5092 Isleworth Country Club Drive, WINDERMERE


5 Beds
6 Baths
6,115 Sqft
.93 Acres
4 Garages

With a fabulous location along the front nine of Isleworth’s renowned championship golf course overlooking Hole 6, this expansive estate showcases more than 6,100 square feet of living space. Beautifully updated and maintained, the residence displays a wealth of unique appointments, including custom ceilings, travertine floors with tile inlays and beautifully detailed stone columns. The formal living room features a soaring ceiling of more than 20 feet and direct access to the lanai creating an elegant, light-filled space with a gorgeous chandelier, stone fireplace and the grand staircase nearby. Offering luxurious custom cabinets and exquisite carved moldings, the kitchen boasts professional appliances, granite countertops, a beautiful groin-vault ceiling and direct access to both the casual dining nook and formal dining room with built-in bar. Stone columns separate the kitchen from the open and airy family room featuring a built-in media display and access to the lanai. Five generous bedrooms include the owner’s suite on the main level which features a fireplace, access to the lanai, dual closets and a luxurious bath with dual vanities, a walk-in shower and a lovely soaking tub surrounded by stone columns, custom window treatments and an elegant chandelier. Additional interior highlights include a stunning home office outfitted with knotty pine wood from floor to ceiling; a large bonus room that offers versatility as a game room, in-law suite and more; a spacious laundry room with custom cabinetry; and an expansive garage. On the upper level, the remaining bedroom suites open to the large balcony overlooking panoramic golf views with the sparkling waters of Lake Bessie in the distance. With its open-air swimming pool, private putting green and ample deck space surrounded by impeccably manicured landscaping and a beautiful European-style lanai surrounded by a gorgeous balustrade with plenty of space for entertaining, the estate offers captivating sunsets in the ultimate golf-front setting.

5092 Isleworth Country Club Drive is in WINDERMERE, FL. This Residential property for sale is currently being offered at $4,500,000. Built in 1995 this 5 bedroom, 6.00 bathroom Orange Residential property has been listed on RealtyInOrlando.com for 9 days. 5092 Isleworth Country Club Drive is priced at $735.90 Per Square Foot, and is situated on 0.93 acres of land. Please contact your local Realtor® for more information on 5092 Isleworth Country Club Drive, WINDERMERE, FL 34786. Property Listing Reference: MLS number: O6024918.

Essential Information
MLS® #O6024918
Full Baths4
Half Baths2
Square Footage6,115
Year Built1995
Sub-TypeSingle Family Residence
Community Information
Zip Code34786

5092 Isleworth Country Club Drive

# of Garages4
Has PoolYes

Cable TV, Gated, Optional Additional Fees, Playground, Private Boat Ramp, Security


Circular Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Garage


Garden, Golf Course, Trees/Woods

HeatingCentral, Zoned
CoolingCentral Air, Zoned
FireplacesLiving Room, Master Bedroom
Interior Features

Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Central Vaccum, Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Master Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments


Bar Fridge, Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator, Washer

Lot DescriptionOn Golf Course, Paved, Private
Exterior Features

Balcony, Fence, French Doors, Irrigation System, Lighting, Rain Gutters

School Information
ElementaryWindermere Elem
MiddleChain of Lakes Middle
HighOlympia High
Other Information
Date ListedMay 12th, 2022
Days on Market9
Listing Details

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Listing information last updated on May 22nd, 2022 at 4:18am EDT.