5373 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL 34786 | MLS #O6439156 | Gary Kusher | Florida Real Estate

5373 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL, 34786
$7,200,000
5 Beds
5.5 Baths
5,993 SqFt
0.52 Acres
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MLS #O6439156 image #0
Impressively elegant NEW CONSTRUCTION Isleworth estate, prominently positioned on the 17th fairway of the championship golf course, with sweeping Lake Louise vistas beyond. This home was completely gutted and rebuilt with everything masterfully crafted to create a shimmering grand statement of luxury living on one of the most premier lots in the community. The spectacular 10-foot tall, 6-foot wide swinging front door sets the stage for a residence of distinction. A grand, light filled entry welcomes with soaring ceilings, polished marble floors, and a dramatic glass railed staircase that create an immediate sense of scale and sophistication. The open layout flows seamlessly through the dramatic great room toward a wall of floor to ceiling windows and accordion folding glass doors, inviting natural light and showcasing picturesque views of the just-completed saltwater pool and hot tub, golf course, and lake beyond. An elegant chandelier anchors the space, while the upper level glass balcony adds architectural interest and a modern, gallery style feel. Two bedroom suites on the first floor include an extraordinary primary retreat with double closets – one with a stackable washer and dryer – sitting room, and spa-like bath with glassed wet room with enclosed shower and tub. The stunning chef’s kitchen blends modern elegance with exceptional functionality, showcasing a stunning waterfall edge island wrapped in premium marble. Sleek, custom white cabinetry pairs with professional stainless steel appliances – which include WOLF 6-burner plus griddle cooktop, dishwasher, ice maker, and double ovens – create a clean, architectural aesthetic, while the rich wood flooring adds warmth and contrast. Designer pendant lighting highlights the generous prep and gathering areas, making the kitchen equally suited for intimate mornings or elevated entertaining. The open layout flows seamlessly into the surrounding living spaces, including a formal dining room with butler’s pantry, family dining room and secondary gathering space, enhancing the home’s sense of scale and sophistication. Every detail—from the integrated hood to the refined hardware—reflects a commitment to luxury craftsmanship and timeless style. Upstairs are three additional bedroom suites including one that could be a second master. Outdoor entertaining is inviting and refined with a sparkling pool and spa, expansive pool deck, and just-built cabana with summer kitchen. Full-house generator. The 600-acre Isleworth community is surrounded by the pristine Butler Chain of Lakes and is an exclusive residential enclave that sets the standard of excellence for Central Florida living, with 24-hour manned gates, a full security force, and available on-site home services for carefree living. Isleworth Golf & Country Club is located within the community offering optional golf and social membership opportunities.

Property Details

Price:
$7,200,000
MLS #:
O6439156
Status:
Active
Beds:
5
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ISLEWORTH
Neighborhood:
34786windermere
Listed Date:
Sep 8, 2026
Finished Sq Ft:
5,993
Total Sq Ft:
7,675
Lot Size:
22,762 sqft / 0.52 acres (approx)
Year Built:
1988
ContemporaryWaterfrontLakefrontPoolPrimary Bedroom Main FloorCommunity Gated34786 – Windermere34786windermereIsleworthWindermere ElemChain Of Lakes MiddleOlympia HighLake LouisePer Isleworth Community Association (ica)1-2 YearsBreed Restrictions

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Schools

Elementary School:
Windermere Elem
Middle School:
Chain of Lakes Middle
High School:
Olympia High

Interior

Appliances
Convection Oven, Cooktop, Dishwasher, Dryer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Engineered Hardwood, Marble, Tile
Heating
Central, Electric, Zoned
Interior Features
Built-in Features, Cathedral Ceiling(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Tray Ceiling(s)
Laundry Features
Inside, Laundry Room
Levels
Two

Exterior

Architectural Style
Contemporary
Association Amenities
Cable TV, Gated, Optional Additional Fees, Playground, Security
Attached Garage YN
1
Community Features
Community Boat Ramp, Lake, Private Boat Ramp, Water Access, Buyer Approval Required, Community Mailbox, Gated Community – Guard, Golf Carts OK, Golf, Park, Playground
Construction Materials
Block, Concrete, Stucco
Covered Spaces
3
Direction Faces
North
Exterior Features
Irrigation System, Outdoor Kitchen, Rain Gutters
Fencing
Fenced
Garage Spaces
3
Lot Features
In County, On Golf Course
Open Parking YN
1
Other Structures
Gazebo
Parking Features
Circular Driveway, Garage Door Opener, Garage Faces Side, Parking Pad
Patio And Porch Features
Deck, Front Porch, Rear Porch
Roof
Tile
Security Features
Gated Community, Security System
Spa Features
In Ground
View
Golf Course, Water
Waterfront Features
Lake

Financial

HOA Fee
$3,672
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Cable TV, Escrow Reserves Fund, Internet, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Security
HOA Name
Dan O’Connell
HOA Name 2
Isleworth Community Association
HOA Phone
407-909-2071
Tax Year
2025
Taxes
$43,509

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of Sep 08, 2026
242
Single Family Listed
117
Avg DOM
469
Avg $ / SqFt
$2,347,253
Avg List Price

Property Summary

    Located in the ISLEWORTH subdivision, 5373 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $7,200,000 and features 5 beds, 6 baths, and has approximately 5,993 square feet of living space, and was originally constructed in 1988. The current price per square foot is $1,201. The average price per square foot for Single Family listings in WINDERMERE is $469. The average listing price for Single Family in WINDERMERE is $2,347,253. To schedule a showing of MLS#o6439156 at 5373 ISLEWORTH COUNTRY CLUB DRIVE in WINDERMERE, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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