
5074 Isleworth Country Club DriveWindermere, FL, 34786
- Price per sqft
- $1,021
- Days on market
- 267
- Listed Jan 14, 2026
About this property
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.
Top Villas Intelligence
Projected rental revenue and ownership costs
Property details
- Property type
- Single Family Residence
- Street address
- 5074 Isleworth Country Club Drive
- City
- Windermere
- State
- FL
- ZIP code
- 34786
- Year built
- 1988
- New construction
- No
- Faces
- East
- Rooms
- 11
- Building stories
- 1
- Living area
- 7,099 sqft
- Total building area
- 9,236 sqft
- Levels
- Two
Price & sale history
Asking price reduced by $345,000 (4.5%) since first listed.
| Date | Event | Price | Change from previous recorded asking price |
|---|---|---|---|
| Price reducedMLS #O6373191 | $7,250,000Change: −4.5%−$345,000 | −4.5%−$345,000 | |
| Listed for saleMLS #O6373191 | $7,595,000 | Not applicable | |
| SoldMLS #O5452725 | $1,050,000 | Not applicable | |
| Listed for saleMLS #O5452725 | $1,250,000 | Not applicable |
Location
Recent sales nearby























