WINTER GARDEN, FL 34787 441 COURTLEA OAKS BOULEVARD

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Presented By: LAKESIDE REALTY WINDERMERE INC with 407-876-5575. - 407-876-5575
  • MLS# O6385964
  • 03/05/2026
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Disclaimer: The information contained in this listing has not been verified by Homepride Group at EXP Realty and should be verified by the buyer.
  • Beds • 5
  • Full/Half Baths • 4 / 1
  • SQFT • 4,001
  • Garage • 3

Home Details

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.
Presented By: LAKESIDE REALTY WINDERMERE INC with 407-876-5575. - 407-876-5575

Interior Features for 441 COURTLEA OAKS BOULEVARD

Bedrooms

Total Bedrooms5

Bathrooms

Half Baths1
Total Baths5

Other Interior Features

LivingAreaSourceAppraiser
Air Conditioning Y/NYes
Fireplace FeaturesFamily Room
Fireplace Y/NYes
FlooringCarpet, Tile, Hardwood
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesCeiling Fan(s), Crown Molding, High Ceilings, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
Laundry FeaturesInside, Laundry Room

General for 441 COURTLEA OAKS BOULEVARD

Additional Parcels Y/NNo
AppliancesBuilt-In Oven, Cooktop, Dishwasher, Refrigerator
Assoc Fee Paid PerSemi-Annually
Association NameEdison Association Management
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINTER GARDEN
Construction MaterialsBlock, Concrete, Stucco, Wood Frame
CoolingCentral Air
CountyOrange
DirectionsHeading South on FL-429, take exit 24 for Plant Street. Turn right onto Plant St. Turn right onto N Dillard Street. Turn right onto Courtlea Oaks Blvd. Home is on the right.
Elementary SchoolTildenville Elem
Facing DirectionNorthwest
Flood Zone CodeX
Flood Zone Code XY
Full Baths4
Garage Spaces3
Garage Y/NYes
HOA Fee$500
HeatingCentral, Electric
High SchoolWest Orange High
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionCOURTLEA OAKS PHASE 2B 41/67 LOT 26
LevelsTwo
Listing TermsCash, Conventional, FHA, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet18602
Lot Size UnitsSquare Feet
MLS Area34787 - Winter Garden/Oakland
Middle/Junior High SchoolLakeview Middle
Minimum Lease7 Months
Monthly HOA Amount83.33
New ConstructionNo
Occupancy TypeOwner
OwnershipFee Simple
Pets AllowedYes
Pool FeaturesGunite, In Ground, Lighting
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteDescrip1 Bathroom, 1 Bedroom, Attached, Kitchen, Private Entrance
STELLAR_InLawSuiteYNYes
Senior Community Y/NNo
SewerPublic Sewer
Spa FeaturesIn Ground
Standard StatusActive
StatusActive
Subdivision NameCOURTLEA OAKS
Tax Annual Amount5551
Tax Lot26
Tax Year2024
Total Rooms3
UtilitiesCable Available, Electricity Connected, Public, Water Connected
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built2000
ZoningR-1

Exterior for 441 COURTLEA OAKS BOULEVARD

Building Area Total4870
Covered Spaces3
Exterior AmenitiesFrench Doors, Outdoor Shower, Rain Gutters, Sidewalk
FencingVinyl
Foundation DetailsSlab
Lot Size Acres0.43
Lot Size Area18602
Parking FeaturesDriveway
Private PoolYes
Road Surface TypeAsphalt
SpaYes
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Steven Pugh

Broker Associate | Team Leader
Price $1,229,000
MLS#O6385964
List Date 03/05/2026
Property Type Single Family
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