Please ensure Javascript is enabled for purposes of website accessibility

9725 Chestnut Ridge Drive, WINDERMERE


5 Beds
6 Baths
6,885 Sqft
.59 Acres
3 Garages

Unbelievable Price Reduction! A Florida Paradise Awaits You within the prestigious 600-acre enclave of Isleworth Golf and Country Club! You will find this extraordinary custom-built home where elegance meets comfort. In this exclusive community, you'll find yourself surrounded by the enchanting beauty of the Butler Chain, a network of 12 interconnected, pristine lakes perfect for boating and water sports. This spacious and meticulously designed family home redefines the essence of relaxation and sophistication. As you enter the expansive foyer, a world of surprise and delight unfolds before you with thoughtful details inspired by the enchanting magic that resides in its beautiful surroundings. The inviting living room/library boasts soaring double-height ceilings and a magnificent gas fireplace, setting the stage for unforgettable gatherings. Prepare culinary masterpieces in the chef's dream kitchen, featuring top-of-the-line appliances from Subzero, Wolf, Viking, and a Thermador flat grill, all centered around a generous island. The sprawling double-height family room comes complete with oversized custom cabinets, state-of-the-art TVs, a spacious bar area with bespoke countertops, and a captivating game station. Multiple sets of double French doors and expansive picture windows beckon you to the breathtaking 4000 square foot enclosed pool and spa oasis. Immerse yourself in luxury with 27-foot high pecky cypress wood ceilings, skylights, and exquisite lighting, creating a seamless indoor/outdoor resort-style experience. Whether rain or shine, this sanctuary is perfect for year-round entertainment and overlooks a majestic water fountain and pond. The Master Suite is a haven of tranquility, offering a generous seating area, a spa-worthy bathroom with double vanities, a spacious walk-in shower, and a separate tub. A walk-in designer closet ensures your wardrobe is impeccably organized. Double French doors and windows open to reveal the pool and lanai, bringing the outdoors in. Your laundry and pantry are located off the kitchen for utmost convenience. An enchanting curving staircase, featuring a wine cellar, leads to the first floor, where you'll find two additional suites, two more bedrooms, and three full baths. A well-kept secret bonus room awaits your discovery on this level. If you prefer an effortless descent, the elevator will transport you to the ground floor, where you can unwind in the custom home theatre with top-of-the-line speakers and screen. This home is designed for ultimate family living, with a 3-car garage situated discreetly to the side, complemented by ample parking, courtesy of the circular driveway and additional parking areas. Security and exclusivity are paramount in this 24-hour manned gated community, which boasts one of the world's most private and distinguished clubs and golf courses, renowned for its exceptional service. Isleworth's unique charm extends to the historic town of Windermere, where you can savor a small-town atmosphere, weekly farmers' markets, eclectic shops, cozy coffee spots, a charming brewery, and seasonal events. Just minutes away from world-class shopping, exceptional dining, renowned theme parks, and easy access to Orlando International Airport and the captivating East and West Coast beaches of central Florida. With everything at your doorstep, this is your invitation to embrace your Florida paradise. Don't miss your chance to own this extraordinary piece of Florida sophisticated living.

9725 Chestnut Ridge Drive is in WINDERMERE, FL. This Residential property for sale is currently being offered at $4,249,000. Built in 1999 this 5 bedroom, 6.00 bathroom Orange Residential property has been listed on for 61 days. 9725 Chestnut Ridge Drive is priced at $617.14 Per Square Foot, and is situated on 0.59 acres of land. Please contact your local Realtor® for more information on 9725 Chestnut Ridge Drive, WINDERMERE, FL 34786. Property Listing Reference: MLS number: O6128678.

Essential Information
MLS® #O6128678
Full Baths6
Square Footage6,885
Year Built1999
Sub-TypeSingle Family Residence
Community Information
Address9725 Chestnut Ridge Drive
Zip Code34786
# of Garages3
ViewTrees/Woods, Water
Is WaterfrontYes
Has PoolYes

Clubhouse, Fitness Center, Gated, Pool, Private Boat Ramp, Security, Tennis Court(s)

CoolingCentral Air
FireplacesGas, Living Room
# of Stories2
Interior Features

Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Dry Bar, Eat-in Kitchen, Elevator, High Ceilings, Living Room/Dining Room Combo, Master Bedroom Main Floor, Skylight(s), Solid Wood Cabinets, Walk-In Closet(s), Wet Bar


Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator

Exterior Features

Balcony, French Doors, Garden, Outdoor Grill, Outdoor Kitchen

Lot Description

Landscaped, Near Golf Course, Paved

School Information
ElementaryWindermere Elem
MiddleChain of Lakes Middle
HighOlympia High
Other Information
Date ListedJuly 25th, 2023
Days on Market61
Listing Details

Get directions to this property:

Properties for Sale Similar to 9725 Chestnut Ridge Drive, WINDERMERE, FL

Photo of Listing #O6141389

800 West 2nd Avenue

MLS® # O6141389
5 Beds, 5 Baths, 5,111 Sf
Photo of Listing #O6140732
MLS® # O6140732
6 Beds, 8 Baths, 7,159 Sf
Photo of Listing #O6140129
MLS® # O6140129
5 Beds, 6 Baths, 5,372 Sf

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on September 25th, 2023 at 2:04am EDT.