Lifted trucks for sale in Winthrop Harbor, IL

Year:: 2026
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:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 3
Stock #:: G2569
VIN:: 3GCPKCEK1TG131720

2026 Toyota Tundra Hybrid

Platinum HV CrewMax Cab 4WD

New car

$70,938

TSRP $79,203

$1,325/mo est.

Milwaukee, WI

47 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:: Magnetic Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Hybrid
Interior color:: Black
Transmission:: Automatic
Mileage:: 2
Stock #:: T52571
VIN:: 5TFNC5DB9TX122387

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$44,812

MSRP $54,345

$837/mo est.

Year:: 2026
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:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 1
Stock #:: G2568
VIN:: 3GCPKCEK8TG131293

2026 Chevrolet Colorado

Trail Boss Crew Cab 4WD

New car

$39,494

MSRP $45,415

$738/mo est.

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:: Radiant Red
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 4
Stock #:: G2590
VIN:: 1GCPTEEKXT1161371

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$47,820

MSRP $54,320

$894/mo est.

Year:: 2026
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:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 8
Stock #:: G2593
VIN:: 3GCPKCEKXTG151867

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$47,715

MSRP $54,715

$892/mo est.

Year:: 2026
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Cypress Gray
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 1,151
Stock #:: G2550
VIN:: 3GCPKCEK2TG152205

2025 Chevrolet Silverado 1500

RST Crew Cab 4WD

New car

$68,580

MSRP $68,670

$1,285/mo est.

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Radiant Red Tintcoat
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 5
Stock #:: 53T111
VIN:: 1GCUKEEL4SZ316947

2025 Chevrolet Silverado 1500

RST Crew Cab 4WD

New car

$65,709

MSRP $67,975

$1,231/mo est.

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Summit White
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 63
Stock #:: 53T107
VIN:: 1GCUKEEL0SZ216165

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$47,820

MSRP $54,320

$894/mo est.

Year:: 2026
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:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 7
Stock #:: G2592
VIN:: 3GCPKCEK9TG151519

2018 RAM 2500

Tradesman Crew Cab 4WD

118,158 miles

$26,977

Year:: 2018
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 410 hp 6.4L V8
Exterior color:: Blue Streak Pearlcoat
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 118,158
Stock #:: 21191P
VIN:: 3C6UR5CJ1JG106065

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2025 Chevrolet Silverado 1500

RST Crew Cab 4WD

New car

$66,207

MSRP $68,175

$1,240/mo est.

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Sterling Gray Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 23
Stock #:: 53T108
VIN:: 1GCUKEEL9SZ308620

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2026 Toyota Tundra

Limited CrewMax Cab 4WD

New car

$63,608

TSRP $71,193

$1,188/mo est.

Libertyville, IL

16 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
Exterior color:: Ice Cap
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 3,170
Stock #:: TX345130
VIN:: 5TFJA5DB7TX345130

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2025 Chevrolet Silverado 1500

RST Crew Cab 4WD

New car

$61,534

MSRP $65,930

$1,153/mo est.

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: Black
Combined gas mileage:: 23 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 21
Stock #:: 53T112
VIN:: 3GCUKEE81SG364286

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2025 Chevrolet Silverado 1500

RST Crew Cab 4WD

New car

$67,250

MSRP $65,485

$1,260/mo est.

Year:: 2025
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:: 763
Stock #:: 53T106
VIN:: 2GCUKEED8S1198712

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2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

$61,322

MSRP $71,045

$1,146/mo est.

Antioch, IL

13 mi away

Year:: 2026
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:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black (Jet Blk Lth-Appointed Fro)
Transmission:: Automatic
Stock #:: 47671
VIN:: 3GCUKFED8TG305983

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2026 Toyota Tundra

SR5 CrewMax Cab 4WD

New car

$52,157

TSRP $58,812

$975/mo est.

Milwaukee, WI

47 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
Exterior color:: Blueprint
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 10
Stock #:: T52971
VIN:: 5TFLA5DB1TX390122

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2025 Chevrolet Silverado 1500

RST Crew Cab 4WD

New car

$65,935

MSRP $68,175

$1,235/mo est.

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Sterling Gray Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 52
Stock #:: 53T110
VIN:: 1GCUKEEL9SZ308844

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2019 Ford F-150

XL SuperCrew 4WD

138,995 miles

$20,016

Year:: 2019
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Oxford White
Fuel type:: Gasoline
Interior color:: Medium Earth Gray
Transmission:: Automatic
Mileage:: 138,995
Stock #:: 01P2847A
VIN:: 1FTEW1EP3KKC95408

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2026 Toyota Tundra Hybrid

1794 Edition HV CrewMax Cab 4WD

New car

$74,646

TSRP $82,238

$1,395/mo est.

Milwaukee, WI

47 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:: Lunar
Combined gas mileage:: 20 MPG
Fuel type:: Hybrid
Interior color:: Brown (Tan)
Transmission:: Automatic
Mileage:: 2
Stock #:: T52492
VIN:: 5TFMC5DB7TX119886

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2026 Toyota Tundra

SR5 CrewMax Cab 4WD

New car

$57,659

TSRP $64,673

$1,077/mo est.

Libertyville, IL

16 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
Exterior color:: Supersonic Red
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 10
Stock #:: TX14A017
VIN:: 5TFLA5DB9TX14A017

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2022 Jeep Gladiator

Sport S Crew Cab 4WD

29,043 miles

$48,800

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 Clear Coat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 29,043
Stock #:: ILM3038
VIN:: 1C6HJTAGXNL146609

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2022 RAM 2500

Laramie Mega Cab 4WD

40,151 miles

$64,995

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:: Diamond Black Crystal Pearlcoat
Fuel type:: Diesel
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 40,151
Stock #:: PA11413
VIN:: 3C6UR5NL4NG220565

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2026 Chevrolet Colorado

Trail Boss Crew Cab 4WD

New car

$38,920

MSRP $44,920

$727/mo est.