5074 ISLEWORTH COUNTRY CLUB DRIVE
Windermere, FL 34786
$7,250,000
A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef’s kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef’s pantry and temperature-controlled wine cellar enhance both functionality and style.
The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a ...
Listing Courtesy of: MEM REALTY GROUP
407-/58-3702
| Listing Id: | O6373191 |
|---|---|
| List Price: | $7,250,000 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Active |
| Bedrooms Total: | 5 |
| Bathrooms Full: | 6 |
| Bathrooms Half: | 1 |
| Living Area: | 7,099 |
| Tax Annual Amount: | $21,279 |
| Lot Size Square Feet: | 23,455 |
| Lot Size Acres: | 0.54 |
| Waterfront?: | No |
| City: | Windermere |
| County Or Parish: | Orange |
| Subdivision Name: | Isleworth |
| Postal Code: | 34786 |
| Year Built: | 1988 |
| Appliances: | Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator |
| Association Fee: | $1,224 |
| Association Fee Frequency: | Monthly |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 7 |
| Building Area Source: | Public Records |
| Building Area Total: | 9236 |
| Building Area Units: | Square Feet |
| Direction Faces: | East |
| Foundation Details: | Block, Slab |
| Construction Materials: | Block, Concrete, Stucco |
| Cooling: | Central Air, Zoned |
| Fireplace Features: | Electric |
| Directions: | Take Conroy Windermere road down to Isleworth - enter from the main entrance on Conroy. Take a left, continue to go straight, the property is on the right. |
| Exterior Features: | Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sprinkler Metered |
| Flooring: | Carpet, Tile |
| Furnished: | Negotiable |
| Garage Spaces: | 3 |
| Garage?: | Yes |
| Heating: | Electric, Natural Gas, Zoned |
| Interior Features: | Built-in Features, Ceiling Fans(s), Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Smart Home, Split Bedroom, Thermostat, Walk-In Closet(s), Wet Bar |
| Laundry Features: | Upper Level |
| Levels: | Two |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Size Acres: | 0.54 |
| Postal Code Plus4: | 8920 |
| MLS Area Major: | 34786 - Windermere |
| MLS Area Major: | 34786 - Windermere |
| Original List Price: | $7,595,000 |
| Parcel Number: | 16-23-28-3899-00-450 |
| Pets Allowed: | Yes |
| Pool Features: | Heated, In Ground, Lighting, Salt Water, Tile |
| Stories Total: | 1 |
| Township: | 23 |
| Road Surface Type: | Paved |
| Roof: | Tile |
| Tax Year: | 2024 |
| Sewer: | Septic Tank |
| Special Listing Conditions: | None |
| State Or Province: | FL |
| Association?: | Yes |
| Utilities: | Cable Available, Electricity Connected, Public, Water Connected |
| Water Source: | Public |
| Public Survey Range: | 28 |
| Public Survey Section: | 16 |
| Zoning: | P-D |
| Spa Features: | Heated, In Ground |
| Spa?: | Yes |
| Additional Rooms: | Den/Library/Office |
| Alternate Key Folio Num: | 282316389900450 |
| Association Email: | dan.oconnell@isleworth.com |
| Association Fee Requirement: | Required |
| Association Url: | www.Isleworth.com |
| Available For Lease Yn: | No |
| Building Area Total Srch Sq M: | 858.05 |
| Calculated List Price By Calcula: | 1021.27 |
| Cddyn: | No |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6373191?w=Agent&skip_sso=true |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6373191?w=Customer |
| Dpryn: | No |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | X |
| Flood Zone Date: | 2009-09-25 |
| Flood Zone Panel: | 12095C0385F |
| Green Verification Count: | 0 |
| Homestead Yn: | No |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 659.52 |
| Lot Size Square Meters: | 2179 |
| Monthly Hoa Amount: | $1,224 |
| Pet Restrictions: | Please verify breeds with ICA. |
| Realtor Info: | As-Is, Assoc approval required, List Agent is Related to Owner, No Sign |
| Room Count: | 11 |
| Sdeo yn: | No |
| Total Acreage: | 1/2 to less than 1 |
| Total Annual Fees: | $14,688 |
| Total Monthly Fees: | $1,224 |
| Unit Number Yn: | No |
| Water Access: | Lake - Chain of Lakes |
| Water Access Yn: | Yes |
| Water Extras Yn: | No |
| Water View: | No |
| Association Name: | Dan O'Connell |
| Association Phone: | 407-909-2071 |
| Association 2 Yn: | 0 |
| Attribution Contact: | 407-/58-3702 |
| Originating System Name : | Stellar MLS |
| In Law Suite Yn: | No |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2026-01-14 |
| Fireplace?: | Yes |
| Pool Private?: | Yes |
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Property Last Updated: October 21, 2026 08:54 AM - ET
