441 Courtlea Oaks Boulevard, Winter Garden, FL 34787
Local realty services provided by:CENTURY 21 Alliance Realty Group
Listed by: jennifer coon
Office: lakeside realty windermere inc
MLS#:O6385964
Source:MFRMLS
Price summary
- Price:$1,375,000
- Price per sq. ft.:$282.34
- 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:1 day(s) ago
- Updated:March 06, 2026 at 11:53 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:4,089 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric
Structure and exterior
- Roof:Shingle
- Year built:2000
- Building area:4,089 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:$1,375,000
- Price per sq. ft.:$282.34
- 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
New listings near 441 Courtlea Oaks Boulevard
- New
$699,990Active4 beds 3 baths2,663 sq. ft.503 Minnow Creek Court, WINTER GARDEN, FL 34787
MLS# G5109093Listed by: RE/MAX TITANIUM GROUP - New
$420,000Active3 beds 3 baths1,844 sq. ft.15182 Sunrise Grove Court, WINTER GARDEN, FL 34787
MLS# O6382211Listed by: FLORIDA REALTY INVESTMENTS - New
$550,000Active4 beds 3 baths2,076 sq. ft.1966 Pantheon Drive, WINTER GARDEN, FL 34787
MLS# O6386961Listed by: SIMPLY HOME REALTY - New
$399,987Active3 beds 3 baths2,012 sq. ft.15140 Sunrise Grove Court, WINTER GARDEN, FL 34787
MLS# O6388259Listed by: COLDWELL BANKER REALTY - New
$1,899,000Active4 beds 4 baths3,781 sq. ft.720 Lake Brim Drive, WINTER GARDEN, FL 34787
MLS# O6387519Listed by: BHHS FLORIDA REALTY - New
$500,000Active3 beds 2 baths1,960 sq. ft.2621 Shirehall Lane, WINTER GARDEN, FL 34787
MLS# O6386585Listed by: KELLER WILLIAMS CLASSIC - New
$410,000Active3 beds 3 baths1,292 sq. ft.15327 Torpoint Road, WINTER GARDEN, FL 34787
MLS# O6387621Listed by: REAL BROKER, LLC - Open Sat, 1 to 3pmNew
$749,000Active5 beds 3 baths2,817 sq. ft.15583 Hamlin Blossom Avenue, WINTER GARDEN, FL 34787
MLS# S5145165Listed by: COMPASS FLORIDA LLC - New
$550,000Active4 beds 2 baths1,980 sq. ft.2543 Balforn Tower Way, WINTER GARDEN, FL 34787
MLS# O6387268Listed by: REALTY HUB - New
$875,000Active4 beds 4 baths2,831 sq. ft.931 Kylee Alley, WINTER GARDEN, FL 34787
MLS# O6387922Listed by: PREMIER SOTHEBYS INT'L REALTY