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Asking Price

$ 5,500,000

Status

Active

5138 FAIRWAY OAKS DR

WINDERMERE, FL,34786, ISLEWORTH

Overview

4 Bedrooms

5 Bathrooms

3 Garage

4,330 sqft

Year Built: 1994


School Nearby

Chain of Lakes Middle

Olympia High

Windermere Elem

Description

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.


Features

Status:   Active

Beds:    4

Baths:   5

Square Footage:   4,330 Sq. Ft

HOA Fee:   3672

Property Type:   Single Family Residence

MLS Number:   O6401757

Days on Market:   10

Year Built:   1994

Lot Size:  

County:   Orange

Taxes:   $19,599.00


Address

5138 FAIRWAY OAKS DR , WINDERMERE ,FL

Listing provided by: ISLEWORTH REALTY LLC, 407-909-9000

Asking Price

$5,500,000

Status

Active

Similar Properties

Based on information submitted to the MLS GRID as of 05/05/2026 14:33. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information.