4X4 trucks for Sale in Chestertown, MD

2025 Jeep Gladiator

Rubicon X Crew Cab 4WD

8,631 miles

$47,500

Good Deal

Hurlock, MD

37 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:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 8,631
Stock number:: FX251302B
VIN:: 1C6RJTBG0SL535645

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2022 Toyota Tacoma

TRD Off Road Access Cab 4WD

49,336 miles

$33,000

Good Deal

Certified Pre-Owned

Columbia, MD

40 mi away

Year:: 2022
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cement
Transmission:: 6-Speed Automatic
Mileage:: 49,336
Stock number:: 265510A
VIN:: 3TYSZ5AN3NT056402

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2020 Toyota Tacoma

TRD Sport Double Cab LB 4WD

82,162 miles

$32,000

Fair Deal

Easton, MD

33 mi away

Year:: 2020
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: Magnetic Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cement Gray
Transmission:: Automatic
Mileage:: 82,162
Stock number:: TP0028
VIN:: 3TMDZ5BNXLM095228

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2024 Chevrolet Silverado 1500

RST Double Cab 4WD

3,531 miles

$41,999

Great Deal

Certified Pre-Owned

Milford, DE

39 mi away

Year:: 2024
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:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 3,531
Stock number:: 1241818A
VIN:: 1GCRDEED6RZ402716

2021 RAM 1500

Big Horn Crew Cab 4WD

109,855 miles

$25,999

Good Deal

Newark, DE

37 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Diamond Black Crystal Pearlcoat
Interior color:: Diesel Gray/Black
Transmission:: Automatic
Mileage:: 109,855
Stock number:: R1641B
VIN:: 1C6SRFFT0MN505538

2020 Jeep Gladiator

Overland Crew Cab 4WD

86,307 miles

$22,908

Great Deal

Quarryville, PA

48 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:: Bright White Clearcoat - PW7
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black - X9
Transmission:: Automatic
Mileage:: 86,307
Stock number:: C23313B
VIN:: 1C6HJTFG7LL147240

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2022 Ford F-350 Super Duty

XL Crew Cab 4WD

78,496 miles

$43,607

Good Deal

Milford, DE

39 mi away

Year:: 2022
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:: Oxford White
Fuel type:: Biodiesel
Interior color:: Medium Earth Gray
Transmission:: Automatic
Mileage:: 78,496
Stock number:: 1261092A
VIN:: 1FT8W3BT5NEC01767

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2024 Chevrolet Colorado

Trail Boss Crew Cab 4WD

10,836 miles

$36,997

Fair Deal

Certified Pre-Owned

Seaford, DE

45 mi away

Year:: 2024
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:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 10,836
Stock number:: 9269116B
VIN:: 1GCPTEEK5R1284780

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2023 Ford F-150

Platinum SuperCrew 4WD

117,969 miles

$33,500

Great Deal

Certified Pre-Owned

Hurlock, MD

37 mi away

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 3.5L V6 Hybrid
Exterior color:: Carbonized Gray
Combined gas mileage:: 23 MPG
Fuel type:: Hybrid
Interior color:: Black
Transmission:: Automatic
Mileage:: 117,969
Stock number:: F251294A
VIN:: 1FTFW1ED2PFA05217

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2019 Chevrolet Silverado 1500

RST Double Cab 4WD

65,158 miles

$26,750

Great Deal

Milford, DE

39 mi away

Year:: 2019
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Summit White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 65,158
Stock number:: 7267190B
VIN:: 1GCRYEEK0KZ325205

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2020 Jeep Gladiator

Rubicon Crew Cab 4WD

47,632 miles

$30,895

Good Deal

Seaford, DE

44 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 (Charcoal)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 47,632
Stock number:: 409467
VIN:: 1C6JJTBG5LL197089

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2023 Jeep Gladiator

Mojave Crew Cab 4WD

15,073 miles

$38,995

Fair Deal

Easton, MD

29 mi away

Year:: 2023
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Granite Crystal
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 15,073
Stock number:: A25184A
VIN:: 1C6JJTEG8PL549745

