$30,000,000

9508 WINDY RIDGE ROAD, Windermere, FL 34786

  • 7 beds |
  • 14 baths |
  • 51,000 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 2011
  • Property Lot Size Icon18.16acre lot
  • Property Parking Icon 12 car garage
  • Property Price Per Square Feet Icon $588/sqft
  • Property List Date Icon Listed 23 days ago

Property Description

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.

Listing Status:
Active
Date Added:
June 2, 2026
Data Last Updated:
June 26, 2026 at 1:23AM
Listing Office:
STOCKWORTH REALTY GROUP : 407-909-5900
Listing Agent:
Rob Rahter : 407-497-4526
MLS ID:
O6411343
  • General: Ceiling Fans(s)Central VaccumChair RailCoffered Ceiling(s)Crown MoldingEat-in KitchenElevatorHigh CeilingsKitchen/Family Room ComboPrimary Bedroom Main FloorPrimaryBedroom UpstairsStone CountersWalk-In Closet(s)
  • Rooms: AtticBonus RoomDen/Library/OfficeFamily RoomFlorida RoomFormal Dining Room SeparateFormal Living Room SeparateGarage ApartmentGreat RoomInside UtilityStorage Rooms
  • Appliances: Bar FridgeBuilt-In OvenConvection OvenCooktopDishwasherDisposalDryerElectric Water HeaterExhaust FanFreezerGas Water HeaterIce MakerMicrowaveRange HoodRefrigeratorWasher
  • Laundry: Laundry Room
  • Flooring: MarbleSlateTileWood
  • A/C: Central Air
  • Heating: CentralElectricExhaust Fan
  • Disability Feature: Accessible Elevator Installed
  • Eco/Green Feature: HVAC
  • General: BalconyDog RunHurricane ShuttersLightingPrivate EntrancePrivate YardRain GuttersSaunaSliding DoorsStorageIn Ground
  • Style: Traditional
  • Other Structures: CabanaGuest HouseStorageEnclosedPorchFront PorchDeckRear PorchScreenedPatioCovered
  • Pool: DeckGuniteHeatedIn GroundLapSalt WaterTile
  • Parking: Bath In GarageBoatDrivewayElectric Vehicle Charging Station(s)Garage Door OpenerGolf Cart ParkingGuestOversizedRV GarageRV Access/Parking
  • Roofing: Tile
  • Windows: DrapesWindow Treatments
  • General: BlockStuccoTwoSlab
  • Road/Access: Paved
  • Originating MLS: Stellar MLS
  • County: Orange
  • Zoning: R-CE-CCOMM N1/4 COR OF SEC 09-23-28 RUN N89-08-29W 271.22 FT ALONG N LINE OF NW1/4 S00-53-17W 30 FT TO PT09-23-28-0000-00-009
  • View: PoolWater
  • Fencing: Fenced
  • Utilities: BB/HS Internet AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedPublicSprinkler Well
  • Water: Public
  • Sewer: Septic Tank
  • Source: Stellar MLS
  • Ownership: Fee Simple

This listing courtesy of Rob Rahter , STOCKWORTH REALTY GROUP

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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