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For sale
    • $30,000,000

    9508 Windy Ridge Rd, Windermere, FL 34786

    7beds
    51,000sqft
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    Single Family Residence
    Built in 2011
    18.16 Acres Lot
    $-- Zestimate®
    $588/sqft
    $-- HOA

    What's special

    Thyssenkrupp elevatorDual staircasesDecorative fountainGuest apartmentDirect lake accessPaneled wallsArt gallery
    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.
    45 days
    |
    5,785
    |
    256
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Rob Rahter 407-497-4526,

    STOCKWORTH REALTY GROUP 407-909-5900,

    Julie Bettosini, PA 321-689-9594,

    STOCKWORTH REALTY GROUP

    Source: Stellar MLS,MLS#: O6411343MLS LogoOriginating MLS: Orlando Regional

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 7
      • Bathrooms: 14
      • Full bathrooms: 12
      • 1/2 bathrooms: 2
      Rooms
      • Room types: Attic, Bonus Room, Den/Library/Office, Family Room, Florida Room, Dining Room, Living Room, Garage Apartment, Great Room, Utility Room, Storage Rooms
      Primary bedroom
      • Description: Room6
      • Features: Multiple Shower Heads, Walk-In Closet(s)
      • Level: First
      • Area: 456 Square Feet
      • Dimensions: 24x19
      Other
      • Description: Room8
      • Features: Central Vacuum, En Suite Bathroom, Walk-In Closet(s)
      • Level: Second
      • Area: 696 Square Feet
      • Dimensions: 29x24
      Bedroom 2
      • Description: Room9
      • Features: Central Vacuum, En Suite Bathroom, Exhaust Fan, Walk-In Closet(s)
      • Level: Second
      • Area: 522 Square Feet
      • Dimensions: 29x18
      Bedroom 3
      • Description: Room10
      • Features: Central Vacuum, En Suite Bathroom, Walk-In Closet(s)
      • Level: Second
      • Area: 525 Square Feet
      • Dimensions: 25x21
      Bedroom 4
      • Description: Room11
      • Features: Central Vacuum, En Suite Bathroom, Walk-In Closet(s)
      • Level: Second
      • Area: 342 Square Feet
      • Dimensions: 19x18
      Den
      • Description: Room3
      • Level: First
      • Area: 468 Square Feet
      • Dimensions: 26x18
      Dinette
      • Description: Room4
      • Level: First
      • Area: 247 Square Feet
      • Dimensions: 19x13
      Dining room
      • Description: Room5
      • Features: Central Vacuum
      • Level: First
      • Area: 450 Square Feet
      • Dimensions: 25x18
      Family room
      • Description: Room1
      • Features: Built-In Shelving, Central Vacuum
      • Level: First
      • Area: 552 Square Feet
      • Dimensions: 24x23
      Great room
      • Description: Room12
      • Features: Bar
      • Level: First
      • Area: 2490 Square Feet
      • Dimensions: 83x30
      Kitchen
      • Description: Room2
      • Features: Central Vacuum, Pantry, Kitchen Island, Dual Sinks, Exhaust Fan, Granite Counters
      • Level: First
      • Area: 600 Square Feet
      • Dimensions: 25x24
      Living room
      • Description: Room7
      • Level: First
      • Area: 960 Square Feet
      • Dimensions: 32x30
      Heating
      • Central, Electric, Exhaust Fan
      Cooling
      • Central Air
      Appliances
      • Included: Bar Fridge, Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Gas Water Heater, Ice Maker, Microwave, Range Hood, Refrigerator, Washer
      • Laundry: Laundry Room
      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)
      • Flooring: Marble, Slate, Tile, Hardwood
      • Doors: Sliding Doors
      • Windows: Window Treatments, Hurricane Shutters
      • Has fireplace: No
      Interior area
      • Total structure area: 46,886
      • Total interior livable area: 51,000 sqft

      Property

      Parking
      • Total spaces: 12
      • 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
      • Attached garage spaces: 12
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 70x22
      Accessibility
      • Accessibility features: Accessible Elevator Installed
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Deck, Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened
      • Exterior features: Balcony, Dog Run, Lighting, Private Entrance, Private Yard, Rain Gutters, Sauna, Storage
      • Has private pool: Yes
      • Pool features: Deck, Gunite, Heated, In Ground, Lap, Salt Water, Tile
      • Has spa: Yes
      • Spa features: In Ground
      • Fencing: Fenced
      • Has view: Yes
      • View description: Pool, Water, Lake
      • Has water view: Yes
      • Water view: Water,Lake
      • Waterfront features: Lake Front, Lake - Chain of Lakes, Lake Privileges, Lift, Lift - Covered
      • Body of water: LAKE DOWN ON BUTLER CHAIN
      Lot
      • Size: 18.16 Acres
      • Features: In County, Irregular Lot, Level, Zoned for Horses
      • Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
      Details
      • Additional structures: Cabana, Guest House, Storage
      • Parcel number: 092328000000009
      • Zoning: R-CE-C
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Tile
      Condition
      • Completed
      • New construction: No
      • Year built: 2011

