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Listed by Rob Rahter · Courtesy of STOCKWORTH REALTY GROUP · Agent MLS ID# MFR261090118 · Deemed reliable but not guaranteed. · Listing updated: Jun 2, 2026 · 8:36 PM

9508 WINDY RIDGE RD

Windermere, Orange, FL, 34786

Active

$30,000,000

$588/sqft

7Beds
14Baths
51,000Sq Ft
2011Built
0Days on Market

About this home

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.

Facts & Features

MFRO6411343
$30,000,000
Active
7
14
12
2
51,000 sqft
18.1600
2011
Residential
Single Family Residence
Traditional

Community Information

9508 WINDY RIDGE RD
N/A
Windermere
Orange
FL
34786
No

Amenities

N/A
N/A
No
Yes
Yes

Interior

Ceiling Fans(s), Eat-in Kitchen, Elevator, High Ceilings, Stone Counters, Crown Molding, Walk-In Closet(s), Kitchen/Family Room Combo, Central Vaccum, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Coffered Ceiling(s), Chair Rail
Central, Electric, Exhaust Fan
Central Air
Marble, Wood, Tile, Slate
N/A
2
Dishwasher, Disposal, Microwave, Built-In Oven, Convection Oven, Electric Water Heater, Refrigerator, Dryer, Washer, Freezer, Gas Water Heater, Exhaust Fan, Cooktop, Range Hood, Bar Fridge, Ice Maker

Exterior

Sliding Doors, Lighting, Storage, Hurricane Shutters, Rain Gutters, Dog Run, Balcony, Sauna, Private Yard, Private Entrance
Block, Stucco
Slab
Tile
Fenced
In County, Level, Irregular Lot, Zoned for Horses

School Information

Thornebrooke Elem
Gotha Middle
Olympia High

Additional Information

June 2, 2026
0
R-CE-C
South
No

Mortgage Calculator

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This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. STOCKWORTH REALTY GROUP is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

0 days on market

Listing updated: Jun 2, 2026 · 8:36 PM

Listed by: Rob Rahter · 407-497-4526—STOCKWORTH REALTY GROUP · 407-909-5900

Updated from Real Estate Market Data

Location

MMMontana ManningCairo French

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