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9724 Chestnut Ridge Dr, 
Windermere, FL 34786

$4,800,000


5

Beds


6

Baths


5,557

Sq Ft


Single Family

Active

Listed by

Carey Sheffield

Michelle Corbin

Isleworth Realty LLC.

Last updated:

May 20, 2025, 08:23 PM

MLS#

O6310606

Source:

MFRMLS

About This Home

9724 Chestnut Ridge Dr

Experience refined lakefront living in this exceptional estate, ideally located within the renowned Isleworth Golf & Country Club. Set along the shores of Lake Bessie on a beautifully landscaped 0.56-acre lot, the home spans 5,557 square feet of luxurious living space. A new metal roof adds both modern appeal and long-term durability, enhancing the home’s overall value and aesthetic. Grand mahogany French doors welcome you into an expansive formal living room, where large picture windows perfectly frame the breathtaking lake vistas. Adjacent, the elegant formal dining room connects to a gourmet kitchen featuring smooth granite countertops, a center island with a professional-grade range and contemporary hood, stainless steel appliances, and travertine flooring. A cozy breakfast nook and inviting family room—both with stunning lake views—complete the heart of the home. Wine enthusiasts will appreciate the custom wine cellar, adorned with a reclaimed Old World wooden door and capacity for over 500 bottles. This space seamlessly connects to a richly appointed home office and trophy room, each featuring bespoke wooden built-ins. The primary suite offers a tranquil sitting area overlooking the lake, along with a luxurious en-suite bath that includes dual vanities, a garden tub, and a walk-in shower. Upstairs, three additional bedrooms accompany a home theater with soundproof walls, a built-in wet bar, and intricate wood detailing—creating the ultimate cinematic experience. Outdoors, a spacious lanai with a summer kitchen overlooks an elevated terrace, pool, and spa—perfect for entertaining or relaxing while enjoying spectacular sunsets and nightly fireworks from nearby theme parks. This rare lakefront gem blends timeless elegance with a prime location, offering an unparalleled lifestyle in one of Central Florida’s most exclusive communities.

Home Facts

Single Family

6 Baths

5 Bedrooms

Built in 1990

Price Summary

4,800,000

$863 per Sq. Ft.

MLS #:

O6310606

Last Updated:

May 20, 2025, 08:23 PM

Added:

13 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

6

Full Bathrooms:

6

Interior

Living Area:

5,557 Sq. Ft.


Structure

Structure

Architectural Style:

Custom, Mediterranean

Building Area:

8,162 Sq. Ft.

Year Built:

1990


Lot

Lot Size (Sq. Ft):

24,255


Finances & Disclosures

Finances

Price:

$4,800,000

Price per Sq. Ft:

$863 per Sq. Ft.

MLS Logo
The information being provided by My Florida Regional MLS DBA Stellar MLS. is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties 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 the My Florida Regional MLS DBA Stellar MLS.. Isleworth Realty LLC. is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Isleworth Realty LLC., a broker participant of My Florida Regional MLS DBA Stellar MLS.. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by My Florida Regional MLS DBA Stellar MLS. and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Properties in listings may have been sold or may no longer be available. Copyright 2025 My Florida Regional MLS DBA Stellar MLS.. All rights reserved.

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