441 Courtlea Oaks Boulevard, Winter Garden, FL 34787

$1,160,000
5
BD
5
BA
4,001
SqFt

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Sold Price
$1,160,000
List Price
$1,199,900
Status
Sold
Days on Market
64
Closing Date
Jun 15, 2026
MLS#
O6385964
Property Style
Single Family
Year Built
2000
Bedrooms
5
Bathrooms
5
Baths Half
1
Living Area
4,001
Lot Size
18,602
Acres
0.43
Total Acreage
1/4 to less than 1/2
Legal Subdivision Name
Courtlea Oaks
MLS Area Major
Winter Garden/Oakland

Property Description

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.

Additional Information

Taxes
$5551
Minimum Lease
7 Months
HOA Fee
$500
HOA Payment Schedule
Semi-Annually
Community Features
No Deed Restriction
Property Description
Two Story
Zoning
R-1
Interior Layout
Ceiling Fans(s), Crown Molding, High Ceilings, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
Interior Features
Ceiling Fans(s), Crown Molding, High Ceilings, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
Floor
Carpet, Tile, Wood
Appliances
Built-In Oven, Cooktop, Dishwasher, Refrigerator
Utilities
Cable Available, Electricity Connected, Public, Water Connected
Heating
Central, Electric
Air Conditioning
Central Air
Fireplace Description
Family Room
Exterior Construction
Block, Concrete, Stucco, Frame
Exterior Features
French Doors, Outdoor Shower, Rain Gutters, Sidewalk
Roof
Shingle
Foundation
Slab
Pool
Private
Pool Type
Gunite, In Ground, Lighting
Garage Carport
3 Car Garage
Garage Spaces
3
Garage Features
Driveway
Elementary School
Tildenville Elem
Middle School
Lakeview Middle
High School
West Orange High
Fences
Vinyl
Pets
Allowed
Flood Zone Code
X
Parcel ID
14-22-27-1944-00-260
Legal Description
COURTLEA OAKS PHASE 2B 41/67 LOT 26

Listing courtesy of LAKESIDE REALTY WINDERMERE INC. 407-876-5575

Selling Office: AVANTI WAY REALTY LLC.

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