$5,325,000

5243 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE

4

Beds

5.5

Baths

6,424 ft2

Property Size

O6348067

MLS #

About The Property

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.

Listing updated: October 29, 2025 at 12:31am

Listed by Realtor: Rob Rahter

Listed by office:  STOCKWORTH REALTY GROUP

Source: Stellar MLS

Property Details

Listing Id: O6348067
Price: $5,325,000
Property Size: 6,424 ft2
Property Lot Size: 1 ft2
Rooms: 11
Bedrooms: 4
Bathrooms: 5.5
Architectural Style: Custom, Mediterranean
Association Amenities: Gated, Park, Security
Association Fee: 3129
Association Fee Frequency: Quarterly
Bathrooms Full: 5
Bathrooms Half: 1
Modification Timestamp: October 29, 2025 at 12:36am
Building Area Total: 7246
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
Cooling: Central Air, Zoned
CoveredSpaces: 3
CumulativeDaysOnMarket: 19
DaysOnMarket: 19
DirectionFaces: North
ElementarySchool: Windermere Elem
Fencing: Fenced, Other
FireplaceFeatures: Gas, Living Room, Outside
Flooring: Carpet, Marble, Porcelain Tile, Hardwood
FoundationDetails: Slab
Furnished: Unfurnished
GarageSpaces: 3
HighSchool: Olympia High
Laundry Features: Inside
Levels: Two
List AOR: Orlando Regional
List Agent AOR: Orlando Regional
List Agent Email: rob@stockworth.com
List Agent Full Name: Rob Rahter
List Agent MlsId: 261090118
ListOfficeMlsId: 50198
List Office Name: STOCKWORTH REALTY GROUP
ListOfficePhone: 407-909-5900
Listing Terms: Cash, Conventional
Living Area Source: Estimated
Lot Features: In County, Level, On Golf Course
LotSizeArea: 22199
LotSizeSquareFeet: 22199
MLS Area Major: 34786 - Windermere
MiddleOrJuniorSchool: Chain of Lakes Middle
MlsStatus: Active
ModificationTimestamp: October 29, 2025 at 12:31am
OnMarketDate: 2025-10-09
Originating System Name: Stellar MLS
Other Structures: Outdoor Kitchen
Ownership: Fee Simple
Parcel Number: 282316389902310
Parking Features: Circular Driveway, Garage Faces Side, Golf Cart Garage
Pets Allowed: Yes
Pool Features: Heated, In Ground, Salt Water
Roof: Tile
Security Features: Closed Circuit Camera(s), Gated Community, Security System, Security System Owned, Smoke Detector(s), Touchless Entry
Sewer: Septic Tank
State Or Province: FL
Status Change Timestamp: October 9, 2025 at 09:54pm
Street Name: ISLEWORTH COUNTRY CLUB
Street Number: 5243
Street Number Numeric: 5243
Street Suffix: DRIVE
Tax Annual Amount: 50194
Tax Block: 2
Tax Book Number: 16-118
Tax Year: 2024
Utilities: Cable Connected, Natural Gas Connected, Street Lights, Underground Utilities, Water Connected
View: Golf Course, Water
Water Source: Public
Window Features: Blinds, Insulated Windows, Shutters, Thermal Windows
Year Built: 1992
Zoning: P-D
FeedTypes: IDX
Source System Key: 771101249
OriginalEntryTimestamp: October 9, 2025 at 09:54pm
OriginalListPrice: 5325000

Amenities and Features

Outdoor Details
Garage Attached
Other Features
Bar Fridge
Built-in Features
Ceiling Fan(s)
Central Vacuum
Coffered Ceiling(s)
Crown Molding
Dishwasher
Disposal
Dryer
Eating Space In Kitchen
Electric Water Heater
Exhaust Fan
French Doors
Has a View
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Has Pool
High Ceilings
Home Owners Association
Ice Maker
Irrigation System
Lighting
Living Room/Dining Room Combo
Microwave
Open Floorplan
Open Parking
Outdoor Kitchen
Primary Bedroom Main Floor
Range
Range Hood
Refrigerator
Solid Wood Cabinets
Stone Counters
Storage
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)
Washer
Wet Bar
Window Treatments
Wine Refrigerator

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$27,302.33
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  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
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Property ID - | 730198

All listings featuring of Stellar MLS are provided by Stellar MLS. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by MLS.

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