Server Server Salary in Winter Park, FL

Server Salary in Winter Park, FL

Updated on Jan 12, 2026
Position
City
Salary

How much does a Server make in Winter Park, FL?

The average salary for a Server is $33,534 per year in Winter Park, FL.
Yearly
Monthly
Weekly
Hourly
Graph depicting the yearly salary distribution for Server jobs in Winter Park, FL, showing an average salary of $33,534 with varying distribution percentages across salary ranges.
Graph depicting the monthly salary distribution for Server jobs in Winter Park, FL, showing an average salary of $2,794 with varying distribution percentages across salary ranges.
Graph depicting the weekly salary distribution for Server jobs in Winter Park, FL, showing an average salary of $645 with varying distribution percentages across salary ranges.
Graph depicting the hourly salary distribution for Server jobs in Winter Park, FL, showing an average salary of $16 with varying distribution percentages across salary ranges.

Servers in Winter Park, FL, typically earn a solid annual salary. On average, servers make around $33,534 per year. This income varies based on experience and the restaurant's size. Those with more experience often earn more. Those working at higher-end establishments usually make higher wages as well.

Most servers earn between $23,600 and $34,520 annually. A small percentage can make over $50,000 per year. Many also receive tips, which can add significantly to their income. Servers often appreciate tips because they can make up a large portion of their total earnings. The combination of a steady salary and tips makes this job financially rewarding.

Server jobs in Winter Park, FL
View all Server jobs in Winter Park, FL

What are the highest paying cities for a Server near Winter Park, FL?

Job seekers near Winter Park, FL, can explore high-paying opportunities in nearby cities. Lake Mary, FL, leads with an average server salary of $37,151, offering competitive pay. Maitland, FL, follows closely with an average of $33,866, making it another lucrative option. These cities provide attractive salaries and strong job markets for server positions. Consider exploring these areas for promising career opportunities and higher earnings in the field.
Graph displaying highest paying cities salaries for Server jobs near Winter Park, FL, highlighting Lake Mary, FL with the highest at $37,151 and Davenport, FL with the lowest at $30,709.

  1. Lake Mary, FL
    Average Salary: $37,151
    In Lake Mary, you can find fulfilling work serving guests at well-known restaurants. Opportunities abound in various dining settings, from casual cafes to upscale eateries. The city’s growing population offers a steady demand for hospitality staff.
    Find Server jobs in Lake Mary, FL


  2. Maitland, FL
    Average Salary: $33,866
    Maitland offers a welcoming atmosphere for those looking to serve in its vibrant community. The city’s commitment to quality dining means servers can expect a dynamic work environment. With many family-owned businesses, there is a personal touch to the service experience.
    Find Server jobs in Maitland, FL


  3. Longwood, FL
    Average Salary: $31,920
    Working as a server in Longwood means being part of a community that values hospitality. The city’s charming eateries and cafes provide a great setting for anyone in the service industry. Servers often enjoy a close-knit work environment.
    Find Server jobs in Longwood, FL


  4. Casselberry, FL
    Average Salary: $31,919
    Casselberry is a fantastic place to work as a server. The city’s dining scene includes a mix of casual spots and trendy restaurants. Servers here often get to know regulars, creating a friendly and familiar atmosphere.
    Find Server jobs in Casselberry, FL


  5. Orlando, FL
    Average Salary: $31,919
    Orlando offers a bustling environment for servers. With its many attractions, the city attracts tourists year-round. This means plenty of opportunities to serve a diverse clientele in a lively setting.
    Find Server jobs in Orlando, FL


  6. Celebration, FL
    Average Salary: $31,774
    In Celebration, servers enjoy a unique dining experience. The town’s planned community offers a variety of dining options. Servers here often work in a more curated and creative environment.
    Find Server jobs in Celebration, FL


