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5500 W LAKE BUTLER ROAD
WINDERMERE FL 34786 US

$4,700,000

Active Listing ID O6408637
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8 bed
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6.00 Bath (6 Full)
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Lot: 5.37 Acres
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Single Family Residence

$4,700,000

Active Listing ID O6408637
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5500 W LAKE BUTLER ROAD Experience the pinnacle of lakefront luxury breathtaking acres in the heart of Windermere, offering an extraordinary 320 feet of pristine ski lake frontage and an unmatched resort-style lifestyle. This one-of-a-kind waterfront compound features a stunning 6-bedroom, 5-bathroom main residence encompassing 12, 323 gross square feet with 7, 000 heated square feet, thoughtfully designed to maximize comfort, elegance, and breathtaking water views from nearly every angle. Adding to the property’s exceptional versatility is a private 2-bedroom, 1-bathroom guest house and separate garage apartment, creating incredible multigenerational living potential or the ideal setup for extended guests, private offices, or luxury accommodations. The showstopping covered dock pavilion is truly in a class of its own, featuring an expansive over-water lounge, designer outdoor kitchen, bar seating, dining area, and private boat slip, creating the ultimate lakeside retreat. Every detail of this estate has been curated to deliver a private luxury resort experience unlike anything else on the market. The grounds are equally spectacular with a custom screened pool and heated spa overlooking the lake, a private sandy beach, mature canopy trees, waterfront firepit lounge, multiple entertaining spaces, and beautifully manicured landscaping that creates total serenity and privacy. The property’s incredible resort-style entertaining infrastructure makes it ideal for hosting intimate gatherings or large-scale events with ease. Perfectly positioned just minutes from charming downtown Windermere, and conveniently located near Horizon West and downtown Winter Garden, this extraordinary estate also offers easy access to Orlando’s world-renowned attractions — including approximately 25 minutes to Disney and Central Florida’s premier theme parks, and only 30 minutes to Orlando International Airport (MCO). Whether enjoying peaceful mornings on the water, sunset cruises from your private dock, or entertaining on a grand scale, this extraordinary Windermere estate offers a rare opportunity to own one of Central Florida’s most impressive waterfront compounds. A true WOW property that must be experienced in person to fully appreciate its scale, setting, and lifestyle.

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Property Features

  • Facts
  • Lot Size: 5.37 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 6
  • Cooling System: Central Air, Zoned
  • Exterior Finish: Paved, Awning(s), Balcony, Fire Pit, French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Yard, Storage, Pool, Dock, Security Lights
  • Floor Covering: Tile, Vinyl
  • Roof Type: Shingle
  • Heating Fuels: Central, Electric (Heating), Fireplace(s), Zoned (Heating)
  • Additional Features
  • Fireplace
  • Pool
  • Waterfront

School Information

  • School
  • Windermere Elem(Elementary)
  • Bridgewater Middle(MiddleSchool)
  • Windermere High School(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 4700000
  • unparsedaddress: 5500 W LAKE BUTLER ROAD
  • postalcity: WINDERMERE
  • stateorprovince: FL
  • country: US
  • postalcode: 34786
  • bathroomsfull: 6
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 5.37
  • lotsizeunits: Acres
  • lotsizearea: 5.37
  • livingarea: 7000
  • livingareaunits: Square Feet
  • latitude: 28.485435
  • longitude: -81.569285
  • listagentfullname: Julie Sanchez
  • listagentemail: Julie@therealestatecollection.com
  • listagentkey: 3yd-MFRMLSFL-261225971
  • listagentmlsid: 261225971
  • listagentpreferredphone: 8178073117
  • listagentofficephone: 4076567814
  • listofficekey: 3yd-MFRMLSFL-50363
  • listagentstatelicense: 3609018
  • listofficemlsid: 50363
  • 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: 1997
  • listingcontractdate: 2026-05-17
  • listagenturl: http://www.TheRealEstateCollection.com
  • countyorparish: Orange
  • parcelnumber: 27-23-13-9147-00-010
  • elementaryschool: Windermere Elem
  • highschool: Windermere High School
  • appliances: Cooktop, Dishwasher, Dryer, Freezer, Garbage Disposer, Ice Maker, Microwave, Oven - Convection, Range, Refrigerator, Refrigerator - Wine Storage, Washer, Water - Softener
  • cooling: Central Air, Zoned
  • constructionmaterials: Block
  • flooring: Tile, Vinyl
  • heating: Central, Electric (Heating), Fireplace(s), Zoned (Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Driveway, Garage, Garage - Attached, Guest, Workshop
  • roof: Shingle
  • waterfrontyn: True
  • interiorfeatures: Built-in Features, Ceiling Fans(s), Crown Molding, Dry Bar, Open Floorplan, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-in Closet(s), Wet Bar
  • exteriorfeatures: Paved, Awning(s), Balcony, Fire Pit, French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Yard, Storage, Pool, Dock, Security Lights
  • waterfrontfeatures: Lake Front, Waterfront
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Family Room, Great Room, Kitchen, Living Room
  • securityfeatures: Security Lighting, Security System, Security System Owned, Smoke Detector(s)
  • otherstructures: Outdoor Kitchen, Storage
  • structuretype: Dock
  • dock: True
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.56928, 28.485435
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-MFRMLSFL-O6408637", "OpenHouseEndTime": "2026-05-21T00:00:00+00:00", "OpenHouseId": "O6408637", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-05-20T22:00:00+00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }, { "AppointmentRequiredYN": false, "ListingKey": "3yd-MFRMLSFL-O6408637", "OpenHouseEndTime": "2026-05-23T17:00:00+00:00", "OpenHouseId": "O6408637", "OpenHouseRemarks": "", "OpenHouseStartTime": "2026-05-23T14:00:00+00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }, { "AppointmentRequiredYN": false, "ListingKey": "3yd-MFRMLSFL-O6408637", "OpenHouseEndTime": "2026-05-24T20:00:00+00:00", "OpenHouseId": "O6408637", "OpenHouseRemarks": "", "OpenHouseStartTime": "2026-05-24T17:00:00+00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"The Real Estate Collection LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"Julie@therealestatecollection.com", "ListBrokerageCity":"Winter Garden", "ListBrokerageCountry":"US", "ListBrokerageEmail":"info@therealestatecollection.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/f9b186c1f55511deaa2f00065bf395fa/20160504141001865.png", "ListBrokerageName":"The Real Estate Collection LLC", "ListBrokeragePhone":"(877) 407-8732", "ListBrokeragePostalCode":"34787", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"100 West Plant Street", "ListBrokerageWebsiteUrl":"http://www.TheRealEstateCollection.com", "ListOfficeAddress1":"100 W Plant St", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Winter Garden", "ListOfficeCountry":"US", "ListOfficeEmail":"kari@therealestatecollection.com", "ListOfficePostalCode":"34787", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence, Florida - WINDERMERE, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/5500-W-Lake-Butler-Rd_Windermere_FL_34786_M52911-11032?f=listhub&s=MFRMLSFL&m=O6408637&c=rexren", "MLSModificationTimestamp":"2026-05-18T17:40:10Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":11, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":17387, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/19/2026 12:05:48 AM GMT
Source Updated Date: 5/19/2026 6:45:52 PM GMT

Courtesy of: Julie Sanchez, THE REAL ESTATE COLLECTION LLC, Julie@therealestatecollection.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.