
Condos for Sale Near Winter Park High School — What’s Actually Available
The question I get more than almost any other: “Is there anything in the Winter Park school district that doesn’t cost $700,000?”
Yes. And it’s a community that gets overlooked precisely because it doesn’t look like what most buyers picture when they think “Winter Park.”
Four Seasons Condominiums at 200 Saint Andrews Blvd, Winter Park, FL 32792 is zoned for the full Winter Park school pipeline — Brookshire Elementary, Glenridge Middle School, and Winter Park High School. And units currently start in the $150,000s.
That’s a legitimate, realistic path into one of Orange County’s most sought-after school districts at a price point that makes actual homeownership possible — not just renting forever.
Why the Winter Park School District Matters
From this address, your children are zoned for:
- Brookshire Elementary School (K-5) — a community-centered school with strong academics and high family involvement.
- Glenridge Middle School (6-8) — known for its arts, athletics, and advanced academic programs.
- Winter Park High School (9-12) — offering AP courses, strong collegiate athletics, and one of Orange County’s most respected alumni networks.
Always verify current zoning directly with Orange County Public Schools before purchasing, as boundaries can occasionally shift. Four Seasons has remained consistently in this pipeline for years.
What You Actually Get at Four Seasons Condominiums
Four Seasons is no compromise. It’s a well-established 20-acre gated-style community located inside Winter Park city limits, offering:
- Three swimming pools
- Renovated fitness center
- Tennis courts
- Clubhouse and onsite management
- HOA fees that include water, sewer, trash, and pest control
Available floor plans include:
- 1-bedroom condos (725–835 sq ft)
- 2-bedroom condos (987–1,100+ sq ft), including desirable corner units with pool and green space views
- Select 3-bedroom units and two-story townhomes
Many units have been thoughtfully updated with granite counters, modern kitchens, in-unit washer/dryer, and new flooring — move-in ready without breaking the bank.
Want to know your actual monthly payment in the Winter Park school district?
Use my free mortgage payment calculator tailored for Four Seasons condos.
Open Free Payment Calculator + See Current ListingsFinancing Condos in the Winter Park School District
Condo financing comes with specific guidelines that differ from single-family homes. The association must meet warrantability requirements for conventional loans. FHA spot approvals may be possible, and VA loans are a great option for eligible veterans with $0 down.
Here’s the good news: I’m a licensed Florida Realtor and a licensed Mortgage Broker (NMLS #1933745). I personally handle the full warrantability review as part of my service for every buyer I work with — no extra stress or steps for you.
I’ll show you exactly what’s available right now and run real numbers so you know what it truly costs to live here.
Frequently Asked Questions
Are condos at Four Seasons zoned for Winter Park High School?
Yes. Four Seasons Condominiums is zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High School — the complete Winter Park school pipeline.
How much do condos near Winter Park High School actually cost?
At Four Seasons, prices start in the $150,000s. One-bedrooms are often available in the mid-to-high $160k–$200k range depending on updates and location within the community.
Is financing difficult for condos in Winter Park?
Not when you work with the right team. I review every community’s warrantability upfront and guide you toward the best loan options — conventional, FHA, or VA.
What amenities come with living at Four Seasons?
Residents enjoy three pools, tennis courts, a fitness center, clubhouse, and low-maintenance living with water, sewer, trash, and pest control included in the HOA fee.
Ready to find your place in the Winter Park school district?
Let’s talk about what’s actually available right now and what monthly payment fits your budget.
View All Current Condos at Four Seasons + Payment Calculator

