About 5138 FAIRWAY OAKS DR, Windermere, Florida, 34786
Set along Isleworth’s signature 12th fairway, this fully reimagined estate captures the essence of refined golf course living within the renowned Isleworth Golf & Country Club—recognized among the finest private club communities in the world. Encompassing more than 4,300 square feet, the single-story residence has been completely transformed inside and out. Thoughtfully redesigned interiors showcase all-new flooring throughout, beautifully renovated bedrooms and baths, and a striking glass-enclosed wine tower serving as a true centerpiece that is both functional and an unforgettable conversation element anchoring the main living spaces. Every detail throughout the home has been elevated, from designer lighting installations that bring character and sophistication to each room, to the seamless flow of living and entertaining spaces. The kitchen is a true showpiece, featuring all-new appliances—including a striking black range with matching hood, refrigerator, and microwave—all accented with elegant gold detailing for a bold, designer-forward statement. Custom cabinetry is paired with exquisite countertops, highlighted by a dramatic waterfall-edge island that anchors the space and seamlessly blends everyday functionality with elevated, modern style.The outdoor living area features a reimagined pool and all-new pool deck creating a resort-style setting, perfectly positioned to take in breathtaking sunsets over the golf course and water. The half-acre homesite has been thoughtfully cleared and fenced to maximize both privacy and panoramic views, offering an exceptional backdrop for everyday living and entertaining alike. Framed by the fairways, the residence captures views of Lake Brenda - also known as Hourglass Pond - a small, privately maintained 10-acre water body that serves as a peaceful and picturesque part of the community setting. Additional features include a home office, in-home laundry room, and a three-car garage. Residents of Isleworth enjoy an unparalleled lifestyle surrounded by the Butler Chain of Lakes, with access to world-class golf, dining, and amenities, all just moments from Central Florida’s premier shopping, dining, and entertainment destinations.
Utilities : Cable Connected
Water Access : 0
Sewer : Septic Tank
Association Amenities : Cable TV
Parking Features : French Doors
Garage On Property : Yes.
Garage Spaces: 3
Security Features : Gated Community
Exterior Features : French Doors
Lot Features : Landscaped
Patio And Porch Features : Covered
Road Surface Type : Paved
Roof : Tile
Zoning : P-D
Heating : Electric
Cooling : Central Air
Construction Materials : Block
Interior Features : Built-in Features
Laundry Features : Corridor Access
Appliances : Bar Fridge
Flooring : Tile
Utilities : Cable Connected
Water Access : 0
Sewer : Septic Tank
Association Amenities : Cable TV
Parking Features : French Doors
Garage On Property : Yes.
Garage Spaces: 3
Security Features : Gated Community
Exterior Features : French Doors
Lot Features : Landscaped
Patio And Porch Features : Covered
Road Surface Type : Paved
Roof : Tile
Zoning : P-D
Heating : Electric
Cooling : Central Air
Construction Materials : Block
Interior Features : Built-in Features
Laundry Features : Corridor Access
Appliances : Bar Fridge
Flooring : Tile

Street Address: 5138 FAIRWAY OAKS DR
City: Windermere
State: Florida
Postal Code: 34786
County: Orange
Directions: From Apopka Vineland Road to West on Conroy Windermere to Left into Isleworth (Isleworth Country Club Drive) to Right on Fairway Oaks.

Property Information :
Listing Status: Active
Size: 4,330 Sqft
Lot Size: 0.50 Acres
MLS #: O6401757
Bedrooms: 4 bd
Bathrooms: 5 ba
Price: $5,500,000
Tax Amount: 19599.37
Construction Status: Built in 1994
Last Modified : Apr 26 2026 2:30AM
Amenities :
Fireplace

Courtesy of: Monica Lochmandy, ISLEWORTH REALTY LLC (MLS# 261013260)
Source MLS: StellarMLS