9508 Windy Ridge Road, Windermere, FL 34786
For Sale $30,000,000
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Presenting Windy Ridge Estate on 18 gated acres with 614 feet of pristine frontage on Lake Down, Butler Chain of Lakes. Manicured grounds, panoramic water views, and over 50,000 SF across multiple structures create an unrivaled lakefront compound. 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 provides 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. 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 Georgian grandeur, lakefront serenity, and equestrian potential—crafted for those who demand the extraordinary.
Ceiling Fans(s)
Central Vaccum
Chair Rail
Coffered Ceiling(s)
Crown Molding
Eat-in Kitchen
Elevator
High Ceilings
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Primary Bedroom Upstairs
Stone Counters
Walk-In Closet(s)
Taxes: $162,563.33
Tax Year: 2024
Balcony
Dog Run
Hurricane Shutters
Lighting
Private Entrance
Private Mailbox
Private Yard
Rain Gutters
Sauna
Sliding Doors
Storage
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
Pool
Water
Lake Front
Lake Privileges
Lift
Lift - Covered
Lake Down On Butler Chain
View: Lake
Lake - Chain of Lakes
Elementary School: Thornebrooke Elem
Middle School: Gotha Middle
Junior High: Gotha Middle
High School: Olympia High
Building Description: Traditional
MLS Area: 34786 - Windermere
Total Square Footage: 46,886
Price per Square Feet: $588.24
Total Floors: 2
Water: Public
Lot Desc.: In County, Irregular Lot, Level, Zoned For Horses
Construction: Block, Stucco
Date Listed: 2026-03-17 00:00:00
Pool: Y
Pool Description: Deck, Gunite, Heated, In Ground, Lap, Salt Water, Tile
Private Spa: Y
Furnished: Negotiable
Windows: Drapes, Window Treatments
Parking: Bath In Garage, Boat, Driveway, Electric Vehicle Charging Station(S), Garage Door Opener, Golf Cart Parking, Guest, Oversized, Rv Garage, Rv Access/Parking
Garage Description: Y
Garage Spaces: 12
Flooring: Marble, Slate, Tile, Wood
Roof: Tile
Heating: Central, Electric, Exhaust Fan
Cooling: Central Air
Pets: Yes
Sewer: Septic Tank
Listing Courtesy Of: Douglas Elliman
christine.gelman@elliman.com
Presenting Windy Ridge Estate on 18 gated acres with 614 feet of pristine frontage on Lake Down, Butler Chain of Lakes. Manicured grounds, panoramic water views, and over 50,000 SF across multiple structures create an unrivaled lakefront compound. 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 provides 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. 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 Georgian grandeur, lakefront serenity, and equestrian potential—crafted for those who demand the extraordinary.
Property Details
Price: $30,000,000
Sq Ft: 51,000
($588 per
sqft)
Bedrooms: 7
Bathrooms: 12
Partial Baths: 2
City: Windermere
County: Orange
Type: Single Family
Development: Not In Development
Subdivision: N/A
Acres: 18.1600
Virtual Tour/Floorplan: View
Year Built: 2011
Listing Number: O6388674
Status Code: A-Active
Taxes: $162,563.33
Tax Year: 2024
Garage:
12
/
Y
Furnishings: Negotiable
Pets Allowed: Yes
Interior Features:
Ceiling Fans(s)
Central Vaccum
Chair Rail
Coffered Ceiling(s)
Crown Molding
Eat-in Kitchen
Elevator
High Ceilings
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Primary Bedroom Upstairs
Stone Counters
Walk-In Closet(s)
Financial Information:
Taxes: $162,563.33
Tax Year: 2024
Exterior Features:
Balcony
Dog Run
Hurricane Shutters
Lighting
Private Entrance
Private Mailbox
Private Yard
Rain Gutters
Sauna
Sliding Doors
Storage
Equipment:
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
View:
Pool
Water
Waterfront Description:
Lake Front
Lake Privileges
Lift
Lift - Covered
Lake Down On Butler Chain
View: Lake
Lake - Chain of Lakes
School Information:
Elementary School: Thornebrooke Elem
Middle School: Gotha Middle
Junior High: Gotha Middle
High School: Olympia High
Additional Information:
Building Description: Traditional
MLS Area: 34786 - Windermere
Total Square Footage: 46,886
Price per Square Feet: $588.24
Total Floors: 2
Water: Public
Lot Desc.: In County, Irregular Lot, Level, Zoned For Horses
Construction: Block, Stucco
Date Listed: 2026-03-17 00:00:00
Pool: Y
Pool Description: Deck, Gunite, Heated, In Ground, Lap, Salt Water, Tile
Private Spa: Y
Furnished: Negotiable
Windows: Drapes, Window Treatments
Parking: Bath In Garage, Boat, Driveway, Electric Vehicle Charging Station(S), Garage Door Opener, Golf Cart Parking, Guest, Oversized, Rv Garage, Rv Access/Parking
Garage Description: Y
Garage Spaces: 12
Flooring: Marble, Slate, Tile, Wood
Roof: Tile
Heating: Central, Electric, Exhaust Fan
Cooling: Central Air
Pets: Yes
Sewer: Septic Tank
Map of 9508 Windy Ridge Road, Windermere, FL 34786
View Map & DirectionsListing Courtesy Of: Douglas Elliman
christine.gelman@elliman.com