Best Pickup Trucks For Sale inWinter Park, FL
1,248 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,100
- Stock #:
- N581868A
- VIN:
- 1C6SRFJT0PN581868
Sponsored by Napleton Chrysler Jeep Dodge Ram Clermont
2023 RAM 1500
Laramie Crew Cab 4WD
30,100 mi
Clermont, FL
22 mi away
Good Deal
$42,564
- Year:
- 2021
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Biodiesel
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Biodiesel
- Interior color:
- Red (Copper)
- Transmission:
- Automatic
- Mileage:
- 95,135
- Stock #:
- 763179
- VIN:
- 1C6SRFKM7MN763179
New arrival
Sponsored Listing
2021 RAM 1500
Limited Longhorn Crew Cab 4WD
95,135 mi
Orlando, FL
5 mi away
Fair Deal
$35,388
- Year:
- 2023
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 159 hp 2.7L I4
- Exterior color:
- Barcelona Red Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/Red
- Transmission:
- 6-Speed Automatic
- Mileage:
- 55,337
- Stock #:
- 39090371
- VIN:
- 3TYAX5GN7PT090371
Price drop
-$2,000
Sponsored Listing
2023 Toyota Tacoma
SR5 I4 Double Cab RWD
55,337 mi
Lake Wales, FL
49 mi away
Great Deal
$28,648
$26,648
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,374
- Stock #:
- 62317A1
- VIN:
- 1GCPSCEK1P1265261
2023 Chevrolet Colorado
LT Crew Cab RWD
16,374 mi
Orlando, FL
3 mi away
Great Deal
$29,496
- Year:
- 2021
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 5L V8 Flex Fuel Vehicle
- Exterior color:
- Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 57,807
- Stock #:
- FB74918T
- VIN:
- 1FTFW1E54MFB74918
New arrival
2021 Ford F-150
XLT SuperCrew 4WD
57,807 mi
Deland, FL
26 mi away
Fair Deal
$36,876
- Year:
- 2022
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 310 hp 3.8L V6
- Exterior color:
- Deep Blue Pearl
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Charcoal)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 49,503
- Stock #:
- 690310A
- VIN:
- 1N6ED1EJ5NN663377
Price drop
-$1,990
2022 Nissan Frontier
SV Crew Cab RWD
49,503 mi
Longwood, FL
9 mi away
Great Deal
$24,455
$22,465
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 49,927
- Stock #:
- 235486T
- VIN:
- 3GCUDCED7PG235486
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,927 mi
Orlando, FL
16 mi away
Great Deal
$37,998
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 34,767
- Stock #:
- 265851
- VIN:
- 1GCPYFED0MZ227745
Price drop
-$1,500
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
34,767 mi
Winter Haven, FL
47 mi away
Good Deal
$39,986
$38,486
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,033
- Stock #:
- Z363779T
- VIN:
- 1GCUYDED7MZ363779
New arrival
2021 Chevrolet Silverado 1500
LT Crew Cab 4WD
62,033 mi
Deland, FL
26 mi away
Good Deal
$32,183
- Year:
- 2021
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- 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:
- 52,238
- Stock #:
- 628774T
- VIN:
- 1C6RREJT2MN628774
New arrival
2021 RAM 1500
Laramie Crew Cab RWD
52,238 mi
Orlando, FL
16 mi away
Good Deal
$32,598
- Year:
- 2023
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,311
- Stock #:
- 1121PR0050
- VIN:
- 1C6RR6ST9PS563545
2023 RAM 1500
Classic Tradesman Crew Cab RWD
47,311 mi
Leesburg, FL
33 mi away
Good Deal
$27,975
- 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:
- 73,139
- Stock #:
- NZ558648
- VIN:
- 1GCPABEK6NZ558648
New arrival
2022 Chevrolet Silverado 1500
Custom Crew Cab RWD
73,139 mi
Orlando, FL
9 mi away
Good Deal
$26,361
- Year:
- 2023
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- 2023 Ford Maverick Lariat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Onyx
