441 Courtlea Oaks Boulevard, Winter Garden, FL 34787

Winter Garden
Local realty services provided by:Better Homes and Gardens Real Estate Synergy
441 Courtlea Oaks Boulevard,Winter Garden, FL 34787
$1,199,900
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  • 5 Beds
  • 5 Baths
  • 4,001 sq. ft.
  • Single family
  • Pending
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...

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Home facts

  • Year built:2000
  • Listing ID #:O6385964
  • Added:95 day(s) ago
  • Updated:June 09, 2026 at 07:44 AM

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
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