441 COURTLEA OAKS BOULEVARD WINTER GARDEN FL 34787 MLS #O6385964

441 COURTLEA OAKS BOULEVARD
WINTER GARDEN, FL, 34787
$1,199,900
5 Beds
4.5 Baths
4,001 SqFt
0.43 Acres
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MLS #O6385964 image #0
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.

Property Details

Price:
$1,199,900
MLS #:
O6385964
Status:
Active
Beds:
5
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
COURTLEA OAKS
Neighborhood:
34787wintergardenoakland
Listed Date:
Mar 5, 2026
Finished Sq Ft:
4,001
Total Sq Ft:
4,870
Lot Size:
18,602 sqft / 0.43 acres (approx)
Year Built:
2000
Pool34787 – Winter Garden/oakland34787wintergardenoaklandCourtlea OaksTildenville ElemLakeview MiddleWest Orange HighPlease Confirm Any Restrictions With Hoa.7 MonthsPets Allowed

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Schools

Elementary School:
Tildenville Elem
Middle School:
Lakeview Middle
High School:
West Orange High

Interior

Appliances
Built-In Oven, Cooktop, Dishwasher, Refrigerator
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Tile, Hardwood
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Crown Molding, High Ceilings, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
Laundry Features
Inside, Laundry Room
Levels
Two

Exterior

Attached Garage YN
1
Construction Materials
Block, Concrete, Stucco, Wood Frame
Covered Spaces
3
Direction Faces
Northwest
Exterior Features
French Doors, Outdoor Shower, Rain Gutters, Sidewalk
Fencing
Vinyl
Garage Spaces
3
Open Parking YN
1
Parking Features
Driveway
Roof
Shingle
Spa Features
In Ground

Financial

HOA Fee
$500
HOA Fee Frequency
Semi-Annually
HOA Name
Edison Association Management
Tax Year
2024
Taxes
$5,551

Map

Community

Subdivisions in WINTER GARDEN

Market Summary

Current real estate data for Single Family in WINTER GARDEN as of Apr 29, 2026
788
Single Family Listed
108
Avg DOM
280
Avg $ / SqFt
$744,436
Avg List Price

Property Summary

    Located in the COURTLEA OAKS subdivision, 441 COURTLEA OAKS BOULEVARD WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $1,199,900 and features 5 beds, 5 baths, and has approximately 4,001 square feet of living space, and was originally constructed in 2000. The current price per square foot is $300. The average price per square foot for Single Family listings in WINTER GARDEN is $280. The average listing price for Single Family in WINTER GARDEN is $744,436. To schedule a showing of MLS#o6385964 at 441 COURTLEA OAKS BOULEVARD in WINTER GARDEN, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.

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broker reciprocity Courtesy of LAKESIDE REALTY WINDERMERE INC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than Charles Rutenberg Realty include the name of the listing broker. Neither the listing company nor Charles Rutenberg Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved.
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441 COURTLEA OAKS BOULEVARD
WINTER GARDEN, FL
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