3 Total Photos [Click to View All]

5525 Isleworth Country Club Dr

Windermere, FL

Listing Details

  • $14,250,000
  • MLS# O6304800
  • Type Residential - Single Family
  • Status Pending
  • 5
    Bedrooms
  • 5 full 1 partial
    Bathrooms
  • 9,511
    Square Feet
  • 1.020 acres
    Lot Size
  • 1999
    Year Built

Description

Under contract-accepting backup offers. 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... Read more course and from the moment you enter, youll 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 collectors 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 homes 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 Isleworths 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 Floridas most desirable enclaves.

Key Features

  • Balcony
  • Lighting
  • Outdoor Grill
  • Outdoor Kitchen
  • Outdoor Shower
  • Rain Gutters
  • Built-in Features
  • Ceiling Fans(s)
  • High Ceilings
  • Kitchen/Family Room Combo
  • Open Floorplan
  • Primary Bedroom Main Floor
  • Sauna
  • Smart Home
  • Stone Counters
  • Walk-In Closet(s)
  • Wet Bar
  • Gated Community - Guard
  • Golf Carts OK
  • Playground
  • Street Lights
View All Features
5525 Isleworth Country Club Dr
Windermere, FL 34786
Subdivision
ISLEWORTH
County
Orange
Schools
Olympia High
Chain of Lakes Middle
Windermere Elem

Contact the Agent

Luxury Homes Specialist
Contact the Listing Agent
Illustrated Properties is an exclusive member of Forbes Global Properties in Miami-Dade County, Broward County, Palm Beach County, Martin County, Lee County, and Monroe County. Forbes® is a registered trademark used under license.

Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 05/13/2026. The listing information on this page last changed on 05/13/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 05/13/2026 12:01:35 AM EST) or Miami MLS (last updated Tue 05/12/2026 11:58:57 PM EST) or Stellar MLS (last updated Tue 05/12/2026 11:44:10 PM EST) or SPC MLS (last updated Tue 05/12/2026 11:21:18 PM EST) or Martin MLS (last updated Tue 05/12/2026 11:38:09 PM EST) or Indian River MLS (last updated Tue 05/12/2026 11:30:17 PM EST) or Northeast Florida MLS (last updated Tue 05/12/2026 11:59:08 PM EST) or Beaches MLS (last updated Tue 05/12/2026 11:58:38 PM EST) or Naples MLS (last updated Tue 05/12/2026 11:40:25 PM EST) or PBI MLS (last updated Tue 05/12/2026 11:21:22 PM EST) or Florida Keys MLS (last updated Tue 05/12/2026 8:29:46 PM EST). Real estate listings held by brokerage firms other than Illustrated Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

mls logo
Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.



Privacy Policy / DMCA Notice / ADA Accessibility

All Property Features

  • Property Type: Residential - Single Family
  • Additional Rooms: Family Room, Great Room
  • Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Freezer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
  • Body of Water: LAKE BUTLER CHAIN OF LAKES
  • Builder: Ballard Custom Homes
  • Community Features: Gated Community - Guard, Golf Carts OK, Playground, Street Lights
  • Cooling: Central Air, Zoned
  • Days on Site: 358
  • Directions: West on Conroy Windermere RD, at traffic circle take 3rd exit onto Main Street. Turn right onto Chase Road. Turn right onto Isleworth Country Club Drive. House will be on your left.
  • Exterior: Block, Concrete
  • Exterior Features: Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters
  • Fenced: Yes
  • Fencing: Fenced
  • Fireplace: Electric, Gas
  • Fireplace Y/N: Yes
  • Flood Zone Code: X
  • Flooring: Marble, Tile, Wood
  • Foundation: Block, Slab
  • Garage: 6 car attached
  • Heating: Central, Electric
  • HOA Fee: 3672/ Quarterly
  • HOA Y/N: Yes
  • Home Style: Custom
  • Home Warranty Y/N: No
  • Interior Features: Built-in Features, Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Sauna, Smart Home, Stone Counters, Walk-In Closet(s), Wet Bar
  • Listing Terms: Cash, Conventional
  • Lot Description: Cul-De-Sac, Landscaped, On Golf Course, Paved
  • Lot Dimensions: 1.02
  • Lot Size: 1.02 Acres
  • Other Equipment: Irrigation Equipment
  • Other Structures: Outdoor Kitchen
  • Ownership: Fee Simple
  • Parking: Electric Vehicle Charging Station(s), Garage Door Opener, Oversized
  • Parking Notes: Electric Vehicle Charging Station(s), Garage Door O
  • Patio/Porch: Porch, Screened
  • Pets Allowed: Breed Restrictions, Yes
  • Pets Restrictions: Per Orange County breed restrictions, number limits and leash laws.
  • Pool: Heated, In Ground, Salt Water
  • Property Attached Y/N: No
  • Property Sub-Type: Single Family Residence
  • Roof Type: Tile
  • Sauna: Yes
  • Security: Gated Community, Security Gate, Security System
  • Sewer: Septic Tank
  • Showing Instructions: 24 Hour Notice, Appointment Only, Call Listing Agent, No Lockbox, See Remarks
  • Spa: Heated, In Ground
  • Special Sale Provisions: None
  • Stories: 2.0
  • Swimming Pool: Yes
  • Taxes: $37,372
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Sprinkler Well, Water Connected
  • Vegetation: Mature Landscaping
  • Water: Public
  • Water Access Y/N: No
  • Year Built: 1999
  • Zoning: P-D