Pickup Trucks for Sale in Winter Springs, FL
11,250 results
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 15,517
- Stock #:
- Z271003
- VIN:
- 1GCPKAEK0SZ271003
Sponsored by HGreg.com Orlando
2025 Chevrolet Silverado 1500
Work Truck Crew Cab 4WD
15,517 mi
Orlando, FL
17 mi away
Great Deal
$32,998
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black Clearcoat
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 39,433
- Stock #:
- L167760A
- VIN:
- 1C6JJTAG9NL175214
Sponsored Listing
2022 Jeep Gladiator
Sport Crew Cab 4WD
39,433 mi
Orlando, FL
19 mi away
Great Deal
$29,584
- Year:
- 2021
- Make:
- Ford
- Model:
- F-250 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.7L V8 Biodiesel
- Exterior color:
- Black Metallic
- Fuel type:
- Biodiesel
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 14,749
- Stock #:
- MED67241
- VIN:
- 1FT8W2BT6MED67241
Sponsored Listing
2021 Ford F-250 Super Duty
XLT Crew Cab 4WD
14,749 mi
Deland, FL
22 mi away
Good Deal
$53,898
- Year:
- 2022
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 73,942
- Stock #:
- NG165776
- VIN:
- 3C6UR5FJ8NG165776
Price drop
-$1,461
2022 RAM 2500
Laramie Crew Cab 4WD
73,942 mi
Orlando, FL
8 mi away
Good Deal
$42,240
$40,779
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 101,362
- Stock #:
- 186353
- VIN:
- 1C6HJTAG7LL186353
2020 Jeep Gladiator
Sport S Crew Cab 4WD
101,362 mi
Kissimmee, FL
28 mi away
Good Deal
$20,900
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- 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:
- 120,801
- Stock #:
- IA07019A
- VIN:
- 1C6RREJT7NN304110
Price drop
-$880
2022 RAM 1500
Laramie Crew Cab RWD
120,801 mi
Clermont, FL
29 mi away
Great Deal
$27,606
$26,726
- Year:
- 2012
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 365 hp 3.5L V6
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic
- Mileage:
- 162,942
- Stock #:
- 113
- VIN:
- 1FTFW1ET7CFB27394
New arrival
2012 Ford F-150
Lariat SuperCrew 4WD
162,942 mi
Kissimmee, FL
25 mi away
Great Deal
$9,995
- Year:
- 2026
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.7L I6 Diesel
- Exterior color:
- Gray
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10,350
- Stock #:
- TG175306
- VIN:
- 3C63R5DL3TG175306
New arrival
2026 RAM 2500
Big Horn Crew Cab 4WD
10,350 mi
Orlando, FL
8 mi away
Good Deal
$60,148
- 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,017
- Stock #:
- 117848T
- VIN:
- 1C6JJTBG8LL117848
New arrival
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
57,017 mi
Titusville, FL
29 mi away
Fair Deal
$30,995
- Year:
- 2015
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 282 hp 3.5L V6 Flex Fuel Vehicle
- Exterior color:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 110,065
- Stock #:
- D84894
- VIN:
- 1FTEW1C8XFKD84894
2015 Ford F-150
XLT SuperCrew
110,065 mi
Winter Haven, FL
47 mi away
Great Deal
$14,490
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 200 hp 2.5L I4
- Exterior color:
- White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 105,989
- Stock #:
- K1222500
- VIN:
- 1GCHSBEA0K1222500
Price drop
-$460
2019 Chevrolet Colorado
Work Truck Extended Cab LB RWD
105,989 mi
Orlando, FL
8 mi away
Great Deal
$14,308
$13,848
- Year:
- 2023
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 2.5L I4 Hybrid
- Exterior color:
- Chili Pepper Red
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Desert Brown
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 48,518
- Stock #:
- 3412226A
- VIN:
- 3FTTW8E30PRA34589
2023 Ford Maverick
Lariat SuperCrew FWD
