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Work Trucks and Vans near Chesapeake, Virginia

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Popular Body Types
Pickup
88
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Other Body Types
SUV
100
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Less than $400,000
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Make, Model, and Trim
Jeep
188
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Cherokee
6
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Gladiator
88
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Grand Cherokee
52
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Grand Cherokee 4xe
10
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Grand Cherokee L
32
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Trim
Overland
188
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Chassis Options
Crew
88
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Pickup
88
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SUV
100
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2WD/4x2/RWD
9
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4WD/4x4/AWD
179
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Diesel
9
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Gas/E85
2
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Gasoline
165
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Hybrid
11
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Plug-in Hybrid
1
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Fiat Chrysler Automobiles
177
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4
14
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6
165
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8
9
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Automatic
177
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Manual
1
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Black
47
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Blue
8
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Brown
3
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Gray
25
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Green
6
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Red
17
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Silver
22
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White
41
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Light
120
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1
27
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2
93
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Alabama
7
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Arizona
3
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California
9
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Colorado
7
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Connecticut
8
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Delaware
1
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Florida
8
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Georgia
6
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Idaho
6
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Illinois
7
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Indiana
8
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Iowa
1
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Kentucky
1
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Louisiana
2
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Maryland
4
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Massachusetts
1
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Michigan
6
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Minnesota
5
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Missouri
2
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New Jersey
3
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New York
1
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North Carolina
21
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Ohio
12
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Oregon
3
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Pennsylvania
10
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Rhode Island
1
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South Carolina
3
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Tennessee
7
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Texas
16
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Virginia
11
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Washington
3
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Wisconsin
5
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Listing Type

Vehicle Body Only Trailer
Used 2021 Jeep Gladiator - photo 1
Used 2021 Jeep Gladiator - photo 2

Used 2021 Jeep Gladiator Overland Crew Cab

$27,998 List Price
$22,920
speed 137,714 mi
sell
Key features
  • Gasoline
  • 3.6L V6 Cylinder Engine
  • 4WD
location_on
Priority Ford
Norfolk, VA (10.9 mi)
(757) 835-3589
Used 2024 Jeep Grand Cherokee L - photo 1
Used 2024 Jeep Grand Cherokee L - photo 2

Used 2024 Jeep Grand Cherokee L Overland

$39,830
speed 36,076 mi
sell
Key features
  • Overland
  • Gasoline
location_on
Southern Dodge Chrysler Jeep Ram FIAT Norfolk
Norfolk, VA (10.9 mi)
(757) 244-9864
Used 2023 Jeep Gladiator - photo 1
Used 2023 Jeep Gladiator - photo 2

Used 2023 Jeep Gladiator Overland Crew Cab

$33,799
speed 39,762 mi
sell
Key features
  • Gasoline
  • 4WD
  • Overland
location_on
Starr Motors
Suffolk, VA (23.3 mi)
(757) 863-3573
Used 2023 Jeep Grand Cherokee - photo 1

Used 2023 Jeep Grand Cherokee Overland

$30,699
speed 75,439 mi
sell
Key features
  • Overland
  • Gasoline
location_on
Starr Motors
Suffolk, VA (23.3 mi)
(757) 863-3573
Used 2013 Jeep Grand Cherokee - photo 1

Used 2013 Jeep Grand Cherokee Overland

$13,699
speed 99,152 mi
sell
Key features
  • Overland
  • Gas/E85
location_on
Starr Motors
Suffolk, VA (23.3 mi)
(757) 863-3573
Used 2021 Jeep Gladiator - photo 1
Used 2021 Jeep Gladiator - photo 2

Used 2021 Jeep Gladiator Overland Crew Cab

$35,898
speed 44,461 mi
sell
Key features
  • Gasoline
  • 4WD
  • Overland
location_on
Capital Ford Rocky Mount
Rocky Mount, NC (104.5 mi)
(252) 316-6988
Used 2021 Jeep Gladiator - photo 1
Used 2021 Jeep Gladiator - photo 2

Used 2021 Jeep Gladiator Overland Crew Cab

$32,498
speed 39,292 mi
sell
Key features
  • Gasoline
  • 4WD
  • Overland
location_on
Safford Chrysler Dodge Jeep Ram FIAT of Fredericksburg
Fredericksburg, VA (121.7 mi)
(540) 296-2597
Used 2020 Jeep Gladiator - photo 1
Used 2020 Jeep Gladiator - photo 2

