441 COURTLEA OAKS BOULEVARD WINTER GARDEN, FL 34787
update time: 04/18/2026 16:05:05
One or more photo(s) has been virtually staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden’s golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing ideal space for guests, extended family, a private office, or additional living quarters. Important updates have already been completed by these original to the home owners, including a new roof and A/C systems installed just two years ago, offering peace of mind for the next owner. Step outside to enjoy a beautiful pool and a private setting backing to the West Orange Trail, perfect for biking, walking, and outdoor recreation right from your backyard. Located just minutes from historic downtown Winter Garden, residents enjoy boutique shopping, dining, breweries, and the award-winning Saturday Farmers Market, along with numerous festivals and community events throughout the year. With its generous square footage, versatile layout, and unbeatable location, homes like this rarely come available in Courtlea Oaks.
Heading South on FL-429, take exit 24 for Plant Street. Turn right onto Plant St. Turn right onto N Dillard Street. Turn right onto Courtlea Oaks Blvd. Home is on the right.
Property Details
Location
+Interior Features
+Exterior Features
+School
+Additional Information
+Nearby Properties
Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website comes in part from the Stellar MLS. Listings identified with the Stellar MLS logo are not necessarily those of the website owner. If you believe any Stellar MLS listing contains material that infringes your copyrighted work, please click hereto review the Stellar MLS DMCA policy and learn how to submit a takedown request. © 2026 Stellar MLS. All rights reserved. Stellar MLS data last updated at 2026-04-18 16:05:05. For issues with IDX contact stdreamer123@gmail.com