48,518 mi
Leesburg, FL
34 mi away
Great Deal
$27,835
- Year:
- 2020
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 395 hp 5L V8 Flex Fuel Vehicle
- Exterior color:
- Silver Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 120,820
- Stock #:
- E24151T
- VIN:
- 1FTEW1C5XLKE24151
2020 Ford F-150
XLT SuperCrew RWD
120,820 mi
Titusville, FL
28 mi away
Fair Deal
$21,472
- Year:
- 2019
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 98,104
- Stock #:
- 574699
- VIN:
- 1C6RR6KT2KS574699
2019 RAM 1500
Classic Express Crew Cab RWD
98,104 mi
Orlando, FL
9 mi away
Good Deal
$19,789
- Year:
- 2024
- 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:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,697
- Stock #:
- 320130T
- VIN:
- 1GCPABEK8RZ320130
Price drop
-$1,579
2024 Chevrolet Silverado 1500
Custom Crew Cab RWD
21,697 mi
Orlando, FL
23 mi away
Good Deal
$35,742
$34,163
- 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:
- White
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 86,101
- Stock #:
- 250909
- VIN:
- 3GCUKTEC0GG250909
New arrival
2016 Chevrolet Silverado 1500
High Country Crew Cab 4WD
86,101 mi
Orlando, FL
9 mi away
Good Deal
$25,770
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,753
- Stock #:
- NZ553788
- VIN:
- 1GCPABEK8NZ553788
New arrival
2022 Chevrolet Silverado 1500
Custom Crew Cab RWD
33,753 mi
Kissimmee, FL
24 mi away
Good Deal
$31,876
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,096
- Stock #:
- 327949P
- VIN:
- 1GCPABEK0SZ327949
New arrival
2025 Chevrolet Silverado 1500
Custom Crew Cab RWD
10,096 mi
Orlando, FL
23 mi away
Good Deal
$37,182
- Year:
- 2022
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- White
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 83,675
- Stock #:
- A81941
- VIN:
- 3FTTW8E91NRA81941
2022 Ford Maverick
XL SuperCrew FWD
83,675 mi
Sanford, FL
5 mi away
Fair Deal
$19,550
- Year:
- 2022
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 389 hp 3.4L V6
- Exterior color:
- Lunar Rock
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 48,794
- Stock #:
- U645A
- VIN:
- 5TFLA5AB0NX016558
Price drop
-$996
2022 Toyota Tundra
SR5 CrewMax Cab RWD
48,794 mi
Fruitland Park, FL
41 mi away
Great Deal
$36,220
$35,224
- Year:
- 2022
- Make:
- Nissan
- Model:
- Titan
- Body type:
- Pickup Truck
- Engine:
- 400 hp 5.6L V8
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 15,921
- Stock #:
- 8HNRDL
- VIN:
- 1N6AA1CC3NN107032
New arrival
2022 Nissan Titan
15,921 mi
Orlando, FL
19 mi away
Great Deal
$28,999
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Oakwood Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,625
- Stock #:
- T198575
- VIN:
- 3GCUYEED5KG198575
New arrival
2019 Chevrolet Silverado 1500
RST Crew Cab 4WD
88,625 mi
Orlando, FL
18 mi away
Good Deal
$28,233
- Year:
- 2017
- Make:
- RAM
- Model:
- 3500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Brilliant Black Crystal Pearlcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 101,669
- Stock #:
- HG527099
- VIN:
- 3C63R3EJ9HG527099
New arrival
2017 RAM 3500
Laramie Crew Cab 4WD
101,669 mi
Kissimmee, FL
24 mi away
Great Deal
$29,875
- 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:
- White
- Fuel type:
- Biodiesel
- Interior color:
- COCOA/DUNE
- Transmission:
- Automatic
- Mileage:
- 96,873
- Stock #:
- 1194633A
- VIN:
- 1GC1KTEY3KF257975
Sponsored Listing
2019 Chevrolet Silverado 2500HD
LTZ Crew Cab 4WD
96,873 mi
New Smyrna Beach, FL
30 mi away
Fair Deal
$45,486
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