5243 Isleworth Country Club Drive Windermere, FL 34786
Listing Courtesy of: MLS LogoSTELLAR / Stockworth Realty Group - Contact:  407-909-5900

  5243 Isleworth Country Club Drive Windermere, FL 34786

Active (23 Days)
$5,325,000 (USD)
4
BED
6
BATH
6,424
SQFT

Description

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.

MLS #:
O6348067
Taxes
$50,194(2024)
Lot Size
0.51 acres
Type
Single-Family Home
Year Built
1992
Style
Custom, Mediterranean
Views
Water, Golf Course
County
Orange County

Listed By

Rob Rahter, Stockworth Realty Group, Contact: 407-909-5900
Source
STELLAR
Last checked Nov 2 2025 at 5:11 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 5
  • Half Bathroom: 1
Interior Features
  • Great Room
  • Attic
  • Unfurnished
  • Stone Counters
  • Solid Wood Cabinets
  • Breakfast Room Separate
  • Media Room
  • Loft
  • Wet Bar
  • Den/Library/Office
  • Family Room
  • Crown Molding
  • Living Room/Dining Room Combo
  • Storage Rooms
  • Walk-In Closet(s)
  • Window Treatments
  • Appliances: Dishwasher
  • Appliances: Electric Water Heater
  • Appliances: Refrigerator
  • Appliances: Washer
  • Ceiling Fans(s)
  • Open Floorplan
  • Appliances: Disposal
  • Appliances: Range Hood
  • Appliances: Microwave
  • Appliances: Range
  • Vaulted Ceiling(s)
  • Appliances: Dryer
  • Central Vaccum
  • Appliances: Exhaust Fan
  • Appliances: Ice Maker
  • Coffered Ceiling(s)
  • Appliances: Bar Fridge
  • Appliances: Wine Refrigerator
  • Thermostat
  • Eat-In Kitchen
  • High Ceilings
  • Built-In Features
  • Primary Bedroom Main Floor
Subdivision
  • Isleworth
Lot Information
  • Level
  • In County
  • On Golf Course
  • Paved
Property Features
  • Fireplace: Living Room
  • Fireplace: Gas
  • Fireplace: Outside
  • Foundation: Slab
Heating and Cooling
  • Central
  • Electric
  • Zoned
  • Central Air
Pool Information
  • In Ground
  • Salt Water
  • Heated
Homeowners Association Information
  • Dues: $3129/Quarterly
Flooring
  • Carpet
  • Wood
  • Marble
  • Tile
Exterior Features
  • Block
  • Stucco
  • Roof: Tile
Utility Information
  • Utilities: Cable Connected, Water Connected, Water Source: Public, Underground Utilities, Natural Gas Connected
  • Sewer: Septic Tank
School Information
  • Elementary School: Windermere Elem
  • Middle School: Chain of Lakes Middle
  • High School: Olympia High
Garage
  • 31X24
Parking
  • Circular Driveway
  • Golf Cart Garage
  • Garage Faces Side
Living Area
  • 6,424 sqft
Additional Information: Stockworth Realty Group | 407-909-5900
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 11/1/25 22:11