

5243 ISLEWORTH COUNTRY CLUB DRIVEWINDERMERE, FL 34786
Single Family · 4 Beds · 5 Full Baths · 1 Half Bath · 6,424 Sq. ft. | 0.51 Acres5243 ISLEWORTH COUNTRY CLUB DRIVE Overview
- Time on Site:
- 264 days
- Visits:
- 3
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.
5243 ISLEWORTH COUNTRY CLUB DRIVE Facts & Features
- Type Single Family
- Sq. ft. 6,424
- Price/Sq.ft. $794
- Lot 0.51 Acres
Details
General
Association/HOA
- Association Amenities: Gated,Park,Security
- Association Fee: 3672
- Association Fee Frequency: Quarterly
- Association Fee Includes: Guard - 24 Hour,Management,Private Road,Security
- Association Name: Dan O'Connell
- Association: Yes
School Information
- Elementary School: Windermere Elem
- Middle Or Junior School: Chain of Lakes Middle
- High School: Olympia High
Building Information
- New Construction: No
- Year Built: 1992
Location/Region
- Country: US
- County Or Parish: Orange
- MLS Area Major: 34786 - Windermere
- Subdivision Name: ISLEWORTH
- Township: 23
Community/Development
- Community Features: Buyer Approval Required,Deed Restrictions,Gated Community - Guard,Golf Carts OK,Golf,Park,Street Lights
Tax Information
- Tax Annual Amount: 50194
- Tax Year: 2024
General Information
- Furnished: Unfurnished
- Listing Terms: Cash,Conventional
- Ownership: Fee Simple
- Parcel Number: 28-23-16-3899-02-310
- Pets Allowed: Yes
- Property Sub Type: Single Family Residence
- Property Type: Residential
- Senior Community: No
- Special Listing Conditions: None
- Zoning: P-D
Interior
Parking Information
- Garage Spaces: 3
- Garage: Yes
Beds/Baths
- Bathrooms Full: 5
- Bathrooms Half: 1
- Bathrooms Total: 6
- Bedrooms Total: 4
Building Interior
- Building Area Source: Public Records
- Building Area Total: 7246
- Building Area Units: Square Feet
General Information
- Appliances: Bar Fridge,Dishwasher,Disposal,Dryer,Electric Water Heater,Exhaust Fan,Ice Maker,Microwave,Range,Range Hood,Refrigerator,Washer,Wine Refrigerator
- Cooling: Central Air,Zoned
- Fireplace Features: Gas,Living Room,Outside
- Fireplace: Yes
- Flooring: Carpet,Marble,Tile,Wood
- Foundation Details: Slab
- Heating: Central,Electric,Zoned
- Interior Features: Built-in Features,Ceiling Fans(s),Central Vaccum,Coffered Ceiling(s),Crown Molding,Eat-in Kitchen,High Ceilings,Living Room/Dining Room Combo,Open Floorplan,Primary Bedroom Main Floor,Solid Wood Cabinets,Stone Counters,Thermostat,Vaulted Ceiling(s),Walk-In Closet(s),Wet Bar,Window Treatments
- Laundry Features: Inside
- Levels: Two
- Living Area: 6424
- Living Area Source: Estimated
- Living Area Units: Square Feet
- Other Equipment: Irrigation Equipment
- Security Features: Closed Circuit Camera(s),Gated Community,Security System,Security System Owned,Smoke Detector(s),Touchless Entry
- Spa: No
- Window Features: Blinds,Insulated Windows,Shutters,Thermal Windows
Exterior
Parking Information
- Parking Features: Circular Driveway,Garage Faces Side,Golf Cart Garage
Lot Information
- Additional Parcels: No
- Lot Features: In County,Level,On Golf Course,Paved
- Lot Size Acres: 0.51
- Lot Size Square Feet: 22199
- Road Responsibility: Private Maintained Road
- Road Surface Type: Asphalt
- Vegetation: Mature Landscaping,Oak Trees
- Water Source: Public
Waterfront/View
- View: Golf Course,Water
- Water Body Name: LAKE CHASE
- Waterfront: No
Building Exterior/Construction
- Architectural Style: Custom,Mediterranean
- Attached Garage: Yes
- Construction Materials: Block,Stucco
- Direction Faces: North
- Patio And Porch Features: Covered,Porch,Rear Porch
- Roof: Tile
General Information
- Carport: No
- Exterior Features: French Doors,Lighting,Outdoor Kitchen,Storage
- Fencing: Fenced,Other
- Other Structures: Outdoor Kitchen
- Pool Features: Heated,In Ground,Salt Water
- Pool Private: Yes
- Sewer: Septic Tank
- Utilities: Cable Connected,Natural Gas Connected,Underground Utilities,Water Connected
Room Information
Room: Den
- Level: First
- Dimensions: 17x13
- Length: 13
- Width: 17
- Description: Room4
Room: Dinette
- Level: First
- Dimensions: 14x11
- Length: 11
- Width: 14
- Description: Room6
Room: Dining Room
- Level: First
- Dimensions: 18x12
- Length: 12
- Width: 18
- Description: Room3
Room: Family Room
- Level: First
- Dimensions: 27x26
- Length: 26
- Width: 27
- Description: Room1
Room: Kitchen
- Level: First
- Dimensions: 18x17
- Length: 17
- Width: 18
- Description: Room5
Room: Living Room
- Level: First
- Dimensions: 27x22
- Length: 22
- Width: 27
- Description: Room2
Room: Primary Bedroom
- Level: First
- Dimensions: 23x20
- Length: 20
- Width: 23
- Description: Room7
Room: Bedroom 3
- Level: Second
- Dimensions: 19x13
- Length: 13
- Width: 19
- Description: Room8
- Features: En Suite Bathroom
Room: Bedroom 3
- Level: Second
- Dimensions: 17x12
- Length: 12
- Width: 17
- Description: Room9
- Features: En Suite Bathroom
Room: Bedroom 4
- Level: Second
- Dimensions: 16x12
- Length: 12
- Width: 16
- Description: Room10
- Features: En Suite Bathroom
Room: Media Room
- Level: Second
- Dimensions: 17x13
- Length: 13
- Width: 17
- Description: Room11
5243 ISLEWORTH COUNTRY CLUB DRIVE Neighborhood
Community
34786 (WINDERMERE) Demographics
Schools
School data unavailable, School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.5243 ISLEWORTH COUNTRY CLUB DRIVE Monthly Cost
5243 ISLEWORTH COUNTRY CLUB DRIVE Market Data
Based on the last 30 days in this zip code
5243 ISLEWORTH COUNTRY CLUB DRIVE History
| Date | Value | Agent |
|---|---|---|
| 3/11/2026Source: My Florida Regional MLS | $5,100,000 -4.2% |
|
| 10/9/2025Source: My Florida Regional MLS | October 09, 2025 |
|
| 8/20/2024Source: My Florida Regional MLS | Sold |
|
| 8/12/2024Source: My Florida Regional MLS | Pending |
|
| 8/1/2024Source: My Florida Regional MLS | August 01, 2024 |
|
| 10/14/2022Source: My Florida Regional MLS | October 14, 2022 |

