Best Pickup Trucks For Sale in Windermere, FL

2022 Ford F-250 Super Duty

Lariat Crew Cab 4WD

23,354 miles

$66,988

Fair Deal

Fruitland Park, FL

35 mi away

Year:: 2022
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:: Race Red
Fuel type:: Biodiesel
Interior color:: Baja
Transmission:: Automatic
Mileage:: 23,354
Stock number:: U515
VIN:: 1FT8W2BT8NEG33909

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2023 Chevrolet Silverado 1500

Work Truck Crew Cab 4WD

46,838 miles

$30,945

Good Deal

Sanford, FL

26 mi away

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:: Summit White
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 46,838
Stock number:: PZ219324
VIN:: 1GCUDAED5PZ219324

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2021 Ford F-250 Super Duty

Limited Crew Cab 4WD

48,040 miles

$65,900

Good Deal

Certified Pre-Owned

Saint Cloud, FL

23 mi away

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:: Agate Black Metallic
Fuel type:: Biodiesel
Interior color:: Brown (Highland Tan)
Transmission:: Automatic
Mileage:: 48,040
Stock number:: MED12681
VIN:: 1FT7W2BT7MED12681

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2022 Ford F-150

XLT SuperCrew 4WD

30,709 miles

$34,997

Great Deal

Certified Pre-Owned

Mount Dora, FL

25 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Carbonized Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 30,709
Stock number:: P6275
VIN:: 1FTEW1EP7NFB94627

2021 Chevrolet Silverado 1500

Custom Double Cab RWD

68,875 miles

$21,785

Good Deal

Winter Haven, FL

35 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 310 hp 2.7L I4
Exterior color:: Shadow Gray Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 68,875
Stock number:: 283016
VIN:: 1GCRWBEK6MZ283016

2023 RAM 1500

Laramie Crew Cab 4WD

71,986 miles

$31,249

Great Deal

Certified Pre-Owned

Orlando, FL

8 mi away

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:: Patriot Blue Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 71,986
Stock number:: N237709A
VIN:: 1C6SRFJT7PN631116

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2023 Chevrolet Colorado

Trail Boss Crew Cab 4WD

28,325 miles

$30,288

Great Deal

Deland, FL

38 mi away

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:: Sand Dune Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 28,325
Stock number:: 1191039T
VIN:: 1GCPTEEK1P1191039

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2022 GMC Sierra 1500

AT4 Crew Cab 4WD

45,054 miles

$46,734

Good Deal

Fruitland Park, FL

35 mi away

Year:: 2022
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Cayenne Red Tintcoat
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black W/Kalahari Accents
Transmission:: Automatic
Mileage:: 45,054
Stock number:: U422AR
VIN:: 3GTUUEET3NG613691

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2022 RAM 1500

Laramie Crew Cab RWD

60,785 miles

$29,555

Good Deal

Orlando, FL

19 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 260 hp 3L V6 Biodiesel
Exterior color:: Black
Combined gas mileage:: 27 MPG
Fuel type:: Biodiesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 60,785
Stock number:: NN337763
VIN:: 1C6RREJM7NN337763

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2022 Ford F-150

XLT SuperCrew 4WD

32,187 miles

$36,597

Great Deal

Certified Pre-Owned

Leesburg, FL

32 mi away

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:: Iconic Silver Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 32,187
Stock number:: ND60608
VIN:: 1FTFW1E86NKD60608

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2022 Jeep Gladiator

Mojave Crew Cab 4WD

44,370 miles

$29,682

Great Deal

Bartow, FL

44 mi away

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:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 44,370
Stock number:: R25119A
VIN:: 1C6JJTEG9NL103522

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2022 Chevrolet Silverado 1500

Custom Crew Cab RWD

96,679 miles

$21,687

Good Deal

Sanford, FL

26 mi away

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:: 96,679
Stock number:: NZ228479
VIN:: 1GCPWBEK1NZ228479

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2023 Ford F-150

XLT SuperCrew 4WD

31,809 miles

$31,899

Great Deal

Kissimmee, FL

14 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:: Silver Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 31,809
Stock number:: PFC68678
VIN:: 1FTFW1E80PFC68678

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2021 Chevrolet Silverado 1500

LT Crew Cab RWD

86,618 miles

$21,925

Great Deal

Orlando, FL

16 mi away

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 number:: L-247483
VIN:: 1GCPWCED2MZ247483

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2021 Chevrolet Silverado 1500

LT Crew Cab 4WD

134,021 miles

$20,000

Good Deal

Orlando, FL

15 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Red
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic Overdrive
Mileage:: 134,021
Stock number:: 221099
VIN:: 1GCPYDEK5MZ221099

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2023 RAM 1500

Tradesman Quad Cab RWD

42,435 miles

$22,899

Good Deal

Orlando, FL

12 mi away

Year:: 2023
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:: 42,435
Stock number:: 693732T
VIN:: 1C6SRECG6PN693732

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2023 RAM 2500

Tradesman Crew Cab 4WD

66,611 miles

$37,902

Good Deal

Orlando, FL

19 mi away

Year:: 2023
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 370 hp 6.7L I6 Diesel
Exterior color:: Silver
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 66,611
Stock number:: PG575026
VIN:: 3C6UR5CL9PG575026

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2021 Ford F-150

XLT SuperCrew RWD

63,637 miles

$27,999

Good Deal

Lakeland, FL

38 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 325 hp 2.7L V6
Exterior color:: Gray
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 63,637
Stock number:: MFB91612
VIN:: 1FTEW1CPXMFB91612

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2021 Chevrolet Silverado 1500

Custom Crew Cab RWD

63,591 miles

$21,990

Good Deal

Orlando, FL

12 mi away

Year:: 2021
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:: 21 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 63,591
Stock number:: 323215
VIN:: 1GCPWBEK6MZ323215

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2021 Toyota Tacoma

SR I4 Access Cab RWD

125,398 miles

$16,895

Fair Deal

Orlando, FL

16 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:: White
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 6-Speed Automatic
Mileage:: 125,398
Stock number:: 008566
VIN:: 3TYRX5GNXMT008566

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2022 RAM 1500

Laramie Crew Cab 4WD

69,913 miles

$32,288

Great Deal

Clermont, FL

9 mi away

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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 69,913
Stock number:: P0647
VIN:: 1C6SRFJTXNN250647

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2022 Chevrolet Silverado 1500

Custom Crew Cab RWD

43,662 miles

$27,394

Good Deal

Certified Pre-Owned

Winter Haven, FL

34 mi away

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:: Black
Transmission:: 8-Speed Automatic
Mileage:: 43,662
Stock number:: WP1650B
VIN:: 3GCPWBEK8NG168930

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2022 Toyota Tacoma

TRD Sport Double Cab RWD

96,560 miles

$25,476

Good Deal

Orlando, FL

19 mi away

Year:: 2022
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 278 hp 3.5L V6
Exterior color:: Red
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 96,560
Stock number:: NM193182
VIN:: 3TMAZ5CN3NM193182

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2022 RAM 1500

Rebel Crew Cab 4WD

27,333 miles

$42,396

Fair Deal

Certified Pre-Owned

Orlando, FL

10 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 260 hp 3L V6 Biodiesel
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 25 MPG
Fuel type:: Biodiesel
Interior color:: Red/Black
Transmission:: 8-Speed Automatic
Mileage:: 27,333
Stock number:: C27590A
VIN:: 1C6SRFLM6NN386148

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