5525 Isleworth Country Club Dr Windermere, FL 34786
Listing Courtesy of: MLS LogoSTELLAR / Isleworth Realty LLC - Contact:  407-909-9000

  5525 Isleworth Country Club Dr Windermere, FL 34786

Active (166 Days)
$14,250,000 (USD)
5
BED
6
BATH
9,511
SQFT

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.

MLS #:
O6304800
Taxes
$37,372(2024)
Lot Size
1.02 acres
Type
Single-Family Home
Year Built
1999
Style
Custom
Views
Golf Course
County
Orange County

Listed By

Monica Lochmandy, Isleworth Realty LLC, Contact: 407-909-9000
Source
STELLAR
Last checked Nov 2 2025 at 5:11 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 5
  • Half Bathroom: 1
Interior Features
  • Great Room
  • Unfurnished
  • Stone Counters
  • Kitchen/Family Room Combo
  • Wet Bar
  • Family Room
  • Sauna
  • Walk-In Closet(s)
  • Appliances: Dishwasher
  • Appliances: Refrigerator
  • Appliances: Washer
  • Ceiling Fans(s)
  • Open Floorplan
  • Appliances: Disposal
  • Appliances: Microwave
  • Appliances: Built-In Oven
  • Appliances: Freezer
  • Appliances: Ice Maker
  • Appliances: Tankless Water Heater
  • Appliances: Bar Fridge
  • Appliances: Wine Refrigerator
  • High Ceilings
  • Built-In Features
  • Smart Home
  • Primary Bedroom Main Floor
Subdivision
  • Isleworth
Lot Information
  • Cul-De-Sac
  • On Golf Course
  • Paved
  • Landscaped
Property Features
  • Fireplace: Gas
  • Fireplace: Electric
  • Foundation: Slab
  • Foundation: Block
Heating and Cooling
  • Central
  • Electric
  • Zoned
  • Central Air
Pool Information
  • In Ground
  • Salt Water
  • Heated
Homeowners Association Information
  • Dues: $3129/Quarterly
Flooring
  • Wood
  • Marble
  • Tile
Exterior Features
  • Block
  • Concrete
  • Roof: Tile
Utility Information
  • Utilities: Cable Connected, Sprinkler Well, Water Connected, Water Source: Public, Electricity Connected, Natural Gas Connected
  • Sewer: Septic Tank
School Information
  • Elementary School: Windermere Elem
  • Middle School: Chain of Lakes Middle
  • High School: Olympia High
Parking
  • Garage Door Opener
  • Oversized
  • Electric Vehicle Charging Station(s)
Stories
  • 2
Living Area
  • 9,511 sqft
Additional Information: Isleworth Realty LLC | 407-909-9000
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 11/1/25 22:11