9508 Windy Ridge Rd

Windermere, FL 34786

$30,000,000
Price
7
Beds
51,000 Sq. Ft.
$588 / Sq. Ft.
51,000
Sq. Ft.
$588
per Sq. Ft.
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Description

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:...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 for 9508 Windy Ridge Road

Architectural Style
Traditional
Subdivision Name
N/A
Township
23
Garage Spaces
12
View
Pool, Water
Waterfront
Yes
Water View
Lake, Lake - Chain of Lakes
Furnished
Negotiable
LISTING UPDATED: 03/27/2026 11:25 AM

Property Details for 9508 Windy Ridge Road

StatusActive
MLS #O6388674
Days on Market15
Taxes$162,563 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2011
Lot Size18.16 AC / 791,201 SF
CountyOrange County
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Location

Listing Courtesy of DOUGLAS ELLIMAN, Christine Gelman
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Building Information for 9508 Windy Ridge Road

Stories2Year Built2011Building Size-Lot Size18.16 AC / 791,201 SF

Payment Calculator

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$159,141 per month

30 year fixed, 6.11% Interest

Principal and Interest

$145,594

Property Taxes

$13,547

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 9508 Windy Ridge Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 46886.0
  • Building Area Units: Square Feet
  • Direction Faces: South
  • 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.
  • Elementary School: Thornebrooke Elem
  • Middle Or Junior School: Gotha Middle
  • High School: Olympia High
  • Other Equipment: Generator, Irrigation Equipment
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • SW Subdiv Community Name: Not Applicable
  • Unit Number: No
  • Street Number: 9508
  • Street Name: WINDY RIDGE
  • Street Suffix: ROAD
  • State: FL
  • City: WINDERMERE
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage Dimensions: 70x22
  • 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
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Requirement: None
  • Association: No
  • CDD: No
  • Condo Land Included: No
  • 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 ON SLY R/W LINE OF WINDY RIDGE RD & POB TH CONT S00-53-17W 1294.57 FT TO S LINE OF NE1/4 OF NW1/4 RUN N88-52-08W 421.53 RUN N01-53-21E 449.44 FT S88-0 6-39E 10 FT N01-53-21E 175.21FT N00-07-09W 668.29 FT TO NE COR OF LAKE DOWN VILLAGE TH RUN S89-08-29E 412.36FT ALONG SLY R/W LINE TO POB IN SEC 09-23-28 & FROM N1/4 COR OF SEC 09-23-28 RUNW 69.22 FT S 30 FT FOR POB TH CON'T S 1295.53 FT W 202 FT N 1 2 94.57 FT E 202 FTTO POB
  • Tax Lot: 9
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: In County, Irregular Lot, Level, Zoned for Horses
  • Parcel Number: 092328000000009
  • Total Acreage: 10 to less than 20
  • Water Access: Lake, Lake - Chain of Lakes
  • Water Access: Yes
  • Water Body Name: LAKE DOWN ON BUTLER CHAIN
  • Water Extras: Lift, Lift - Covered
  • Water Extras: Yes
  • Water: Lift, Lift - Covered
  • Zoning: R-CE-C
  • Zoning Compatible: Yes
  • Living Area: 51000
Property and Assessments
  • Year Built Numeric: 2011
  • Accessibility Features: Accessible Elevator Installed
  • Flood Zone Code: X
  • Flood Zone Date: 09-24-2021
  • Flood Zone Panel: 12095C0220H
  • Home Warranty: No
  • Homestead: Yes
  • New Construction: No
  • Property Condition: Completed
  • Public Survey Range: 28
  • Public Survey Section: 09
  • Dock YN: Yes
  • Dock Description: Dock - Covered, Dock w/Electric, Dock w/Water Supply
  • Dock Dimensions: 614
  • Dock Maintenance Fee Frequency: N/A
Utilities
  • Green Energy Efficient: HVAC
  • Sewer: Septic Tank
  • Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sprinkler Well
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Balcony, Dog Run, Hurricane Shutters, Lighting, Private Entrance, Private Mailbox, Private Yard, Rain Gutters, Sauna, Sliding Doors, Storage
  • Fencing: Fenced
  • Foundation Details: Slab
  • Levels: Two
  • Other Structures: Cabana, Guest House, Storage
  • Patio And Porch Features: Covered, Deck, Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened
  • Pool Dimensions: 75 x 25
  • Pool Features: Deck, Gunite, Heated, In Ground, Lap, Salt Water, Tile
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Tile
  • Security Features: Security Gate, Security System, Security System Owned
  • Spa Features: In Ground
  • Spa: Yes
  • Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
  • Waterfront Features: Lake Front, Lake - Chain of Lakes
  • Waterfront Feet Total: 1228
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 7
  • Bathrooms Full: 12
  • Additional Rooms: Attic, Bonus Room, Den/Library/Office, Family Room, Florida Room, Formal Dining Room Separate, Formal Living Room Separate, Garage Apartment, Great Room, Inside Utility, Storage Rooms
  • 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
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Marble, Slate, Tile, Hardwood
  • Heating: Central, Electric, Exhaust Fan
  • 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)
  • Laundry Features: Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 12.0
  • Water View: Yes
  • Window Features: Drapes, Window Treatments
  • Bathrooms Half: 2
Rental
Rental Information
  • Pets Allowed: Yes

