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Lifted trucks for sale in Winter Haven, FL

62 results
Winter Haven, FL
2025 Jeep Gladiator Rubicon Crew Cab 4WD

2025 Jeep Gladiator

New car | MSRP $58,370

$47,995

Orlando, FL
44 mi away
Year:
2025
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
557
Stock number:
SL537246
VIN:
1C6RJTBG7SL537246

2025 Jeep Gladiator Rubicon X Crew Cab 4WD

2025 Jeep Gladiator

New car | MSRP $63,860

$52,995

Orlando, FL
44 mi away
Year:
2025
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:
97
Stock number:
SL542986
VIN:
1C6RJTBG6SL542986

2018 Toyota Tundra SR5 CrewMax 5.7L FFV 4WD

2018 Toyota Tundra

SR5 CrewMax 5.7L FFV 4WD

56,383 miles

$48,454

No Price Analysis
Plant City, FL
24 mi away
Year:
2018
Make:
Toyota
Model:
Tundra
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
381 hp 5.7L V8 Flex Fuel Vehicle
Exterior color:
Cement
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
56,383
Stock number:
T18956B
VIN:
5TFDW5F19JX734531

2025 Jeep Gladiator Sport S Crew Cab 4WD

2025 Jeep Gladiator

New car | MSRP $66,725

$47,950

Tampa, FL
40 mi away
Year:
2025
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:
15
Stock number:
CCJ251240
VIN:
1C6RJTAG7SL538835

2025 RAM 2500 Big Horn Crew Cab 4WD

2025 RAM 2500

New car | MSRP $78,235

$79,995

Orlando, FL
44 mi away
Year:
2025
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L I6 Diesel
Exterior color:
Gray
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
35
Stock number:
SG570139
VIN:
3C63R5DL4SG570139

2024 Ford F-350 Super Duty Platinum Crew Cab 4WD

2024 Ford F-350 Super Duty

New car | MSRP $127,225

$107,077

Lake Wales, FL
12 mi away
Year:
2024
Make:
Ford
Model:
F-350 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:
Black Onyx
Transmission:
Automatic
Mileage:
3,386
Stock number:
43526095
VIN:
1FT8W3BM2REE26095

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2007 Chevrolet Silverado Classic 1500HD

118,516 miles

$25,000

No Price Analysis
Bartow, FL
14 mi away
Year:
2007
Make:
Chevrolet
Model:
Silverado Classic 1500HD
Body type:
Pickup Truck
Engine:
300 hp 6L V8
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Black (Dark Charcoal)
Transmission:
4-Speed Automatic Overdrive
Mileage:
118,516
Stock number:
25923B
VIN:
1GCGK13U47F105628

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2025 Jeep Gladiator

New car | MSRP $57,375

$46,995

Orlando, FL
44 mi away
Year:
2025
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:
30
Stock number:
SL536084
VIN:
1C6RJTBG2SL536084

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2022 Jeep Gladiator

Sport Crew Cab 4WD

75,516 miles

$26,000

No Price Analysis
Saint Cloud, FL
30 mi away
Year:
2022
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
260 hp 3L V6 Diesel
Exterior color:
Silver Zynith Clearcoat
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
75,516
Stock number:
125398T
VIN:
1C6JJTAM7NL125398

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2025 Toyota Tundra Hybrid

New car | MSRP $74,653

$70,142

Tampa, FL
40 mi away
Year:
2025
Make:
Toyota
Model:
Tundra Hybrid
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
437 hp 3.4L V6 Hybrid
Exterior color:
Silver
Fuel type:
Hybrid
Transmission:
Automatic
Mileage:
392
Stock number:
CTB254745
VIN:
5TFJC5DB1SX110098

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2026 Ford F-350 Super Duty

New car | MSRP $103,790

$94,027

Maitland, FL
43 mi away
Year:
2026
Make:
Ford
Model:
F-350 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L V8 Biodiesel
Exterior color:
Star White Metallic Tri-Coat
Fuel type:
Biodiesel
Interior color:
Black Onyx/Platinum Blue
Transmission:
Automatic
Mileage:
10
Stock number:
TEC13722
VIN:
1FT8W3BM2TEC13722

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2017 GMC Sierra 3500HD

Denali Crew Cab LB DRW 4WD

108,085 miles

$48,989

No Price Analysis
Orlando, FL
44 mi away
Year:
2017
Make:
GMC
Model:
Sierra 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Biodiesel
Exterior color:
White
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
108,085
Stock number:
173304
VIN:
1GT42YEY3HF173304

