


5074 ISLEWORTH COUNTRY CLUB DRIVEWINDERMERE, FL 34786
Single Family · 5 Beds · 6 Full Baths · 1 Half Bath · 7,099 Sq. ft. | 0.54 Acres5074 ISLEWORTH COUNTRY CLUB DRIVE Overview
- Time on Site:
- 167 days
- Visits:
- 0
A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef’s kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef’s pantry and temperature-controlled wine cellar enhance both functionality and style. The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Florida’s most prominent communities.
5074 ISLEWORTH COUNTRY CLUB DRIVE Facts & Features
- Type Single Family
- Sq. ft. 7,099
- Price/Sq.ft. $1,021
- Lot 0.54 Acres
Details
General
Association/HOA
- Association Fee: 1224
- Association Fee Frequency: Monthly
- Association Name: Dan O'Connell
- Association: Yes
Building Information
- New Construction: No
- Year Built: 1988
Location/Region
- Country: US
- County Or Parish: Orange
- MLS Area Major: 34786 - Windermere
- Subdivision Name: ISLEWORTH
- Township: 23
Tax Information
- Tax Annual Amount: 21279.23
- Tax Year: 2024
General Information
- Furnished: Negotiable
- Ownership: Fee Simple
- Parcel Number: 16-23-28-3899-00-450
- 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: 6
- Bathrooms Half: 1
- Bathrooms Total: 7
- Bedrooms Total: 5
Building Interior
- Building Area Source: Public Records
- Building Area Total: 9236
- Building Area Units: Square Feet
General Information
- Appliances: Bar Fridge,Built-In Oven,Cooktop,Dishwasher,Disposal,Dryer,Exhaust Fan,Freezer,Microwave,Refrigerator,Washer,Wine Refrigerator
- Cooling: Central Air,Zoned
- Fireplace Features: Electric
- Fireplace: Yes
- Flooring: Carpet,Tile
- Foundation Details: Block,Slab
- Heating: Electric,Natural Gas,Zoned
- Interior Features: Built-in Features,Ceiling Fans(s),Crown Molding,Dry Bar,Eat-in Kitchen,High Ceilings,Open Floorplan,Primary Bedroom Main Floor,PrimaryBedroom Upstairs,Smart Home,Split Bedroom,Thermostat,Walk-In Closet(s),Wet Bar
- Laundry Features: Upper Level
- Levels: Two
- Living Area: 7099
- Living Area Source: Public Records
- Living Area Units: Square Feet
- Spa Features: Heated,In Ground
- Spa: Yes
- Stories Total: 1
Exterior
Lot Information
- Additional Parcels: No
- Lot Size Acres: 0.54
- Lot Size Square Feet: 23455
- Road Surface Type: Paved
- Water Source: Public
Waterfront/View
- Waterfront: No
Building Exterior/Construction
- Attached Garage: Yes
- Construction Materials: Block,Concrete,Stucco
- Direction Faces: East
- Roof: Tile
General Information
- Carport: No
- Exterior Features: Balcony,Lighting,Outdoor Grill,Outdoor Kitchen,Outdoor Shower,Rain Gutters,Sliding Doors,Sprinkler Metered
- Pool Features: Heated,In Ground,Lighting,Salt Water,Tile
- Pool Private: Yes
- Sewer: Septic Tank
- Utilities: Cable Available,Electricity Connected,Public,Water Connected
Room Information
Room: Bedroom 1
- Level: First
- Dimensions: 14x11
- Length: 11
- Width: 14
Room: Bedroom 2
- Level: First
- Dimensions: 13x12
- Length: 12
- Width: 13
Room: Dining Room
- Level: First
- Dimensions: 14x12
- Length: 12
- Width: 14
Room: Family Room
- Level: First
- Dimensions: 19x17
- Length: 17
- Width: 19
Room: Kitchen
- Level: First
- Dimensions: 25x13
- Length: 13
- Width: 25
Room: Living Room
- Level: First
- Dimensions: 26x23
- Length: 23
- Width: 26
Room: Office
- Level: First
- Dimensions: 15x11
- Length: 11
- Width: 15
Room: Primary Bathroom
- Level: First
- Dimensions: 16x15
- Length: 15
- Width: 16
Room: Primary Bedroom
- Level: First
- Dimensions: 21x14
- Length: 14
- Width: 21
Room: Bedroom 3
- Level: Second
- Dimensions: 21x13
- Length: 13
- Width: 21
Room: Bedroom 4
- Level: Second
- Dimensions: 16x15
- Length: 15
- Width: 16
5074 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.5074 ISLEWORTH COUNTRY CLUB DRIVE Monthly Cost
5074 ISLEWORTH COUNTRY CLUB DRIVE Market Data
Based on the last 30 days in this zip code
5074 ISLEWORTH COUNTRY CLUB DRIVE History
| Date | Value | Agent |
|---|---|---|
| 5/21/2026Source: My Florida Regional MLS | $7,250,000 -4.5% |
|
| 1/14/2026Source: My Florida Regional MLS | January 14, 2026 |
|
| 10/14/2022Source: My Florida Regional MLS | October 14, 2022 |
|
| 10/14/2022Source: My Florida Regional MLS | October 14, 2022 |
|
| 10/14/2022Source: My Florida Regional MLS | October 14, 2022 |
|
| 10/14/2022Source: My Florida Regional MLS | October 14, 2022 |













































































