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Work Trucks and Vans near Winter Park, Florida

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3,031 results

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Condition

Flatbed Truck
3
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Pickup
2,445
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SUV
583
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Less than $400,000
Any
Make, Model, and Trim
Chevrolet
3,031
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Silverado 1500
1,341
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Silverado 1500 LTD
2
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Silverado 2500
678
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Silverado 3500
427
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Suburban
197
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Tahoe
328
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Traverse
58
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Trim
High Country
3,031
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Chassis Options
Crew
2,448
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Pickup
2,448
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SUV
583
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FWD
18
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2WD/4x2/RWD
63
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4WD/4x4/AWD
2,950
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Dual Rear Wheel
1
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Single Rear Wheel
74
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Diesel
1,386
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Gas/E85
5
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Gasoline
1,640
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General Motors
4
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4
52
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6
433
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8
2,546
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Automatic
2,918
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Black
1,138
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Blue
153
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Brown
14
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Gold
1
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Gray
484
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Green
12
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Red
131
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Silver
17
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White
885
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Light
1,758
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Medium
1,073
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2
1,758
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3
1,073
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Body Options
Black Widow
1
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Alabama
142
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Alaska
1
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Arizona
73
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Arkansas
6
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California
152
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Colorado
48
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Connecticut
41
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Florida
262
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Georgia
134
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Idaho
76
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Illinois
55
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Indiana
42
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Iowa
172
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Kansas
20
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Kentucky
34
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Louisiana
8
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Maine
17
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Maryland
30
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Massachusetts
35
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Michigan
66
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Minnesota
36
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Mississippi
4
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Missouri
67
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Montana
30
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Nebraska
6
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Nevada
13
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New Hampshire
8
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New Jersey
25
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New Mexico
6
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New York
127
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North Carolina
187
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North Dakota
72
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Ohio
140
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Oklahoma
4
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Oregon
16
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Pennsylvania
89
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South Carolina
58
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Tennessee
64
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Texas
355
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Utah
23
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Virginia
149
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Washington
82
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West Virginia
24
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Wisconsin
32
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New 2026 Chevrolet Silverado 2500 High Country Crew Cab

$85,813
sell
Key features
  • Diesel
  • 6.6L Duramax Turbo-Diesel V8 engine
  • 4WD
location_on
Carl Black Chevy of Orlando
Orlando, FL (8 mi)

New 2026 Chevrolet Silverado 1500 High Country Crew Cab

$68,258
sell
Key features
  • Diesel
  • 3.0L Duramax<sup>&reg;</sup> Turbo Diesel engine
  • 4WD
location_on
Carl Black Chevy of Orlando
Orlando, FL (8 mi)

New 2026 Chevrolet Silverado 1500 High Country Crew Cab

$68,258
sell
Key features
  • Diesel
  • 3.0L Duramax<sup>&reg;</sup> Turbo Diesel engine
  • 4WD
location_on
Carl Black Chevy of Orlando
Orlando, FL (8 mi)

New 2026 Chevrolet Silverado 2500 High Country Crew Cab

$85,456
sell
Key features
  • Diesel
  • 6.6L Duramax Turbo-Diesel V8 engine
  • 4WD
location_on
Carl Black Chevy of Orlando
Orlando, FL (8 mi)

New 2026 Chevrolet Silverado 2500 High Country Crew Cab

$85,813
sell
Key features
  • Diesel
  • 6.6L Duramax Turbo-Diesel V8 engine
  • 4WD
location_on
Carl Black Chevy of Orlando
Orlando, FL (8 mi)

New 2026 Chevrolet Silverado 1500 High Country Crew Cab

$69,163
sell
Key features
  • Diesel
  • 3.0L Duramax<sup>&reg;</sup> Turbo Diesel engine
  • 4WD
location_on
Carl Black Chevy of Orlando
Orlando, FL (8 mi)

New 2026 Chevrolet Silverado 1500 High Country Crew Cab

$67,429
sell
Key features
  • Diesel
  • 3.0L Duramax<sup>&reg;</sup> Turbo Diesel engine
  • 4WD
location_on
Carl Black Chevy of Orlando
Orlando, FL (8 mi)

Used 2024 Chevrolet Silverado 2500 High Country Crew Cab

$65,194
speed 46,312 mi
sell
Key features
  • Diesel
  • 6.6L Duramax Turbo-Diesel V8 engine
  • 4WD
location_on
Carl Black Chevy of Orlando
Orlando, FL (8 mi)

