High-paying retail jobs in Winter Haven
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 573 retail jobs listed below pay well, with salaries between $15.49 and $17.95 per hour. Lead Associate, Retail Sales Associate and Assistant Store Manager are among the most popular high-paying roles in Winter Haven, FL.
Job title
Updated Nov 10, 2026
Job title
Winter Haven, FL
Florida
Job openings (Winter Haven)
Cashier
Winter Haven
$24.52
per hour
Florida
$16.67
per hour
Meat Cutter
Winter Haven
$18.62
per hour
Florida
$19.30
per hour
Assistant Store Manager
Winter Haven
$18.44
per hour
Florida
$20.44
per hour
Merchandiser
Winter Haven
$17.95
per hour
Florida
$17.06
per hour
Retail Sales Associate
Winter Haven
$17.84
per hour
Florida
$17.80
per hour
Store Manager
Winter Haven
$17.59
per hour
Florida
$19.89
per hour
Seasonal Associate
Winter Haven
$16.76
per hour
Florida
$17.20
per hour
Retail Assistant Manager
Winter Haven
$16.57
per hour
Florida
$17.95
per hour
Personal Shopper
Winter Haven
$15.80
per hour
Florida
$17.98
per hour
Lead Associate
Winter Haven
$15.49
per hour
Florida
$15.00
per hour
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
-
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 33 days on average from job posting to starting date. Currently, 58% of job openings are part-time roles.
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Winter Haven
$24.52 per hourFlorida
$16.67 per hourSkills
- Customer service
- Restaurant experience
- Bartending
- Communication skills
- Cooking
-
Meat Cutter
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Please refer to the employers job description for complete details.
Meat Cutters prepare cuts to customer specifications, maintain equipment, and ensure freshness. Successful candidates are skilled in meat processing, understand health regulations, and have precise knife skills.
Meat Cutter jobs take 95 days on average from job posting to starting date. Currently, 30% of job openings are part-time roles.
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Winter Haven
$18.62 per hourFlorida
$19.30 per hour -
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 38 days on average from job posting to starting date. Currently, 4% of job openings are part-time roles.
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Winter Haven
$18.44 per hourFlorida
$20.44 per hourSkills
- Communication skills
- Store management
- Leadership
- Sales
- Retail sales
-
Merchandiser
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Please refer to the employers job description for complete details.
Merchandisers manage product displays, analyze sales trends, and liaise with suppliers. Success requires creativity, retail experience, and strong analytical skills.
Merchandiser jobs take 33 days on average from job posting to starting date. Currently, 78% of job openings are part-time roles.
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Winter Haven
$17.95 per hourFlorida
$17.06 per hourSkills
- Merchandising
- Communication skills
- Retail sales
- Sales
- Customer service
-
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 39 days on average from job posting to starting date. Currently, 54% of job openings are part-time roles.
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Winter Haven
$17.84 per hourFlorida
$17.80 per hourSkills
- Sales
- Retail sales
- Customer service
- Cash register
- Communication skills
-
Store Manager
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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 46 days on average from job posting to starting date. Currently, 3% of job openings are part-time roles.
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Winter Haven
$17.59 per hourFlorida
$19.89 per hourSkills
- Store management
- Leadership
- Retail sales
- Sales
- 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 19 days on average from job posting to starting date. Currently, 68% of job openings are part-time roles.
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Winter Haven
$16.76 per hourFlorida
$17.20 per hour -
Retail Assistant Manager
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Please refer to the employers job description for complete details.
Retail Assistant Managers support store operations, manage staff, and enhance customer experiences. Leadership skills, retail management experience, and the ability to multitask are essential for driving store performance.
Retail Assistant Manager jobs take 56 days on average from job posting to starting date. Currently, 58% of job openings are part-time roles.
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Winter Haven
$16.57 per hourFlorida
$17.95 per hourSkills
- Sales
- Communication skills
- Negotiation
- Business development
- English
-
Personal Shopper
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Please refer to the employers job description for complete details.
Personal shoppers assist clients in selecting products that meet their specific needs, maintaining a personalized shopping experience. Strong interpersonal skills, product knowledge and a passion for customer service are essential.
Personal Shopper jobs take 1 days on average from job posting to starting date. Currently, 50% of job openings are part-time roles.
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Winter Haven
$15.80 per hourFlorida
$17.98 per hour -
Lead Associate
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Please refer to the employers job description for complete details.
Lead Associates oversee sales strategies, mentor staff, and enhance customer experiences. Expertise in retail operations, leadership skills, and a focus on customer satisfaction are crucial.
Lead Associate jobs take 10 days on average from job posting to starting date. Currently, 0% of job openings are part-time roles.
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Winter Haven
$15.49 per hourFlorida
$15.00 per hour