- Transmission:
- Automatic
- Mileage:
- 13,930
- Stock #:
- FT1457A
- VIN:
- 3FTTW8F94PRA72054
Price drop
-$1,022
2023 Ford Maverick
Lariat SuperCrew AWD
13,930 mi
Daytona Beach, FL
45 mi away
Great Deal
$30,785
$29,763
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 3.5L V6
- Exterior color:
- Agate Black Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 45,310
- Stock #:
- PFB69089
- VIN:
- 1FTFW1E81PFB69089
New arrival
2023 Ford F-150
XLT SuperCrew 4WD
45,310 mi
Saint Cloud, FL
25 mi away
Fair Deal
$39,900
- Year:
- 2021
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 3.5L V6 Hybrid
- Exterior color:
- Agate Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Hybrid
- Interior color:
- Java
- Transmission:
- Automatic
- Mileage:
- 47,990
- Stock #:
- ED95275D
- VIN:
- 1FTFW1ED1MFB23920
New arrival
2021 Ford F-150
King Ranch SuperCrew 4WD
47,990 mi
Clermont, FL
24 mi away
Fair Deal
$46,236
- Year:
- 2022
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 50,421
- Stock #:
- 151130
- VIN:
- 1GCHSCEA7N1151130
2022 Chevrolet Colorado
LT Extended Cab RWD
50,421 mi
Sanford, FL
11 mi away
Fair Deal
$20,694
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- White Frost Tricoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Atmosphere/Brownstone
- Transmission:
- Automatic
- Mileage:
- 27,170
- Stock #:
- G232021T
- VIN:
- 3GTUUGEL5PG232021
New arrival
2023 GMC Sierra 1500
Denali Crew Cab 4WD
27,170 mi
Deland, FL
26 mi away
Good Deal
$51,876
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 450 hp 3.5L V6
- Exterior color:
- Avalanche
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,598
- Stock #:
- FA92643A
- VIN:
- 1FTFW1RG6PFC64684
New arrival
2023 Ford F-150
Raptor SuperCrew 4WD
37,598 mi
Clermont, FL
24 mi away
Fair Deal
$70,076
- 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, Leather-Appointed Front Seat Trim
- Transmission:
- Automatic
- Mileage:
- 78,938
- Stock #:
- U690A
- VIN:
- 1GCPYFEDXNZ137147
Price drop
-$1,271
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
78,938 mi
Fruitland Park, FL
40 mi away
Good Deal
$34,487
$33,216
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,340
- Stock #:
- Y504454B
- VIN:
- 1C6HJTFG5PL556648
2023 Jeep Gladiator
Overland Crew Cab 4WD
17,340 mi
Leesburg, FL
33 mi away
Good Deal
$35,835
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Light Frost Beige/Black)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,437
- Stock #:
- A1001R
- VIN:
- 1C6SRFKTXNN432220
Price drop
-$802
2022 RAM 1500
Limited Longhorn Crew Cab 4WD
94,437 mi
Orlando, FL
12 mi away
Good Deal
$33,797
$32,995
- Year:
- 2022
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 450 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Mileage:
- 60,115
- Stock #:
- TNFA83759
- VIN:
- 1FTFW1RG8NFA83759
2022 Ford F-150
Raptor SuperCrew 4WD
60,115 mi
Clermont, FL
20 mi away
Fair Deal
$59,719
- Year:
- 2023
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Mileage:
- 20,982
- Stock #:
- KPRA53957
- VIN:
- 3FTTW8F96PRA53957
2023 Ford Maverick
Lariat SuperCrew AWD
20,982 mi
Clermont, FL
20 mi away
Great Deal
$28,319
- Year:
- 2022
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 3.5L V6 Hybrid
- Exterior color:
- Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 94,715
- Stock #:
- B54960
- VIN:
- 1FTFW1ED1NFB54960
Sponsored Listing
2022 Ford F-150
XLT SuperCrew 4WD
94,715 mi
Apopka, FL
10 mi away
Fair Deal
$32,250
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