$30,000,000
9508 Windy Ridge Road
Windermere, FL 34786
Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveJun 2, 2026
- Listed$30,000,000Jun 2, 2026
- Price increased$30,000,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Cumulative DOM
- 203
- Subdivision
- N/A
- County
- Orange
- Year built
- 2011
- Living area
- 51,000 sq ft
- Price/sq ft
- $588
- Building area
- 46,886 sq ft (Public Records)
- Lot size
- 791,201 sq ft
- Lot category
- 10 to less than 20
- Flood zone
- X (12095C0220H)
- Garage
- 12 spaces
- Pool
- Private pool
- Annual taxes
- $162,563 (2024)
- Parcel #
- 09-23-28-0000-00-009
- Zoning
- R-CE-C
- MLS #
- O6411343
Interior Details
- Bedrooms
- 7
- Full bathrooms
- 12
- Half bathrooms
- 2
- Flooring
- Marble, Slate, Tile, Wood
- 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
- 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, PrimaryBedroom Upstairs, Stone Counters, Walk-In Closet(s)
- Laundry
- Laundry Room
- Stories / Levels
- Two
- Direction faces
- South
- In-law suite
- Yes
Heating & Cooling
- Heating
- Central, Electric, Exhaust Fan
- Cooling
- Central Air
Parking
- 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 Access/Parking
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 7 Months
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Refer to Orange County restrictions.
Exterior & Construction
- Exterior features
- Balcony, Dog Run, Hurricane Shutters, Lighting, Private Entrance, Private Yard, Rain Gutters, Sauna, Sliding Doors, Storage
- Construction materials
- Block, Stucco
- Roof
- Tile
- Foundation
- Slab
- Pool
- Private pool
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Paved
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sprinkler Well
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Family Room | First | 24x23 |
| Kitchen | First | 25x24 |
| Den | First | 26x18 |
| Dinette | First | 19x13 |
| Dining Room | First | 25x18 |
| Primary Bedroom | First | 24x19 |
| Living Room | First | 32x30 |
| Primary Bedroom 2 | Second | 29x24 |
| Bedroom 2 | Second | 29x18 |
| Bedroom 3 | Second | 25x21 |
| Bedroom 4 | Second | 19x18 |
| Great Room | First | 83x30 |
Listing Details
- Listing date
- 2026-06-02
- On market date
- 2026-06-02
- Original list price
- $30,000,000
- Occupant type
- Owner
- MLS area
- 34786 - Windermere
- Listing AOR
- Orlando Regional
- Status changed
- 2026-06-02
- 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
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
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.
Based on information submitted to the MLS GRID as of June 3, 2026 at 6:52 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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