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Used Work Trucks and Vans for Sale near Windermere, Florida

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Used 2022 Freightliner Cascadia Detroit Semi Truck with Sleeper Cab

$66,500
speed 460,309 mi
sell
Key features
  • DD15AT
  • 6x4
  • Air & Hydraulic Brakes
location_on
Penske Used Trucks
Orlando, FL (9.4 mi)
(844) 572-5838

Used 2022 Ford Transit 250 High Roof Empty Cargo Van

$36,250
speed 93,195 mi
sell
Key features
  • Gasoline
  • High Roof
  • RWD
location_on
Penske Used Trucks
Orlando, FL (9.4 mi)
(844) 572-5838

Used 2022 Freightliner Cascadia Detroit Semi Truck with Sleeper Cab

$55,750
speed 532,987 mi
sell
Key features
  • DD15AT
  • 6x4
  • Air & Hydraulic Brakes
location_on
Penske Used Trucks
Orlando, FL (9.4 mi)
(844) 572-5838

Used 2025 Chevrolet Silverado 1500 LT Crew Cab

$59,989 List Price
$56,989
speed 2,845 mi
sell
Key features
  • Gasoline
  • 4WD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2021 Nissan Titan PRO-4X Crew Cab

$35,532 List Price
$32,532
speed 85,028 mi
sell
Key features
  • Gasoline
  • 4WD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2024 Chevrolet Silverado EV RST Crew Cab

$75,788 List Price
$72,788
speed 23 mi
sell
Key features
  • Electric
  • AWD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2017 Ram 1500 Tradesman Quad Cab

$19,975 List Price
$16,975
speed 118,944 mi
sell
Key features
  • Gasoline
  • RWD
  • Quad Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2025 Chevrolet Silverado EV LT Crew Cab

$61,745 List Price
$58,745
speed 5,480 mi
sell
Key features
  • Electric
  • AWD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2024 Chevrolet Silverado EV RST Crew Cab

$65,697 List Price
$62,697
speed 20,221 mi
sell
Key features
  • Electric
  • AWD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2025 Chevrolet Silverado 3500 LTZ Crew Cab

$78,985 List Price
$75,985
speed 22,920 mi
sell
Key features
  • Diesel
  • 4WD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2019 Ram 1500 Laramie Crew Cab

$32,365 List Price
$29,365
speed 74,982 mi
sell
Key features
  • Gasoline
  • RWD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2024 Chevrolet Silverado 2500 High Country Crew Cab

$78,491 List Price
$75,491
speed 6,835 mi
sell
Key features
  • Diesel
  • 4WD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2025 Chevrolet Silverado EV RST Crew Cab

$70,698 List Price
$67,698
speed 15,693 mi
sell
Key features
  • Electric
  • AWD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2025 Ford F-150 Lightning Flash SuperCrew Cab

$52,995
speed 23,346 mi
sell
Key features
  • Electric
  • Electric
  • AWD
location_on
Tropical Ford Inc
Orlando, FL (9.2 mi)
(407) 559-8587

Used 2022 Ram 1500 Lone Star Crew Cab

$39,890 List Price
$36,890
speed 39,019 mi
sell
Key features
  • Gasoline
  • 4WD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2022 Ram 1500 Lone Star Crew Cab

$31,992 List Price
$28,992
speed 89,338 mi
sell
Key features
  • Gasoline
  • 4WD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2026 GMC Sierra 1500 Elevation Crew Cab

$59,675 List Price
$56,675
speed 5,655 mi
sell
Key features
  • Gasoline
  • 4WD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2024 Chevrolet Silverado EV RST Crew Cab

$66,939 List Price
$63,939
speed 14,356 mi
sell
Key features
  • Electric
  • AWD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2020 Ford F-350 Lariat Crew Cab

$52,894 List Price
$49,894
speed 95,427 mi
sell
Key features
  • Diesel
  • 4WD
  • SRW
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2019 Ford Ranger Lariat SuperCrew Cab

$28,995 List Price
$25,995
speed 61,735 mi
sell
Key features
  • Gasoline
  • 4WD
  • SuperCrew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2024 Chevrolet Silverado 2500 LTZ Crew Cab

$62,765 List Price
$59,765
speed 48,900 mi
sell
Key features
  • Diesel
  • 4WD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2025 Ford Maverick XL SuperCrew Cab

$28,731
speed 3,410 mi
sell
Key features
  • Gasoline
  • Intercooled Turbo Premium Unleaded I-4 2.0 L/122
  • AWD
location_on
Tropical Ford Inc
Orlando, FL (9.2 mi)
(407) 559-8587

Used 2022 Nissan Frontier SV Crew Cab

$28,494 List Price
$25,494
speed 73,626 mi
sell
Key features
  • Gasoline
  • 4WD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2021 Chevrolet Silverado 2500 Custom Crew Cab

$47,779 List Price
$44,779
speed 31,126 mi
sell
Key features
  • Gasoline
  • 4WD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2024 Chevrolet Silverado EV RST Crew Cab

$70,958 List Price
$67,958
speed 236 mi
sell
Key features
  • Electric
  • AWD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2023 Chevrolet Silverado 1500 RST Crew Cab

$46,976 List Price
$43,976
speed 41,106 mi
sell
Key features
  • Gasoline
  • 4WD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2025 Chevrolet Silverado 1500 Custom Crew Cab

$41,347 List Price
$38,347
speed 10,685 mi
sell
Key features
  • Gasoline
  • RWD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

Used 2024 Ford Maverick XLT SuperCrew Cab

$25,995
speed 32,992 mi
sell
Key features
  • Gasoline
  • Intercooled Turbo Premium Unleaded I-4 2.0 L/122
  • FWD
location_on
Tropical Ford Inc
Orlando, FL (9.2 mi)
(407) 559-8587

Used 2025 Ram 1500 Tradesman Crew Cab

$30,995
speed 45,821 mi
sell
Key features
  • Hybrid
  • Gas/Electric V-6 3.6 L/220
  • RWD
location_on
Tropical Ford Inc
Orlando, FL (9.2 mi)
(407) 559-8587

Used 2023 Ram 1500 Rebel Crew Cab

$50,697 List Price
$47,697
speed 33,356 mi
sell
Key features
  • Gasoline
  • 4WD
  • Crew Cab
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281

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