High-paying teaching jobs in Winchester
Teaching involves guiding students in learning academic subjects by crafting engaging lessons. Teachers develop curricula, assess student progress, and foster a supportive environment. They exhibit patience, communication skills, and subject knowledge.
We found 46 high-paying for you in Winchester, VA. These teaching jobs pay well, with salaries between $29,106 to $92,197 per hour. Popular roles include Special Education Teacher, Instructor and Substitute Teacher.
Job title
Updated Oct 17, 2026
Job title
Winchester, VA
Virginia
Job openings (Winchester)
Assistant Professor
Winchester
$92,197
per year
Virginia
$79,700
per year
Learning and Development Facilitator
Winchester
$86,101
per year
Virginia
$96,894
per year
Faculty
Winchester
$70,675
per year
Virginia
$74,291
per year
Special Education Teacher
Winchester
$33.20
per hour
Virginia
$34.85
per hour
Art Teacher
Winchester
$23.50
per hour
Virginia
$20.77
per hour
Admission Counselor
Winchester
$47,031
per year
Virginia
$42,791
per year
Instructor
Winchester
$21.16
per hour
Virginia
$29.01
per hour
Teaching Assistant
Winchester
$20.86
per hour
Virginia
$19.95
per hour
Educator
Winchester
$16.97
per hour
Virginia
$19.06
per hour
Substitute Teacher
Winchester
$219
per day
Virginia
$161
per day
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
-
Assistant Professor
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Please refer to the employers job description for complete details.
Assistant Professors teach courses, conduct research, and mentor students. Deep subject matter expertise, teaching ability, and research skills are essential.
Assistant Professor jobs take 98 days on average from job posting to starting date. Currently, 4% of job openings are part-time roles.
See 3 jobsAverage pay
Winchester
$92,197 per yearVirginia
$79,700 per yearSkills
- Teaching
- Research
- Higher education teaching
- Curriculum development
- LMS
-
Learning and Development Facilitator
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Please refer to the employers job description for complete details.
Learning and development facilitators design training programs, assess employee needs and foster skill development. Expertise in instructional design, strong communication skills and adaptability are essential in this role.
Learning and Development Facilitator jobs take 57 days on average from job posting to starting date. Currently, 15% of job openings offer remote or hybrid positions and 7% of job openings are part-time roles.
See 2 jobsAverage pay
Winchester
$86,101 per yearVirginia
$96,894 per year -
Faculty
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Please refer to the employers job description for complete details.
Faculty teach courses, develop curricula, and guide student learning. Deep subject matter expertise, teaching skills, and mentorship ability are essential.
Faculty jobs take 89 days on average from job posting to starting date. Currently, 44% of job openings are part-time roles.
See 3 jobsAverage pay
Winchester
$70,675 per yearVirginia
$74,291 per yearSkills
- Teaching
- Higher education teaching
- Curriculum development
- Lesson planning
- LMS
-
Special Education Teacher
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Please refer to the employers job description for complete details.
Special Education Teachers develop individualized programs, instruct students, and assess progress. Expertise in educational methods, patience, and interpersonal skills are essential.
Special Education Teacher jobs take 101 days on average from job posting to starting date. Currently, 6% of job openings are part-time roles.
See 11 jobsAverage pay
Winchester
$33.20 per hourVirginia
$34.85 per hour -
Art Teacher
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Please refer to the employers job description for complete details.
Art Teachers instruct students in various art techniques, develop creative projects, and evaluate student progress. Expertise in art disciplines, teaching skills, and creativity are essential.
Art Teacher jobs take 77 days on average from job posting to starting date. Currently, 50% of job openings are part-time roles.
See 2 jobsAverage pay
Winchester
$23.50 per hourVirginia
$20.77 per hourSkills
- Teaching
- Communication skills
- English
- Lesson planning
- Experience working with students
-
Admission Counselor
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Please refer to the employers job description for complete details.
Admission counselors guide prospective students, evaluate applications and assist with enrollment. Strong communication skills, an understanding of educational standards and empathy are essential.
Admission Counselor jobs take 28 days on average from job posting to starting date. Currently, 11% of job openings offer remote or hybrid positions and 6% of job openings are part-time roles.
See 2 jobsAverage pay
Winchester
$47,031 per yearVirginia
$42,791 per yearSkills
- Academic advising
- Experience working with students
- Recruiting
- Education administration
- Communication skills
-
Instructor
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Please refer to the employers job description for complete details.
Instructors create lesson plans, deliver educational content, and evaluate student performance. Expertise in subject matter, effective communication, and teaching experience are required.
Instructor jobs take 77 days on average from job posting to starting date. Currently, 60% of job openings are part-time roles.
See 8 jobsAverage pay
Winchester
$21.16 per hourVirginia
$29.01 per hourSkills
- Communication skills
- Teaching
- English
- Lesson planning
- Experience working with students
-
Teaching Assistant
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Please refer to the employers job description for complete details.
Teaching assistants support teachers with classroom management, lesson preparation and student engagement. Strong organizational skills, communication and a collaborative spirit are essential for success.
Teaching Assistant jobs take 121 days on average from job posting to starting date. Currently, 30% of job openings are part-time roles.
See 5 jobsAverage pay
Winchester
$20.86 per hourVirginia
$19.95 per hour -
Educator
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Please refer to the employers job description for complete details.
Educators facilitate learning, develop curriculum and support student growth across various subjects. Key skills include communication, organizational abilities and curriculum knowledge.
Educator jobs take 72 days on average from job posting to starting date. Currently, 30% of job openings are part-time roles.
See 2 jobsAverage pay
Winchester
$16.97 per hourVirginia
$19.06 per hourSkills
- Special education
- Teaching
- Communication skills
- Experience working with students
- Classroom management
-
Substitute Teacher
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Please refer to the employers job description for complete details.
Substitute Teachers provide instructional continuity in the absence of regular teachers, managing classrooms and delivering lesson plans. Flexibility, strong communication, and adaptability are essential.
Substitute Teacher jobs take 59 days on average from job posting to starting date. Currently, 29% of job openings are part-time roles.
See 8 jobsAverage pay
Winchester
$219 per dayVirginia
$161 per day