Best Pickup Trucks For Sale in Winter Park, FL

2021 Toyota Tacoma

SR I4 Access Cab RWD

70,813 miles

$17,999

Good Deal

Orlando, FL

9 mi away

Year:: 2021
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 159 hp 2.7L I4
Exterior color:: Super White
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Cement
Transmission:: Automatic
Mileage:: 70,813
Stock number:: 156076
VIN:: 3TYRX5GN1MT012814

Sponsored

2023 Honda Ridgeline

RTL-E AWD

37,025 miles

$28,499

Good Deal

Orlando, FL

12 mi away

Year:: 2023
Make:: Honda
Model:: Ridgeline
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 280 hp 3.5L V6
Exterior color:: Patriot Blue Pearl
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: Automatic
Mileage:: 37,025
Stock number:: I012531
VIN:: 5FPYK3F74PB012531

Sponsored

2021 GMC Sierra 1500

SLT Crew Cab RWD

66,675 miles

$33,989

Fair Deal

Orlando, FL

3 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 355 hp 5.3L V8
Exterior color:: Brown
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 8-Speed Automatic
Mileage:: 66,675
Stock number:: 397355
VIN:: 3GTP8DED8MG397355

Sponsored

2023 Chevrolet Silverado 1500

Custom Crew Cab RWD

73,402 miles

$25,999

Good Deal

Orlando, FL

12 mi away

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 310 hp 2.7L I4
Exterior color:: Black
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic Overdrive
Mileage:: 73,402
Stock number:: 106547
VIN:: 1GCPABEK5PZ106547

2021 GMC Sierra 1500

AT4 Crew Cab 4WD

115,852 miles

$30,997

Good Deal

Orlando, FL

6 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: White
Fuel type:: Diesel
Interior color:: Black
Mileage:: 115,852
Stock number:: 203044
VIN:: 1GTU9EET2MZ203044

2023 Toyota Tacoma

TRD Sport Double Cab 4WD

25,020 miles

$35,430

Good Deal

Sanford, FL

13 mi away

Year:: 2023
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: Barcelona Red Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cement
Transmission:: 6-Speed Automatic
Mileage:: 25,020
Stock number:: TU304178A
VIN:: 3TYCZ5AN9PT121065

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

73,684 miles

$37,500

Good Deal

Leesburg, FL

33 mi away

Year:: 2022
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:: Automatic
Mileage:: 73,684
Stock number:: X9310A
VIN:: 1GCUYHED4NZ101825

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

23,806 miles

$35,555

Good Deal

Titusville, FL

33 mi away

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:: 23,806
Stock number:: PL547339
VIN:: 1C6JJTBG3PL547339

Preparing for a close up...

Photos coming soon

2021 Toyota Tacoma

SR5 I4 Access Cab RWD

12,947 miles

$26,395

Good Deal

Sanford, FL

13 mi away

Year:: 2021
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 159 hp 2.7L I4
Exterior color:: Magnetic Gray Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Cement
Transmission:: 6-Speed Automatic
Mileage:: 12,947
Stock number:: MT008425P
VIN:: 3TYRX5GN3MT008425

Preparing for a close up...

Photos coming soon

2023 Nissan Frontier

PRO-4X Crew Cab 4WD

6,768 miles

$32,888

Great Deal

Longwood, FL

9 mi away

Year:: 2023
Make:: Nissan
Model:: Frontier
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 3.8L V6
Exterior color:: Baja Storm
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Gray (Steel)
Transmission:: 9-Speed Automatic
Mileage:: 6,768
Stock number:: P5983
VIN:: 1N6ED1EK6PN634417

Preparing for a close up...

Photos coming soon

2022 GMC Canyon

Elevation Crew Cab RWD

69,539 miles

$22,988

Great Deal

Orlando, FL

4 mi away

Year:: 2022
Make:: GMC
Model:: Canyon
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 308 hp 3.6L V6
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 69,539
Stock number:: 244103
VIN:: 1GTG5CEN1N1244103

Preparing for a close up...

