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$30,000,000

9508 WINDY RIDGE ROAD, WINDERMERE, FL 34786

Active49 days on market

Beds

7

Baths

14

Sq Ft

51,000 sq ft

Year Built

2011

Lot Size

18.16 acres

Garage

12

About This Property

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.

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #O6411343
StatusActive
Year Built2011
Stories2
Total Rooms12
ConstructionBlock, Stucco
RoofTile
FoundationSlab
FacesSouth
SubdivisionN/A
CountyOrange
OwnershipFee Simple
FurnishedNegotiable

Interior Features

InteriorCeiling 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)
FlooringMarble, Slate, Tile, Hardwood
AppliancesBar 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
LaundryLaundry Room
WindowsDrapes, Window Treatments
CoolingCentral Air
HeatingCentral, Electric, Exhaust Fan
SecuritySecurity Gate, Security System, Security System Owned

Exterior & Lot

ExteriorBalcony, Dog Run, Hurricane Shutters, Lighting, Private Entrance, Private Yard, Rain Gutters, Sauna, Sliding Doors, Storage
FencingFenced
Other StructuresCabana, Guest House, Storage
Lot Size18.16 acres (791,201 sq ft)
Lot FeaturesIn County, Irregular Lot, Level, Zoned for Horses
Road SurfacePaved
ViewPool, Water

Pool & Spa

Private PoolYes
Pool FeaturesDeck, Gunite, Heated, In Ground, Lap, Salt Water, Tile
SpaIn Ground

Waterfront

WaterfrontYes
FeaturesLake Front, Lake - Chain of Lakes

Utilities

WaterPublic
SewerSeptic Tank
UtilitiesBB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sprinkler Well

Parking

GarageYes (12 spaces)

HOA & Community

HOANo
Senior CommunityNo

Financial Details

List Price$30,000,000
Annual Taxes$162,563 (2024)
FinancingCash, Conventional
ZoningR-CE-C
Parcel #092328000000009

Schools

ElementaryThornebrooke Elem
MiddleGotha Middle
HighOlympia High

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.

Location

9508 WINDY RIDGE ROAD, WINDERMERE, FL 34786

Listing Information

OfficeSTOCKWORTH REALTY GROUP
ListedJune 2, 2026

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Home Price

$30,000,000

20% ($6,000,000)
6.75%

Loan Term

Principal & Interest$155,664
Property Tax (est.)$27,500
Insurance (est.)$150
Total Monthly$183,314
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Nearby Schools

Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: July 21, 2026.

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