5074 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL, 34786
$7,250,000
5 Beds
6.5 Baths
7,099 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 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 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:
$7,250,000
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:
7,099
Total Sq Ft:
9,236
Lot Size:
23,455 sqft / 0.54 acres (approx)
Year Built:
1988
PoolPrimary Bedroom Main Floor34786 – Windermere34786windermereIsleworthPets Allowed

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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
Spa Features
Heated, In Ground

Financial

HOA Fee
$1,224
HOA Fee Frequency
Monthly
HOA Name
Dan O’Connell
HOA Phone
407-909-2071
Tax Year
2024
Taxes
$21,279

Map

Community

Market Summary

Current real estate data for Single Family in WINDERMERE as of Aug 29, 2026
248
Single Family Listed
117
Avg DOM
460
Avg $ / SqFt
$2,334,742
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 $7,250,000 and features 5 beds, 7 baths, and has approximately 7,099 square feet of living space, and was originally constructed in 1988. The current price per square foot is $1,021. The average price per square foot for Single Family listings in WINDERMERE is $460. The average listing price for Single Family in WINDERMERE is $2,334,742. To schedule a showing of MLS#o6373191 at 5074 ISLEWORTH COUNTRY CLUB DRIVE in WINDERMERE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.

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5074 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL