This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/1
$11,500,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/1
Property 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.
Full Property Details
Full Property Details for 5525 Isleworth Country Club Dr
General
- Sold For: $11,500,000
- HOA FEE: $1,224/month
- HOA FEE FREQ.: Quarterly
- Taxes: $37,372 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6304800
- Added to Site: 378 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 8
- Interior Features: Built-in Features, Ceiling Fan(s), High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Sauna, Smart Home, Stone Counters, Walk-In Closet(s), Wet Bar
- Fireplace: Yes
- Fireplace(s): Electric, Gas
- Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Freezer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
- Furnishings: Unfurnished
- Flooring: Marble, Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 5
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Heated, In Ground, Salt Water
- Spa: Yes
- Spa Description: Heated, In Ground
- Security/Safety: Gated Community, Security Gate, Security System
Exterior
- Exterior Features: Balcony, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters
- Deck/Patio: Porch, Screened
- Porch/Patio/Deck: Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 6
- Covered Spaces: 6
- Parking Features: Electric Vehicle Charging Station(s), Garage Door Opener, Oversized
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: ISLEWORTH
- Driving 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.
- Direction Faces: Northeast
School Information
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
Community
- Community Name: 34786 - Windermere
- Community Features: Lake, Private Boat Ramp, Gated Community - Guard, Golf Carts OK, Playground
- Association: Yes
- Assoc. Name: Dan O'Connell
- Assoc. Fees Include: 24-Hour Guard, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance Repairs, Private Road, Security
- Pet Restrictions: Per Orange County breed restrictions, number limits and leash laws.
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Electric
Utilities
- Sewer: Septic Tank
- Water District: LAKE BUTLER CHAIN OF LAKES
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Sprinkler Well, Street Lights, Water Connected
Structural Information
- Architectural Info: Custom
- Architectural Style: Custom
- Builder: Ballard Custom Homes
- Exterior Const.: Block, Concrete
- Roof: Tile
- Stories/Levels: Two
- Square Feet: 9,511
- Sq. Ft. Source: Owner
- Living Area: 9,511 Sq. Ft.
- Year Built: 1999
Additional Structures
- Other Structures: Outdoor Kitchen
Lot Features
- Property View: Golf Course
- Lot Size (Acres): 1.02
- Lot Size (Sq. Ft.): 44,529
- Lot Size: 1.0222
- Frontage: Street Paved
- Street/Road Desc.: Paved
- Fencing (Description): Fenced
Water Features
- Water Front Name: LAKE BUTLER CHAIN OF LAKES
- Water Front Desc.: Lake
Financial Considerations
- Association Fee: $3,672
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $37,372.24
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: ISLEWORTH 16/118 LOTS 155 & 156
- Flood Zone Info: X
- APN: 162328389901550
- Property ID: 162328389901550
- Block/Lot/Section: 4
Listed by Isleworth Realty Llc
Sold by Real Broker, Llc
Get Pre-Approved Today
Schools
Schools serving 5525 Isleworth Country Club Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Windermere Elementary School 11125 Park Avenue, Windermere, FL 34786 | K-5 | 1.7 mi |
Chain Of Lakes Middle School 8700 Conroy Windermere Road, Orlando, FL 32835 | 6-8 | 2.2 mi |
Olympia High School 4301 South Apopka Vineland Road, Orlando, FL 32835 | 9-12 | 2.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5525 Isleworth Country Club Dr
Date
Details
Price
Change
Source
5/15/2026
Sold
$11,500,000
-19.3%
MLS
5/19/2025
Listed
$14,250,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
5525 Isleworth Country Club Dr, Windermere, FL 34786 (MLS# O6304800) is a Single Family property that was sold at $11,500,000 on May 15, 2026. Want to learn more about 5525 Isleworth Country Club Dr? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