Photos coming soon

2023 Toyota Tacoma

TRD Sport Double Cab 4WD

30,727 miles

$35,445

Good Deal

Orlando, FL

14 mi away

Year:: 2023
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: Lunar Rock
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 30,727
Stock number:: VM632321
VIN:: 3TMCZ5AN9PM632321

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Limited Crew Cab RWD

63,743 miles

$35,588

Good Deal

New Smyrna Beach, FL

39 mi away

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:: 63,743
Stock number:: G176172A
VIN:: 1C6RREHT9NN267390

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Classic SLT Crew Cab RWD

64,117 miles

$19,999

Great Deal

Sanford, FL

13 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 305 hp 3.6L V6
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 64,117
Stock number:: O203367
VIN:: 1C6RR6LG0NS203367

Preparing for a close up...

Photos coming soon

2021 Ford F-150

Lariat SuperCrew 4WD

94,000 miles

$29,788

Great Deal

Deland, FL

26 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Carbonized Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black/Baja Tan
Transmission:: Automatic
Mileage:: 94,000
Stock number:: FB99226T
VIN:: 1FTFW1E89MFB99226

Preparing for a close up...

Photos coming soon

2023 Ford F-150

Platinum SuperCrew 4WD

21,341 miles

$51,325

Great Deal

Clermont, FL

24 mi away

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:: Star White Metallic Tri-Coat
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 21,341
Stock number:: OA51878
VIN:: 1FTFW1E88PFA51878

Preparing for a close up...

Photos coming soon

2021 Ford F-250 Super Duty

Lariat Crew Cab 4WD

97,551 miles

$41,852

Fair Deal

Clermont, FL

24 mi away

Year:: 2021
Make:: Ford
Model:: F-250 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:: Carbonized Gray Metallic
Fuel type:: Flex Fuel Vehicle
Interior color:: Black/Dark Marsala
Transmission:: 6-Speed Automatic
Mileage:: 97,551
Stock number:: IC87190A
VIN:: 1FT7W2B62MEC57180

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Classic SLT Crew Cab RWD

46,173 miles

$21,499

Great Deal

Certified Pre-Owned

Orlando, FL

12 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
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:: 46,173
Stock number:: S185428
VIN:: 1C6RR6LG1NS185428

Preparing for a close up...

Photos coming soon

2021 Ford F-150

Lariat SuperCrew 4WD

51,081 miles

$37,270

Great Deal

Cocoa, FL

38 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Race Red
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 51,081
Stock number:: DPT1224
VIN:: 1FTFW1E83MKD37625

Preparing for a close up...

Photos coming soon

2021 Ford F-150

XLT SuperCrew 4WD

88,998 miles

$27,888

Good Deal

Deland, FL

26 mi away

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:: Oxford White
Combined gas mileage:: 24 MPG
Fuel type:: Hybrid
Interior color:: Medium Dark Slate
Transmission:: Automatic
Mileage:: 88,998
Stock number:: FA76070
VIN:: 1FTFW1ED7MFA76070

Preparing for a close up...

Photos coming soon

2022 Chevrolet Colorado

Z71 Crew Cab RWD

45,842 miles

$24,999

Great Deal

Saint Cloud, FL

25 mi away

Year:: 2022
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 308 hp 3.6L V6
Exterior color:: Gray (Satin Steel Metallic)
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 45,842
Stock number:: 134951T
VIN:: 1GCGSDEN0N1134951

Preparing for a close up...

Photos coming soon

2023 Nissan Frontier

PRO-X Crew Cab RWD

51,084 miles

$26,997

Great Deal

Davenport, FL

32 mi away

Year:: 2023
Make:: Nissan
Model:: Frontier
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 310 hp 3.8L V6
Exterior color:: Baja Storm
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black (Charcoal)
Transmission:: 9-Speed Automatic
Mileage:: 51,084
Stock number:: 48847A
VIN:: 1N6ED1EJ8PN628335

Preparing for a close up...

Photos coming soon

2022 Chevrolet Colorado

LT Crew Cab 4WD

36,401 miles

$26,488

Great Deal

Deland, FL

26 mi away

Year:: 2022
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Summit White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 36,401
Stock number:: 1151339T
VIN:: 1GCGTCEN6N1151339

Preparing for a close up...

Photos coming soon

2021 Chevrolet Colorado

Work Truck Crew Cab RWD

101,408 miles

$17,999

Fair Deal

Daytona Beach, FL

47 mi away

Year:: 2021
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 200 hp 2.5L I4
Exterior color:: Gray
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 6-Speed Automatic
Mileage:: 101,408
Stock number:: 275007
VIN:: 1GCGSBEA8M1275007

Sponsored