Used 2019 Chevrolet Silverado 1500 High Country Crew Cab

$35,995 List Price
$34,294
speed 67,559 mi
sell
Key features
  • Gasoline
  • RWD
  • High Country
location_on
Seminole County CDJR
Sanford, FL (13.7 mi)

Used 2022 Chevrolet Silverado 2500 High Country Crew Cab

$50,972
speed 48,868 mi
sell
Key features
  • Gasoline
  • 4WD
  • High Country
location_on
Starling Chevrolet of Orlando
Orlando, FL (15.3 mi)

New 2026 Chevrolet Silverado 1500 High Country Crew Cab

$65,995
sell
Key features
  • Gasoline
  • 5.3L EcoTec3 V8 engine
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

New 2026 Chevrolet Silverado 1500 High Country Crew Cab

$66,625
sell
Key features
  • Gasoline
  • 5.3L EcoTec3 V8 engine
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

New 2026 Chevrolet Silverado 1500 High Country Crew Cab

$77,205
sell
Key features
  • Gasoline
  • 6.2L EcoTec3 V8 engine
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

New 2026 Chevrolet Silverado 2500 High Country Crew Cab

$85,975
sell
Key features
  • Diesel
  • 6.6L Duramax Turbo-Diesel V8 engine
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

New 2026 Chevrolet Silverado 2500 High Country Crew Cab

$85,115
sell
Key features
  • Diesel
  • 6.6L Duramax Turbo-Diesel V8 engine
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

New 2026 Chevrolet Silverado 1500 High Country Crew Cab

$68,965
sell
Key features
  • Gasoline
  • 5.3L EcoTec3 V8 engine
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

New 2026 Chevrolet Silverado 2500 High Country Crew Cab

$90,415
sell
Key features
  • Diesel
  • 6.6L Duramax Turbo-Diesel V8 engine
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

New 2026 Chevrolet Silverado 1500 High Country Crew Cab

$69,220
sell
Key features
  • Gasoline
  • 5.3L EcoTec3 V8 engine
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

New 2026 Chevrolet Silverado 2500 High Country Crew Cab

$87,035
sell
Key features
  • Diesel
  • 6.6L Duramax Turbo-Diesel V8 engine
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

New 2026 Chevrolet Silverado 2500 High Country Crew Cab

$85,115
sell
Key features
  • Diesel
  • 6.6L Duramax Turbo-Diesel V8 engine
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

New 2026 Chevrolet Silverado 1500 High Country Crew Cab

$65,995
sell
Key features
  • Gasoline
  • 5.3L EcoTec3 V8 engine
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

New 2026 Chevrolet Silverado 2500 High Country Crew Cab

$89,420
sell
Key features
  • Diesel
  • 6.6L Duramax Turbo-Diesel V8 engine
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

Used 2015 Chevrolet Silverado 1500 High Country Crew Cab

$25,739
speed 100,507 mi
sell
Key features
  • Gasoline
  • 4WD
  • High Country
location_on
Starling GMC
Titusville, FL (30.9 mi)

Used 2024 Chevrolet Silverado 1500 High Country Crew Cab

$49,500
speed 45,310 mi
sell
Key features
  • Gasoline
  • 5.3L EcoTec3 V8 engine
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

Used 2014 Chevrolet Silverado 1500 High Country Crew Cab

$26,000
speed 55,101 mi
sell
Key features
  • Gas/E85
  • Engine: 5.3L, V-8, Flex Fuel, SIDI, Active Fuel Mgt
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

Used 2023 Chevrolet Silverado 1500 High Country Crew Cab

$47,000
speed 39,481 mi
sell
Key features
  • Gasoline
  • 5.3L EcoTec3 V8 engine
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

Used 2021 Chevrolet Silverado 2500 High Country Crew Cab

$35,500
speed 174,022 mi
sell
Key features
  • Diesel
  • Engine: 6.6L V8 DuraMax Diesel, Turbo
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

Used 2025 Chevrolet Silverado 1500 High Country Crew Cab

$49,500
speed 31,033 mi
sell
Key features
  • Gasoline
  • 5.3L EcoTec3 V8 engine
  • RWD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

Used 2022 Chevrolet Silverado 2500 High Country Crew Cab

$54,500
speed 61,011 mi
sell
Key features
  • Diesel
  • Engine: 6.6L V8 DuraMax Diesel, Turbo
  • 4WD
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (31.2 mi)

New 2026 Chevrolet Silverado 1500 High Country Crew Cab

$72,194
sell
Key features
  • Gasoline
  • 4WD
  • High Country
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (45 mi)