5525 Isleworth Country Club Dr, Windermere, FL 34786
For Sale $14,250,000
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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 Isleworths famed championship golf 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 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 Floridas most desirable enclaves.
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
Taxes: $37.00
Tax Year: 2024
HOA Fee 1: $3,129.00
HOA Frequency 1: Quarterly
Condo Fee Frequency: Quarterly
Balcony
Lighting
Outdoor Grill
Outdoor Kitchen
Outdoor Shower
Rain Gutters
Bar Fridge
Built-In Oven
Dishwasher
Disposal
Freezer
Ice Maker
Microwave
Refrigerator
Tankless Water Heater
Washer
Wine Refrigerator
Golf Course
Elementary School: Windermere Elem
Middle School: Chain Of Lakes Middle
Junior High: Chain Of Lakes Middle
High School: Olympia High
MLS Area: 34786 - Windermere
Price per Square Feet: $1,498.27
Total Floors: 2
Water: Public
Lot Desc.: Cul-De-Sac, Landscaped, On Golf Course, Paved
Construction: Block, Concrete
Date Listed: 2025-05-19 17:38:46
Pool: Yes
Pool Type: Heated, In Ground, Salt Water
Private Spa: Yes
Furnished: Unfurnished
Parking: Electric Vehicle Charging Station(S), Garage Door Opener, Oversized
Garage Spaces: 6
Flooring: Marble, Tile, Wood
Roof: Tile
Heating: Central, Electric
Cooling: Central Air, Zoned
Pets: Breed Restrictions, Yes
Sewer: Septic Tank
Listing Courtesy Of: Isleworth Realty Llc
mlochmandy@isleworth.com
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 Isleworths famed championship golf 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 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 Floridas most desirable enclaves.
Property Details
Price: $14,250,000
Sq Ft: 9,511
($1,498 per sqft)
Bedrooms: 5
Bathrooms: 5
Partial Baths: 1
City: Windermere
County: Orange
Type: Single Family Reside
Development: Isleworth
Acres: 1.02
Virtual Tour/Floorplan: View
Year Built: 1999
Listing Number: O6304800
Status Code: A-Active
Taxes: $37.00
Tax Year: 2024
Garage:
6
Furnishings: Unfurnished
Pets Allowed: Breed Restrictions, Yes
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
Financial Information:
Taxes: $37.00
Tax Year: 2024
HOA Fee 1: $3,129.00
HOA Frequency 1: Quarterly
Condo Fee Frequency: Quarterly
Exterior Features:
Balcony
Lighting
Outdoor Grill
Outdoor Kitchen
Outdoor Shower
Rain Gutters
Equipment:
Bar Fridge
Built-In Oven
Dishwasher
Disposal
Freezer
Ice Maker
Microwave
Refrigerator
Tankless Water Heater
Washer
Wine Refrigerator
View:
Golf Course
School Information:
Elementary School: Windermere Elem
Middle School: Chain Of Lakes Middle
Junior High: Chain Of Lakes Middle
High School: Olympia High
Additional Information:
MLS Area: 34786 - Windermere
Price per Square Feet: $1,498.27
Total Floors: 2
Water: Public
Lot Desc.: Cul-De-Sac, Landscaped, On Golf Course, Paved
Construction: Block, Concrete
Date Listed: 2025-05-19 17:38:46
Pool: Yes
Pool Type: Heated, In Ground, Salt Water
Private Spa: Yes
Furnished: Unfurnished
Parking: Electric Vehicle Charging Station(S), Garage Door Opener, Oversized
Garage Spaces: 6
Flooring: Marble, Tile, Wood
Roof: Tile
Heating: Central, Electric
Cooling: Central Air, Zoned
Pets: Breed Restrictions, Yes
Sewer: Septic Tank
Map of 5525 Isleworth Country Club Dr, Windermere, FL 34786
Listing Courtesy Of: Isleworth Realty Llc
mlochmandy@isleworth.com