High-paying retail jobs in Winchester
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 300 retail jobs listed below pay well, with salaries between $14.08 and $15.93 per hour. Retail Sales Associate, Cashier and Assistant Store Manager are among the most popular high-paying roles in Winchester, VA.
Job title
Updated Oct 09, 2026Store Manager
Winchester
Virginia
Retail Merchandiser
Winchester
Virginia
Retail Sales Associate
Winchester
Virginia
Assistant Store Manager
Winchester
Virginia
Merchandiser
Winchester
Virginia
Retail Assistant Manager
Winchester
Virginia
Merchandising Associate
Winchester
Virginia
Seasonal Retail Sales Associate
Winchester
Virginia
Cashier
Winchester
Virginia
Seasonal Associate
Winchester
Virginia
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
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Store Manager
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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.
See 36 jobsAverage pay
Winchester
$51,051 per yearVirginia
$56,848 per yearSkills
- Store management
- Leadership
- Retail sales
- Sales
- Communication skills
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Retail Merchandiser
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Please refer to the employers job description for complete details.
Retail Merchandisers plan product displays, manage stock levels, and analyze trends. Merchandising expertise, understanding of consumer behavior, and analytical skills are essential.
Retail Merchandiser jobs take 20 days on average from job posting to starting date. Currently, 67% of job openings are part-time roles.
See 17 jobsAverage pay
Winchester
$17.48 per hourVirginia
$16.39 per hourSkills
- iOS
- Mobile applications
- Management
- Planograms
- Organizational skills
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Retail Sales Associate
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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, 53% of job openings are part-time roles.
See 85 jobsAverage pay
Winchester
$17.41 per hourVirginia
$15.91 per hourSkills
- Sales
- Retail sales
- Customer service
- Cash register
- Communication skills
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Assistant Store Manager
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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 32 days on average from job posting to starting date. Currently, 4% of job openings are part-time roles.
See 43 jobsAverage pay
Winchester
$17.01 per hourVirginia
$19.14 per hourSkills
- Communication skills
- Store management
- Leadership
- Sales
- Retail sales
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Merchandiser
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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.
See 14 jobsAverage pay
Winchester
$15.93 per hourVirginia
$12.90 per hourSkills
- Merchandising
- Communication skills
- Retail sales
- Sales
- Customer service
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Retail Assistant Manager
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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, 61% of job openings are part-time roles.
See 9 jobsAverage pay
Winchester
$15.71 per hourVirginia
$17.14 per hourSkills
- Sales
- Communication skills
- Negotiation
- Business development
- English
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Merchandising Associate
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Merchandising associates implement merchandising strategies, ensure product presentation and manage inventory displays. Creativity, market awareness and organizational skills are key for success in this role.
Merchandising Associate jobs take 5 days on average from job posting to starting date. Currently, 92% of job openings are part-time roles.
See 7 jobsAverage pay
Winchester
$15.63 per hourVirginia
$14.85 per hourSkills
- Farming
- Welding
- Bilingual
- Planograms
- Merchandising
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Seasonal Retail Sales Associate
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Seasonal Retail Sales Associates assist customers, stock shelves, and process transactions during peak periods. Retail experience, excellent interpersonal skills, and adaptability in fast-paced environments are required.
Seasonal Retail Sales Associate jobs take 9 days on average from job posting to starting date. Currently, 82% of job openings are part-time roles.
See 13 jobsAverage pay
Winchester
$15.12 per hourVirginia
$15.79 per hourSkills
- POS
- Inventory management
- Cash register
- Organizational skills
- Time management
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Cashier
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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 34 days on average from job posting to starting date. Currently, 58% of job openings are part-time roles.
See 59 jobsAverage pay
Winchester
$14.92 per hourVirginia
$14.78 per hourSkills
- Customer service
- Restaurant experience
- Bartending
- Communication skills
- Cooking
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Seasonal Associate
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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, 70% of job openings are part-time roles.
See 17 jobsAverage pay
Winchester
$14.08 per hourVirginia
$15.48 per hourSkills
- Communication skills
- Sales
- Customer service
- Retail sales
- Computer skills