LKV Realty
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$5,500,000
$7,200Reward *
5138 FAIRWAY OAKS DR, Windermere, FL 34786Listing ID O6401757

5138 FAIRWAY OAKS DR, Windermere, FL 34786

Active
ISLEWORTH
Time on site: 112 daysLast updated: May 5, 2026
Property Type
Property Type
Residential
Property Sub Type
Property Sub Type
Single Family Residence
Bedrooms
Bedrooms
4
Bathrooms
Bathrooms
5
Square Feet
Square Feet
5,911
Acres
Acres
0.5
Days on Site
Days on Site
112
Cooling
Cooling
Central Air, Zoned, Ceiling Fan(s)
Heating
Heating
Electric, Natural Gas
Year Built
Year Built
1994
Stories
Stories
1
Garages
Garages
3
Parking
Parking
Circular Driveway, Garage, Garage Door Opener, Garage Faces Side

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.

Property Information

Property Details

Location

Address
5138 FAIRWAY OAKS DR
County
Orange
City
Windermere
Zip Code
34786
Subdivision
ISLEWORTH
High School
Olympia High
Elementary School
Windermere Elem
MLS Area
34786 - Windermere

Interior Features

Beds and Baths

Bedrooms
4
Full Bathrooms
5

Building

Building Information

Square Feet
5,911
Year Built
1994
Stories
1
Construction
Block, Stucco
Foundation
Slab
Roof
Tile

Financial

Special Conditions
None

Property Taxes

Tax Annual Amount
$19,599
Tax Year
2025

Homeowner Association

HOA Fee
$3,672
HOA Fee Frequency
Quarterly
ISLEWORTH REALTY LLC, (407) 909-9000

Market Report for 34786

* The market data shown is based on available information from Multiple Listing Service (MLS) and/or public records. Data provided is for informational and educational purposes only and may not represent the full housing market. For more accurate information, consumers should consult a certified appraiser or licensed real estate agent.

*Average of $2,150 in rewards is calculated based on the purchase or sale of a home between $400,000 to $449,000. The median home price for all housing types is in the United States is $405,400 as of 2025 as reported by the National Association of Realtors® (NAR). The actual reward amount may vary depending on the purchase or sales price of the home. Please see the Lakeview Home Rewards program terms and conditions for more details. The National Association of Realtors® is a registered trademark of the National Association of Realtors®.

Source: Stellar MLS
Stellar MLS logo

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

For corrections to this data please contact Brytecore MLS Support.

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