441 Courtlea Oaks Boulevard
WINTER GARDEN, FL 34787
5
Bed
5
Bath
4,001Sqft
0.43Acre(Lot)
Under contract-accepting backup offers. 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 t
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedroom: 5Bathroom Information
Total Baths: 5 Full Baths: 4 Half Baths: 1Interior Features
Ceiling Fans(s), Crown Molding, High Ceilings, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s) Roof: Shingle Appliances: Built-In Oven, Cooktop, Dishwasher, Refrigerator Laundry Features: Inside, Laundry RoomRoofing Information
Shingle -
Flooring Information
Flooring: Carpet, Tile, Wood Construction Materials: Block, Concrete, Stucco, Frame -
Heating & Cooling
Heating: Central, Electric Cooling: Central Air WaterSource: Public
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Building Information
Year Built: 2000 -
Exterior Features
French Doors, Outdoor Shower, Rain Gutters, Sidewalk Construction Materials: Block, Concrete, Stucco, Frame Foundation Details: Slab -
Pool Features
Private Pool: 1 Gunite, In Ground, Lighting
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Lot Information
Lot Square Feet: 18602 Lot Acres: 0.43 Lot Size (SqMt): 1728Property Information
Property Type: Residential Sub Type: Single Family Residence
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Listing Price Information
Original List Price:$1375000
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Tax Information
Tax Block: P Tax Book Number: 41-67 Tax Lot: 26 Tax Legal Description: COURTLEA OAKS PHASE 2B 41/67 LOT 26 Annual Tax: $5551 Tax Year: 2024 Parcel Number: 14-22-27-1944-00-260
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Virtual Tour
Parking Information
DrivewayGarage Information
Has Garage: Yes Garage Space: 3Homeowners Association Information
HOA: $500.00 Semi-Annually
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School Information
Elementary School: Tildenville Elem Junior High School: Lakeview Middle Senior High School: West Orange High -
Utility Information
Cable Available, Electricity Connected, Public, Water Connected Sewer: Public Sewer Water Source: Public -
Location Information
Subdivision: COURTLEA OAKS City: WINTER GARDEN Direction: 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.
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| Undisclosed Address, Winter Garden, FL, 34787 | $599,000 | 3 | 2 | 1,827 | 1,827 SqFt |
| 15806 Gem View St, Winter Garden, FL, 34787 | $495,000 | 2 | 2 | -- | |
| 15115 Pigeon Plum Lane, ,, FL, 34787 | $505,000 | 3 | 2 | 1,728 | 1,728 SqFt |
| 14501 Grove #3425, Winter Garden, FL, 34787 | $480,000 | 2 | 2 | -- | |
| 921 Westcliffe Drive, Winter Garden, FL, 34787 | $750,000 | 4 | 3 | 2,354 | 2,354 SqFt |
| Undisclosed Address, Winter Garden, FL, 34787 | $320,000 | 2 | 2 | 1,434 | 1,434 SqFt |
| 14501 Grove Resort Avenue, Winter Garden, FL, 34787 | $450,000 | 2 | 2 | 1,265 | 1,265 SqFt |
| 9107 Grand Island Way, Winter Garden, FL, 34787 | $499,900 | 3 | 3 | 2,082 | 2,082 SqFt |
| 10400 Spring Arbor Lane, Winter Garden, FL, 34787 | $429,000 | 3 | 3 | 1,868 | 1,868 SqFt |
| 120 Blue Stone Circle, Winter Garden, FL, 34787 | $747,900 | 4 | 3 | 2,529 | 2,529 SqFt |
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ByOwner last updated this listing 06/11/2026 @ 18:20
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