5525 Isleworth Country Club Dr, Windermere, FL 34786 | For Sale

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For Sale $14,250,000 ($1,498.27 per Sq Ft)

$14,250,000 ($1,498.27 per Sq Ft)
  • (0)
  • 5 Bedrooms
  • 6 Bathrooms
  • 9,511 Sq Ft
  • 44,529 Sq Ft

Description

One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully transformed and thoughtfully curated over the last three years to deliver exceptional comfort, sophistication and panache at every turn. The two-story estate is set on a pristine 1.02-acre golf-front home site along Isleworth's famed championship golf course and from the moment you enter, you'll be captivated by the artistry in design and modern innovation. The interiors span more than 9,500 square feet living and 13,000 under roof, blending 5 bedrooms, 5.5 baths and an array of indoor and outdoor living areas with uncompromisingly luxurious finishes designed for effortless entertaining and quiet moments alike. At the heart of the home, the showstopping glass-enclosed wine room—temperature-controlled and with more than 2,200-bottle capacity—is a collector's dream and the ultimate conversation piece. The primary suite is a sanctuary unto itself, featuring a magnificent two-story closet and dedicated dressing room with a bar. Indulge in true tranquility within the home’s private wellness suite, complete with exercise room, a rejuvenating steam room, dry sauna and invigorating cold plunge tub. Additional interior highlights include the grand kitchen with Cristallo quartzite lighted countertops; a fully custom lounge with full bar; an upper-level game room with bar; an oversized, air-conditioned garage accommodating up to 8 vehicles; two laundry rooms; and more. Outdoor spaces are equally impressive, with an expansive lanai and balcony, a custom swimming pool with fire pits, meticulously landscaped yard adorned with integrated lighting, sound and lush, native greenery and putting green —all overlooking panoramic views of Isleworth’s championship golf course. Whether hosting guests or enjoying a peaceful evening at home, this estate offers a rare opportunity to live a life of unmatched beauty, comfort, and distinction in one of Central Florida's most desirable enclaves.

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Amenities

Garage
Pool
Garden
Security System
Internet
Telephone
Heating
Fireplace
Balcony & Patio
TV / Cable
Laundry
Hardwood Floors
Spa
Air Conditioning
Solar Power
Floor Plan
Great Views
Natural Light
Quiet
Water View
Elevator
Guest Unit(s)
Furnished
220 Volt

Income

Rental Units


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Property Details

List Price $14,250,000
Property Type Single Family Homes
Usable Sqft 9,511
Number of Stories 2 stories
Parking Spots 6 spots
Year Built 1999
Last Sold Unknown
Sold Price Unknown
HOA Fees: $3129
Association Name: Dan O'Connell
Association Amenities: Unknown
APN # 162328389901550
MLS # O6304800
Property ID 317251206
Lot Sqft 44,529
Zoning P-D
Days on Market 296
Original List Price $14,250,000
Applicances Bar Fridge, Built-In Oven, Dishwasher, Disposal, Freezer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator%
Date Updated October 13, 2025
Date Created April 29, 2025
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Listing Provided By

Monica Lochmandy an agent of ISLEWORTH REALTY LLC. Lic #3237911


© 2026 STELLAR MLS. All rights reserved. Some listings on this website are from STELLAR as of October 13, 2025 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.



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