Monkey Business Images // Shutterstock
1 / 50#50. Instructional coordinators
- Median annual wage: $81,310
- Median hourly wage: $39.09
- Total employment: 70 people (1.02 of every 1,000 jobs in the area)
Highest-paying jobs in Winchester
Despite recession fears and falling consumer confidence, the job market in the United States has remained relatively stable in 2025 thus far. According to May 2025 Bureau of Labor Statistics data, around 177,000 new jobs were added in April, a slight decrease from the 185,000 new jobs added in the month before, but an extension of the country's 52-month streak of job growth. Unemployment rates also held relatively steady between April 2024 and April 2025, coming in at around 4%.
Of course, that doesn't necessarily mean Americans have it easy in the workplace. A December 2024 Payscale report found that nearly half (47%) of business organizations struggle to balance fair pay practices with spend optimization, and 18% plan to reduce pay increases in 2025 as a result.
For context, median weekly earnings across all employees in the U.S. stood at $1,194 in the first quarter of 2025. This represents an increase of 4.8% from a year prior and exceeds the Consumer Price Index's 2.7% increase in the same time period. However, there's one caveat: Earnings go much further in some places than in others.
In fact, the very definition of a "high-paying" job varies by location, as well as other factors such as industry and benefits. Even a six-figure salary may be considered low-income in places with an unusually high cost of living. Meanwhile, technology, finance, and health care jobs lead in terms of salary, but benefits like remote work can make other lower-paying jobs more desirable.
Regardless, anyone seeking a high-paying job should start by looking at the numbers. Stacker used BLS data to find the 50 highest-paying jobs in Winchester. Jobs are ranked by their median annual pay as of May 2024, so any jobs without annual compensation figures available were excluded from this analysis.
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2 / 50#49. Business operations specialists, all other
- Median annual wage: $82,760
- Median hourly wage: $39.79
- Total employment: 890 people (13.04 of every 1,000 jobs in the area)
SofikoS // Shutterstock
3 / 50#48. Diagnostic medical sonographers
- Median annual wage: $82,810
- Median hourly wage: $39.81
- Total employment: 40 people (0.65 of every 1,000 jobs in the area)
Dmytro Zinkevych // Shutterstock
4 / 50#47. Social and community service managers
- Median annual wage: $83,120
- Median hourly wage: $39.96
- Total employment: 70 people (1.02 of every 1,000 jobs in the area)
Arjuna Kodisinghe // Shutterstock
5 / 50#46. Network and computer systems administrators
- Median annual wage: $85,390
- Median hourly wage: $41.06
- Total employment: 130 people (1.96 of every 1,000 jobs in the area)
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ABO PHOTOGRAPHY // Shutterstock
6 / 50#45. Occupational therapists
- Median annual wage: $85,830
- Median hourly wage: $41.26
- Total employment: 90 people (1.34 of every 1,000 jobs in the area)
g-stockstudio // Shutterstock
7 / 50#44. First-line supervisors of non-retail sales workers
- Median annual wage: $86,550
- Median hourly wage: $41.61
- Total employment: 100 people (1.41 of every 1,000 jobs in the area)
PanuShot // Shutterstock
8 / 50#43. Financial specialists, all other
- Median annual wage: $88,280
- Median hourly wage: $42.44
- Total employment: 140 people (1.98 of every 1,000 jobs in the area)
Gorodenkoff // Shutterstock
9 / 50#42. Mechanical engineers
- Median annual wage: $89,360
- Median hourly wage: $42.96
- Total employment: 40 people (0.63 of every 1,000 jobs in the area)
Monkey Business Images // Shutterstock
10 / 50#41. Industrial engineers
- Median annual wage: $90,990
- Median hourly wage: $43.75
- Total employment: 150 people (2.16 of every 1,000 jobs in the area)
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Rawpixel.com // Shutterstock
11 / 50#40. Registered nurses
- Median annual wage: $91,280
- Median hourly wage: $43.88
