441 Courtlea Oaks Boulevard, Winter Garden, FL 34787
Local realty services provided by:CENTURY 21 Circle
Listed by: jennifer coon
Office: lakeside realty windermere inc
MLS#:O6385964
Source:MFRMLS
Price summary
- Price:$1,199,900
- Price per sq. ft.:$246.39
- Monthly HOA dues:$83.33
About this home
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....
Contact an agent
Home facts
- Year built:2000
- Listing ID #:O6385964
- Added:50 day(s) ago
- Updated:April 25, 2026 at 01:50 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Flooring:Carpet, Tile, Wood
- Kitchen Description:Built-In Oven, Cooktop, Dishwasher, Refrigerator, Solid Surface Counters, Solid Wood Cabinets
- Bedroom Description:High Ceilings, Walk-In Closet(s)
- Living area:4,001 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric
- Central air:Yes
Structure and exterior
- Roof:Shingle
- Year built:2000
- Building area:4,001 sq. ft.
- Lot area:0.43 Acres
- Construction Materials:Block, Concrete, Frame, Stucco
- Exterior Features:Outdoor Shower, Rain Gutters, Sidewalk
- Foundation Description:Slab
- Levels:2 Story
Schools
- High school:West Orange High
- Middle school:Lakeview Middle
- Elementary school:Tildenville Elem
Utilities
- Water:Public, Water Connected
- Sewer:Public, Public Sewer
Finances and disclosures
- Price:$1,199,900
- Price per sq. ft.:$246.39
- Tax amount:$5,551 (2024)
Features and amenities
- Appliances:Built-in Oven, Cooktop, Dishwasher, Refrigerator
- Laundry features:Inside, Laundry Room
- Amenities:Cable Available, Ceiling Fans(s), Crown Molding, High Ceilings, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
- Pool features:Gunite, In Ground, Private Pool
Parking
- Parking description:Attached Garage, Driveway
- Garage:Yes
- Garage spaces:3
New listings near 441 Courtlea Oaks Boulevard
$749,360Pending6 beds 5 baths3,412 sq. ft.17434 Sunset Prairie Drive, WINTER GARDEN, FL 34787
MLS# G5111523Listed by: OLYMPUS EXECUTIVE REALTY INC- New
$5,000Active4 beds 3 baths2,669 sq. ft.13062 Lakeshore Grove Drive, Other Florida, FL 34787
MLS# 399114Listed by: JAMIE L BOONE LLC - New
$795,000Active5 beds 3 baths3,738 sq. ft.2640 Grove View Drive, WINTER GARDEN, FL 34787
MLS# O6401215Listed by: GECKO REALTY, INC - New
$279,900Active2 beds 1 baths700 sq. ft.345 Winter Street, WINTER GARDEN, FL 34787
MLS# O6402105Listed by: THE NAVY HOUSE - New
$465,000Active2 beds 1 baths1,080 sq. ft.236 Donald Drive, WINTER GARDEN, FL 34787
MLS# O6401940Listed by: GLOBAL FLORIDA REALTY - New
$475,000Active4 beds 4 baths1,920 sq. ft.7036 Bolanzo Alley, WINTER GARDEN, FL 34787
MLS# O6401429Listed by: SERHANT - New
$825,000Active4 beds 4 baths3,358 sq. ft.3430 Turningwind Lane, WINTER GARDEN, FL 34787
MLS# G5111151Listed by: CENTURY 21 HANCOCK - Open Sat, 9am to 7pmNew
$525,000Active3 beds 2 baths1,659 sq. ft.199 E Crest Avenue, WINTER GARDEN, FL 34787
MLS# O6401923Listed by: OPENDOOR BROKERAGE LLC - New
$549,900Active3 beds 2 baths2,230 sq. ft.15314 Amberbeam Blvd, Winter Garden, FL 34787
MLS# A12006754Listed by: EQUITABLE COMPANY REALTORS - New
$550,000Active3 beds 2 baths2,238 sq. ft.776 Rainfall Drive, WINTER GARDEN, FL 34787
MLS# O6400904Listed by: ONLI REALTY GROUP LLC