Used Pickups for Sale near Windermere, Florida
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31,811 results
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Used 2023 Ford F-350 Lariat Crew Cab
$71,991
speed 46,330 mi
sell
Key features
- Diesel
- 4WD
- SRW
location_on
Mercedes-Benz of South Orlando
Orlando, FL (8.4 mi)
(689) 215-8959
Used 2025 Chevrolet Silverado 1500 LT Crew Cab
$59,989 List Price
$56,989
speed 2,841 mi
sell
Key features
- Gasoline
- 4WD
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
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
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281
Used 2023 Ram 1500 Lone Star Quad Cab
$34,988 List Price
$31,988
speed 25,498 mi
sell
Key features
- Gasoline
- 4WD
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281
Used 2024 GMC Sierra 1500 Denali Ultimate Crew Cab
$69,820 List Price
$66,820
speed 21,062 mi
sell
Key features
- Gasoline
- 4WD
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281
Used 2024 Ford F-150 XLT SuperCrew Cab
$46,995
speed 10 mi
sell
Key features
- Gasoline
- Regular Unleaded V6 3.5 L EcoBoost
- RWD
location_on
Tropical Ford Inc
Orlando, FL (9.2 mi)
(407) 559-8587
Used 2025 Chevrolet Silverado EV LT Crew Cab
$61,745 List Price
$58,745
speed 5,481 mi
sell
Key features
- Electric
- AWD
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
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 2019 Ford Ranger Lariat SuperCrew Cab
$28,995 List Price
$25,995
speed 61,735 mi
sell
Key features
- Gasoline
- 4WD
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281
Used 2019 Chevrolet Colorado LT Crew Cab
$21,660 List Price
$18,660
speed 80,561 mi
sell
Key features
- Gasoline
- RWD
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281
Used 2021 Chevrolet Silverado 1500 Custom Double Cab
$28,855 List Price
$25,855
speed 56,411 mi
sell
Key features
- Gasoline
- RWD
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
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 14,357 mi
sell
Key features
- Electric
- AWD
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281
Used 2024 Ford Maverick Lariat SuperCrew Cab
$33,795
speed 6,027 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 2024 Chevrolet Silverado 2500 LTZ Crew Cab
$62,765 List Price
$59,765
speed 48,900 mi
sell
Key features
- Diesel
- 4WD
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 2025 Chevrolet Silverado 2500 LTZ Crew Cab
$74,894 List Price
$71,894
speed 3,004 mi
sell
Key features
- Diesel
- 4WD
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281
Used 2024 Chevrolet Silverado EV RST Crew Cab
$64,939 List Price
$61,939
speed 26,814 mi
sell
Key features
- Electric
- AWD
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281
Used 2019 Ram 1500 Tradesman Crew Cab
$24,407 List Price
$21,407
speed 98,999 mi
sell
Key features
- Gasoline
- 4WD
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281
Used 2022 Nissan Frontier SV Crew Cab
$28,494 List Price
$25,494
speed 73,626 mi
sell
Key features
- Gasoline
- 4WD
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281
Used 2022 Chevrolet Silverado 2500 LT Double Cab
$38,756 List Price
$35,756
speed 69,378 mi
sell
Key features
- Gasoline
- RWD
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281
Used 2010 GMC Canyon SLE Crew Cab
$15,944 List Price
$12,944
speed 69,140 mi
sell
Key features
- Gasoline
- RWD
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
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 235 mi
sell
Key features
- Electric
- AWD
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281
Used 2019 Ford F-150 XLT SuperCrew Cab
$24,925 List Price
$21,925
speed 101,754 mi
sell
Key features
- Gas/E85
- RWD
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281
Used 2023 Chevrolet Silverado 1500 Custom Crew Cab
$27,995
speed 87,430 mi
sell
Key features
- Gasoline
- Turbocharged Gas I4 2.7L/166
- RWD
location_on
Tropical Ford Inc
Orlando, FL (9.2 mi)
(407) 559-8587
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 2023 Ram 1500 Rebel Crew Cab
$51,779 List Price
$48,779
speed 33,356 mi
sell
Key features
- Gasoline
- 4WD
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)
(407) 606-7281