Best Pickup Trucks For Sale in Winter Park, FL

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2023 Chevrolet Silverado 1500

Custom Crew Cab 4WD

37,774 miles

$33,788

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
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:: 37,774
Stock #:: G112959P
VIN:: 3GCPDBEK4PG112959

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2023 Ford F-150

XLT SuperCrew 4WD

28,453 miles

$45,900

Year:: 2023
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:: Oxford White
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 28,453
Stock #:: PKD37873
VIN:: 1FTFW1E58PKD37873

2023 Ford F-150

XLT SuperCrew RWD

66,343 miles

$29,499

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 400 hp 5L V8 Flex Fuel Vehicle
Exterior color:: Gray
Combined gas mileage:: 21 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Gray
Transmission:: Automatic
Mileage:: 66,343
Stock #:: 7W8K44
VIN:: 1FTEW1C52PKD33459

2021 RAM 1500

Big Horn Crew Cab RWD

23,045 miles

$28,988

Year:: 2021
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:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 23,045
Stock #:: G217253A
VIN:: 1C6RREFG1MN711172

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

55,294 miles

$29,499

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:: Hydro Blue Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 55,294
Stock #:: D20138
VIN:: 1C6JJTBG6ML503539

2023 Chevrolet Silverado 1500

Custom Crew Cab 4WD

60,334 miles

$31,799

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 60,334
Stock #:: 264167T
VIN:: 1GCPDBEK7PZ264167

2023 Chevrolet Silverado 1500

Custom Crew Cab 4WD

37,774 miles

$33,788

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
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:: 37,774
Stock #:: G112959P
VIN:: 3GCPDBEK4PG112959

2023 Chevrolet Colorado

Trail Boss Crew Cab 4WD

43,219 miles

$31,685

Year:: 2023
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Harvest Bronze Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black Evotex Seat Trim
Transmission:: 8-Speed Automatic
Mileage:: 43,219
Stock #:: 35427AT
VIN:: 1GCPTEEK4P1173733

2022 Jeep Gladiator

Overland Crew Cab 4WD

62,634 miles

$24,288

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:: Gray
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 62,634
Stock #:: NL112427
VIN:: 1C6HJTFG9NL112427

2021 Chevrolet Silverado 1500

Custom Crew Cab RWD

107,224 miles

$18,911

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 310 hp 2.7L I4
Exterior color:: Cherry Red Tintcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 107,224
Stock #:: SW630104B
VIN:: 1GCPWBEK1MZ252201

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2021 Chevrolet Colorado

ZR2 Crew Cab 4WD

68,650 miles

$28,999

Year:: 2021
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Gray (Satin Steel Metallic)
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 68,650
Stock #:: 139202T
VIN:: 1GCGTEEN4M1139202

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2021 GMC Sierra 1500

Denali Crew Cab RWD

70,228 miles

$32,353

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 355 hp 5.3L V8
Exterior color:: Onyx Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 70,228
Stock #:: MG207253A
VIN:: 3GTP8FED0MG207253

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2022 Chevrolet Colorado

Z71 Crew Cab 4WD

32,844 miles

$30,911

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:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 32,844
Stock #:: SN578344A
VIN:: 1GCGTDEN4N1177427

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2022 Ford Maverick

Lariat SuperCrew AWD

67,844 miles

$23,900

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:: Desert Brown
Transmission:: 8-Speed Automatic
Mileage:: 67,844
Stock #:: NRA75380
VIN:: 3FTTW8F93NRA75380

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2021 Chevrolet Silverado 1500

LT Crew Cab RWD

86,618 miles

$22,930

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 355 hp 5.3L V8
Exterior color:: White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 86,618
Stock #:: L-247483
VIN:: 1GCPWCED2MZ247483

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2022 RAM 1500

Laramie Crew Cab 4WD

90,364 miles

$31,026

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:: Patriot Blue Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 90,364
Stock #:: 36100AT
VIN:: 1C6SRFRT4NN133523

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2023 Chevrolet Colorado

Trail Boss Crew Cab 4WD

51,200 miles

$30,688

Year:: 2023
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Glacier Blue Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 51,200
Stock #:: VM206668
VIN:: 1GCPTEEKXP1206668

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2023 Toyota Tacoma

TRD Off Road Double Cab RWD

41,178 miles

$32,500

Year:: 2023
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 278 hp 3.5L V6
Exterior color:: Black
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 41,178
Stock #:: TH562554B
VIN:: 3TMAZ5CN8PM210108

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2023 Ford Maverick

XLT SuperCrew FWD

43,754 miles

$23,490

Year:: 2023
Make:: Ford
Model:: Maverick
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 2.5L I4 Hybrid
Exterior color:: Cactus Gray
Combined gas mileage:: 37 MPG
Fuel type:: Hybrid
Interior color:: Blue (Navy Pier / Medium Slate)
Transmission:: Continuously Variable Transmission
Mileage:: 43,754
Stock #:: H20766A
VIN:: 3FTTW8E37PRA27980

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2022 RAM 1500

Classic Tradesman LB 4WD

96,493 miles

$16,490

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 2 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: White
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 8-Speed Automatic
Mileage:: 96,493
Stock #:: 258981
VIN:: 3C6JR7DG6NG258981

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2022 RAM 1500

Big Horn Quad Cab 4WD

63,382 miles

$27,988

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:: White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 63,382
Stock #:: NN165147
VIN:: 1C6SRFBT5NN165147

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2022 Ford F-150

XLT SuperCrew 4WD

66,523 miles

$32,499

Year:: 2022
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:: 66,523
Stock #:: N229316A
VIN:: 1FTFW1E87NFC06143

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2022 Jeep Gladiator

Sport Crew Cab 4WD

40,511 miles

$25,879

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:: Black Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 40,511
Stock #:: VM127664
VIN:: 1C6JJTAG9NL127664

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2022 RAM 1500

Classic Tradesman Crew Cab RWD

93,259 miles

$21,500

Good Deal

$417/mo est.

Manufacturer certified

Winter Haven, FL

47 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:: Hydro Blue Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 93,259
Stock #:: U161072B
VIN:: 3C6RR6KT7NG172432

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Best Pickup Trucks For Sale in Winter Park, FL

2023 Chevrolet Silverado 1500

$33,788

2023 Ford F-150

$45,900

2023 Ford F-150

$29,499

2021 RAM 1500

$28,988

2021 Jeep Gladiator

$29,499

2023 Chevrolet Silverado 1500

$31,799

2023 Chevrolet Silverado 1500

$33,788

2023 Chevrolet Colorado

$31,685

2022 Jeep Gladiator

$24,288

2021 Chevrolet Silverado 1500

$18,911

2021 Chevrolet Colorado

$28,999

2021 GMC Sierra 1500

$32,353

2022 Chevrolet Colorado

$30,911

2022 Ford Maverick

$23,900

2021 Chevrolet Silverado 1500

$22,930

2022 RAM 1500

$31,026

2023 Chevrolet Colorado

$30,688

2023 Toyota Tacoma

$32,500

2023 Ford Maverick

$23,490

2022 RAM 1500

$16,490

2022 RAM 1500

$27,988

2022 Ford F-150

$32,499

2022 Jeep Gladiator

$25,879

2022 RAM 1500

$21,500

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