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441 COURTLEA OAKS BOULEVARD
WINTER GARDEN FL 34787 US

$1,375,000

Active Listing ID O6385964
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5 bed
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5.00 Bath (4 Full , 1 Half)
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Lot: 0.43 Acres
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Single Family Residence

$1,375,000

Active Listing ID O6385964
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441 COURTLEA OAKS BOULEVARD 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.

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Property Features

  • Facts
  • Lot Size: 0.43 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Fencing, French Doors, Outdoor Shower, Rain Gutters, Sidewalk, Pool
  • Floor Covering: Carpet, Tile, Wood
  • Roof Type: Shingle
  • Heating Fuels: Central, Electric (Heating), Fireplace(s)
  • Additional Features
  • Fireplace
  • Pool

School Information

  • School
  • Tildenville Elem(Elementary)
  • Lakeview Middle(MiddleSchool)
  • West Orange High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1375000
  • unparsedaddress: 441 COURTLEA OAKS BOULEVARD
  • postalcity: WINTER GARDEN
  • stateorprovince: FL
  • country: US
  • postalcode: 34787
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.43
  • lotsizeunits: Acres
  • lotsizearea: 0.43
  • livingarea: 4089
  • livingareaunits: Square Feet
  • latitude: 28.569792
  • longitude: -81.57496
  • listagentfullname: Jennifer Coon
  • listagentemail: jenshopshouses@gmail.com
  • listagentkey: 3yd-MFRMLSFL-261228533
  • listagentmlsid: 261228533
  • listagentpreferredphone: 4078765575
  • listagentofficephone: 4078765575
  • listofficekey: 3yd-MFRMLSFL-50535
  • listagentstatelicense: 3479822
  • listofficemlsid: 50535
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 2000
  • listingcontractdate: 2026-03-05
  • listagenturl: http://www.lakesidewindermererealty.com
  • countyorparish: Orange
  • parcelnumber: 14-22-27-1944-00-260
  • elementaryschool: Tildenville Elem
  • highschool: West Orange High
  • appliances: Cooktop, Dishwasher, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Block, Concrete, Frame, Stucco
  • flooring: Carpet, Tile, Wood
  • heating: Central, Electric (Heating), Fireplace(s)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Driveway, Garage, Garage - Attached
  • roof: Shingle
  • waterfrontyn: False
  • interiorfeatures: Ceiling Fans(s), Crown Molding, High Ceilings, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-in Closet(s)
  • exteriorfeatures: Fencing, French Doors, Outdoor Shower, Rain Gutters, Sidewalk, Pool
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Great Room, Kitchen
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: False
  • location: -81.57496, 28.569792
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Lakeside Realty Windermere Inc", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[{"ExpenseCategory":"Home Owner Assessments Fee", "ExpenseFrequency":"Monthly", "ExpenseValue":83.330001831054688}], "GeocodeOptions":null, "LeadRoutingEmail":"OFFICE@LAKESIDEREALTYWINDERMERE.COM", "ListBrokerageCity":"Windermere", "ListBrokerageCountry":"US", "ListBrokerageEmail":"Andy@lakesidewindermere.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/b4504e115d8911e18af200219b994c72/20140821221354653.png", "ListBrokerageName":"Lakeside Realty Windermere Inc", "ListBrokeragePhone":"407-876-5575", "ListBrokeragePostalCode":"34786", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"430 Main Street", "ListBrokerageWebsiteUrl":"http://www.lakesidewindermererealty.com", "ListOfficeAddress1":"430 Main St", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Windermere", "ListOfficeCountry":"US", "ListOfficeEmail":"ksullivan866@gmail.com", "ListOfficePostalCode":"34786", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence - WINTER GARDEN, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/441-Courtlea-Oaks-Blvd_Winter-Garden_FL_34787_M62971-63021?f=listhub&s=MFRMLSFL&m=O6385964&c=rexren", "MLSModificationTimestamp":"2026-03-05T22:12:10Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":3, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":5551, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 3/6/2026 5:05:19 AM GMT
Source Updated Date: 3/12/2026 6:54:24 PM GMT

Courtesy of: Jennifer Coon, LAKESIDE REALTY WINDERMERE INC, jenshopshouses@gmail.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.