5243 Isleworth Country Club Drive, Windermere, FL 34786
Local realty services provided by:ERA American Suncoast
Listed by: rob rahter
Office: stockworth realty group
MLS#:O6348067
Source:MFRMLS
Price summary
- Price:$5,100,000
- Price per sq. ft.:$703.84
- Monthly HOA dues:$1,224
About this home
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....
Contact an agent
Home facts
- Year built:1992
- Listing ID #:O6348067
- Added:271 day(s) ago
- Updated:July 08, 2026 at 12:16 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Flooring:Carpet, Marble, Tile, Wood
- Dining Description:Breakfast Room, Eat In Kitchen, Living Room/Dining Room Combo
- Kitchen Description:Bar Fridge, Dishwasher, Disposal, Eat-in Kitchen, Exhaust Fan, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Solid Wood Cabinets, Stone Counters, Wet Bar, Wine Refrigerator
- Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Walk-In Closet(s)
- Living area:6,424 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Central, Electric, Zoned
- Central air:Yes
Structure and exterior
- Roof:Tile
- Year built:1992
- Building area:6,424 sq. ft.
- Lot area:0.51 Acres
- Lot Features:Level, On Golf Course, Paved
- Architectural Style:Custom, Mediterranean
- Construction Materials:Block, Stucco
- Exterior Features:Covered Porch/Patio, Lighting, Outdoor Kitchen, Porch, Rear Porch
- Foundation Description:Slab
- Levels:2 Story
Schools
- High school:Olympia High
- Middle school:Chain of Lakes Middle
- Elementary school:Windermere Elem
Utilities
- Water:Public, Water Connected
- Sewer:Septic Tank
Finances and disclosures
- Price:$5,100,000
- Price per sq. ft.:$703.84
- Tax amount:$50,194 (2024)
Features and amenities
- Appliances:Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Irrigation Equipment, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
- Laundry features:Dryer, Inside, Washer
- Amenities:Built-In Features, Cable Connected, Ceiling Fans(s), Central Vaccum, Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, Gated, High Ceilings, Irrigation Equipment, Living Room/Dining Room Combo, Natural Gas Connected, Open Floorplan, Park, Primary Bedroom Main Floor, Security, Solid Wood Cabinets, Stone Counters, Thermostat, Underground Utilities, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
- Pool features:Heated, In Ground, Private Pool, Salt Water
- Smart home:Yes
Parking
- Parking description:Attached Garage, Circular Driveway, Garage Faces Side, Golf Cart Garage
- Garage:Yes
- Garage spaces:3
New listings near 5243 Isleworth Country Club Drive
- New
$6,700,000Active8 beds 10 baths8,133 sq. ft.8342 Boyla Court, WINDERMERE, FL 34786
MLS# O6422852Listed by: THE SIMON SIMAAN GROUP - New
$295,000Active2 beds 2 baths1,161 sq. ft.11564 Mizzon Drive #102, WINDERMERE, FL 34786
MLS# O6423023Listed by: URBAN-O REAL ESTATE SOLUTIONS - New
$1,300,000Active5 beds 5 baths3,835 sq. ft.7231 Sangalla Drive, WINDERMERE, FL 34786
MLS# O6422598Listed by: THE AGENCY FL - Open Sat, 1:30 to 2pmNew
$679,000Active3 beds 3 baths2,177 sq. ft.2053 Woody Drive, WINDERMERE, FL 34786
MLS# O6421738Listed by: LPT REALTY, LLC - New
$1,795,000Active4 beds 4 baths3,556 sq. ft.6241 Blakeford Drive, WINDERMERE, FL 34786
MLS# O6417788Listed by: KEENE'S POINTE REALTY - New
$1,200,000Active4 beds 3 baths3,540 sq. ft.2009 Woody Drive, WINDERMERE, FL 34786
MLS# O6422132Listed by: REVEL REALTY LLC - New
$444,900Active3 beds 3 baths1,642 sq. ft.7060 Ventnor Drive, WINDERMERE, FL 34786
MLS# S5153025Listed by: AGENT TRUST REALTY CORPORATION - New
$489,000Active3 beds 3 baths1,636 sq. ft.13845 Bridgewater Crossings Blvd, WINDERMERE, FL 34786
MLS# O6421552Listed by: KELLER WILLIAMS REALTY AT THE PARKS - New
$650,000Active5 beds 4 baths2,966 sq. ft.12912 Droxford Road, WINDERMERE, FL 34786
MLS# O6422064Listed by: LPT REALTY, LLC - New
$1,230,000Active4 beds 3 baths3,478 sq. ft.2512 Tryon Place, WINDERMERE, FL 34786
MLS# O6422154Listed by: CENTURY 21 CARIOTI