October 22, 2026

Moving to Orlando with Kids? A Parent’s Guide to Choosing the Right School

Aerial view of downtown Orlando, Florida, featuring Lake Eola, surrounding green spaces, and the city's skyline on a sunny day.

Moving to Orlando is an exciting opportunity for families, but relocating with children comes with important decisions. Beyond finding a new home and settling into a new community, choosing the right school is often one of the biggest priorities.

From public and private schools to specialized academic programs, Central Florida offers a variety of educational options. Whether you're moving to Windermere, Winter Garden, Horizon West, or another Orlando-area community, finding the right fit means looking beyond rankings and test scores to consider your child's academic needs, interests, and overall well-being.

Here are a few important factors to consider when choosing a school in Orlando.

Find the Right Academic Fit

Every child learns differently, making a school's academic approach one of the most important considerations.

As you explore schools, look beyond traditional measures of academic success. Consider how students are encouraged to think critically, ask questions, solve problems, and take ownership of their learning. Equally important is finding a balance between academic challenge and individualized support.

For older students, college preparation should also be a priority. Look for schools offering advanced coursework, personalized college counseling, and opportunities to develop the independence and skills needed for success beyond high school.

At Windermere Preparatory School, students benefit from a challenging academic environment with multiple pathways designed to support their individual goals. These include the internationally recognized International Baccalaureate (IB) Diploma Program, which emphasizes critical thinking, research, and global perspectives.

Explore Opportunities Beyond the Classroom

A well-rounded education extends beyond academics. Athletics, fine arts, clubs, leadership opportunities, and community service all play an important role in helping students discover their interests, develop confidence, and build meaningful relationships.

For children relocating to a new city, extracurricular activities can be particularly valuable. Joining a sports team, participating in a theatrical production, or getting involved in a student club provides opportunities to make friends while pursuing familiar interests or discovering new ones.

When comparing schools, consider both the variety of activities offered and how well they align with your child's interests.

At Windermere Prep, students can explore a wide range of athletic, artistic, and extracurricular opportunities, creating a school experience that encourages personal growth both inside and outside the classroom.

Look for a Welcoming School Community

Starting at a new school can feel overwhelming, especially for children leaving behind familiar friends, teachers, and routines.

A welcoming school community can make a meaningful difference in helping students feel comfortable, connected, and supported.

During campus visits, pay attention to how students and teachers interact, ask about new student orientation, and learn how the school helps children build friendships and adjust to their new environment. Strong communication between families and teachers is another important consideration, particularly during the transition.

For families relocating internationally, a diverse school community can provide an added sense of connection.

Windermere Prep welcomes students representing more than 50 nationalities, creating a vibrant international community where students learn from different cultures, perspectives, and experiences.

Consider Location and Your Family's Daily Routine

Finding the right school also means finding one that works for your family's lifestyle.

As you explore neighborhoods such as Windermere, Horizon West, and Winter Garden, consider how your preferred school's location fits into your daily routine.

Think about commute times, school hours, transportation options, and after-school activities. A school may offer excellent academic opportunities, but it's equally important to understand how its schedule and location will work for your family.

Located in the Windermere area, Windermere Preparatory School serves families from across the greater Orlando community. Scheduling a campus visit can help you explore the school while getting a better sense of the surrounding area.

Help Your Child Prepare for the Transition

Once you've narrowed down your school options, involving your child in the process can help make the transition smoother.

If possible, visit campuses together before making a final decision. Encourage your child to ask questions, explore extracurricular opportunities, and share what they're most excited or nervous about.

After the move, maintaining familiar routines and encouraging participation in school activities can help children build confidence and connections.

Remember that every child adjusts differently. Staying connected with teachers and checking in regularly with your child can help ensure they feel supported as they settle into their new school.

Questions to Ask When Choosing a School in Orlando

A campus tour is one of the best ways to understand what everyday life might look like for your child. As you explore your options, consider asking:

  • Academics: What curriculum does the school offer, and how does it support different learning styles and academic goals?
  • Extracurriculars: What athletics, fine arts, clubs, and leadership opportunities are available?
  • Student support: How does the school help new students adjust academically and socially?
  • School community: What opportunities exist for students to build friendships and feel connected?
  • Communication: How do teachers keep parents informed about academic progress and student well-being?
  • Daily logistics: What transportation, extended-day, and after-school options are available?
  • Admissions: What are the application requirements, deadlines, and opportunities to visit?

These conversations can help you determine which school best aligns with your family's priorities and your child's individual needs.

Discover Windermere Preparatory School

Choosing a school is about more than finding the right academic program. It's about finding a community where your child can feel supported, pursue their passions, and build a strong foundation for the future.

Ranked the #1 Best Private K-12 School and #1 Best Private High School in Orange County for four consecutive years by Niche, Windermere Preparatory School brings together academic excellence, exceptional opportunities in athletics and the arts, and a vibrant international community committed to helping every student thrive.

Whether you're relocating from another state, moving internationally, or exploring new educational opportunities in the Orlando area, our Admissions team is here to help you discover what makes the WPS experience unique.

Connect with our Admissions team to learn more or schedule a campus tour.