


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

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- HomeServices Insurance
- 904-254-6309
- Contact
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 |











































































