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9508 WINDY RIDGE ROAD
WINDERMERE FL 34786 US

$30,000,000

Active Listing ID O6411343
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7 bed
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14.00 Bath (12 Full , 2 Half)
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Lot: 18.16 Acres
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Single Family Residence

$30,000,000

Active Listing ID O6411343
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9508 WINDY RIDGE ROAD Showcasing Central Florida’s most iconic lakefront estate: an 18-acre compound with 614 feet of pristine frontage on Lake Down on The Butler Chain of Lakes. The Windy Ridge Estate is comprised of multiple buildings spanning 51, 000 square feet of space including an expansive 20, 333 square-foot Georgian-style Plantation mansion that is a showplace residence with generous luxurious spaces, classic elegance, and the ultimate in security and serenity. The walled entry opens to a grand foyer with a floating mahogany staircase, marble floors, paneled walls, and Murano chandeliers. An art gallery leads to a spacious living room featuring rich mahogany millwork and expansive lake vistas. Gourmet kitchen: salamander, dual double convection ovens, commercial icemaker, full-size refrigerator, and freezer. The main level includes one of two owners' suites, plus a library-lounge or a possible sixth bedroom. Dual staircases or a Thyssenkrupp elevator provide access to the upper level, which features four-bedroom suites, including the primary retreat. An 85-foot parlor with 20-foot ceilings, built-in bookshelves, and a wet bar provide a dramatic entertaining space. Screened porch captures southern lake views and Disney fireworks. Breezeway connects to a 5, 600 SF rustic lodge with a bar, catering kitchen, entertainment hall, and locker facilities. Outdoor amenities: Junior Olympic pool, spa, decorative fountain, architectural lighting, direct lake access. The vast and open water location offers an ideal space for seaplane arrivals and departures. Additional structures include a 4, 000 SF paneled garage with 20-foot ceilings, an office, and a guest apartment; a 3, 800 SF storage building; three separate garages accommodating motor coach and car collection; and staff quarters with a private courtyard. A rare fusion of Southern grandeur, lakefront serenity, and equestrian potential—without any interference of an HOA. Truly a legacy compound crafted for those who demand the extraordinary.

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Property Features

  • Facts
  • Lot Size: 18.16 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 12
  • 1/2 Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Level, Fencing, Balcony, Dog Run, Hurricane Shutters, Lighting, Private Entrance, Private Yard, Rain Gutters, Sauna, Sliding Doors, Storage, Pool, Dock
  • Floor Covering: Marble, Slate, Tile, Wood
  • Roof Type: Tile
  • Heating Fuels: Central, Electric (Heating), Exhaust Fan (Heating)
  • Additional Features
  • Pool
  • Waterfront

School Information

  • School
  • Thornebrooke Elem(Elementary)
  • Gotha Middle(MiddleSchool)
  • Olympia High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 30000000
  • unparsedaddress: 9508 WINDY RIDGE ROAD
  • postalcity: WINDERMERE
  • stateorprovince: FL
  • country: US
  • postalcode: 34786
  • bathroomsfull: 12
  • bathroomshalf: 2
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 18.16
  • lotsizeunits: Acres
  • lotsizearea: 18.16
  • livingarea: 51000
  • livingareaunits: Square Feet
  • latitude: 28.506213
  • longitude: -81.518012
  • listagentfullname: Rob Rahter
  • listagentemail: rob@stockworth.com
  • listagentkey: 3yd-MFRMLSFL-261090118
  • listagentmlsid: 261090118
  • listagentpreferredphone: 4079095900
  • listagentofficephone: 4079095900
  • listofficekey: 3yd-MFRMLSFL-50198
  • listagentstatelicense: 3129153
  • listofficemlsid: 50198
  • 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: 2011
  • listingcontractdate: 2026-06-02
  • listagenturl: http://www.stockworth.com
  • countyorparish: Orange
  • parcelnumber: 09-23-28-0000-00-009
  • elementaryschool: Thornebrooke Elem
  • highschool: Olympia High
  • appliances: Cooktop, Dishwasher, Dryer, Freezer, Garbage Disposer, Ice Maker, Microwave, Oven - Convection, Range, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Block, Stucco
  • flooring: Marble, Slate, Tile, Wood
  • heating: Central, Electric (Heating), Exhaust Fan (Heating)
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Boat, Driveway, Garage, Garage - Attached, Golf Cart, Guest, Oversized, RV
  • roof: Tile
  • waterfrontyn: True
  • interiorfeatures: Ceiling Fans(s), Central Vaccum, Chair Rail, Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, Elevator, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Primarybedroom Upstairs, Stone Counters, Walk-in Closet(s)
  • exteriorfeatures: Level, Fencing, Balcony, Dog Run, Hurricane Shutters, Lighting, Private Entrance, Private Yard, Rain Gutters, Sauna, Sliding Doors, Storage, Pool, Dock
  • waterfrontfeatures: Lake Front, Lake Privileges, Waterfront
  • architecturalstyle: New Traditional
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Den, Dining Room, Family Room, Great Room, Kitchen, Living Room
  • securityfeatures: Security Gate, Security System, Security System Owned
  • otherstructures: Kennel/Dog Run, Storage
  • structuretype: Dock
  • accessibilityfeatures: Accessible Elevator Installed
  • dock: True
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced, Gate
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.51801, 28.506212
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Stockworth Realty Group LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"sales@stockworth.com", "ListBrokerageCity":"Orlando", "ListBrokerageCountry":"US", "ListBrokerageEmail":"sales@stockworth.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/df0cdd81e16e11e198751231392c982a/20131031155041382.png", "ListBrokerageName":"Stockworth Realty Group LLC", "ListBrokeragePhone":"407-909-5900", "ListBrokeragePostalCode":"32819", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"4705 S Apopka Vineland Road", "ListBrokerageWebsiteUrl":"http://www.stockworth.com", "ListOfficeAddress1":"4705 Apopka Vineland Rd #210", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Orlando", "ListOfficeCountry":"US", "ListOfficeEmail":"rob@stockworth.com", "ListOfficePostalCode":"32819", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence, Traditional - WINDERMERE, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/9508-Windy-Ridge-Rd_Windermere_FL_34786_M59753-91752?f=listhub&s=MFRMLSFL&m=O6411343&c=rexren", "MLSModificationTimestamp":"2026-06-02T20:36:10Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":12, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":162563.33, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/2/2026 11:09:34 PM GMT
Source Updated Date: 6/4/2026 12:54:43 AM GMT

Courtesy of: Rob Rahter, STOCKWORTH REALTY GROUP, rob@stockworth.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.