441 COURTLEA OAKS BOULEVARD,WINTER GARDEN,Orange,Residential

  • $1,375,000
441 COURTLEA OAKS BOULEVARD
Residential Active
441 COURTLEA OAKS BOULEVARD,WINTER GARDEN,Orange,Residential
441 COURTLEA OAKS BOULEVARD
  • $1,375,000

Overview

Property ID: O6385964
  • Single Family Residence
  • Property Type
  • 5
  • Bedrooms
  • 4.5
  • Bathrooms
  • 3
  • Garages
  • 4089
  • Square Feet
  • 2000
  • Year Built

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.

  • Address COURTLEA OAKS
  • City WINTER GARDEN
  • State/county Orange, State FL
  • Zip/Postal Code 34787
  • Country USA

Details

Updated on March 6, 2026 at 2:03 pm
  • Property ID: O6385964
  • Price: $1,375,000
  • Property Size: 4089 Square Feet
  • Land Area: 18602 Square Feet
  • Bedrooms: 5
  • Bathrooms: 4.5
  • Garages: 3
  • Year Built: 2000
  • Property Type: Single Family Residence
  • Property Status: Residential

Additional details

  • Association Fee: 500
  • Association Fee Frequency: Semi-Annually
  • Bathrooms Full: 4
  • Days OnMarket: 1
  • Direction Faces: Northwest
  • Elementary School: Tildenville Elem
  • HighSchool: West Orange High
  • MiddleOrJuniorSchool: Lakeview Middle
  • OnMarketDate: 2026-03-05
  • Street Name: COURTLEA OAKS
  • Street Number: 441
  • TaxAnnualAmount: 5551
  • Tax Year: 2024

Contact Information

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Alistair Brown

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