FL
Orange
WINDERMERE
34786
5138 FAIRWAY OAKS DR Dr
5138 FAIRWAY OAKS DR Dr, WINDERMERE, FL 34786
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Listing Type
Single Family
Listing Status
Active
51
$5,500,000

Home Details for 5138 FAIRWAY OAKS DR Dr

Price
$5,500,000
Type
Residential
Bedrooms
4
Total Bathrooms
5
Full Bathrooms
5
Square feet
4330
Year built
1994
Lot size acres
0.5
County
Orange
Total rooms
13
Garage
3
MLS Listing#
O6401757
Hoa
3672
Property 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.

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Property Features
  • Utilities
    • Cable Available
    • Natural Gas Available
    • Cable Connected
    • Electricity Connected
    • Natural Gas Connected
    • Water Connected
  • House Interior
    • Built-in Features
    • Crown Molding
    • Eat-in Kitchen
    • Stone Counters
    • Walk-In Closet(s)
  • Parking
    • Circular Driveway
    • Garage Door Opener
    • Garage Faces Side
    • Attached
  • Cooling Information
    • Central Air
    • Zoned
  • Heating Information
    • Electric
    • Natural Gas
  • Water Features
    • Public
  • Garage
    • 1
  • Fire Place
    • Family Room
School Information
School Information for 5138 FAIRWAY OAKS DR Dr, WINDERMERE, FL 34786
Elementary School
Windermere Elem
Middle School
Chain of Lakes Middle
High School
Olympia High
Listing Courtesy: ISLEWORTH REALTY LLC - 407-909-9000
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.
Last Updated: 2026-04-25 12:00:31
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EXIT SUCCESS REALTY
18120 Powell Rd, Brooksville, FL 34604
Carol Ridlon
REALTORÁ®
Office
352 686 2222
Agent
352 346 8728
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