Best Schools in and around Winter Garden

May 5, 2025

Todd Schroth

Best Schools in and around Winter Garden

Education runs deep in Winter Garden. You feel it when you cruise down Plant Street on a Saturday morning. Parents in school-spirit tees wait in line at the coffee spots, neighborhood Facebook groups buzz about band competitions, and every other car seems to sport a magnet that says “Proud Panther,” “Hawk Nation,” or “SunRidge Strong.”

If you’re relocating, upsizing, downsizing, or just plain day-dreaming about a move, you probably want the inside scoop on which campuses truly deliver. Not the polished district blurbs. The real stuff. The academics that actually challenge, the teachers you remember twenty years later, the after-school programs that keep kids out of trouble and light them up inside.

You’re in the right place. Here’s the locally flavored, jargon-free tour of the best schools in and around Winter Garden, Florida.

Why Winter Garden’s Classrooms Stack Up

Orange County Public Schools (OCPS) pours resources into this west-side pocket of the metro Orlando area. Add in a fast-growing population, a high concentration of college-educated parents, and strong PTOs, and you get campuses that refuse to settle for “good enough.”

The result: test scores that beat state averages, music and arts programs that fill auditoriums, and athletic teams that travel the state. Even private and charter options have stepped up their game because the publics set the bar high.

Still, every family has its own wish list. Safety. Small class sizes. Dual-language tracks. Championship football. Robotics. Let’s break it down by school level so you can zero in on your priorities.

Little Learners, Big Futures: Elementary Standouts

Kids grow fast in Kindergarten through fifth grade. The right elementary school feels warm yet ambitious. These four have serious street cred around town.

SunRidge Elementary School

Academic vibe
SunRidge sits on the northwest edge of town and consistently earns “A” grades from the state. Teachers lean on project-based learning. Expect first-graders filming mini-documentaries on local wildlife and fourth-graders designing bridges out of spaghetti while slipping in geometry terms.

Community flavor
The campus doubles as a neighborhood hub. Friday “SunRidge Market” events pack food trucks, book swaps, and local artisans. Parents rave about how easy it is to volunteer without jumping through hoops.

Beyond the bell
Robotics, chorus, chess, running club. A bit of everything. The PTA funds a MakerSpace stocked with 3-D printers.

Quick stats
• Enrollment hovers near 900.
• Test scores place math and reading roughly ten points above the district average.

Whispering Oak Elementary

Academic vibe
Located in the Summerlake/Independence corridor, the school weaves STEM into daily lessons. Coding happens in second grade. Fifth graders dive into environmental science by maintaining campus hydroponic towers.

Community flavor
A sprawling car line, yes, but also a parent network that organizes weekend bike rides along the West Orange Trail.

Beyond the bell
Up-and-coming eco-club, strong running team that competes in local 5Ks, and a performing arts troupe that puts on two productions a year.

Quick stats
• Roughly 1,050 students.
• Nine out of ten parents on GreatSchools mention “supportive teachers” or “welcoming feel.”

Maxey Elementary School (Downtown Choice)

Academic vibe
Historic, Title I, and fiercely proud. Maxey recently transitioned into a STEM-magnet model to close achievement gaps. Kids program LEGO Mindstorms and track vegetable growth in the on-site community garden.

Community flavor
Maxey’s partnership with local non-profit One Winter Garden brings in mentors, field trips, and weekend reading camps. Families who want diversity and a bootstrap mentality love this place.

Beyond the bell
Basketball, step team, and an award-winning math club. Tutoring buses take students home after practice.

Quick stats
• Enrollment under 400. Intimate classes.
• Significant gains in science scores over the past three years.

Tildenville Elementary (Dual-Language Gem)

Academic vibe
Half-day English, half-day Spanish. Students leave fifth grade truly bilingual. Standardized reading scores in both languages line up with monolingual peers statewide, which is rare.

Community flavor
Families bring pot-luck dishes from Puerto Rico, Brazil, and beyond to monthly cultural nights. If you value global citizenship, this is the ticket.

Beyond the bell
Soccer, Spanish drama, and an international art exchange with partner schools in Costa Rica.

Quick stats
• 650 students, roughly evenly split between dual-language and traditional tracks.
• Waiting list exists; lottery preference for zoned kids.

Middle-School Years Without the Drama (Mostly)

Hormones plus homework can be a chaotic combo. The following middle schools add structure, opportunity, and a dash of fun.

Bridgewater Middle School

Why locals rave
Electives galore: TV production, coding, guitar, marine science. Honors classes in every core subject. The principal greets students by name at bus loop. That warmth shows up in the numbers: a 95-percent promotion rate to ninth grade.

Stand-out extracurriculars
• Fine arts department that wins statewide competitions.
• Eight interscholastic sports. Volleyball girls snagged the county title last season.
• Future City engineering team finished top five in Florida.

What students say
“My teachers treat us like we’re already in high school.” Translation: expectations are high but fair.

SunRidge Middle School

Why locals rave
Shares a mega-campus with SunRidge Elementary, making transitions smoother for families with kids in both schools. Block scheduling means fewer homework piles each night.

Stand-out extracurriculars
• Nationally recognized FFA chapter. Urban agriculture meets suburban sprawl.
• Esports club that streams matches during lunch.
• Debate team that travels to state finals.

What students say
“Projects, not worksheets.” If your child learns by doing, bookmark SunRidge.