- Total employment: 1,580 people (23.11 of every 1,000 jobs in the area)
ABO PHOTOGRAPHY / Shutterstock
12 / 50#39. Speech-language pathologists
- Median annual wage: $91,750
- Median hourly wage: $44.11
- Total employment: 80 people (1.18 of every 1,000 jobs in the area)
Unai Huizi Photography // Shutterstock
13 / 50#38. Dental hygienists
- Median annual wage: $93,190
- Median hourly wage: $44.80
- Total employment: 90 people (1.27 of every 1,000 jobs in the area)
Undrey // Shutterstock
14 / 50#37. Financial and investment analysts
- Median annual wage: $93,440
- Median hourly wage: $44.93
- Total employment: 60 people (0.86 of every 1,000 jobs in the area)
goodluz // Shutterstock
15 / 50#36. Transportation, storage, and distribution managers
- Median annual wage: $94,030
- Median hourly wage: $45.21
- Total employment: 90 people (1.28 of every 1,000 jobs in the area)
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16 / 50#35. Physical therapists
- Median annual wage: $94,150
- Median hourly wage: $45.26
- Total employment: 140 people (2.08 of every 1,000 jobs in the area)
Bannafarsai_Stock // Shutterstock
17 / 50#34. Construction managers
- Median annual wage: $94,960
- Median hourly wage: $45.66
- Total employment: 90 people (1.3 of every 1,000 jobs in the area)
Jacob Lund // Shutterstock
18 / 50#33. Project management specialists
- Median annual wage: $94,970
- Median hourly wage: $45.66
- Total employment: 300 people (4.43 of every 1,000 jobs in the area)
Gorodenkoff // Shutterstock
19 / 50#32. Computer systems analysts
- Median annual wage: $95,480
- Median hourly wage: $45.90
- Total employment: 300 people (4.35 of every 1,000 jobs in the area)
fizkes // Shutterstock
20 / 50#31. General and operations managers
- Median annual wage: $97,740
- Median hourly wage: $46.99
- Total employment: 1,270 people (18.63 of every 1,000 jobs in the area)
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21 / 50#30. Facilities managers
- Median annual wage: $103,100
- Median hourly wage: $49.57
- Total employment: 40 people (0.6 of every 1,000 jobs in the area)
creativemarc // Shutterstock
22 / 50#29. Administrative services managers
- Median annual wage: $103,600
- Median hourly wage: $49.81
- Total employment: 50 people (0.68 of every 1,000 jobs in the area)
wutzkohphoto // Shutterstock
23 / 50#28. Civil engineers
- Median annual wage: $103,680
- Median hourly wage: $49.85
- Total employment: 150 people (2.21 of every 1,000 jobs in the area)
fizkes // Shutterstock
24 / 50#27. Management analysts
- Median annual wage: $103,840
- Median hourly wage: $49.92
- Total employment: 400 people (5.91 of every 1,000 jobs in the area)
Nicola Forenza // Shutterstock
25 / 50#26. Lawyers
- Median annual wage: $106,410
- Median hourly wage: $51.16
- Total employment: 140 people (2.12 of every 1,000 jobs in the area)
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Sunshine Seeds // Shutterstock
26 / 50#25. Industrial production managers
- Median annual wage: $108,030
- Median hourly wage: $51.94
- Total employment: 80 people (1.22 of every 1,000 jobs in the area)
Jacob Lund // Shutterstock
27 / 50#24. Architects, except landscape and naval
- Median annual wage: $109,120
- Median hourly wage: $52.46
- Total employment: 30 people (0.49 of every 1,000 jobs in the area)
BalanceFormCreative // Shutterstock
28 / 50#23. Information security analysts
- Median annual wage: $112,450
- Median hourly wage: $54.06
- Total employment: 90 people (1.31 of every 1,000 jobs in the area)
Zivica Kerkez // Shutterstock
29 / 50#22. Veterinarians
- Median annual wage: $114,670
- Median hourly wage: $55.13
- Total employment: 40 people (0.57 of every 1,000 jobs in the area)
N.Z.Photography // Shutterstock
30 / 50#21. Computer occupations, all other
- Median annual wage: $118,730
- Median hourly wage: $57.08
- Total employment: 230 people (3.36 of every 1,000 jobs in the area)
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Stokkete // Shutterstock
31 / 50#20. Physician assistants
- Median annual wage: $118,960
- Median hourly wage: $57.19
