5074 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786

$7,250,0005 Beds7 Baths7,099 Sq. Ft.$1,021 / sq. ft.

WINDERMERE, FL 34786 · MLS# O6373191 · Active · ISLEWORTH

Status
Active
Type
Single Family Residence
Year Built
1988
Days on Market
186
Lot Size
23,455 sqft
MLS #
O6373191
County
Orange

Description of 5074 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786

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 for 5074 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786

Bathrooms Full
6
Bathrooms Half
1
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
Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator
Flooring
Carpet, Porcelain Tile
Heating
Electric, Natural Gas, Zoned
Cooling
Central Air, Zoned
Furnished
Negotiable
Garage Spaces
3
Attached Garage
Yes
Pool Features
Heated, In Ground, Lighting, Salt Water, Tile
Pool Private
Yes
Direction Faces
East

Building Information for 5074 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786

Building Area Total
9236
Building Area Units
Square Feet
Stories Total
1
Association
Yes
Association Fee
$1,224
Association Fee Frequency
Monthly
Pets Allowed
Yes

Property Information for 5074 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786

Lot Size Square Feet
23,455
Waterfront
No
View
No
Construction Materials
Block, Concrete, Stucco
Roof
Tile
Exterior Features
Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Sprinkler Metered
Sewer
Septic Tank
Water Source
Public
New Construction
No

Public Records for 5074 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786

Parcel Number
162328389900450
Tax Annual Amount
$21,279
Tax Year
2024
Tax Legal Description
ISLEWORTH 16/118 LOT 45
Zoning
P-D
County Or Parish
Orange

Payment Calculator

Estimated Payment
$43,282/mo
Principal & Interest
$36,660
Property Taxes
$1,773
Home Insurance
$3,625
HOA Dues
$1,224

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

5074 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786 · See all Windermere homes for sale

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More information about 5074 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786

5074 ISLEWORTH COUNTRY CLUB DRIVE is a single family home for sale in WINDERMERE, FL 34786. This property was listed for sale on January 14, 2026 by MEM REALTY GROUP, it's currently listed at $7,250,000. This listing's school district is Orange Public Schools. 5074 ISLEWORTH COUNTRY CLUB DRIVE is a 5-bed, 7-bath, 7,099 sqft single family home built in 1988.