Best Pickup Trucks For Sale inWindsor, KY
1,499 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Crystal Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,079
- Stock #:
- P460709
- VIN:
- 1C6SRFFT3NN460709
Sponsored by Hyundai of Cookeville
2022 RAM 1500
Big Horn Crew Cab 4WD
46,079 mi
Cookeville, TN
79 mi away
Great Deal
$32,280
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,712
- Stock #:
- S3751
- VIN:
- 1C6RRFFG1NN401613
Sponsored Listing
2022 RAM 1500
Big Horn Crew Cab 4WD
31,712 mi
Oak Ridge, TN
86 mi away
Fair Deal
$34,488
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,151
- Stock #:
- PN630889A
- VIN:
- 1C6SRFHT5PN630889
New arrival
Sponsored Listing
2023 RAM 1500
Limited Crew Cab 4WD
81,151 mi
Lexington, KY
65 mi away
Fair Deal
$39,533
- 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:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,591
- Stock #:
- 549402
- VIN:
- 1C6HJTAG0ML549402
2021 Jeep Gladiator
Willys Crew Cab 4WD
71,591 mi
Richmond, KY
55 mi away
Good Deal
$26,700
- Year:
- 2023
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 310 hp 3.8L V6
- Exterior color:
- Tactical Green Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Steel)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 13,984
- Stock #:
- 15034
- VIN:
- 1N6ED1EJ6PN615034
2023 Nissan Frontier
PRO-X Crew Cab RWD
13,984 mi
Richmond, KY
55 mi away
Good Deal
$31,400
- Year:
- 2022
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- Oxford White
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Onyx/Dark Slate
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,100
- Stock #:
- 3703
- VIN:
- 3FTTW8F98NRA94992
2022 Ford Maverick
XL SuperCrew AWD
12,100 mi
Sparta, TN
90 mi away
Good Deal
$25,149
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 25,485
- Stock #:
- 8HNBPF
- VIN:
- 3GCUDEED0PG271337
2023 Chevrolet Silverado 1500
RST Crew Cab 4WD
25,485 mi
Nicholasville, KY
59 mi away
Good Deal
$40,898
- Year:
- 2023
- Make:
- GMC
- Model:
- Canyon
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Volcanic Red Tintcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Timber
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,805
- Stock #:
- PR6496
- VIN:
- 1GTP6DEK3P1164717
2023 GMC Canyon
AT4 Crew Cab 4WD
29,805 mi
Lexington, KY
68 mi away
Good Deal
$38,627
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Summit White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 115,296
- Stock #:
- G11477A
- VIN:
- 3GCPWBEK1MG185325
2021 Chevrolet Silverado 1500
Custom Crew Cab RWD
115,296 mi
Leitchfield, KY
78 mi away
Great Deal
$19,782
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,933
- Stock #:
- 16263
- VIN:
- 1C6SRFBT0NN163418
2022 RAM 1500
Big Horn Quad Cab 4WD
58,933 mi
Nicholasville, KY
57 mi away
Fair Deal
$32,087
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,845
- Stock #:
- PB8481
- VIN:
- 1C6RR7LT6MS596941
Price drop
-$1,776
2021 RAM 1500
Classic SLT Crew Cab 4WD
30,845 mi
Frankfort, KY
72 mi away
Good Deal
$32,871
$31,095
- Year:
- 2022
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- Oxford White
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Onyx/Dark Slate
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,597
- Stock #:
- 3F07559
- VIN:
- 3FTTW8F92NRA89030
2022 Ford Maverick
XL SuperCrew AWD
13,597 mi
Crossville, TN
81 mi away
Fair Deal
$25,556
- 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:
- 36,456
- Stock #:
- P0002
- VIN:
- 1C6HJTAG5ML539027
New arrival
2021 Jeep Gladiator
Willys Crew Cab 4WD
36,456 mi
Middlesboro, KY
76 mi away
Good Deal
$29,858
- 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:
- Ivory White Tri-Coat Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 79,206
- Stock #:
- 146237
- VIN:
- 1C6SRFJT8NN146237
2022 RAM 1500
Laramie Crew Cab 4WD
79,206 mi
Mt Sterling, KY
82 mi away
Great Deal
$31,281
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Avalanche
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Sport Cloth
- Transmission:
- Automatic
- Mileage:
- 46,515
- Stock #:
- F471
- VIN:
- 1FTEW1EP6PKE06024
2023 Ford F-150
XLT SuperCrew 4WD
46,515 mi
Middlesboro, KY
76 mi away
Good Deal
$37,185
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Shadow Gray Metallic
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 31,032
- Stock #:
- NZ119116P
- VIN:
- 1GCPYFEL9NZ119116
Price drop
-$2,606
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
31,032 mi
Lexington, KY
65 mi away
Good Deal
$42,414
$40,607
- Year:
- 2023
- 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:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 52,819
- Stock #:
- 261802A
- VIN:
- 1GCUDDE84PZ276165
Price drop
-$2,163
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
52,819 mi
Knoxville, TN
96 mi away
Good Deal
$39,295
$37,132
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,165
- Stock #:
- NN134051A
- VIN:
- 1C6SRFLT4NN134051
2022 RAM 1500
Rebel Crew Cab 4WD
87,165 mi
Knoxville, TN
97 mi away
Great Deal
$34,398
- 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:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 107,308
- Stock #:
- P9443A
- VIN:
- 1C6JJTEG8NL105374
Price drop
-$1,000
2022 Jeep Gladiator
Mojave Crew Cab 4WD
107,308 mi
Lenoir City, TN
99 mi away
Good Deal
$27,699
$26,699
- Year:
- 2023
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,076
- Stock #:
- 17720
- VIN:
- 1C6RRFFG8PN517720
2023 RAM 1500
Big Horn Crew Cab 4WD
50,076 mi
Richmond, KY
55 mi away
Fair Deal
$32,700
- Year:
- 2021
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Pacific Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Dark Walnut/Dark Ash Gray
- Transmission:
- Automatic
- Mileage:
- 72,402
- Stock #:
- 09690
- VIN:
- 1GTU9CED5MZ109690
2021 GMC Sierra 1500
Elevation Crew Cab 4WD
72,402 mi
Richmond, KY
55 mi away
Good Deal
$32,700
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,331
- Stock #:
- E7674A
- VIN:
- 1C6SRFFT8PN541546
Price drop
-$3,000
2023 RAM 1500
Big Horn Crew Cab 4WD
52,331 mi
Hazard, KY
94 mi away
Good Deal
$36,895
$33,895
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- High Velocity Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,016
- Stock #:
- 116041W
- VIN:
- 1C6JJTBG6PL552549
Price drop
-$3,456
2023 Jeep Gladiator
Rubicon Crew Cab 4WD
21,016 mi
Knoxville, TN
96 mi away
Great Deal
$36,743
$33,287
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Silver Zynith Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,075
- Stock #:
- S3710
- VIN:
- 1C6JJTEG3PL583382
Sponsored Listing
2023 Jeep Gladiator
Mojave Crew Cab 4WD
23,075 mi
Oak Ridge, TN
86 mi away
Good Deal
$37,488
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