- Total employment: 100 people (1.45 of every 1,000 jobs in the area)
dokurose // Shutterstock
32 / 50#19. Sales managers
- Median annual wage: $121,950
- Median hourly wage: $58.63
- Total employment: 100 people (1.42 of every 1,000 jobs in the area)
Gorodenkoff // Shutterstock
33 / 50#18. Computer network architects
- Median annual wage: $122,640
- Median hourly wage: $58.96
- Total employment: 50 people (0.74 of every 1,000 jobs in the area)
Monkey Business Images // Shutterstock
34 / 50#17. Nurse practitioners
- Median annual wage: $126,540
- Median hourly wage: $60.84
- Total employment: 160 people (2.33 of every 1,000 jobs in the area)
Gorodenkoff // Shutterstock
35 / 50#16. Engineers, all other
- Median annual wage: $128,940
- Median hourly wage: $61.99
- Total employment: 30 people (0.45 of every 1,000 jobs in the area)
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Roman Samborskyi // Shutterstock
36 / 50#15. Software developers
- Median annual wage: $128,960
- Median hourly wage: $62.00
- Total employment: 340 people (5.04 of every 1,000 jobs in the area)
Monkey Business Images // Shutterstock
37 / 50#14. Medical and health services managers
- Median annual wage: $131,260
- Median hourly wage: $63.11
- Total employment: 280 people (4.04 of every 1,000 jobs in the area)
fizkes // Shutterstock
38 / 50#13. Marketing managers
- Median annual wage: $131,400
- Median hourly wage: $63.17
- Total employment: 70 people (1.01 of every 1,000 jobs in the area)
Drazen Zigic // Shutterstock
39 / 50#12. Pharmacists
- Median annual wage: $132,020
- Median hourly wage: $63.47
- Total employment: 150 people (2.26 of every 1,000 jobs in the area)
Jacob Lund // Shutterstock
40 / 50#11. Human resources managers
- Median annual wage: $133,230
- Median hourly wage: $64.05
- Total employment: 70 people (1.05 of every 1,000 jobs in the area)
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rawpixel.com // Shutterstock
41 / 50#10. Purchasing managers
- Median annual wage: $139,380
- Median hourly wage: $67.01
- Total employment: 30 people (0.48 of every 1,000 jobs in the area)
Kanghophoto // Shutterstock
42 / 50#9. Financial managers
- Median annual wage: $140,570
- Median hourly wage: $67.58
- Total employment: 260 people (3.77 of every 1,000 jobs in the area)
SpeedKingz // Shutterstock
43 / 50#8. Managers, all other
- Median annual wage: $144,040
- Median hourly wage: $69.25
- Total employment: 190 people (2.78 of every 1,000 jobs in the area)
Jacob Lund // Shutterstock
44 / 50#7. Pediatricians, general
- Median annual wage: $168,680
- Median hourly wage: $81.09
- Total employment: 50 people (0.74 of every 1,000 jobs in the area)
BOY ANTHONY // Shutterstock
45 / 50#6. Architectural and engineering managers
- Median annual wage: $169,420
- Median hourly wage: $81.45
- Total employment: 40 people (0.63 of every 1,000 jobs in the area)
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46 / 50#5. Computer and information systems managers
- Median annual wage: $172,220
- Median hourly wage: $82.80
- Total employment: 110 people (1.66 of every 1,000 jobs in the area)
Prostock-studio // Shutterstock
47 / 50#4. Dentists, general
- Median annual wage: $173,170
- Median hourly wage: $83.25
- Total employment: 50 people (0.75 of every 1,000 jobs in the area)
PeopleImages.com - Yuri A // Shutterstock
48 / 50#3. Family medicine physicians
- Median annual wage: $216,390
- Median hourly wage: $104.04
- Total employment: 60 people (0.9 of every 1,000 jobs in the area)
Gorodenkoff // Shutterstock
49 / 50#1. Chief executives (tie)
- Median annual wage: At least $239,200
- Median hourly wage: At least $115.00
- Total employment: 70 people (1.09 of every 1,000 jobs in the area)
wutzkohphoto // Shutterstock
50 / 50#1. Physicians, all other (tie)
- Median annual wage: At least $239,200
- Median hourly wage: At least $115.00
- Total employment: 60 people (0.88 of every 1,000 jobs in the area)
This story features data reporting by Wade Zhou, writing by Cu Fleshman, and is part of a series utilizing data automation across 364 metros.
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