Lakeview Middle (Magnet Option)

Why locals rave
IB-prep magnet inside a historic building right off downtown Winter Garden. Students come from across the county, adding diversity and academic grit.

Stand-out extracurriculars
• Step team that performs at city festivals.
• Competitive robotics with funding from local tech companies.
• Service-learning trips to the West Orange Habitat build sites.

What students say
“They let you be weird in a good way.” Creative kids thrive here.

High-School Heavyweights

Grades nine through twelve set the tone for scholarships, college admissions, or straight-to-work pathways. Here’s where Winter Garden shines.

West Orange High School

Campus vibe
Big. Over 3,500 students, yet students still find their niche thanks to wall-to-wall academies. Digital Media, Hospitality, Agriscience… pick your lane and dig deep.

Academics that matter
• 26 Advanced Placement courses.
• Dual-enrollment with Valencia College.
• On-site college and career center staffed by advisors, not just volunteers.

Life beyond class
Warrior football packs the stands on Friday nights. Theatre’s annual spring musical sells out fast. Band marches in Disney parades. If your teen craves a “classic” high school experience with all the bells and whistles, West Orange checks that box.

Numbers game
Graduation rate flirts with 95 percent. Average SAT sits comfortably above state average.

Windermere High School (Yes, the Mailing Address Says Winter Garden)

Campus vibe
Opened in 2017 to relieve crowding, the campus feels college-like: open courtyard, light-filled classrooms, and stadium seating in the auditorium.

Academics that matter
Cambridge AICE program draws families serious about international universities and merit-based Florida Bright Futures scholarships. Engineering Pathway teams up with UCF for summer internships.

Life beyond class
Basketball program ranked top ten in Florida last year. Culinary students run a bistro open to the public once a week. Sustainable gardening club supplies greens to the cafeteria.

Numbers game
State “A” school every year since inception. Over 1,000 students take at least one AP or AICE exam annually.

Foundation Academy (Private, K-12 Christian)

Campus vibe
Three separate campuses, with the high school sitting off Tilden Road. Smaller by choice—graduating classes average 100 students. Biblical worldview woven through curriculum.

Academics that matter
Dual-credit courses with Southeastern University. STEM lab loaded with 3-D printers and VR rigs. College counseling starts in ninth grade.

Life beyond class
Competes in FHSAA athletics. Football team won a state championship in 2022. Mission trips and weekly chapel give kids service hours and perspective.

Numbers game
100 percent college acceptance rate reported for the past five years. Parents point to the supportive environment as the secret sauce.

ESTEEM Academy (Micro-School Alternative)

Campus vibe
Capped at 150 students across grades six through twelve. Personalized schedules, competency-based progression. Learning coaches instead of traditional classroom teachers.

Academics that matter
Blended model. Students tackle core subjects online at their own pace, then meet in seminar groups to apply concepts to community projects—think designing a recycling app for downtown businesses.

Life beyond class
Weekly “Passion Blocks.” One week your teen is soldering a drone, the next they’re shadowing a local veterinarian. Pretty sweet for independent learners.

Numbers game
ACT composite average sits at 25, above state and national means. Graduates head to state universities and niche art schools alike.

Quick Glance: Charters & Special Programs

Busy parent? Skim this rapid-fire rundown.

• Oakland Avenue Charter
Small-town feel. Strong PTO. Emphasis on whole-child growth.

• Hope Charter & Legacy High
K-12 on one campus. College-style block scheduling. Character education baked in.

• Renaissance Charter at Crown Point
Lottery-based. Balanced Literacy framework. Growing STEM lab.

• Orange Technical College – Westside Campus
Post-secondary but worth noting. Welding, cosmetology, digital design. High schoolers can dual-enroll half-day and graduate with industry certs.

So…How Do You Actually Pick?

You have statistics, accolades, and brochure buzzwords. None of that replaces boots-on-the-ground intel. Here’s a short, no-fluff action plan:

1. Walk the halls
Take the official tour, sure, but arrive fifteen minutes early. See how staff greet late students. Check restroom cleanliness. You learn a lot in five minutes.

2. Eavesdrop (politely)
Chat up parents at Little Greek or Foxtail Coffee. Ask what the school does better this year than last. Progress matters more than perfection.

3. Match the vibe to your kid
Straight-A introvert? Maybe Foundation Academy’s small classes feel safe. Budding filmmaker? West Orange’s digital media track has top-tier gear. Athlete who lives for Friday-night lights? Windermere pumps serious adrenaline.

4. Look at the commute
Ten extra minutes in the drop-off line adds up to almost an hour a week. Sanity counts.

5. Trust your gut
Facts guide, feelings decide. If the campus energy clicks, you’ll know.

Ready To Make A Change?

Winter Garden doesn’t offer a single “best” school. It offers a buffet of strong choices. Public, private, charter, micro-school—each one thrives because residents demand excellence and show up to support it.

Do your homework, visit the campuses, then stake your claim. Whether your child is decoding sight words, debugging Python, perfecting a trombone solo, or mapping out a robotics run, there’s a school nearby eager to cheer them on.

Move forward with confidence. Winter Garden’s classrooms have your back.

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About the author

Todd Schroth is a top-producing Orlando real estate expert with over 20 years of experience and 2,000+ homes sold through his team at eXp Realty. He’s passionate about delivering exceptional client experiences, investing in the community, and helping fellow agents grow through his platform, Agents Who Win.