High-paying driving jobs in Winter Garden
Driving involves operating vehicles to transport passengers or goods safely. Drivers must follow traffic laws and ensure the vehicle's maintenance. They need good reflexes, focus, and the ability to navigate roads efficiently, often in various weather conditions.
We found 764 high-paying for you in Winter Garden, FL. These driving jobs pay well, with salaries between $49,270 to $140,749 per hour. Popular roles include Truck Driver, Delivery Driver and Driver.
Job title
Updated Sep 10, 2026
Job title
Winter Garden, FL
Florida
Job openings (Winter Garden)
Truck Driver
Winter Garden
$2,575
per week
Florida
$2,363
per week
Driver (independent Contractor)
Winter Garden
$24.82
per hour
Florida
$31.22
per hour
Driver
Winter Garden
$22.14
per hour
Florida
$19.51
per hour
Tow Truck Driver
Winter Garden
$19.67
per hour
Florida
$15.00
per hour
Delivery Driver
Winter Garden
$18.47
per hour
Florida
$19.21
per hour
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
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Truck Driver
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Please refer to the employers job description for complete details.
Truck Drivers transport goods, maintain logs, and ensure vehicle safety. A valid commercial driver's license, adherence to regulations, and time management skills are essential. Experience in long-haul driving is advantageous.
Truck Driver jobs take 90 days on average from job posting to starting date. Currently, 2% of job openings are part-time roles.
See 427 jobsAverage pay
Winter Garden
$2,575 per weekFlorida
$2,363 per weekSkills
- Driving
- Load & unload
- Bus driving
- Commercial driving
-
Driver (independent Contractor)
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Please refer to the employers job description for complete details.
Independent contractor drivers use their own vehicles for deliveries, managing their own schedules and client interactions. Strong self-management skills, reliable transportation and knowledge of local routes are essential in this role.
Driver (independent Contractor) jobs take 56 days on average from job posting to starting date. Currently, 71% of job openings are part-time roles.
See 1 jobsAverage pay
Winter Garden
$24.82 per hourFlorida
$31.22 per hourSkills
- Driving
- Delivery driver experience
- Customer service
- Heavy lifting
- Route driving
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Driver
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Please refer to the employers job description for complete details.
Drivers operate vehicles safely, follow schedules, and handle delivery documentation. A valid driver's license, time management skills, and navigation abilities are essential.
Driver jobs take 71 days on average from job posting to starting date. Currently, 33% of job openings are part-time roles.
See 136 jobsAverage pay
Winter Garden
$22.14 per hourFlorida
$19.51 per hourSkills
- Driving
- Load & unload
- Bus driving
- Automotive repair
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Tow Truck Driver
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Please refer to the employers job description for complete details.
Tow truck drivers respond to roadside emergencies and perform vehicle recovery and transport. Key skills for this role include mechanical knowledge, problem solving and professional communication.
Tow Truck Driver jobs take 160 days on average from job posting to starting date. Currently, 15% of job openings are part-time roles.
See 12 jobsAverage pay
Winter Garden
$19.67 per hourFlorida
$15.00 per hourSkills
- Tow truck
- Mechanical knowledge
- Flatbed
- Automotive diagnostics
- Manual transmission
-
Delivery Driver
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Please refer to the employers job description for complete details.
Delivery Drivers transport goods safely, navigate routes efficiently, and manage timely deliveries. They need valid driving licenses, strong knowledge of navigation tools, and effective time management to meet schedule demands and ensure customer satisfaction.
Delivery Driver jobs take 167 days on average from job posting to starting date. Currently, 35% of job openings are part-time roles.
See 188 jobsAverage pay
Winter Garden
$18.47 per hourFlorida
$19.21 per hourSkills
- Driving
- Load & unload
- Bus driving
- Hindi
- English