Used 2020 Jeep Gladiator Overland Crew Cab

$32,000
speed 20,348 mi
sell
Key features
  • Gasoline
  • 4WD
  • Overland
location_on
Capital Chevrolet
Wake Forest, NC (140.2 mi)
(919) 646-3671
Used 2022 Jeep Gladiator - photo 1
Used 2022 Jeep Gladiator - photo 2

Used 2022 Jeep Gladiator Overland Crew Cab

$33,500
speed 15,253 mi
sell
Key features
  • Gasoline
  • V6 Cylinder Engine
  • 4x4
location_on
Boulevard Ford of Millsboro
Millsboro, DE (142.2 mi)
(302) 209-1437
Used 2021 Jeep Grand Cherokee L - photo 1
Used 2021 Jeep Grand Cherokee L - photo 2

Used 2021 Jeep Grand Cherokee L Overland

$25,993
speed 78,520 mi
sell
Key features
  • Overland
  • Gasoline
location_on
Sheehy Ford Springfield
Springfield, VA (148.8 mi)
(571) 536-7366
Used 2020 Jeep Gladiator - photo 1
Used 2020 Jeep Gladiator - photo 2

Used 2020 Jeep Gladiator Overland Crew Cab

$25,700
speed 63,416 mi
sell
Key features
  • Gasoline
  • 4WD
  • Overland
location_on
Westgate Chrysler Dodge Jeep Ram
Raleigh, NC (152.9 mi)
(919) 646-3693
Used 2022 Jeep Grand Cherokee - photo 1
Used 2022 Jeep Grand Cherokee - photo 2

Used 2022 Jeep Grand Cherokee Overland

$27,353
speed 75,580 mi
sell
Key features
  • Overland
  • Gasoline
location_on
Sport Durst Chrysler Dodge Jeep Ram
Durham, NC (161.3 mi)
Used 2021 Jeep Gladiator - photo 1
Used 2021 Jeep Gladiator - photo 2

Used 2021 Jeep Gladiator Overland Crew Cab

$30,095
speed 45,988 mi
sell
Key features
  • Gasoline
  • 4WD
  • Overland
location_on
Fair Oaks Chrysler Jeep Dodge Ram
Chantilly, VA (162.1 mi)
(240) 255-9163
Used 2023 Jeep Grand Cherokee 4xe - photo 1
Used 2023 Jeep Grand Cherokee 4xe - photo 2

Used 2023 Jeep Grand Cherokee 4xe Overland

$25,496
speed 48,405 mi
sell
Key features
  • Overland 4xe
  • Hybrid
location_on
DARCARS Chrysler Dodge Jeep Ram of Rockville
Rockville, MD (166.5 mi)
(301) 658-6567
Used 2021 Jeep Grand Cherokee L - photo 1
Used 2021 Jeep Grand Cherokee L - photo 2

Used 2021 Jeep Grand Cherokee L Overland

$32,405
speed 47,658 mi
sell
Key features
  • Overland
  • Gasoline
  • V-8 cyl
location_on
Charlie Obaugh Ford of Waynesboro
Waynesboro, VA (173.1 mi)
(540) 837-6758
Used 2021 Jeep Gladiator - photo 1
Used 2021 Jeep Gladiator - photo 2

Used 2021 Jeep Gladiator Overland Crew Cab

$27,845
speed 69,224 mi
sell
Key features
  • Gasoline
  • 4WD
  • Overland
location_on
Capital Ford Lillington
Lillington, NC (175.1 mi)
(910) 812-8373
Used 2023 Jeep Gladiator - photo 1
Used 2023 Jeep Gladiator - photo 2

Used 2023 Jeep Gladiator Overland Crew Cab

$31,275
speed 69,755 mi
sell
Key features
  • Gasoline
  • Pentastar 3.6L V-6 DOHC, variable valve control, regular unleaded, engine with 285HP
  • 4x4
location_on
John Hiester Chevrolet of Lillington
Lillington, NC (175.1 mi)
(910) 240-3579
Used 2026 Jeep Cherokee - photo 1
Used 2026 Jeep Cherokee - photo 2

Used 2026 Jeep Cherokee Overland

contact for price
speed 4,185 mi
sell
Key features
  • Overland 4x4
  • Gasoline
  • 1.6L I-4 gasoline direct injection, variable valve control, intercooled turbo, regular unleaded, engine with 177HP
location_on
John Hiester Chevrolet of Lillington
Lillington, NC (175.1 mi)
(910) 240-3579
Used 2016 Jeep Grand Cherokee - photo 1
Used 2016 Jeep Grand Cherokee - photo 2

Used 2016 Jeep Grand Cherokee Overland

$16,669
speed 111,940 mi
sell
Key features
  • Overland
  • Gasoline
location_on
Capital Ford Lillington
Lillington, NC (175.1 mi)
(910) 812-8373
Used 2022 Jeep Grand Cherokee L - photo 1
Used 2022 Jeep Grand Cherokee L - photo 2