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sprinkler Well
      Green energy
      • Energy efficient items: HVAC

      Community & HOA

      Community
      • Security: Security Gate, Security System, Security System Owned
      • Pet fee: $0 monthly
      HOA
      • Has HOA: No
      Location
      • Region: Windermere

      Financial & listing details

      • Price per square foot: $588/sqft
      • Tax assessed value: $12,018,254
      • Annual tax amount: $162,563
      • Date on market: 6/2/2026
      • Cumulative days on market: 212 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        3/17/2026Listed for sale$30,000,000+50%$588/sqft
        Source: Stellar MLS #O6388674 Report a problem
        3/14/2026Listing removed$19,995,000$392/sqft
        Source: Douglas Elliman #R11136385 Report a problem
        11/30/2025Price change$19,995,000-13%$392/sqft
        Source: BeachesMLS #RX-11136385 Report a problem
        10/30/2025Listed for sale$22,995,000-23.4%$451/sqft
        Source: BeachesMLS #RX-11136385 Report a problem
        7/11/2024Listing removed$30,000,000$588/sqft
        Source: Stellar MLS #U8207115 Report a problem
        3/9/2024Listing removed--
        Source: Stellar MLS #U8207115 Report a problem
        7/19/2023Listed for sale$30,000,000$588/sqft
        Source: Stellar MLS #U8207115 Report a problem
        7/13/2023Listing removed--
        Source: Stellar MLS #O6060999 Report a problem
        5/1/2023Price change$30,000,000+20%$588/sqft
        Source: Stellar MLS #O6060999 Report a problem
        1/6/2023Price change$24,995,000-16.7%$490/sqft
        Source: Stellar MLS #O6060999 Report a problem
        9/28/2022Listed for sale$30,000,000$588/sqft
        Source: Stellar MLS #O6060999 Report a problem
        7/31/2021Listing removed--
        Source: Stellar MLS #O5941190 Report a problem
        5/11/2021Listed for sale$30,000,000$588/sqft
        Source: Stellar MLS #O5941190 Report a problem
        5/11/2021Listing removed--
        Source: Stellar MLS #O5890318 Report a problem
        2/7/2021Listing removed$30,000,000$588/sqft
        Source: Stellar MLS #O5890318 Report a problem
        9/5/2020Listed for sale$30,000,000$588/sqft
        Source: CHARLES RUTENBERG REALTY ORLANDO #O5890318 Report a problem
        7/30/2020Listing removed$30,000,000$588/sqft
        Source: STOCKWORTH REALTY GROUP #O5869189 Report a problem
        6/10/2020Listed for sale$30,000,000+5.3%$588/sqft
        Source: STOCKWORTH REALTY GROUP #O5869189 Report a problem
        6/27/2019Listing removed$28,500,000$559/sqft
        Source: STOCKWORTH REALTY GROUP #O5746245 Report a problem
        11/16/2018Listed for sale$28,500,000-5%$559/sqft
        Source: STOCKWORTH REALTY GROUP #O5746245 Report a problem
        3/6/2018Listing removed$30,000,000$588/sqft
        Source: Dezer Platinum Realty LLC #A10368792 Report a problem
        11/8/2017Listed for sale$30,000,000$588/sqft
        Source: Dezer Platinum Realty LLC #A10368792 Report a problem
        7/9/2017Listing removed$30,000,000$588/sqft
        Source: STOCKWORTH REALTY GROUP #O5412382 Report a problem
        1/21/2016Listed for sale$30,000,000-25%$588/sqft
        Source: STOCKWORTH REALTY GROUP #O5412382 Report a problem
        10/28/2015Listing removed$40,000,000+1500%$784/sqft
        Source: Coldwell Banker Residential Real Estate - Winter Park #O5398802 Report a problem
        9/18/2003Sold$2,500,000+78.6%$49/sqft
        Source: Public Record Report a problem
        10/29/1998Sold$1,400,000+120.1%$27/sqft
        Source: Public Record Report a problem
        8/16/1996Sold$636,000$12/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$162,563 +7.2%$9,913,313 +3%
        2023$151,649 +2.8%$9,624,576 +3%
        2022$147,553 +1.1%$9,344,249 +3%
        2021$145,965 +0.6%$9,072,086 +1.4%
        2020$145,100 +0.7%$8,946,830 +2.3%
        2019$144,106 +0.7%$8,745,679 +1.9%
        2018$143,162 $8,582,609 -5.3%
        2017$143,162 +1%$9,064,612 +1.5%
        2016$141,763 0%$8,932,764 +1.1%
        2015$141,772 -2.4%$8,837,130 +6.9%
        2014$145,292 +2%$8,265,519 +3%
        2013$142,459 +1.3%$8,021,837 +2.4%
        2012$140,670 +35.6%$7,832,724 +36.9%
        2011$103,726 $5,720,400
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 34786

        Getting around

        3 / 100
        Car-Dependent
        30 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Thornebrooke Elem
        • Middle: Gotha Middle
        • High: Olympia High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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