Home in 441 Courtlea Oaks Blvd Winter Garden for sale with MLS# O6385964

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.

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441 Courtlea Oaks Blvd, Winter Garden, FL 34787

Price
Price:
$1,199,900.00
Previous Asking Price:
$1,119,000.00
Original List Price:
$1,375,000.00
List Price per Sq Ft (Calculated, Approx.):
$299.9
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6385964
Rooms Distribution
Bedrooms:
5
Bathrooms Total:
5
Full Bath:
4
Half Bath:
1
Measures
Living Area:
4,001 Sqft
Built-Up Area:
4,870 Sqft
Lot Area:
18,602 Sqft
Building Area Source:
Public Records
Living Area Source:
Appraiser
Lot Size Acres:
0.43
Property Features
Waterfront:
No
Private Pool
Swimming Pool Features:
Gunite, In Ground, Lighting
Spa
Spa Features:
In Ground
Furnished:
Unfurnished
Appliances:
Dishwasher, Refrigerator, Cooktop, Built-in Oven
Interior:
High Ceilings, Walk-In Closet(s), Ceiling Fans(s), Open Floorplan, Thermostat, Solid Surface Counters, Solid Wood Cabinets, Crown Molding
Exterior:
Outdoor Shower, Sidewalk, Rain Gutters, French Doors
Laundry:
Inside, Laundry Room
Fireplace
Fireplace:
Family Room
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Fence:
Vinyl
Property Entrance Faces:
Northwest
Construction
Year Built:
2000
Roof:
Shingle
Levels:
Two
Construction Materials:
Block, Frame, Stucco, Concrete
Flooring:
Carpet, Tile, Wood
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$5,551.00
Tax Year:
2024
Association Fee:
$500.00
Association Fee Frequency:
Semi-annually
Total Annual Fees:
$1,000.00
Total Monthly Fees:
$83.33
Parking
Garage
Garage Spaces:
3
Attached Garage
Parking Features:
Driveway
Utilities
Sewer:
Public Sewer
Utilities Available:
Cable Available, Electricity Connected, Water Connected, Public
Water Source:
Public
Community
Association
Minimum Lease Term:
7 Months
Pets Allowed?
Subdivision Name:
COURTLEA OAKS
Senior Community:
No
Association Fee Required:
Required
Association Management:
Edison Association Management
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
COURTLEA OAKS PHASE 2B 41/67 LOT 26
Real Estate Folio Number (Parcel Number):
14-22-27-1944-00-260
Zoning:
R-1
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Tildenville Elem
High School:
West Orange High
Middle Or Junior School:
Lakeview Middle
Listing History
Originally published on:
March 5, 2026 7:14 pm
Active on the market since:
March 5, 2026
Listing Agreement executed on:
March 5, 2026
Price change occurred on:
April 3, 2026 3:09 am
Listing Status Last Changed On:
March 5, 2026 7:14 pm
Photos updated on:
March 28, 2026 7:36 pm
Last Modified:
April 16, 2026 12:06 pm
Additional Information
Courtesy of:
LAKESIDE REALTY WINDERMERE INC
Attribution:
407-876-5575
Road Surface Type:
Asphalt
Location
Street Name:
COURTLEA OAKS
Street Number:
441
City:
WINTER GARDEN
State:
Florida
Zip Code:
34787
County:
Orange
Latitude:
N28° 34' 11.3''
Longitude:
W82° 25' 30.1''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $114,988
Median Home Value $475,000
Median Rent $1,994/mo
Median Age 37
Population 93,064

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Association of REALTORS®
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