Best Pickup Trucks For Sale in Windermere, FL

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2023 Chevrolet Colorado

ZR2 Crew Cab 4WD

13,214 miles

$41,000

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:: Summit White
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Artemis
Transmission:: 8-Speed Automatic
Mileage:: 13,214
Stock #:: 263891
VIN:: 1GCPTFEK2P1207593

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2022 Ford F-250 Super Duty

Lariat Crew Cab 4WD

67,009 miles

$49,997

Good Deal

$969/mo est.

Manufacturer certified

Maitland, FL

15 mi away

Year:: 2022
Make:: Ford
Model:: F-250 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 7.3L V8
Exterior color:: Rapid Red Metallic Tinted Clearcoat
Fuel type:: Gasoline
Interior color:: Baja
Transmission:: 6-Speed Automatic
Mileage:: 67,009
Stock #:: NEE66082
VIN:: 1FT7W2BN5NEE66082

2021 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

126,738 miles

$26,990

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:: White
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Brown (Beige)
Transmission:: 8-Speed Automatic
Mileage:: 126,738
Stock #:: 472073
VIN:: 3GCUYGED6MG472073

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

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

55,294 miles

$29,599

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

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

2023 Chevrolet Colorado

ZR2 Crew Cab 4WD

13,214 miles

$41,000

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:: Summit White
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Artemis
Transmission:: 8-Speed Automatic
Mileage:: 13,214
Stock #:: 263891
VIN:: 1GCPTFEK2P1207593

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

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

2022 Chevrolet Silverado 1500

Custom Crew Cab RWD

51,870 miles

$27,993

Fair Deal

$542/mo est.

Manufacturer certified

Lakeland, FL

39 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:: Cherry Red Tintcoat
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 51,870
Stock #:: 25T293A
VIN:: 1GCPWBEK7NZ121081

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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

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2021 Chevrolet Silverado 1500

High Country Crew Cab RWD

34,314 miles

$37,591

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 (Iridescent Pearl Tricoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Umber
Transmission:: 8-Speed Automatic
Mileage:: 34,314
Stock #:: MG396318
VIN:: 3GCPWFED6MG396318

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2021 GMC Sierra 1500

Denali Crew Cab RWD

70,228 miles

$32,485

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

2021 Chevrolet Silverado 1500

Custom Crew Cab RWD

68,853 miles

$22,997

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:: Black
Transmission:: 8-Speed Automatic
Mileage:: 68,853
Stock #:: M408333
VIN:: 3GCPWBEKXMG408333

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2021 Ford F-250 Super Duty

XL Crew Cab 4WD

130,567 miles

$33,900

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:: White
Fuel type:: Biodiesel
Interior color:: Gray
Transmission:: Automatic
Mileage:: 130,567
Stock #:: C18084
VIN:: 1FT7W2BT1MEC18084

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2022 RAM 1500

Classic SLT Crew Cab RWD

94,267 miles

$20,690

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:: 94,267
Stock #:: L573168B
VIN:: 1C6RR6LG7NS203351

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2023 Ford F-150

XLT SuperCrew 4WD

68,656 miles

$29,765

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:: Black Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 68,656
Stock #:: 6L37966C
VIN:: 1FTFW1E8XPKE39282

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2023 Chevrolet Colorado

Trail Boss Crew Cab 4WD

51,200 miles

$30,997

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 RAM 1500

Big Horn Crew Cab RWD

63,644 miles

$25,999

Good Deal

$495/mo est.

Manufacturer certified

Orlando, FL

8 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:: Diesel Gray/Black
Transmission:: 8-Speed Automatic
Mileage:: 63,644
Stock #:: N600403
VIN:: 1C6RREFG3PN600403

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2023 Ford Maverick

XLT SuperCrew FWD

43,754 miles

$23,552

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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2023 GMC Sierra 1500

Elevation Crew Cab 4WD

69,820 miles

$36,983

Great Deal

$704/mo est.

Manufacturer certified

Lake Wales, FL

38 mi away

Year:: 2023
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Dynamic Blue Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 69,820
Stock #:: 208327A
VIN:: 3GTUUCED0PG105372

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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 2500

Laramie Crew Cab 4WD

98,975 miles

$39,996

Year:: 2022
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 370 hp 6.7L I6 Diesel
Exterior color:: Bright White Clearcoat
Fuel type:: Diesel
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 98,975
Stock #:: NG438394
VIN:: 3C6UR5FLXNG438394

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Best Pickup Trucks For Sale in Windermere, FL

2023 Chevrolet Colorado

$41,000

2022 Ford F-250 Super Duty

$49,997

2021 Chevrolet Silverado 1500

$26,990

2021 Chevrolet Silverado 1500

$22,930

2021 Jeep Gladiator

$29,599

2022 RAM 1500

$31,026

2023 Chevrolet Colorado

$41,000

2021 Chevrolet Colorado

$28,999

2021 Chevrolet Silverado 1500

$18,911

2022 Chevrolet Silverado 1500

$27,993

2023 Chevrolet Colorado

$31,685

2021 Chevrolet Silverado 1500

$37,591

2021 GMC Sierra 1500

$32,485

2021 Chevrolet Silverado 1500

$22,997

2021 Ford F-250 Super Duty

$33,900

2022 RAM 1500

$20,690

2023 Ford F-150

$29,765

2023 Chevrolet Colorado

$30,997

2023 RAM 1500

$25,999

2023 Ford Maverick

$23,552

2023 GMC Sierra 1500

$36,983

2022 Ford F-150

$32,499

2022 Jeep Gladiator

$25,879

2022 RAM 2500

$39,996

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