  7. Oviedo, FL
    Average Salary: $31,545
    Oviedo’s dining scene is thriving, making it a great place for servers. The city’s family-friendly atmosphere means servers interact with a wide range of guests. Opportunities exist in both casual and upscale dining settings.
    Find Server jobs in Oviedo, FL


  8. Apopka, FL
    Average Salary: $30,941
    Apopka provides a relaxed environment for serving guests. The city’s dining options range from cozy cafes to welcoming family restaurants. Servers often find a sense of community in their work.
    Find Server jobs in Apopka, FL


  9. Kissimmee, FL
    Average Salary: $30,782
    Kissimmee offers a vibrant atmosphere for server positions. The city’s numerous attractions make it a popular destination for tourists. Servers can enjoy a dynamic work environment with plenty of opportunities to interact with visitors.
    Find Server jobs in Kissimmee, FL


  10. Davenport, FL
    Average Salary: $30,709
    Davenport’s dining scene is diverse and welcoming. The city’s many eateries offer a variety of settings for servers to work in. From casual diners to elegant restaurants, there is something for everyone interested in the service industry.
    Find Server jobs in Davenport, FL

What are the best paying companies for a Server in Winter Park, FL?

For those seeking top-paying server jobs in Winter Park, FL, Hillstone Restaurant Group leads with an average salary of $56,250. This company offers a competitive pay scale for its servers, making it a prime choice for career growth. Bosphorous Turkish Cuisine also provides a good salary of $42,900, setting a high standard in the region for restaurant servers.
Graph displaying best paying company salaries for Server jobs in Winter Park, FL, highlighting Hillstone Restaurant Group with the highest at $56,250 and The Cheesecake Factory with the lowest at $21,616.

  1. Hillstone Restaurant Group
    Average Salary: $56,250
    Hillstone Restaurant Group offers competitive salaries to its Server team. Servers here work in multiple locations in Winter Park, FL. They focus on providing top-notch dining experiences with attentive service.


  2. Bosphorous Turkish Cuisine / SM Restaurants, Inc.
    Average Salary: $42,900
    Bosphorous Turkish Cuisine is known for its authentic dishes. Servers work in a lively environment in Winter Park, FL. They ensure guests enjoy a warm and memorable dining experience.


  3. 4R Restaurant Group
    Average Salary: $32,500
    At 4R Restaurant Group, Servers have opportunities to grow in a dynamic setting. They work in various locations in Winter Park, FL. The company values teamwork and customer service.


  4. First Watch
    Average Salary: $32,071
    First Watch hires Servers who enjoy a fast-paced kitchen environment. Located in Winter Park, FL, they provide a welcoming atmosphere. Servers here focus on efficiency and quality service.


  5. Chuy's
    Average Salary: $31,838
    Chuy's offers Servers a vibrant work culture. Servers operate in Winter Park, FL, and bring Tex-Mex flavors to life. They aim to create an enjoyable dining experience for all guests.


  6. Shake Shack
    Average Salary: $30,259
    Shake Shack values its Servers who work in a fun and friendly environment. Located in Winter Park, FL, they aim to serve delicious burgers and shakes with a smile.


  7. Prato
    Average Salary: $29,370
    Prato offers Servers a chance to work in a cozy Italian restaurant. Servers are stationed in Winter Park, FL. They focus on delivering authentic Italian dishes and excellent service.


  8. Mayflower Retirement Community
    Average Salary: $28,800
    Mayflower Retirement Community employs Servers who provide hospitality in a retirement setting. They work in Winter Park, FL, ensuring residents have a pleasant dining experience.


  9. Panera Bread
    Average Salary: $26,591
    Panera Bread offers Servers a chance to work in a bustling bakery-café. They operate in Winter Park, FL, focusing on fresh and healthy menu options with great service.


  10. The Cheesecake Factory
    Average Salary: $21,616
    The Cheesecake Factory provides Servers with a dynamic dining experience. Servers work in Winter Park, FL, focusing on delivering a wide range of delicious menu items.

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