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 280 retail jobs listed below pay well, with salaries between $32,406 and $77,810 per year. Retail Sales Associate, Cashier and Assistant Store Manager are among the most popular high-paying roles in Winchester, VA.
Job title
Updated Oct 27, 2026
Job title
Winchester, VA
Virginia
Job openings (Winchester)
Branch Manager
Winchester
$77,810
per year
Virginia
$78,404
per year
Store Manager
Winchester
$51,051
per year
Virginia
$56,885
per year
Retail Sales Associate
Winchester
$17.45
per hour
Virginia
$15.98
per hour
Assistant Store Manager
Winchester
$17.01
per hour
Virginia
$19.12
per hour
Thrift Store Associate
Winchester
$16.20
per hour
Virginia
$16.26
per hour
Merchandiser
Winchester
$16.01
per hour
Virginia
$13.04
per hour
Retail Assistant Manager
Winchester
$15.59
per hour
Virginia
$17.02
per hour
Cashier
Winchester
$14.93
per hour
Virginia
$14.81
per hour
Seasonal Associate
Winchester
$14.43
per hour
Virginia
$15.92
per hour
Seasonal Retail Sales Associate
Winchester
$14.39
per hour
Virginia
$15.21
per hour
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
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Branch Manager
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Please refer to the employers job description for complete details.
Branch Managers oversee operations, manage teams, and drive business growth. Leadership skills, financial acumen, and customer service focus are vital.
Branch Manager jobs take 22 days on average from job posting to starting date. Currently, 1% of job openings are part-time roles.
See jobsAverage pay
Winchester
$77,810 per yearVirginia
$78,404 per yearSkills
- Sales
- Banking
- Team management
- Leadership
- Customer service
-
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.
See jobsAverage pay
Winchester
$51,051 per yearVirginia
$56,885 per yearSkills
- Store management
- Leadership
- Retail sales
- Sales
- Communication skills
-
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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Winchester
$17.45 per hourVirginia
$15.98 per hourSkills
- Sales
- Retail sales
- Customer service
- Cash register
- 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 38 days on average from job posting to starting date. Currently, 4% of job openings are part-time roles.
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Winchester
$17.01 per hourVirginia
$19.12 per hourSkills
- Communication skills
- Store management
- Leadership
- Sales
- Retail sales
-
Thrift Store Associate
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Please refer to the employers job description for complete details.
Thrift Store Associates assist customers, handle cash registers, and sort donations. Cash handling experience, customer service skills, and organizational ability are essential.
Thrift Store Associate jobs take 36 days on average from job posting to starting date. Currently, 42% of job openings are part-time roles.
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Winchester
$16.20 per hourVirginia
$16.26 per hour -
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.
See jobsAverage pay
Winchester
$16.01 per hourVirginia
$13.04 per hourSkills
- Merchandising
- Communication skills
- Retail sales
- Sales
- Customer service
-
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 55 days on average from job posting to starting date. Currently, 58% of job openings are part-time roles.
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Winchester
$15.59 per hourVirginia
$17.02 per hourSkills
- Sales
- Communication skills
- Negotiation
- Business development
- English
-
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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Winchester
$14.93 per hourVirginia
$14.81 per hourSkills
- Customer service
- Restaurant experience
- Bartending
- Communication skills
- Cooking
-
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 21 days on average from job posting to starting date. Currently, 70% of job openings are part-time roles.
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Winchester
$14.43 per hourVirginia
$15.92 per hour -
Seasonal Retail Sales Associate
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Please refer to the employers job description for complete details.
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 6 days on average from job posting to starting date. Currently, 73% of job openings are part-time roles.
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Winchester
$14.39 per hourVirginia
$15.21 per hour