Property History for 9508 Windy Ridge Road

DateEvent & SourcePriceAppreciation
Mar 17, 2026

Listed (Active)

MFRMLS #O6388674

$30,000,000—
Mar 3, 2026

Withdrawn

Beaches MLS #R11136385

$19,995,000—
Mar 2, 2026

Withdrawn

MFRMLS #J994354

$22,995,000—
Oct 30, 2025

Listed (Active)

Beaches MLS #R11136385

$22,995,000—
Oct 27, 2025

Listed (Active)

MFRMLS #J994354

$22,995,000—
Oct 23, 2025

Temporarily Off Market

MFRMLS #J994354

—
Oct 23, 2025

Listed (Active)

MFRMLS #J994354

$22,995,000—
Mar 9, 2024

Withdrawn

MFRMLS #U8207115

$30,000,000—
Jul 18, 2023

Listed (Active)

MFRMLS #U8207115

$30,000,000—
Jul 13, 2023

Withdrawn

MFRMLS #O6060999

$30,000,000—
Sep 28, 2022

Listed (Active)

MFRMLS #O6060999

$30,000,000—
Jul 30, 2021

Withdrawn

MFRMLS #O5941190

$30,000,000—
May 11, 2021

Listed (Active)

MFRMLS #O5941190

$30,000,000—
Feb 6, 2021

Withdrawn

MFRMLS #O5890318

$30,000,000—
Sep 4, 2020

Listed (Active)

MFRMLS #O5890318

$30,000,000—
Jul 30, 2020

Withdrawn

MFRMLS #O5869189

$30,000,000—
Jun 9, 2020

Listed (Active)

MFRMLS #O5869189

$30,000,000—
Jun 27, 2019

Withdrawn

MFRMLS #O5746245

$28,500,000—
Nov 16, 2018

Listed (Active)

MFRMLS #O5746245

$28,500,000—
Jul 8, 2017

Withdrawn

MFRMLS #O5412382

$30,000,000—
Jan 6, 2016

Listed (Active)

MFRMLS #O5412382

$30,000,000—
Oct 28, 2015

Withdrawn

MFRMLS #O5398802

$40,000,000—
Oct 16, 2015

Listed (Active)

MFRMLS #O5398802

$40,000,000—
Jun 1, 2015

Expired

MFRMLS #O5344576

$30,000,000—
Feb 2, 2015

Listed (Active)

