To schedule a showing of 9508 Windy Ridge Road, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!
$30,000,000 | 7 beds | 12 full baths | 2 half baths | 51,000 sqft
Windermere, FL 34786
- 7Beds
- 14.00Total Baths
- 12 Full, 2 HalfBaths
- 51,000SqFt
- 2011Year Built
- 18.16Acres
- MLS# O6411343
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market3 days
- Area34786 - Windermere
- CountyOrange
- Subdivision N/a
Overview
Showcasing Central Floridas 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 potentialwithout any interference of an HOA. Truly a legacy compound crafted for those who demand the extraordinary.
Agriculture / Farm
Association Fees / Info
Pets Allowed: Yes
Bathroom Info
Total Baths: 14.00
Fullbaths: 12
Building Info
Window Features: Drapes, WindowTreatments
Roof: Tile
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Style: Traditional
Pool Features: Gunite, Heated, InGround, Lap, SaltWater, Tile
Patio: RearPorch, Covered, Deck, Enclosed, FrontPorch, Patio, Porch, Screened, Balcony
Pool Private: Yes
Exterior Features: Balcony, DogRun, Lighting, PrivateEntrance, PrivateYard, RainGutters, Storage, StormSecurityShutters
Fees / Restrictions
Financial
Original Price: $30,000,000
Fencing: Fenced
Garage / Parking
Parking Features: BathInGarage, Boat, Driveway, ElectricVehicleChargingStations, Garage, GolfCartGarage, GarageDoorOpener, Guest, Oversized, RvGarage, RvAccessParking
Attached Garage: Yes
Garage: Yes
Green / Env Info
Green Features: Hvac
Interior Features
Floors: Marble, Slate, Tile, Wood
Levels: Two
Spa: Yes
Laundry Features: LaundryRoom
Interior Features: ChairRail, CeilingFans, CrownMolding, CentralVacuum, CofferedCeilings, EatInKitchen, Elevator, HighCeilings, KitchenFamilyRoomCombo, MainLevelPrimary, StoneCounters, UpperLevelPrimary, WalkInClosets, Attic, SeparateFormalDiningRoom, SeparateFormalLivingRoom
Appliances: BarFridge, BuiltInOven, ConvectionOven, Cooktop, Dryer, Dishwasher, ExhaustFan, ElectricWaterHeater, Freezer, Disposal, GasWaterHeater, IceMaker, Microwave, Refrigerator, RangeHood, Washer
Spa Features: InGround, Sauna
Lot Info
Direction Remarks: From Conroy Windermere Road West to South Apopka Vineland Road, Turn Right. Turn Left onto Windy Ridge Road, and property will be on your left.
Lot Size Units: Acres
Lot Size Acres: 18.16
Lot Sqft: 791,201
Vegetation: Oak, PartiallyWooded
Lot Desc: Flat, IrregularLot, Level, OutsideCityLimits, Landscaped
Misc
Other
Other Structures: Cabana, GuestHouse, Storage, GarageApartment
Equipment: Generator, IrrigationEquipment
Special Conditions: None
Security Features: SecuritySystemOwned, SecuritySystem, SecurityGate
Other Rooms Info
Property Info
Section: 09
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Property Condition: NewConstruction
Construction Materials: Block, Stucco
Stories: 2
Total Stories: 2
Accessibility: AccessibleElevatorInstalled
Foundation: Slab
Room Info
Total Rooms: 12
Sqft Info
Sqft: 51,000
Bulding Area Sqft: 46,886
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,024
Tax Lot: 9
Tax Legal Description: COMM 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 PT
Tax Block: 00
Tax Annual Amount: 162563.33
Tax Book Number: 10/111
Unit Info
Utilities / Hvac
Heating: Central, ExhaustFan, Electric
Water Source: Public
Sewer: SepticTank
Cool System: CentralAir, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: CableConnected, ElectricityConnected, NaturalGasConnected, HighSpeedInternetAvailable, MunicipalUtilities
Waterfront / Water
Waterfront: Yes
Waterfront Features: Lake, LakeFront, LakePrivileges
View: Yes
Water Body Name: LAKE DOWN ON BUTLER CHAIN
View: Lake, Pool, Water
Directions
From Conroy Windermere Road West to South Apopka Vineland Road, Turn Right. Turn Left onto Windy Ridge Road, and property will be on your left.This listing courtesy of Stockworth Realty Group
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MLS IDX data last updated on 06-06-2026 2:00 AM EST.
If you have any questions on 9508 Windy Ridge Road, Windermere, Florida, please call David Shippey at 863-521-4517.
MLS# O6411343 located at 9508 Windy Ridge Road, Windermere, Florida is brought to you by David Shippey REALTOR®
9508 Windy Ridge Road, Windermere, Florida has 7 Beds, 12 Full Bath, and 2 Half Bath.
The MLS Number for 9508 Windy Ridge Road, Windermere, Florida is O6411343.
The price for 9508 Windy Ridge Road, Windermere, Florida is $30,000,000.
The status of 9508 Windy Ridge Road, Windermere, Florida is Active.
The subdivision of 9508 Windy Ridge Road, Windermere, Florida is N/a.
The home located at 9508 Windy Ridge Road, Windermere, Florida was built in 2026.