441 COURTLEA OAKS BOULEVARD WINTER GARDEN, FL 34787

$1,375,000

5 Beds

4.5 Baths

4089 sqft

Property Details

MLS#

O6385964

Type

Single Family Residence

Status

Active Listing

Square Footage

4,089

Bedrooms

5

Bathrooms

4 full | 1 half

Year Built

2000

Tax Amount

$5,551

Garage Spaces

3

HOA Fees

$500

Property Description

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.

Amenities

Cooling:Central Air

French Doors

Outdoor Shower

Rain Gutters

Sidewalk

Ceiling Fan(s)

Crown Molding

High Ceilings

Open Floorplan

Solid Surface Counters

Solid Wood Cabinets

Thermostat

Walk-In Closet(s)

Payment Calculator

per month

 Principal & Interest

 Property Tax

 Mortage Insurance

 HOA

 Home Owners Insurance

Home Price
Interest Rate
Down Payment
 Customize Calculations
Property Taxes
/ year
Homeowner's Insurance
/ month
HOA Dues
Mortgage Insurance
Loan Type
Location Map

The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright 2026 Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

All listings featuring the BMLS logo are provided by Beaches MLS Inc. Copyright 2026 Beaches MLS. This information is not verified for authenticity or accuracy and is not guaranteed.

© 2026 Beaches Multiple Listing Service, Inc. All rights reserved.

The data relating to real estate for sale on this web site comes in part from the participating Associations/MLS's Miami Association of Realtors, and the Realtor Association of Greater Ft. Lauderdale.

Information is deemed reliable but not guaranteed. Copyright 2026, Miami Association of Realtors, Realtor Association of Greater Ft. Lauderdale, and the South Broward Board of Realtors. All rights reserved. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited.

Some properties that appear for sale on this limited electronic display may no longer be available. For the most current information, contact one of our agents.