MFRMLS #O5344576

$30,000,000—
Jun 3, 2013

Withdrawn

MFRMLS #O5141463

$30,000,000—
Feb 1, 2013

Listed (Active)

MFRMLS #O5141463

$30,000,000—
May 6, 2009

Withdrawn

MFRMLS #O4885561

$12,500,000—
Dec 4, 2008

Listed (Active)

MFRMLS #O4885561

$12,500,000—
DateEvent & SourcePrice
03/17/2026

Listed (Active)

MFRMLS #O6388674

$30,000,000
03/03/2026

Withdrawn

Beaches MLS #R11136385

$19,995,000
03/02/2026

Withdrawn

MFRMLS #J994354

$22,995,000
10/30/2025

Listed (Active)

Beaches MLS #R11136385

$22,995,000
10/27/2025

Listed (Active)

MFRMLS #J994354

$22,995,000
10/23/2025

Temporarily Off Market

MFRMLS #J994354

—
10/23/2025

Listed (Active)

MFRMLS #J994354

$22,995,000
03/09/2024

Withdrawn

MFRMLS #U8207115

$30,000,000
07/18/2023

Listed (Active)

MFRMLS #U8207115

$30,000,000
07/13/2023

Withdrawn

MFRMLS #O6060999

$30,000,000
09/28/2022

Listed (Active)

MFRMLS #O6060999

$30,000,000
07/30/2021

Withdrawn

MFRMLS #O5941190

$30,000,000
05/11/2021

Listed (Active)

MFRMLS #O5941190

$30,000,000
02/06/2021

Withdrawn

MFRMLS #O5890318

$30,000,000
09/04/2020

Listed (Active)

MFRMLS #O5890318

$30,000,000
07/30/2020

Withdrawn

MFRMLS #O5869189

$30,000,000
06/09/2020

Listed (Active)

MFRMLS #O5869189

$30,000,000
06/27/2019

Withdrawn

MFRMLS #O5746245

$28,500,000
11/16/2018

Listed (Active)

MFRMLS #O5746245

$28,500,000
07/08/2017

Withdrawn

MFRMLS #O5412382

$30,000,000
01/06/2016

Listed (Active)

MFRMLS #O5412382

$30,000,000
10/28/2015

Withdrawn

MFRMLS #O5398802

$40,000,000
10/16/2015

Listed (Active)

MFRMLS #O5398802

$40,000,000
06/01/2015

Expired

MFRMLS #O5344576

$30,000,000
02/02/2015

Listed (Active)

MFRMLS #O5344576

$30,000,000
06/03/2013

Withdrawn

MFRMLS #O5141463

$30,000,000
02/01/2013

Listed (Active)

MFRMLS #O5141463

$30,000,000
05/06/2009

Withdrawn

MFRMLS #O4885561

$12,500,000
12/04/2008

Listed (Active)

MFRMLS #O4885561

$12,500,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 9508 Windy Ridge Road

Taxable ValueLand-Additions-Total-
Tax Record2024$162,563 ($13,547 / month)
Home Facts
Beds6Total Finished SqFt20,333 SqFtAbove Grade Finished SqFt20,333 SqFtStories2Lot Size791,201 SqFtStyleSingle Family ResidenceYear Built2011ZoningR-CE-CCountyORANGEAPN09-23-28-0000-00-009Fireplace TypeHas Fireplace

Schools near 9508 Windy Ridge Road

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Thornebrooke Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
Gotha Middle School
Public - 6 to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Rating
School
Distance
Thornebrooke Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Gotha Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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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 March 17, 2026 by DOUGLAS ELLIMAN, it's currently listed at $30,000,000. This listing's school district is Orange County Public Schools. Nearby schools include Thornebrooke Elementary School, Cornerstone Academy Charter and Gotha Middle School. 9508 Windy Ridge Road is a 7-bed, 14-bath, 51,000 sqft single family home built in 2011.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of DOUGLAS ELLIMAN, Christine Gelman

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 03/27/2026 11:25 AM