Jobs in Winter Park, FL
95 active postings tracked in Winter Park, FL · collapsed to 85 roles.
Winter Park, FL Job Market Score
- Few reposted listings (11% appear duplicated)
- Slow inflow of new postings (only 16% from the last 14 days)
- High share of long-open postings (71% open 30+ days)
Winter Park, FL job market overview (May 2026)
The Winter Park, FL job market is currently cooling, with a sluggish hiring environment with many long-open roles. Out of 95 active job postings tracked here, 71% have been open for more than 30 days. Hiring is concentrated in crew / cashier and cook / kitchen, with retail as the leading sector.
- 71% of postings in Winter Park, FL have been open for more than 30 days, which may indicate slower hiring or reposted positions.
- 7 new postings have appeared this week — about 7% of currently-active listings.
- Half of active postings here have been open 298 days or fewer. The longest 10% have been open for 1941+ days.
- 0% of postings list a salary range (0 of 95).
- The most active employers right now are Costco, Walgreens, and Dollar General.
What this means for job seekers
- Hiring is moving slowly here — be prepared for delayed responses and reposted listings.
- Best opportunities are in crew / cashier and cook / kitchen.
- Many employers don't list salary — be ready to ask early.
Winter Park, FL job market
Aggregated from currently-active postings tracked in Winter Park, FL.
- 95Active postings
- 7Posted this week
- 67Open 30+ days71% of active
- 0Remote / hybrid0% of active
- 0%List salary0 of 95
- 0%Hourly0 of disclosed
- —Median annual (max)
- —Median hourly (max)
- 298dMedian agep90 1941d (long tail)
Top categories
- Crew / Cashier8
- Cook / Kitchen7
- Beauty Advisor / Stylist4
- Retail Associate4
- Restaurant Manager / GM4
- Store Supervisor / Manager3
Top occupations (SOC)
- Fast Food and Counter Workers6
- Pharmacy Technicians4
- Pharmacists3
- Customer Service Representatives3
- Stockers and Order Fillers2
- First-Line Supervisors of Food Preparation and Serving Workers2
Top sectors
- Retail70
- Food Service / Restaurants22
- Healthcare10
- Consumer Goods5
- Financial Services2
- Transportation & Logistics1
Employment mix
- Unspecified81 · 85%
- Part-time6 · 6%
- Temporary5 · 5%
- Intern1 · 1%
- Full-time1 · 1%
- Contract1 · 1%
Top hiring companies
Filter by skill
Recent postings
- Restaurant & Bakery CookFood Service
Perkins · Winter Park, FL · perkins-careers.careerplug.com
posted 1 day ago
- Restaurant ManagerRestaurant Manager / GM× 2 openings
Outback Steakhouse · WINTER PARK, FL, United States · careers.outback.com
most recent posted 1 week ago
- Restaurant Team MemberCrew / Cashier× 2 openings
Shake Shack · Winter Park, FL, United States · careers.shakeshack.com
most recent posted 1 week ago
- Retail Assistant ManagerStore Supervisor / Manager
FedEx · Winter Park, Florida, United States · careers.fedex.com
posted 1 hour ago
- Line CookCook / Kitchen
Outback Steakhouse · WINTER PARK, FL, United States · careers.outback.com
posted 1 day ago
- Customer Service Associate - Temporary× 4 openings
Walgreens · WINTER PARK, Florida, United States · jobs.walgreens.com
most recent posted 2 weeks ago
- Pharmacy Manager× 2 openings
Walgreens · WINTER PARK, Florida, United States · jobs.walgreens.com
most recent posted 2 weeks ago
- Customer Service Associate× 2 openings
Walgreens · WINTER PARK, Florida, United States · jobs.walgreens.com
most recent posted 2 weeks ago
- Healthcare Services PharmacistPharmacy
Walgreens · WINTER PARK, Florida, United States · jobs.walgreens.com
posted 1 day ago
- Shift LeadShift Supervisor / Service Lead
Walgreens · WINTER PARK, Florida, United States · jobs.walgreens.com
posted 1 day ago