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5139 Isleworth Country Club Drive, WINDERMERE


7 Beds
8 Baths
13,973 Sqft
1.92 Acres
6 Garages

Spectacular Tuscan Modern Custom-Built estate is a once in a lifetime opportunity inspired by the Italian Renaissance. One of the most exclusive private golf and country club communities in the world offers an exquisite location within the main gates of the beautiful award-winning community of Isleworth golf and country club. A fabulous double acre location along the front nine of Isleworth’s renowned championship golf course overlooking hole #3. The expansive estate showcases more than 12,500 square feet of living space. Beautifully updated and maintained, the residence displays double iron doors opening to a covered front entry/Porte Cochere, an extravagant fountain with a circular driveway. Upon entering the home, you are encountered with the stone and curved staircase and an exquisite, vaulted ceiling. The living room features a large, curved window through which professionally manicured gardens are viewed. The home features luxurious custom cabinets and exquisite crown moldings. The kitchen boasts professional appliances, granite countertops, a work island, and a beautiful accented high ceiling with direct access to the casual dining nook and formal dining room with a built-in hand-carved stone bar. Adjacent to the bar is a convenient wine cellar. The owner’s suite on the main level features dual spacious closets, access to the lanai, a luxurious bath with double vanities, a walk-in shower, an exquisite tub surrounded by stone columns, custom window treatments, and an elegant chandelier. The Home Theater resembles an old Hollywood vintage cinema with classic decorative moldings. The theater is part of the home’s game wing, including a billiard room, and an acoustically treated music recording studio. The intriguing design of an outdoor theater is an unusual twist that demonstrates this home’s artistic vision. The enclosed screened in patio is an indoor paradise including a Spa/Pool, descending movie screen, a stone fireplace, outdoor kitchen, and a cozy sitting area protected from the rain. Additional features include, Lutron HomeWorks, State-of-the-art Control4 Home automation system, an elevator, extra laundry room on the second floor, and an oversize six car garage. The property has a separate two-bedroom guest house and a second private patio above the cottage to complement the main home allowing privacy from the main home for your guests.

5139 Isleworth Country Club Drive is in WINDERMERE, FL. This Residential property for sale is currently being offered at $7,900,000. Built in 2002 this 7 bedroom, 8.00 bathroom Orange Residential property has been listed on for 185 days. 5139 Isleworth Country Club Drive is priced at $565.38 Per Square Foot, and is situated on 1.92 acres of land. Please contact your local Realtor® for more information on 5139 Isleworth Country Club Drive, WINDERMERE, FL 34786. Property Listing Reference: MLS number: O6026101.

Essential Information
MLS® #O6026101
Full Baths7
Half Baths1
Square Footage13,973
Year Built2002
Sub-TypeSingle Family Residence
StyleContemporary, Custom
Community Information
SubdivisionISLEWORTH 01 AMD
Zip Code34786

5139 Isleworth Country Club Drive

# of Garages6
ViewGolf Course, Water
Has PoolYes

Circular Driveway, Garage Door Opener, Golf Cart Parking, Oversized

CoolingCentral Air, Zoned
FireplacesGas, Living Room
# of Stories2
Interior Features

Built-in Features, Cathedral Ceiling(s), Central Vaccum, Dry Bar, Eat-in Kitchen, Elevator, High Ceilings, Kitchen/Family Room Combo, L Dining, Master Bedroom Main Floor, Open Floorplan, Other, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments


Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Wine Refrigerator


Central, Electric, Exhaust Fan, Zoned

FoundationSlab, Stem Wall
Exterior Features

Balcony, French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Sidewalk

Lot Description

In County, On Golf Course, Oversized Lot, Paved

Other Information
Date ListedMay 19th, 2022
Days on Market185
Listing Details
Property History
Price Reduced from $8,900,000 to $7,900,000

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on November 29th, 2022 at 2:48am EST.