Property
ActiveResidential
1/58
$30,000,000

9508 WINDY RIDGE ROAD

Windermere, FL 34786
7
Beds
14
Baths
51,000
SqFt
18.16
Acres
STELLAR
#O6411343
Updated: Jun 3, 2026, 9:38am

Property Description

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.
Included Appliances
Bar FridgeBuilt-In OvenConvection OvenCooktopDishwasherDisposalDryerElectric Water HeaterExhaust FanFreezerGas Water HeaterIce MakerMicrowaveRange HoodRefrigeratorWasher

Property Details

Highlights
View
Yes
Waterfront
Yes
Interior
Accessibility Features
Accessible Elevator Installed
Additional Rooms
AtticBonus RoomDen/Library/OfficeFamily RoomFlorida RoomFormal Dining Room SeparateFormal Living Room SeparateGarage ApartmentGreat RoomInside UtilityStorage Rooms
Appliances
Bar FridgeBuilt-In OvenConvection OvenCooktopDishwasherDisposalDryerElectric Water HeaterExhaust FanFreezerGas Water HeaterIce MakerMicrowaveRange HoodRefrigeratorWasher
Bathrooms Total Decimal
13
Building Area Total
46886
Cooling
Central Air
Flooring
MarbleSlateTileHardwood
Furnished
Negotiable
Green Energy Efficient
HVAC
Heating
CentralElectricExhaust Fan
Interior Features
Ceiling Fan(s)Central VacuumChair RailCoffered Ceiling(s)Crown MoldingEating Space In KitchenElevatorHigh CeilingsKitchen/Family Room ComboPrimary Bedroom Main FloorPrimaryBedroom UpstairsStone CountersWalk-In Closet(s)
Laundry Features
Laundry Room
Living Area
51000
Other Equipment
GeneratorIrrigation Equipment
Rooms Total
12
Security Features
Security GateSecurity SystemSecurity System Owned
Window Features
DrapesWindow Treatments
Construction
Architectural Style
Traditional
Building Area Source
Public Records
Building Area Units
Square Feet
Construction Materials
BlockStucco
Direction Faces
South
Foundation Details
Slab
Levels
Two
Living Area Source
Public Records
Living Area Units
Square Feet
Property Condition
Completed
Roof
Tile
Stories Total
2
Year Built
2011
Site & Exterior
Covered Spaces
12
Exterior Features
BalconyDog RunHurricane ShuttersLightingPrivate EntrancePrivate YardRain GuttersSaunaSliding DoorsStorage
Fencing
Fenced
Flood Zone Code
X
Garage Dimensions
70x22
Garage Spaces
12
I D X Participation
Yes
Lot Features
In CountyIrregular LotLevelZoned for Horses
Lot Size Acres
18.16
Lot Size Area
18.1635
Lot Size Square Feet
791201
Lot Size Units
Acres
Open Parking
Yes
Other Structures
CabanaGuest HouseStorage
Parking Features
Bath In GarageBoatDrivewayElectric Vehicle Charging Station(s)Garage Door OpenerGolf Cart ParkingGuestOversizedRV GarageRV Parking
Patio And Porch Features
CoveredDeckEnclosedFront PorchPatioPorchRear PorchScreened
Pool Features
DeckGuniteHeatedIn GroundLapSalt WaterTile
Public Survey Range
28
Public Survey Section
09
Road Surface Type
Paved
Sewer
Septic Tank
Spa Features
In Ground
Total Acreage
10 to less than 20
Utilities
BB/HS Internet AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedPublicSprinkler Well
Vegetation
Mature LandscapingOak TreesTrees/Landscaped
View
PoolWater
Water Access
Yes
Water Body Name
LAKE DOWN ON BUTLER CHAIN
Water Extras
Yes
Water Source
Public
Water View
Yes
Waterfront
Yes
Waterfront Features
Lake FrontLake - Chain of Lakes
Waterfront Feet Total
1228
Zoning
R-CE-C
Zoning Compatible
Yes
Financials
Calculated List Price By Calculated Sq Ft
588.24
Contract Status Change Date
2026-06-02
Current Price
30000000
Feed Types
BBO
Lease Considered
Yes
Minimum Lease
7 Months
Owner Name
JEFFREY B GELMAN
Ownership
Fee Simple
Parcel Number
092328000000009
Public Survey Township
23
Tax Annual Amount
162563.33
Tax Block
00
Tax Book Number
10/111
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
Tax Lot
9
Tax Year
2024

Neighborhood & Lifestyle

Community & Association
Additional Lease Restrictions
Refer to Orange County restrictions.
M L S Area Major
34786 - Windermere
Pet Restrictions
Per Orange County
Pets Allowed
Yes
S W Subdiv Community Name
Not Applicable
Schools
Ratings
Elementary
Thornebrooke Elem
Middle
Gotha Middle
High
Olympia High
WalkScore™
Walk Score
Car-Dependent
3
Bike Score
Somewhat Bikeable
30
Listing provided courtesy of STELLAR via IDX. Updated: Jun 3, 2026, 9:38am.
Rob Rahter

Listing Agent

STOCKWORTH REALTY GROUP

Call Agent