9508 Windy Ridge Rd

Windermere, FL 34786

$19,995,000
Price
6
Beds
20,865 Sq. Ft.
$958 / Sq. Ft.
20,865
Sq. Ft.
$958
per Sq. Ft.
a view of a swimming pool with an ocean view
a view of a swimming pool and lake view
a front view of a house with a garden and lake view
an aerial view of a city
an aerial view of residential houses with outdoor space and lake view
a view of a swimming pool with an ocean view
a view of a house with a ocean view
a view of a garage
a view of an empty room with stairs
a living room with furniture
a kitchen with stainless steel appliances kitchen island granite countertop a table chairs in it and wooden floors
a kitchen with stainless steel appliances granite countertop a sink and cabinets
a living room with furniture and a flat screen tv
a view of balcony
a bedroom with a bed dresser and a window
a living room with furniture and a flat screen tv
a view of a dining hall with furniture
a view of a patio with a table and chairs
a living room with furniture and a flat screen tv
a living room with furniture a chandelier and a floor to ceiling window
a outdoor living space with furniture and a flat screen tv
a bathroom with a sink a toilet a mirror and shower
a bedroom with a bed couch and window
a bathroom with a tub a sink and a large mirror
a bedroom with a bed and wooden floor
a bathroom with a sink a toilet a mirror and shower
a view of a dining room with furniture window and outside view
a living room with furniture a floor to ceiling window and a flat screen tv
a view of a dining room with furniture and chandelier
a view of a dining room with furniture
a view of a bathroom with mirror gate
a view of a swimming pool and a yard
a view of a lake with houses in the background
a view of a big yard with plants and large trees
a view of a lake with houses in the back
a view of a building with a porch
front view of a brick house with a yard
a view of a patio with a dining table and chairs
a view of swimming pool with outdoor seating
a outdoor space with lots of tables a sink and chairs
a kitchen with stainless steel appliances granite countertop wooden cabinets a stove top oven a sink and dishwasher
a view of outdoor space with green space
a front view of a house with a garden
a front view of a house with garden
an outdoor view of a garden and patio
a view of an ocean
a front view of a house with garden
a view of a ocean from a yard

Description

Discover this Perfectly positioned Georgian Estate situated on 12 acres (additional 6 acres available) of lakefront property with meticulously manicured grounds. This walled and gated compound includes approx 614 feet of pristine lake frontage and panoramic views on Lake Down of the Butler Chain of Lakes. The magnificent sprawling primary residence pairs classic Georgian architecture with modern amenities to achieve the ultimate lakeside retreat. Immediately you are greeted by the finest materials...Discover this Perfectly positioned Georgian Estate situated on 12 acres (additional 6 acres available) of lakefront property with meticulously manicured grounds. This walled and gated compound includes approx 614 feet of pristine lake frontage and panoramic views on Lake Down of the Butler Chain of Lakes. The magnificent sprawling primary residence pairs classic Georgian architecture with modern amenities to achieve the ultimate lakeside retreat. Immediately you are greeted by the finest materials and finishes inside an elegant entryway which opens into a grand interior boasting a floating mahogany staircase, marble floors and paneled walls all framed by stunning Murano chandeliers. An art gallery leads into a spacious living room lined with mahogany walls and boasts expansive waterfront

Property Details for 9508 Windy Ridge Road

Subdivision
N/A
Design
Georgian
Waterfront
Yes
Waterfront Details
Lake Access
View
Lake
Furnished
Furniture Negotiable, Unfurnished
Style
WF/Pool/No Ocean Access
Pets Allowed
Yes
LISTING UPDATED: 11/30/2025 04:42 PM

Property Details for 9508 Windy Ridge Road

StatusActive
MLS #RX-11136385
Days on Market54
Taxes$162,563 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Single Family Detached
Year Built2011
Lot Size18.16 AC / 791,201 SF
CountyOrange County

Location

Listing Courtesy of Douglas Elliman (Jupiter), John A DelPrete; Douglas Elliman, Devin Alexander Kay
Add your commute

