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.