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2022 GMC Sierra 1500

SLT Crew Cab 4WD

71,559 miles

$36,932

Good Deal

Penns Grove, NJ

48 mi away

Year:: 2022
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Cayenne Red Tintcoat
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black, Perforated Leather-Appointed Front Outb
Transmission:: Automatic
Mileage:: 71,559
Stock number:: G3542A
VIN:: 3GTUUDED0NG605339

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2022 Chevrolet Silverado 1500

RST Crew Cab 4WD

61,421 miles

$34,932

Fair Deal

Certified Pre-Owned

Penns Grove, NJ

48 mi away

Year:: 2022
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
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black, Cloth Seat Trim
Transmission:: Automatic
Mileage:: 61,421
Stock number:: G3522B
VIN:: 1GCUYEED9NZ186482

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2025 Hyundai Santa Cruz

SE Crew Cab AWD

2,412 miles

$26,403

Great Deal

Wilmington, DE

46 mi away

Year:: 2025
Make:: Hyundai
Model:: Santa Cruz
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 191 hp 2.5L I4
Exterior color:: Atlas White
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 2,412
Stock number:: XT525535B
VIN:: 5NTJADDE5SH142236

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2022 Ford F-150

Platinum SuperCrew 4WD

47,965 miles

$45,000

Good Deal

Hurlock, MD

37 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:: Star White Metallic Tri-Coat
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 47,965
Stock number:: B16046
VIN:: 1FTFW1E85NFA24814

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2025 RAM 1500

Big Horn Crew Cab 4WD

15,318 miles

$38,925

Good Deal

Seaford, DE

49 mi away

Year:: 2025
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: Delmonico Red Pearlcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 15,318
Stock number:: R4234
VIN:: 1C6RRFFG9SN508159

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2024 Ford F-150

XLT SuperCrew LB 4WD

18,929 miles

$42,788

Great Deal

Milford, DE

38 mi away

Year:: 2024
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Agate Black Metallic
Interior color:: Black w/Medium Dark Slate
Transmission:: Automatic
Mileage:: 18,929
Stock number:: 250308B
VIN:: 1FTFW3LD8RFA32486

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2019 Chevrolet Silverado 1500

RST Crew Cab 4WD

70,255 miles

$29,000

Good Deal

Wilmington, DE

43 mi away

Year:: 2019
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Shadow Gray Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 70,255
Stock number:: DXW352A
VIN:: 1GCUYEED1KZ140320

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2019 Chevrolet Silverado 1500

LT Crew Cab 4WD

62,400 miles

$29,382

Good Deal

Smyrna, DE

28 mi away

Year:: 2019
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Gray (Satin Steel Metallic)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 62,400
Stock number:: 250382A
VIN:: 3GCUYDED3KG299057

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2025 Toyota Tacoma

SR5 Double Cab 4WD

1,051 miles

$38,097

Good Deal

Milford, DE

38 mi away

Year:: 2025
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 2.4L I4
Exterior color:: Underground
Fuel type:: Gasoline
Interior color:: Boulder
Transmission:: Automatic
Mileage:: 1,051
Stock number:: 251206
VIN:: 3TMLB5JN7SM178471

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2016 Ford F-150

Platinum SuperCrew LB 4WD

123,766 miles

$22,500

Good Deal

Baltimore, MD

24 mi away

Year:: 2016
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3.5L V6
Exterior color:: White Platinum Clearcoat Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 123,766
Stock number:: FL5809B
VIN:: 1FTFW1EG8GFA69627

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2023 Nissan Titan

Platinum Reserve Crew Cab 4WD

58,469 miles

$36,500

Great Deal

Certified Pre-Owned

Hurlock, MD

37 mi away

Year:: 2023
Make:: Nissan
Model:: Titan
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 5.6L V8
Exterior color:: Deep Blue Pearl
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black/Brown
Transmission:: Automatic
Mileage:: 58,469
Stock number:: FX251167A
VIN:: 1N6AA1ED9PN100904

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2023 Hyundai Santa Cruz

SEL Crew Cab AWD

87,674 miles

$20,900

Good Deal

Dover, DE

30 mi away

Year:: 2023
Make:: Hyundai
Model:: Santa Cruz
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 191 hp 2.5L I4
Exterior color:: Blue
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 87,674
Stock number:: F5547A
VIN:: 5NTJCDAE6PH065236

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