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2016 Chevrolet Silverado 1500

LTZ Z71 Crew Cab 4WD

158,150 miles

$18,499

No Price Analysis
Tampa, FL
45 mi away
Year:
2016
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Red
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic Overdrive
Mileage:
158,150
Stock number:
141536
VIN:
3GCUKSEC9GG141536

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2026 Toyota Tundra Hybrid

New car | MSRP $81,510

$76,659

Tampa, FL
45 mi away
Year:
2026
Make:
Toyota
Model:
Tundra Hybrid
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
437 hp 3.4L V6 Hybrid
Exterior color:
Silver
Combined gas mileage:
20 MPG
Fuel type:
Hybrid
Interior color:
44
Transmission:
Automatic
Stock number:
X129749
VIN:
5TFMC5DB3TX129749

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2025 RAM 2500

New car | MSRP $77,935

$78,995

Orlando, FL
44 mi away
Year:
2025
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L I6 Diesel
Exterior color:
Gray
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
31
Stock number:
SG536428
VIN:
3C63R5DL6SG536428

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2019 RAM 2500

Big Horn Crew Cab 4WD

101,448 miles

$34,298

No Price Analysis
Bartow, FL
15 mi away
Year:
2019
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
370 hp 6.7L I6 Diesel
Exterior color:
Gray (Maximum Steel Metallic Clearcoat)
Fuel type:
Diesel
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
101,448
Stock number:
B50363A
VIN:
3C6UR5DL4KG649184

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2025 Toyota Tundra Hybrid

New car | MSRP $83,873

$78,334

Tampa, FL
40 mi away
Year:
2025
Make:
Toyota
Model:
Tundra Hybrid
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
437 hp 3.4L V6 Hybrid
Fuel type:
Hybrid
Interior color:
Black
Transmission:
Automatic
Mileage:
347
Stock number:
CTB252210
VIN:
5TFNC5DB1SX089304

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2025 Jeep Gladiator

New car | MSRP $47,085

$44,995

Orlando, FL
44 mi away
Year:
2025
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
21
Stock number:
SL537288
VIN:
1C6PJTAG0SL537288

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2026 Chevrolet Colorado

New car | MSRP $57,400

$55,400

Plant City, FL
24 mi away
Year:
2026
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Reef Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Artemis
Transmission:
8-Speed Automatic
Mileage:
5
Stock number:
T1125408
VIN:
1GCPTFEK6T1125408

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2026 Toyota Tundra

New car | MSRP $71,519

$67,297

Tampa, FL
40 mi away
Year:
2026
Make:
Toyota
Model:
Tundra
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
389 hp 3.4L V6
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
2
Stock number:
CTB261686
VIN:
5TFJA5DB0TX379667

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2014 RAM 2500

Outdoorsman Crew Cab 4WD

116,029 miles

$35,999

No Price Analysis
Tampa, FL
45 mi away
Year:
2014
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
350 hp 6.7L I6 Diesel
Exterior color:
Blue Streak Pearl Coat
Fuel type:
Diesel
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
116,029
Stock number:
195440
VIN:
3C6UR5DL9EG195440

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2020 Jeep Gladiator

Rubicon Crew Cab 4WD

32,675 miles

$33,641

No Price Analysis
Tampa, FL
45 mi away
Year:
2020
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:
Global Black/Steel Gray
Transmission:
8-Speed Automatic
Mileage:
32,675
Stock number:
I118561
VIN:
1C6JJTBG4LL118561

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2021 RAM 1500

Rebel Crew Cab 4WD

59,174 miles

$29,990

No Price Analysis
Kissimmee, FL
26 mi away
Year:
2021
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
Transmission:
8-Speed Automatic
Mileage:
59,174
Stock number:
4558
VIN:
1C6SRFLT6MN759226

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2019 Ford F-250 Super Duty

XLT Crew Cab 4WD

48,248 miles

$48,500

No Price Analysis
Certified Pre-Owned
Saint Cloud, FL
29 mi away
Year:
2019
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
450 hp 6.7L V8 Biodiesel
Exterior color:
Gray (Magnetic Metallic)
Fuel type:
Biodiesel
Interior color:
Medium Earth Gray
Transmission:
6-Speed Automatic
Mileage:
48,248
Stock number:
KEG47572
VIN:
1FT7W2BT4KEG47572

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