Home in 5074 Isleworth Country Club Dr Windermere for sale with MLS# O6373191
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 Dr, Windermere, FL 34786
- Price:
- $7,250,000.00
- Previous Asking Price:
- $7,595,000.00
- Original List Price:
- $7,595,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $1,021.27
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6373191
- Bedrooms:
- 5
- Bathrooms Total:
- 7
- Full Bath:
- 6
- Half Bath:
- 1
- Additional Rooms:
- Den/library/office
- Living Area:
- 7,099 Sqft
- Built-Up Area:
- 9,236 Sqft
- Lot Area:
- 23,455 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Size Acres:
- 0.54
- Waterfront:
- No
- Private Pool
- Swimming Pool Features:
- Heated, In Ground, Salt Water, Lighting, Tile
- Spa
- Spa Features:
- Heated, In Ground
- Furnished:
- Negotiable
- Appliances:
- Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Cooktop, Freezer, Built-in Oven, Exhaust Fan, Wine Refrigerator, Bar Fridge
- Interior:
- Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Built-in Features, Wet Bar, Ceiling Fans(s), Open Floorplan, Smart Home, Split Bedroom, Thermostat, Crown Molding, Dry Bar, Primary Bedroom Main Floor, Primarybedroom Upstairs
- Exterior:
- Balcony, Lighting, Outdoor Grill, Outdoor Shower, Sliding Doors, Rain Gutters, Outdoor Kitchen, Sprinkler Metered
- Laundry:
- Upper Level
- Fireplace
- Fireplace:
- Electric
- Air Conditioning System:
- Zoned, Central Air
- Heating System:
- Electric, Zoned, Natural Gas, Natural Gas
- Property Entrance Faces:
- East
- Water Access
- Water Access Features:
- Lake - Chain Of Lakes
- Year Built:
- 1988
- Roof:
- Tile
- Levels:
- Two
- Construction Materials:
- Block, Stucco, Concrete
- Flooring:
- Carpet, Tile
- Number of stories:
- 1
- Foundation Details:
- Slab, Block
- Flood Zone Code:
- X
- Tax Annual Amount:
- $21,279.23
- Tax Year:
- 2024
- Association Fee:
- $1,224.00
- Association Fee Frequency:
- Monthly
- Total Annual Fees:
- $14,688.00
- Total Monthly Fees:
- $1,224.00
- Garage
- Garage Spaces:
- 3
- Attached Garage
- Sewer:
- Septic Tank
- Utilities Available:
- Cable Available, Electricity Connected, Water Connected, Public
- Water Source:
- Public
- Association
- Pets Allowed?
- Subdivision Name:
- ISLEWORTH
- Senior Community:
- No
- Association Fee Required:
- Required
- Association Management:
- Dan O'Connell
- Association Phone:
- 407-909-2071
- Occupant Type:
- Vacant
- Lease Considered:
- No
- Tax Legal Description:
- ISLEWORTH 16/118 LOT 45
- Real Estate Folio Number (Parcel Number):
- 16-23-28-3899-00-450
- Zoning:
- P-D
- Title to the property is held by owner as:
- Fee Simple
- Originally published on:
- January 14, 2026 1:51 pm
- Active on the market since:
- January 14, 2026
- Listing Agreement executed on:
- January 14, 2026
- Price change occurred on:
- May 21, 2026 3:30 pm
- Listing Status Last Changed On:
- January 14, 2026 1:51 pm
- Photos updated on:
- June 10, 2026 4:13 pm
- Last Modified:
- July 2, 2026 5:20 pm
- Courtesy of:
- MEM REALTY GROUP
- Attribution:
- 407-/58-3702
- Road Surface Type:
- Paved
- Street Name:
- ISLEWORTH COUNTRY CLUB
- Street Number:
- 5074
- City:
- WINDERMERE
- State:
- Florida
- Zip Code:
- 34786
- County:
- Orange
- Latitude:
- N28° 29' 21.9''
- Longitude:
- W82° 28' 49.4''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
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