9508 Windy Ridge Road, WINDERMERE, FL

$30,000,000

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7

Beds

14

Baths

51,000

Square feet

18.16

Acres

About 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.

Features of 9508 Windy Ridge Road

MLS® # O6411343
Price $30,000,000
Bedrooms 7
Bathrooms 14.00
Full Baths 12
Half Baths 2
Square Footage 51,000
Acres 18.16
Year Built 2011
Type Residential
Sub-Type Single Family Residence
Style Traditional
Status Active

Community Information

Address 9508 Windy Ridge Road
Area Windermere
Subdivision N/A
City WINDERMERE
County Orange
State FL
Zip Code 34786-8311

Amenities

Parking Bath In Garage, Boat, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Golf Cart Parking, Guest, Oversized, RV Garage, RV Parking
# of Garages 12
View Pool, Water
Is Waterfront Yes
Waterfront Lake Front, Lake - Chain of Lakes
Has Pool Yes

Interior

Interior Features Ceiling Fan(s), Central Vacuum, Chair Rail, Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, Elevator, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Stone Counters, Walk-In Closet(s)
Appliances Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Gas Water Heater, Ice Maker, Microwave, Range Hood, Refrigerator, Washer
Heating Central, Electric, Exhaust Fan
Cooling Central Air
Fireplace No
# of Stories 2

Exterior

Exterior Features Balcony, Dog Run, Hurricane Shutters, Lighting, Private Entrance, Private Yard, Rain Gutters, Sauna, Sliding Doors, Storage
Lot Description In County, Irregular Lot, Level, Zoned for Horses
Roof Tile
Foundation Slab

School Information

Elementary Thornebrooke Elem
Middle Gotha Middle
High Olympia High

Additional Information

Date Listed June 2nd, 2026
Days on Market 3
Zoning R-CE-C
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeSTOCKWORTH REALTY GROUP

Listing Map

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