9508 WINDY RIDGE ROAD, WINDERMERE, FL 34786

$30,000,0007 Beds14 Baths51,000 Sq. Ft.$588 / sq. ft.

WINDERMERE, FL 34786 · MLS# O6411343 · Active · N/A

Status
Active
Type
Single Family Residence
Year Built
2011
Days on Market
49
Lot Size
791,201 sqft
MLS #
O6411343
County
Orange

Description of 9508 WINDY RIDGE ROAD, WINDERMERE, FL 34786

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 Details for 9508 WINDY RIDGE ROAD, WINDERMERE, FL 34786

Bathrooms Full
12
Bathrooms Half
2
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
Flooring
Marble, Slate, Tile, Hardwood
Heating
Central, Electric, Exhaust Fan
Cooling
Central Air
Furnished
Negotiable
Architectural Style
Traditional
Garage Spaces
12
Attached Garage
Yes
Parking Features
Bath In Garage, Boat, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Golf Cart Parking, Guest, Oversized, RV Garage, RV Parking
Pool Features
Deck, Gunite, Heated, In Ground, Lap, Salt Water, Tile
Pool Private
Yes
Property Condition
Completed
Direction Faces
South

Building Information for 9508 WINDY RIDGE ROAD, WINDERMERE, FL 34786

Building Area Total
46886
Building Area Units
Square Feet
Stories Total
2
Association
No
Pets Allowed
Yes
Security Features
Security Gate, Security System, Security System Owned

Property Information for 9508 WINDY RIDGE ROAD, WINDERMERE, FL 34786

Lot Features
In County, Irregular Lot, Level, Zoned for Horses
Lot Size Square Feet
791,201
Waterfront
Yes
Waterfront Features
Lake Front, Lake - Chain of Lakes
View
Pool, Water
Construction Materials
Block, Stucco
Roof
Tile
Exterior Features
Balcony, Dog Run, Hurricane Shutters, Lighting, Private Entrance, Private Yard, Rain Gutters, Sauna, Sliding Doors, Storage
Sewer
Septic Tank
Water Source
Public
New Construction
No

Public Records for 9508 WINDY RIDGE ROAD, WINDERMERE, FL 34786

Parcel Number
092328000000009
Tax Annual Amount
$162,563
Tax Year
2024
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
Zoning
R-CE-C
County Or Parish
Orange

Schools Near 9508 WINDY RIDGE ROAD, WINDERMERE, FL 34786

Elementary School
Thornebrooke Elem
Middle School
Gotha Middle
High School
Olympia High

School assignments are provided by the listing and should be independently verified.

Payment Calculator

Estimated Payment
$180,243/mo
Principal & Interest
$151,696
Property Taxes
$13,547
Home Insurance
$15,000

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

9508 WINDY RIDGE ROAD, WINDERMERE, FL 34786 · See all Windermere homes for sale

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More information about 9508 WINDY RIDGE ROAD, WINDERMERE, FL 34786

9508 WINDY RIDGE ROAD is a single family home for sale in WINDERMERE, FL 34786. This property was listed for sale on June 2, 2026 by STOCKWORTH REALTY GROUP, it's currently listed at $30,000,000. This listing's school district is Orange Public Schools. Nearby schools include Thornebrooke Elem, Gotha Middle and Olympia High. 9508 WINDY RIDGE ROAD is a 7-bed, 14-bath, 51,000 sqft single family home built in 2011.