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Property for sale at 441 COURTLEA OAKS BOULEVARD, WINTER GARDEN, FL, 34787

441 Courtlea Oaks BoulevardWinter Garden, FL, 34787

5beds
5baths
4,001sqft
Single Family Residence
Built in 2000
$500 Semi-Annually HOA Fee
$1,160,000
Sold
Price per sqft
$290
Sold on
Jun 15, 2026
MLS #O6385964Updated Jun 15, 2026

About this property

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.

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Property details

Property type
Single Family Residence
Street address
441 Courtlea Oaks Boulevard
City
Winter Garden
State
FL
ZIP code
34787
Year built
2000
New construction
No
Faces
Northwest
Rooms
3
Living area
4,001 sqft
Total building area
4,870 sqft
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 8, 2026 at 4:01 AM EDT

Price & sale history

EventPrice
SoldMLS #O6385964$1,160,000
Price reducedMLS #O6385964$1,199,900Change: −12.7%−$175,100
Listed for saleMLS #O6385964$1,375,000
History may be incomplete.
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Location

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Property for sale at 441 COURTLEA OAKS BOULEVARD, WINTER GARDEN, FL, 34787
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