Building Information for 9508 Windy Ridge Road

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

Payment Calculator

$112,349 per month

30 year fixed, 6.28% Interest

Principal and Interest

$98,802

Property Taxes

$13,547

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 9508 Windy Ridge Road

Summary
Location and General Information
  • Property Condition: Resale
  • Directions: Take Conroy Windermere Road West to South Apopka Vineland Road, Turn Right. Turn Left onto Windy Ridge Road, and property will be down on your left.
  • Geo Area: Other Geographic Area
  • Street Number: 9508
  • Subdivision Complex Bldg: N/A
  • Municipal Code: Windermere
  • State: FL
  • City Postal ID: 34786
  • MLS Area: 5940
  • MLS Sub Area: Other Geographic Area
Parking
  • Garage Spaces: 50
  • Parking: 2 Or More Spaces, Driveway, Garage - Attached
  • Covered Spaces: 50
Taxes and HOA Information
  • Governing Bodies: None
  • HOPA: No Hopa
  • Association Deposit: No
  • Tax Year: 2024
  • Type of Governing Bodies: None
Property
Lot Information
  • Area: 5940
  • Front Exp: North
  • HOA Amenities: None
  • Lot Description: 10 to <25 Acres
  • Parcel ID: 092328000000009
  • Property Group ID: 19990816212109142258000000
  • REO: No
  • Special Assessment: No
  • Sq Ft Total: 47,418
  • Square Ft Source: Tax Rolls
  • Zoning: R-CE-C
  • Total Floors in Building: 2.0
  • Front Exposure: North
Property and Assessments
  • Legal Desc: N N88-52-08W 421.53 RUN N01-53-21E 449.44 FT S88-06-39E 10 FT N01-53-21E 175.21FT N00-07-09W 668.29 FT TO NE COR OF LAKE
  • Sq Ft Liv Area: 20865.0
  • Legal Description: N N88-52-08W 421.53 RUN N01-53-21E 449.44 FT S88-06-39E 10 FT N01-53-21E 175.21FT N00-07-09W 668.29 FT TO NE COR OF LAKE
Utilities
  • Utilities: Cable, Electric, Gas Natural, Public Water, Septic
Interior and Exterior Features
Exterior Features
  • Construction: Cbs Construction
  • Equip/Appl Included: Auto Garage Open, Dishwasher, Disposal, Dryer, Freezer, Generator Whle House, Microwave, Range - Gas, Refrigerator, Reverse Osmosis Water Treatment, Wall Oven, Washer, Water Heater - Elec
  • Exterior Features: Covered Balcony, Custom Lighting, Fence, Open Balcony, Open Patio
  • Private Pool: Yes
  • Storm Protection: Impact Glass: Complete
  • Subdiv Amenities: None
  • Waterfrontage: 623
  • Year Roof Installed: 2011
  • Gated Community YN: No
Interior Features
  • Cooling: Central, Electric
  • Flooring: Carpet, Marble, Tile, Wood Floor
  • Heating: Central, Electric
  • Interior Features: Built-in Shelves, Custom Mirror, Elevator, Entry Lvl Lvng Area, Fireplace(s), Foyer, French Door, Kitchen Island, Pantry, Upstairs Living Area, Walk-in Closet
  • Main Level Bedrooms: 1
  • Main Level Bathrooms: 3
  • Guest Accommodations: No
  • Master Bath Features: 2 Master Baths, Mstr Bdrm - Sitting, Mstr Bdrm - Upstairs, Separate Shower, Separate Tub
  • Master Bathroom Description: 2 Master Baths, Mstr Bdrm - Sitting, Mstr Bdrm - Upstairs, Separate Shower, Separate Tub
  • Baths Total: 12
Master Bedroom
  • Primary Bedroom/Bath: 2 Master Baths, Mstr Bdrm - Sitting, Mstr Bdrm - Upstairs, Separate Shower, Separate Tub
Multi Family
Multi-Family Information
  • Stories: 2.0
Rental
Rental Information
  • Pet Restrictions: Restrictions Or Possible Restrictions
  • Pets on Premises: Yes
  • Pets Allowed: Yes

Property History for 9508 Windy Ridge Road

DateEvent & SourcePriceAppreciation
Nov 30, 2025

Price Change

RAPB #RX-11136385

$19,995,000—
Oct 30, 2025

Listed (Active)

RAPB #RX-11136385

$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
11/30/2025

Price Change

RAPB #RX-11136385

$19,995,000
10/30/2025

Listed (Active)

RAPB #RX-11136385

$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 October 30, 2025 by Douglas Elliman (Jupiter), it's currently listed at $19,995,000. 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 6-bed, 14-bath, 20,865 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 makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Douglas Elliman (Jupiter), John A DelPrete; Douglas Elliman, Devin Alexander Kay

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: 11/30/2025 04:42 PM