5138 Fairway Oaks Dr, Windermere, FL 34786 (MLS # O6401757)

5138 Fairway Oaks Dr, Windermere, FL 34786 (MLS # O6401757)

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407-625-6667
407-625-6667
Speaks English and Spanish

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PRICE $5,500,000 dsIDX morgage calculator
BEDS 4
BATHS 5
HOME SIZE 4,330 sqft
LOT SIZE 21,780 sqft

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.

DAYS ON MARKET 13 LAST UPDATED 4/25/2026
TRACT ISLEWORTH YEAR BUILT 1994
COMMUNITY 34786 - Windermere GARAGE SPACES 3.0
COUNTY Orange STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Windermere Elem
Jr. High School Chain of Lakes Middle
High School Olympia High


ADDITIONAL DETAILS
AIR Central Air, Zoned
AIR CONDITIONING Yes
AMENITIES Cable TV, Internet, Maintenance Grounds, Security
APPLIANCES Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
AREA 34786 - Windermere
CONSTRUCTION Block, Stucco
EXTERIOR Lighting, Rain Gutters
FIREPLACE Yes
GARAGE Yes
HEAT Electric, Natural Gas
HOA DUES 3672
INTERIOR Built-in Features, Crown Molding, Eat-in Kitchen, Stone Counters, Walk-In Closet(s)
LOT 0.5 acre(s)
LOT DESCRIPTION Landscaped, On Golf Course
PARKING Circular Driveway, Garage Door Opener, Garage Faces Side, Attached
POOL Yes
POOL DESCRIPTION Heated, In Ground, Private
SEWER Septic Tank
STORIES 1
STYLE Traditional
SUBDIVISION ISLEWORTH
TAXES 19599.37
UTILITIES Cable Available, Natural Gas Available, Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected
VIEW Yes
VIEW DESCRIPTION Lake, Pond, Water, Golf Course
WATER Public
WATER ACCESS LAKE BRENDA AKA HOURGLASS POND
MORTGAGE CALCULATOR
   

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Listing provided by Monica Lochmandy, ISLEWORTH REALTY LLC, 407-909-9000
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 5/5/26 3:55 PM PDT.

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