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$14,250,000
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Full Property Details for 5525 Isleworth Country Club Dr
General
- Price: $14,250,000
- HOA FEE: $1,224/month
- HOA FEE FREQ.: Quarterly
- Taxes: $37,372 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6304800
- Updated: 2/19/2026
- Added to Site: 278 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
- 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
Schools serving 5525 Isleworth Country Club Dr
| 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 |
Price & Sales History for 5525 Isleworth Country Club Dr
Tax History for 5525 Isleworth Country Club Dr
Estimate the Cost for 5525 Isleworth Country Club Dr
5525 Isleworth Country Club Dr, Windermere, FL 34786 (MLS# O6304800) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 5525 Isleworth Country Club Dr is currently listed for $14,250,000 and was received on May 19, 2025. 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.

