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9508 Windy Ridge Road, 
Windermere, FL 34786

$30,000,000


7

Beds


14

Baths


51,000

Sq Ft


Single Family

Active

Listed by

Rob Rahter

Julie Bettosini, Pa

Stockworth Realty Group

Last updated:

June 8, 2026, 02:27 PM

MLS#

O6411343

Source:

MFRMLS

About This Home

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.

Home Facts

Single Family

14 Baths

7 Bedrooms

Built in 2011

Price Summary

30,000,000

$588 per Sq. Ft.

MLS #:

O6411343

Last Updated:

June 8, 2026, 02:27 PM

Added:

6 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

7

Bathrooms

Total Bathrooms:

14

Full Bathrooms:

12

Interior

Living Area:

51,000 Sq. Ft.


Structure

Structure

Architectural Style:

Traditional

Building Area:

46,886 Sq. Ft.

Year Built:

2011


Lot

Lot Size (Sq. Ft):

791,201


Finances & Disclosures

Finances

Price:

$30,000,000

Price per Sq. Ft:

$588 per Sq. Ft.

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