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9508 Windy Ridge Road Windermere, FL ^$ 19,995,000

9508 Windy Ridge Road

^$ 19,995,000

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9508 Windy Ridge Road

Windermere, FL, 34786

^$ 19,995,000

Bedrooms6 Baths12.2 Sq 20,865

Monthly Estimate*

^$ 123,113

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Single Family Home for sale in Windermere, FL

for $19,995,000 with 6 bedrooms and 12 full baths, 2 half baths. This 20,865 square foot home was built in 2011 on a lot size of 18.1635.

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 waterfrontvistas. The gourmet kitchen is a chefs delight featuring a salamander for warming and broiling, two double convection ovens, a large commercial icemaker and a commercial refrigerator and freezer. Downstairs also includes one of two owner's suites along with a spacious library-lounge or possible 6th bedroom suite. Dual staircases or a commercial Thyssenkrupp elevator offer access to the second level featuring four more expansive bedroom suites, including the main owner's retreat, and an 85-foot parlor highlighted by 20-foot ceilings, bookshelves and a wet bar the perfect venue for hosting family and friends. A screened porch captures spectacular southern lakefront views and nightly fireworks displays from Walt Disney World. Connected by a breezeway, a grand rustic lodge comprised of 5,600 square feet and equipped with a large bar, catering kitchen, entertainment hall and locker facilities offer limitless potential. The outdoors is the ultimate playground complete with a Junior Olympic pool and spa while a fountain and light features await. Additional amenities include a 3,800-square-foot storage building with 20-foot ceilings, staff quarters with 576 square feet of living space, a patio area and courtyard and a 4,000-square-foot paneled garage with separate office, guest apartment and 20-foot ceilings for the auto aficionados treasured collection with 3 separate garages including room for a full-size motor coach and car collection. Situated in one of Central Floridas most sought-after locations, this truly exceptional estate epitomizes luxury, privacy and sophistication to offer an enviable lakefront lifestyle.

Single Family Active

Price

^$ 19,995,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 162,563

Style

Georgian

Lot Size

18.1635

Year Built

2011

Town/City

Windermere

County/Region

Orange

MLS | Web ID

RX11136385

Features

Exterior

Lot Description 10 to <25 Acres

Exterior Amenities Covered Balcony Custom Lighting Fence Open Balcony Open Patio

Waterfront Yes Lake

Design Georgian

Dock Yes

Private Pool Y/N Yes

Subdiv. Amenities None

Interior

Interior Amenities Built-in Shelves Custom Mirror Elevator Entry Lvl Lvng Area Fireplace(s) Foyer French Door Kitchen Island Pantry Upstairs Living Area Walk-in Closet

Flooring Carpet Marble Tile Wood Floor

Furnished Y/N Furniture Negotiable Unfurnished

Total Bedrooms 6

Master Bedroom/Bath 2 Master Baths Mstr Bdrm - Sitting Mstr Bdrm - Upstairs Separate Shower Separate Tub

Total Bathrooms 12.20

SqFt - Living 20865.00

Total Floors/Stories 2.00

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

General

Construction CBS

Heating Central Electric

Cooling Central Electric

Utilities Cable Electric Gas Natural Public Water Septic

Possession At Closing

Parking 2+ Spaces Driveway Garage - Attached

Pets Allowed Yes

Zoning R-CE-C

HOA None

Number of Garage Spaces 50.00

Status Active

Full Baths 12

Half Baths 2

Year Built 2011

REO No

Subdivision N/A

View Lake

Type Single Family Detached

Rooms Den/Office Family Garage Apartment Great Laundry-Inside Storage

Property Type A

Area 5940

Auction No

Tax Year 2024

Terms Considered Cash Conventional

Gated Community No

Short Sale No

Restrict Buyer Approval

Water Frontage 623

Taxes 162563.00

Adult 55+ No Hopa

Governing Bodies None

Membership Fee Required No

Virtual Tour https://www.propertypanorama.com/9508-Windy-Ridge-Road-Windermere-FL-34786/unbranded

Geo Area Other Geographic Area

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

Internal Only

OriginalMLSID RX-11136385

* Excluded Features

List By

John A DelPrete

Listing Agent

Douglas Elliman (Jupiter)

Broker

johnnydelprete24@gmail.com

Affordability Calculator

$136,660

Per Month

Monthly Principal & Interest: $123,113
Monthly Property Taxes: $13,547
Monthly Home Insurance: --

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Loan Term

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Yearly Property Taxes

Yearly Home Insurance

Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends
Schools

Single family listings in Windermere, FL

Average List Price ^$2,142,115

Percent of Sale Price 89%

About Windermere, FL

4,723 Population

110% Since 2002

^$119,044 Median Income

45.71 Median Age

38% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

368239 Elementary School

368240 Middle School

Unknown High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
11/30/2025	$19,995,000	-13.05%	Price Down
10/30/2025	$22,995,000		Listed Price

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9508 Windy Ridge Road, Windermere, FL, 34786 is a Single Family Home for sale at $19,995,000 with 20,865 sqft and a lot size of 18.1635. 9508 Windy Ridge Road has 6 bedrooms, 12.2 baths, and was built in 2011. The property's zip code is 34786 which is in Windermere, FL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Multiple Listing Service of BeachesMLS. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is 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.

Data is updated as of 1/22/2026.

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9508 Windy Ridge Road

Single Family Home for sale in Windermere, FL

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