441 Courtlea Oaks Boulevard Winter Garden, FL 34787
Pending MLS# O6385964
5 beds 5 baths 4,001 sq ft Single Family
Details for 441 Courtlea Oaks Boulevard
MLS# O6385964
Description for 441 Courtlea Oaks Boulevard, Winter Garden, FL, 34787
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 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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 5
Bathrooms: 5
Lot Size: 0.43 Acres
Square Feet: 4,001 sq ft
Year Built: 2000
Garage: Yes
Stories: 2 Story
Construction: Block,Concrete,Stucco,Wood Frame
Subdivision: Courtlea Oaks
Foundation: Slab
County: Orange
School Information
Elementary: Tildenville Elem
Middle: Lakeview Middle
High: West Orange High
Room Information
Main Floor
Great Room: 18x27
Kitchen: 10x11
Upper Floor
Primary Bedroom: 13x18
Bathrooms
Full Baths: 4
1/2 Baths: 1
Additonal Room Information
Laundry: Laundry Room, Inside
Interior Features
Appliances: Built-In Oven, Cooktop, Dishwasher, Refrigerator
Flooring: Carpet,Tile,Wood
Fireplaces: Family Room
Additional Interior Features: Walk-In Closet(s), Built-in Features, High Ceilings, Ceiling Fan(s), Open Floorplan, Crown Molding, Solid Surface Counters, Wood Cabinets
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Available,Electricity Connected,Municipal Utilities,Water Connected
Cooling: Ceiling Fan(s), Central Air
Heating: Central, Electric
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 3
Parking Description: driveway
Roof: Shingle
Pool: In Ground, Gunite
Fencing: Vinyl
Additional Exterior/Lot Features: French Patio Doors, Rain Gutters, Outdoor Shower
Community Features
Community Features: Sidewalks
Homeowners Association: Yes
HOA Dues: $500 / Semi-Annually
Driving Directions
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.
Financial Considerations
Terms: Cash,Conventional,FHA,VA Loan
Tax/Property ID: 14-22-27-1944-00-260
Tax Amount: 5551
Tax Year: 2024
A broker reciprocity listing courtesy: LAKESIDE REALTY WINDERMERE INC
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Sales History & Tax Summary for 441 Courtlea Oaks Boulevard
Sales History
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Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 441 Courtlea Oaks Boulevard
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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