High-paying retail jobs in Winter Park
Retail sells goods directly to consumers in stores or online. Retail associates assist customers and manage inventory. Customer service and communication skills are key.
The 1,712 retail jobs listed below pay well, with salaries between $35,888 and $57,156 per year. Retail Sales Associate, Seasonal Associate and Cashier are among the most popular high-paying roles in Winter Park, FL.
Job title
Updated Oct 06, 2026
Job title
Winter Park, FL
Florida
Job openings (Winter Park)
Store Manager
Winter Park
$57,156
per year
Florida
$46,347
per year
Assistant Store Manager
Winter Park
$25.81
per hour
Florida
$20.29
per hour
Beauty Advisor
Winter Park
$17.94
per hour
Florida
$21.73
per hour
Retail Sales Associate
Winter Park
$17.84
per hour
Florida
$17.79
per hour
Seasonal Associate
Winter Park
$17.80
per hour
Florida
$17.00
per hour
Cashier
Winter Park
$17.61
per hour
Florida
$16.73
per hour
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
-
Store Manager
Review job description
Please refer to the employers job description for complete details.
Store Managers oversee retail operations, manage staff, and drive sales performance. Expertise in leadership, inventory management, and customer service is crucial. Strong organizational and communication skills enhance success.
Store Manager jobs take 44 days on average from job posting to starting date. Currently, 3% of job openings are part-time roles.
See 179 jobsAverage pay
Winter Park
$57,156 per yearFlorida
$46,347 per yearSkills
- Store management
- Leadership
- Retail sales
- Sales
- Communication skills
-
Assistant Store Manager
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Please refer to the employers job description for complete details.
Assistant Store Managers support daily operations, manage staff, and optimize customer experiences. Retail management experience, leadership skills, and customer focus are key.
Assistant Store Manager jobs take 31 days on average from job posting to starting date. Currently, 4% of job openings are part-time roles.
See 233 jobsAverage pay
Winter Park
$25.81 per hourFlorida
$20.29 per hourSkills
- Communication skills
- Store management
- Leadership
- Sales
- Retail sales
-
Beauty Advisor
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Please refer to the employers job description for complete details.
Beauty Advisors assist customers in choosing products, provide makeup application tips, and enhance sales. Strong product knowledge, communication skills, and customer service orientation are vital.
Beauty Advisor jobs take 13 days on average from job posting to starting date. Currently, 77% of job openings are part-time roles.
See 96 jobsAverage pay
Winter Park
$17.94 per hourFlorida
$21.73 per hourSkills
- Sales
- Product demos
- Customer service
- Retail sales
- Beauty & cosmetics sales
-
Retail Sales Associate
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Please refer to the employers job description for complete details.
Retail Sales Associates assist customers, manage inventory, and drive sales. Success requires product knowledge, effective communication, and customer service excellence.
Retail Sales Associate jobs take 37 days on average from job posting to starting date. Currently, 52% of job openings are part-time roles.
See 659 jobsAverage pay
Winter Park
$17.84 per hourFlorida
$17.79 per hourSkills
- Sales
- Retail sales
- Customer service
- Cash register
- Communication skills
-
Seasonal Associate
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Please refer to the employers job description for complete details.
Seasonal Associates assist customers, manage inventory, and support sales during peak seasons. Retail experience, customer service skills, and adaptability are beneficial for success.
Seasonal Associate jobs take 24 days on average from job posting to starting date. Currently, 76% of job openings are part-time roles.
See 289 jobsAverage pay
Winter Park
$17.80 per hourFlorida
$17.00 per hourSkills
- Communication skills
- Sales
- Customer service
- Retail sales
- Computer skills
-
Cashier
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Please refer to the employers job description for complete details.
Cashiers process transactions, maintain accuracy, and provide customer service. Familiarity with cash registers, strong communication skills, and ability to handle money responsibly are vital.
Cashier jobs take 29 days on average from job posting to starting date. Currently, 58% of job openings are part-time roles.
See 256 jobsAverage pay
Winter Park
$17.61 per hourFlorida
$16.73 per hourSkills
- Customer service
- Restaurant experience
- Bartending
- Communication skills
- Cooking