 RAM 1500

Laramie Longhorn Crew Cab 4WD

130,820 mi

Batavia, OH
75 mi away
Fair Deal

$17,495

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:
Dynamic Blue Metallic
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
58,266
Stock #:
BCTT063A
VIN:
3GTUUCET8NG555274
Dynamic Blue Metallic 2022 GMC Sierra 1500 Elevation Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,898

 

2022 GMC Sierra 1500

Elevation Crew Cab 4WD

58,266 mi

Pikeville, KY
96 mi away
Great Deal

$40,795

$38,897

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