5074 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL 34786 MLS #O6373191

5074 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL, 34786
$7,595,000
5 Beds
6.5 Baths
6,937 SqFt
0.54 Acres
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MLS #O6373191 image #0
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 6,900 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 grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Florida’s most prominent communities.

Property Details

Price:
$7,595,000
MLS #:
O6373191
Status:
Active
Beds:
5
Baths:
6.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ISLEWORTH
Neighborhood:
34786windermere
Listed Date:
Jan 14, 2026
Finished Sq Ft:
6,937
Total Sq Ft:
8,961
Lot Size:
23,455 sqft / 0.54 acres (approx)
Year Built:
1988
PoolPrimary Bedroom Main Floor34786 – Windermere34786windermereIsleworthPets Allowed

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Schools

Interior

Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator
Bathrooms
6 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Carpet, Porcelain Tile
Heating
Electric, Natural Gas, Zoned
Interior Features
Built-in Features, Ceiling Fan(s), Crown Molding, Dry Bar, Eating Space 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

Exterior

Attached Garage YN
1
Construction Materials
Block, Concrete, Stucco
Covered Spaces
3
Direction Faces
East
Exterior Features
Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Sprinkler Metered
Garage Spaces
3
Roof
Tile

Financial

HOA Fee
$3,129
HOA Fee Frequency
Quarterly
HOA Name
Dan O’Connell
HOA Phone
407-909-2071
Tax Year
2024
Taxes
$21,279

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of Apr 29, 2026
290
Single Family Listed
97
Avg DOM
461
Avg $ / SqFt
$2,249,900
Avg List Price

Property Summary

    Located in the ISLEWORTH subdivision, 5074 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $7,595,000 and features 5 beds, 7 baths, and has approximately 6,937 square feet of living space, and was originally constructed in 1988. The current price per square foot is $1,095. The average price per square foot for Single Family listings in WINDERMERE is $461. The average listing price for Single Family in WINDERMERE is $2,249,900. To schedule a showing of MLS#o6373191 at 5074 ISLEWORTH COUNTRY CLUB DRIVE in WINDERMERE, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.

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5074 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL
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