Property
ActiveResidential
1/60
$5,100,000

5243 ISLEWORTH COUNTRY CLUB DRIVE

Windermere, FL 34786
4
Beds
6
Baths
6,424
SqFt
0.51
Acres
STELLAR
#O6348067
Updated: Mar 11, 2026, 1:23pm

Property 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.
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Included Appliances
Bar FridgeDishwasherDisposalDryerElectric Water HeaterExhaust FanIce MakerMicrowaveRangeRange HoodRefrigeratorWasherWine Refrigerator

Property Details

Highlights
View
Yes
Interior
Additional Rooms
AtticBreakfast Room SeparateDen/Library/OfficeFamily RoomGreat RoomLoftMedia RoomStorage Rooms
Appliances
Bar FridgeDishwasherDisposalDryerElectric Water HeaterExhaust FanIce MakerMicrowaveRangeRange HoodRefrigeratorWasherWine Refrigerator
Bathrooms Total Decimal
5.5
Building Area Total
7246
Cooling
Central AirZoned
Fireplace Features
GasLiving RoomOutside
Flooring
CarpetMarblePorcelain TileHardwood
Furnished
Unfurnished
Heating
CentralElectricZoned
Interior Features
Built-in FeaturesCeiling Fan(s)Central VacuumCoffered Ceiling(s)Crown MoldingEating Space In KitchenHigh CeilingsLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main FloorSolid Wood CabinetsStone CountersThermostatVaulted Ceiling(s)Walk-In Closet(s)Wet BarWindow Treatments
Laundry Features
Inside
Living Area
6424
Rooms Total
11
Security Features
Closed Circuit Camera(s)Gated CommunitySecurity SystemSecurity System OwnedSmoke Detector(s)Touchless Entry
Window Features
BlindsInsulated WindowsShuttersThermal Windows
Construction
Architectural Style
CustomMediterranean
Building Area Source
Public Records
Building Area Units
Square Feet
Construction Materials
BlockStucco
Direction Faces
North
Foundation Details
Slab
Levels
Two
Living Area Source
Estimated
Living Area Units
Square Feet
Roof
Tile
Year Built
1992
Site & Exterior
Covered Spaces
3
Exterior Features
French DoorsIrrigation SystemLightingOutdoor KitchenStorage
Fencing
FencedOther
Flood Zone Code
X
Garage Dimensions
31x24
Garage Spaces
3
I D X Participation
Yes
Lot Features
In CountyLevelOn Golf Course
Lot Size Acres
0.51
Lot Size Area
22199
Lot Size Square Feet
22199
Lot Size Units
Square Feet
Open Parking
Yes
Other Structures
Outdoor Kitchen
Parking Features
Circular DrivewayGarage Faces SideGolf Cart Garage
Patio And Porch Features
CoveredPorchRear Porch
Pool Features
HeatedIn GroundSalt Water
Public Survey Range
28
Public Survey Section
16
Road Frontage Type
Street Paved
Road Responsibility
Private Maintained Road
Road Surface Type
PavedAsphalt
Sewer
Septic Tank
Total Acreage
1/2 to less than 1
Utilities
Cable ConnectedNatural Gas ConnectedStreet LightsUnderground UtilitiesWater Connected
Vegetation
Mature LandscapingOak Trees
View
Golf CourseWater
Water Access
Yes
Water Body Name
LAKE CHASE
Water Extras
Yes
Water Source
Public
Water View
Yes
Zoning
P-D
Zoning Compatible
Yes
Financials
Amenities Additional Fees
Club amenities are available to Club members only. Residents of the community are not required to join the Isleworth Golf & Country Club.
Association Fee
3672
Association Fee Frequency
Quarterly
Association Fee Includes
24-Hour GuardManagerPrivate RoadSecurity
Calculated List Price By Calculated Sq Ft
793.9
Contract Status Change Date
2025-10-09
Current Price
5100000
Feed Types
BBO
Lease Considered
Yes
Minimum Lease
1-2 Years
Monthly H O A Amount
1224
Owner Name
ENID ACQUISITION LLC
Ownership
Fee Simple
Parcel Number
282316389902310
Public Survey Township
23
Tax Annual Amount
50194
Tax Block
2
Tax Book Number
16-118
Tax Legal Description
ISLEWORTH 16/118 LOT 231
Tax Lot
231
Tax Year
2024
Total Annual Fees
14688
Total Monthly Fees
1224

Neighborhood & Lifestyle

Community & Association
Additional Lease Restrictions
Contact the Isleworth Community Association (ICA); Minimum 1 year lease required
Association Amenities
GatedParkSecurity
Association Approval Required
Yes
Association Email
Dan.oconnell@isleworth.com
Association Fee Requirement
Required
Association Name
Dan O'Connell
Association Phone
407-909-2071
Association U R L
isleworth.com
Community Features
Community Boat RampPrivate Boat RampWater AccessBuyer Approval RequiredDeed RestrictionsGated Community - GuardGolf Carts OKGolfPark
Lease Restrictions
Yes
M L S Area Major
34786 - Windermere
Pet Restrictions
Refer to ICA Documents
Pets Allowed
Yes
Subdivision Name
ISLEWORTH
Schools
Ratings
Elementary
Windermere Elem
Middle
Chain of Lakes Middle
High
Olympia High
Listing provided courtesy of STELLAR via IDX. Updated: Mar 11, 2026, 1:23pm.
Rob Rahter

Listing Agent

STOCKWORTH REALTY GROUP

Call Agent