Used 2022 Jeep Grand Cherokee L Overland

$32,711 List Price
$26,599
speed 64,057 mi
sell
Key features
  • Overland
  • Gasoline
location_on
Kindle Ford
Cape May Court House, NJ (182.6 mi)
(609) 564-9396
Used 2022 Jeep Gladiator - photo 1
Used 2022 Jeep Gladiator - photo 2

Used 2022 Jeep Gladiator Overland Crew Cab

$29,986
speed 28,061 mi
sell
Key features
  • Gasoline
  • 3.6L V6 Cylinder Engine
  • 4WD
location_on
Front Royal Ford
Front Royal, VA (184.5 mi)
(540) 744-3565
Used 2022 Jeep Gladiator - photo 1
Used 2022 Jeep Gladiator - photo 2

Used 2022 Jeep Gladiator Overland Crew Cab

$31,299
speed 39,094 mi
sell
Key features
  • Diesel
  • Intercooled Turbo Diesel V-6 3.0 L/182
  • 4WD
location_on
Len Stoler Dodge Chrysler Jeep
Westminster, MD (198.8 mi)
(443) 201-7403
Used 2020 Jeep Gladiator - photo 1
Used 2020 Jeep Gladiator - photo 2

Used 2020 Jeep Gladiator Overland Crew Cab

$29,299
speed 37,874 mi
sell
Key features
  • Gasoline
  • Regular Unleaded V-6 3.6 L/220
  • 4WD
location_on
Len Stoler Dodge Chrysler Jeep
Westminster, MD (198.8 mi)
(443) 201-7403
Used 2022 Jeep Gladiator - photo 1
Used 2022 Jeep Gladiator - photo 2

Used 2022 Jeep Gladiator Overland Crew Cab

$29,299
speed 61,333 mi
sell
Key features
  • Diesel
  • Intercooled Turbo Diesel V-6 3.0 L/182
  • 4WD
location_on
Len Stoler Dodge Chrysler Jeep
Westminster, MD (198.8 mi)
(443) 201-7403
Used 2023 Jeep Grand Cherokee L - photo 1
Used 2023 Jeep Grand Cherokee L - photo 2

Used 2023 Jeep Grand Cherokee L Overland

$36,695
speed 20,281 mi
sell
Key features
  • Overland
  • Gasoline
location_on
Impex Auto Sales
Greensboro, NC (210.6 mi)
(336) 698-3281
Used 2021 Jeep Grand Cherokee L - photo 1
Used 2021 Jeep Grand Cherokee L - photo 2

Used 2021 Jeep Grand Cherokee L Overland

$28,395
speed 60,273 mi
sell
Key features
  • Overland
  • Gasoline
location_on
Impex Auto Sales
Greensboro, NC (210.6 mi)
(336) 698-3281
Used 2021 Jeep Grand Cherokee - photo 1
Used 2021 Jeep Grand Cherokee - photo 2

Used 2021 Jeep Grand Cherokee Overland

$25,284
speed 79,586 mi
sell
Key features
  • Overland
  • Gasoline
location_on
Susquehanna Chrysler Dodge Jeep Ram
Wrightsville, PA (224 mi)
(717) 478-1975
Used 2022 Jeep Gladiator - photo 1
Used 2022 Jeep Gladiator - photo 2

Used 2022 Jeep Gladiator Overland Crew Cab

$36,495 List Price
$34,158
speed 14,374 mi
sell
Key features
  • Gasoline
  • 3.6L V-6 DOHC, variable valve control, regular gasoline, engine with 285HP
  • 4x4
location_on
Giambalvo CJDR
York, PA (226.7 mi)
(717) 584-9231
Used 2024 Jeep Grand Cherokee L - photo 1
Used 2024 Jeep Grand Cherokee L - photo 2

Used 2024 Jeep Grand Cherokee L Overland

$35,598
speed 46,769 mi
sell
Key features
  • Overland
  • Gasoline
location_on
Capital Chevrolet of Lexington
Lexington, NC (231.8 mi)
(336) 203-7960
Used 2024 Jeep Grand Cherokee - photo 1
Used 2024 Jeep Grand Cherokee - photo 2

Used 2024 Jeep Grand Cherokee Overland

$40,960 List Price
$35,418
speed 23,054 mi
sell
Key features
  • Overland
  • Gasoline
location_on
Keystone Ford Chambersburg
Chambersburg, PA (233.7 mi)
(717) 708-3614

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