5243 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL 34786 MLS #O6348067

5243 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL, 34786
$5,325,000
4 Beds
5.5 Baths
6,424 SqFt
0.51 Acres
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MLS #O6348067 image #0
Presenting a magnificent Isleworth golf front estate with sweeping lake views, perched above holes #2 and #9 and Lake Chase, combining a completely reimagined interior with designer elegance and modern grand style. With no neighbors on three sides, this stunning home offers a unique combination of privacy mixed with rare golf and water vistas. Home recently underwent a major “spare no expense” remodel by McNally Construction and design by Debby Dearth of McNally Design using the highest quality materials combining the latest designs with timeless Mediterranean architecture. Enter to an impressive foyer and Great Room with soaring 20-foot ceilings above and basket weaved marble and wood flooring below, complemented by wood beams, stone gas fireplace with marble mantle, and shimmering chandeliers. An adjacent cocktail bar next to the dining room is fitted with Cristallo quartzite counters and a temperature-controlled wine cellar that can easily accommodate 700+ bottles of wine. The well-appointed chef’s kitchen is fully equipped with a large center island, custom wood cabinetry, Italian dolomite counter tops, Sub Zero refrigerator, and a Wolf gas range with griddle. Family room and breakfast nook are perfectly sized for everyday entertaining with vaulted ceilings, reclaimed wood floors, and access to the pool patio and summer kitchen cabana. The dramatic first floor primary retreat features picturesque windows and a luxurious spa-like bath complete with chandelier, breakfast bar with Sub Zero fridge, dual vanities, garden tub, glass shower, and French doors to a walled outdoor space. The master closet provides access to a discrete room at the top of a spiral staircase that can be a gym, second study, or hidden Pilates room. Up the main staircase are three additional bedroom suites and a movie theater. An executive office is located on the first floor. Exterior living spaces feature a large covered lanai, heated saltwater pool, full pool bath, summer kitchen with stainless steel grill, sink, beverage refrigerator, custom-built stacked stone outdoor fireplace, and nearly 300 feet of golf frontage. Notable upgrades done in 2023 include a brand new tile roof, replacement of all custom doors and windows, remodeled kitchen, bathrooms with Kohler fixtures, door hardware, cocktail bar, flooring, Control 4 smart house features for lighting, electric shades, cameras, HVAC, pool equipment, garage doors, locks, built-in sound system, pool resurface, new pool heater, landscaping, complete interior and exterior paint, and exterior gray pavers. Home is built with concrete construction on both first and second floors. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. Isleworth Golf & Country Club, which is located within the community, is recognized as one of the Top 100 Platinum Clubs of the World offering separate membership opportunities that provide access to golf, tennis, fitness, Clubhouse dining and social events, swimming in the resort-style pool and sundeck, dock, and an abundance of activities. Enjoy a lifestyle defined by casual elegance in a setting that sets the standard for luxury living.

Property Details

Price:
$5,325,000
MLS #:
O6348067
Status:
Active
Beds:
4
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ISLEWORTH
Neighborhood:
34786windermere
Listed Date:
Oct 9, 2025
Finished Sq Ft:
6,424
Total Sq Ft:
7,246
Lot Size:
22,199 sqft / 0.51 acres (approx)
Year Built:
1992
PoolPrimary Bedroom Main FloorCommunity Gated34786 – Windermere34786windermereIsleworthWindermere ElemChain Of Lakes MiddleOlympia HighLake ChaseContact The Isleworth Community Association (ica); Minimum 1 Year Lease Required1-2 YearsPets Allowed

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Schools

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

Interior

Appliances
Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Carpet, Marble, Porcelain Tile, Hardwood
Heating
Central, Electric, Zoned
Laundry Features
Inside

Exterior

Architectural Style
Custom, Mediterranean
Association Amenities
Gated, Park, Security
Community Features
Community Boat Ramp, Private Boat Ramp, Water Access, Buyer Approval Required, Deed Restrictions, Gated Community – Guard, Golf Carts OK, Golf, Park
Construction Materials
Block, Stucco
Exterior Features
French Doors, Irrigation System, Lighting, Outdoor Kitchen, Storage
Other Structures
Outdoor Kitchen
Parking Features
Circular Driveway, Garage Faces Side, Golf Cart Garage
Roof
Tile
Security Features
Closed Circuit Camera(s), Gated Community, Security System, Security System Owned, Smoke Detector(s), Touchless Entry

Financial

HOA Fee
$3,672
HOA Frequency
Quarterly
HOA Includes
24-Hour Guard, Manager, Private Road, Security
HOA Name
Dan O’Connell
Tax Year
2024
Taxes
$50,194

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of Mar 07, 2026
247
Single Family Listed
104
Avg DOM
464
Avg $ / SqFt
$2,162,512
Avg List Price

Property Summary

    Located in the ISLEWORTH subdivision, 5243 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $5,325,000 and features 4 beds, 6 baths, and has approximately 6,424 square feet of living space, and was originally constructed in 1992. The current price per square foot is $829. The average price per square foot for Single Family listings in WINDERMERE is $464. The average listing price for Single Family in WINDERMERE is $2,162,512. To schedule a showing of MLS#o6348067 at 5243 ISLEWORTH COUNTRY CLUB DRIVE in WINDERMERE, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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5243 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL