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9508 Windy Ridge Road

Windermere, FL 34786
  • $30,000,000
  • STATUS: Active
  • ON SITE: 73 Days
  • MLS #: O6411343
UPDATED: 40 min ago
$30,000,000
  • 7
    BEDS
  • 18.16
    ACRES
  • 12
    BATHS
  • 2
    1/2 BATHS
  • 51,000
    SQFT
  • $588
    $/SQFT
Neighborhood:
N/A
Type:
Single-Family Home
Built:
2011
County:
Area:

School Information

Elementary School:
Middle School:
High School:

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.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-08-15T17:45:28.2.
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9508 Windy Ridge Road Windermere, FL 34786

  • Price: $30,000,000
  • Status: Active
  • On Site: 73 Days
  • Updated: 40 min ago
  • MLS #: O6411343
7
Beds
12
Baths
2
½ Baths
18.16
Acres
51,000
SQFT
$588
$/SQFT
2011
Built
Neighborhood:
N/A
County:
Orange
Area:
Windermere
Elementary School:
Thornebrooke Elem
Middle School:
Gotha Middle
High School:
Olympia High
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.
Exterior Features

Architectural Style Traditional Attached Garage Yn Yes Carport Yn No Construction Materials BlockStucco Covered Spaces 12 Direction Faces South Exterior Features BalconyDog RunHurricane ShuttersLightingPrivate EntrancePrivate YardRain GuttersSaunaSliding DoorsStorage Fencing Fenced Foundation Details Slab Garage Dimensions 70x22 Lot Features In CountyIrregular LotLevelZoned for Horses Open Parking YN Yes Other Structures CabanaGuest HouseStorage Parking Features Bath In GarageBoatDrivewayElectric Vehicle Charging Station(s)Garage Door OpenerGolf Cart ParkingGuestOversizedRV GarageRV Parking Patio And Porch Features CoveredDeckEnclosedFront PorchPatioPorchRear PorchScreened Pool Dimensions 75 x 25 Pool Features DeckGuniteHeatedIn GroundLapSalt WaterTile Pool Private Yn Yes Road Surface Type Paved Roof Tile Spa Features In Ground Spa YN Yes View PoolWater Water Access LakeLake - Chain of Lakes Water Access Yn Yes Water Body Name LAKE DOWN ON BUTLER CHAIN Water Extras LiftLift - Covered Water Extras Yn Yes Water View LakeLake - Chain of Lakes Water View Yn Yes Waterfront Features Lake FrontLake - Chain of Lakes Waterfront Yn Yes

Interior Features

Accessibility Features Accessible Elevator Installed Additional 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 Building Area Total 46886 Cooling Central Air Cooling YN Yes Fireplace Yn No Flooring MarbleSlateTileHardwood Furnished Negotiable Heating CentralElectricExhaust Fan Heating YN Yes Interior Features Ceiling Fan(s)Central VacuumChair RailCoffered Ceiling(s)Crown MoldingEating Space In KitchenElevatorHigh CeilingsKitchen/Family Room ComboPrimary Bedroom Main FloorPrimaryBedroom UpstairsStone CountersWalk-In Closet(s) Laundry Features Laundry Room Levels Two Rooms Bedroom 4 (Central VacuumEn Suite BathroomWalk-In Closet(s)) Great Room (Bar) Dinette Primary Bedroom (Multiple Shower HeadsWalk-In Closet(s)) Bedroom 2 (Central VacuumEn Suite BathroomExhaust FanWalk-In Closet(s)) Dining Room (Central Vacuum) Living Room Primary Bedroom 2 (Central VacuumEn Suite BathroomWalk-In Closet(s)) Family Room (Built-In ShelvingCentral Vacuum) Den Bedroom 3 (Central VacuumEn Suite BathroomWalk-In Closet(s)) Kitchen (Central VacuumPantryKitchen Isl Sewer Septic Tank Stories Total 2 Water Source Public Window Features DrapesWindow Treatments

Property Features

Additional Lease Restrictions Refer to Orange County restrictions. Additional Parcels YN No Association Approval Required Yn No Association Fee Requirement None Association Yn No Cdd Yn No Condo Land Included Yn No Down Payment Resource No Flood Zone Code X Garage Yn Yes Green Energy Efficient HVAC Homestead Yn Yes Lease Considered YN Yes Lease Restrictions YN No Listing Terms CashConventional Minimum Lease 7 Months New Construction Yn No Number Of Septics 2 Number Of Wells 0 Occupant Type Owner Ownership Fee Simple Pet Restrictions Per Orange County Pets Allowed Yes Property Condition Completed Property Sub Type Single Family Residence Realtor Info As-Is Security Features Security GateSecurity SystemSecurity System Owned Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name Not Applicable Tax Annual Amount 162563.33 Total Annual Fees 0 Total Monthly Fees 0 Utilities BB/HS Internet AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedPublicSprinkler Well Zoning R-CE-C


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of STOCKWORTH REALTY GROUP: 407-909-5900.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-08-15T17:45:28.2.
 
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