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$8,500,000
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Property Description
Welcome to this grand residence nestled on a sprawling 1.17 acre lot originally hand selected by golf legend Arnold Palmer. Perfectly positioned to capture breathtaking views of the first and tenth holes, this remarkable estate provides a lifestyle of unmatched elegance and comfort. Meticulously maintained, this grand estate encompasses 11,403 square feet of living space thoughtfully designed to provide both functionality and style. No space has been overlooked, from the ideally located gourmet kitchen to the well appointed laundry room. This home boast seven generously sized bedrooms along with ten full and three half baths each crafted with exquisite attention to detail. With two additional bonus rooms-one of which could easily serve as an eighth bedroom-and a dedicated office, this estate provides unparalleled flexibility to accommodate your every need. Venture outside to discover your private sanctuary-a stunning outdoor oasis perfect for hosting lavish events or enjoying tranquil moments surrounded by lush landscaping and sweeping panoramic views. The expansive grounds are enhanced by a separate guest house with two complete living spaces and a six-car garage tailored for the car enthusiast. From the well designed interiors to the manicured exteriors, this estate represents the pinnacle of refined living. Its distinctive lot combines spaciousness, privacy, and stunning vistas to create a one-of-a-kind retreat.
Full Property Details
Full Property Details for 5271 Isleworth Country Club Dr
General
- Sold For: $8,500,000
- HOA FEE: $1,043/month
- HOA FEE FREQ.: Quarterly
- Taxes: $74,140 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6267644
- Added to Site: 423 day(s) ago
Rental Information
- Min. Lease: 1-2 Years
Interior
- Number of Rooms: 8
- Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Solid Wood Cabinets, Walk-In Closet(s), Window Treatments
- Fireplace: Yes
- Fireplace(s): Gas, Living Room, Outside
- Appliances: Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
- Flooring: Carpet, Tile, Travertine, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 13
- Full Bathrooms: 10
- Half Bathrooms: 3
Bedrooms
- Total Bedrooms: 7
Other Rooms
- Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Additional Information
- Shared Amenities: Cable TV, Maintenance, Optional Additional Fees, Park
- Pool: Yes
- Private Pool: Yes
- Pool Description: Heated, In Ground, Lighting, Outside Bath Access, Tile
- Spa: Yes
- Security/Safety: Security System, Smoke Detector(s)
Exterior
- Exterior Features: French Doors, Irrigation System, Outdoor Grill, Outdoor Kitchen, Sliding Doors
- Deck/Patio: Covered, Rear Porch
- Porch/Patio/Deck: Covered, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 6
- Covered Spaces: 6
- Parking Features: Garage Door Opener, Golf Cart Garage, Oversized
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: ISLEWORTH
- Driving Directions: I-4 to Conroy Windermere Road west to Isleworth subdivision. Stay straight on Isleworth Country Club Drive. Estate will be on the Left.
- Direction Faces: North
School Information
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
Community
- Community Name: 34786 - Windermere
- Community Features: Community Boat Ramp, Lake, Water Access, Buyer Approval Required, Community Mailbox, Gated Community - Guard, Golf, Playground
- Optional Amenities: Cable TV, Maintenance, Optional Additional Fees, Park
- Association: Yes
- Assoc. Name: Dan O'Connell
- Assoc. Fees Include: 24-Hour Guard, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Security
- Number of Pets: 2
- Pet Restrictions: Per Orange County breed restrictions, umber limits and leash laws.
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Electric, Natural Gas, Zoned
Utilities
- Sewer: Septic Tank
- Water District: BUTLER CHAIN OF LAKES
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Fire Hydrant, Natural Gas Available, Phone Available, Public, Street Lights, Underground Utilities
Structural Information
- Architectural Info: Mediterranean
- Architectural Style: Mediterranean
- Builder: Jones Clayton Construction
- Exterior Const.: Block, Stone
- Roof: Tile
- Stories/Levels: Two
- Square Feet: 11,403
- Sq. Ft. Source: Public Records
- Living Area: 11,403 Sq. Ft.
- Year Built: 2013
Additional Structures
- Other Structures: Outdoor Kitchen
Lot Features
- Property View: Golf Course, Water
- Lot Size (Acres): 1.17
- Lot Size (Sq. Ft.): 50,920
- Lot Size: 1.169
- Frontage: Street Paved
- Street/Road Desc.: Paved
- Fencing (Description): Fenced
Water Features
- Water View: Yes
- Water Front Name: BUTLER CHAIN OF LAKES
- Water Front Desc.: Lake
Financial Considerations
- Association Fee: $3,129
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $74,140.58
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: ISLEWORTH 16/118 LOTS 228 & 229
- Flood Zone Info: X
- APN: 282316389902280
- Property ID: 282316389902280
- Block/Lot/Section: 2
Listed by Isleworth Realty Llc
Sold by Lakeside Realty Windermere Inc
Get Pre-Approved Today
Schools
Schools serving 5271 Isleworth Country Club Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Windermere Elementary School 11125 Park Avenue, Windermere, FL 34786 | K-5 | 2.1 mi |
Chain Of Lakes Middle School 8700 Conroy Windermere Road, Orlando, FL 32835 | 6-8 | 1.6 mi |
Olympia High School 4301 South Apopka Vineland Road, Orlando, FL 32835 | 9-12 | 1.7 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5271 Isleworth Country Club Dr
Date
Details
Price
Change
Source
9/05/2025
Sold
$8,500,000
-3.13%
MLS
1/01/2025
Listed
$8,775,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
5271 Isleworth Country Club Drive, Windermere, FL 34786 (MLS# O6267644) is a Single Family property that was sold at $8,500,000 on September 05, 2025. Want to learn more about 5271 Isleworth Country Club Drive? 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.

