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Winter Park Estates

Situated in the heart of Winter Park, Winter Park Estates is a well-established neighborhood known for its spacious homesites, mature landscaping, and prime location. With easy access to major highways, top-rated schools, and vibrant shopping districts, this community offers both convenience and a welcoming suburban atmosphere.

Developed between 1957 and 1974, Winter Park Estates showcases a mix of classic ranch-style homes and updated residences with modern enhancements. Many homes have been thoughtfully expanded or renovated, blending timeless charm with contemporary design.

  • Homes range from 1,000 to over 3,000 square feet, offering two- to five-bedroom layouts

  • Features include private pools, screened-in lanais, and oversized lots with mature fruit trees

  • Select properties offer upgraded kitchens, open-concept living spaces, and attached garages

With no HOA restrictions, Winter Park Estates provides homeowners with flexibility while maintaining a close-knit neighborhood feel. Its location near parks, golf courses, and recreation centers ensures an active lifestyle, while nearby shopping plazas and dining destinations add everyday convenience.

Community Information

  • Location: East of I-4 and west of SR 436, off Aloma Ave. & Ellendale Dr.

  • Number of Homesites: 250

  • Year Built: 1957 - 1974

  • Square Footage: 1,000 - 3,000+ sq. ft.

  • HOA: No

Schools (Orange County Public Schools)

  • Lakemont Elementary School (Pre-K - 5th) – 1.5 miles

  • Maitland Middle School (6th - 8th) – 5 miles

  • Winter Park High School (9th - 12th) – 2 miles

Dining & Shopping

  • Publix at Aloma Shopping Center – 1 mile

  • Aldi – 1 mile

  • Sprouts Farmers Market – 1 mile

  • Winter Park Village (Dining, shopping, entertainment) – 4 miles

  • Park Avenue (Boutiques, cafes, galleries) – 3 miles

  • Downtown Orlando – 7 miles

  • Restaurant Row-19 miles

  • The Mall at Millenia-15 miles

  • Walmart Neighborhood Market- 3 miles

Parks & Recreation

  • Ward Park (Trails, athletic fields, playgrounds) – 2 miles

  • Winter Park Pines Golf Club – 2 miles

  • Interlachen Country Club – 3 miles

  • Walt Disney World-25 miles

  • Winter Park Golf Course- 3 miles

  • New Smyrna Beach- 48 miles

  • Central Park (Seasonal events, green space) – 3 miles

  • Loch Haven Cultural Park (Museums, theaters, gardens) – 5 miles

Hospitals

  • AdventHealth Winter Park – 1 mile

  • Florida Hospital East Rollins – 5 miles

Airports

  • Orlando International Airport – 13 miles

With its spacious homes, mature tree-lined streets, and an ideal location near top-tier amenities, Winter Park Estates offers a desirable balance of comfort, convenience, and timeless charm.

300 S Orange AveSte #1000Orlando, FL 32801

Whether you're buying, selling, or just exploring your options, I'd love to hear from you. Let's start the conversation.