5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786

Description of 5138 FAIRWAY OAKS DR, WINDERMERE, FL 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.

Property Details for 5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786

Bathrooms Full

5

Bathrooms Half

0

Interior Features

Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Solid Surface Counters, Stone Counters, Thermostat, Walk-In Closet(s)

Appliances

Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator

Flooring

Porcelain Tile

Heating

Electric, Natural Gas

Cooling

Central Air, Zoned

Furnished

Furnished

Architectural Style

Traditional

Garage Spaces

3

Attached Garage

Yes

Parking Features

Circular Driveway, Garage Door Opener, Garage Faces Side

Pool Features

Deck, Heated, In Ground

Pool Private

Yes

Direction Faces

Northeast

Building Information for 5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786

Building Area Total

5911

Building Area Units

Square Feet

Association

Yes

Association Fee

$3,672

Association Fee Frequency

Quarterly

Association Amenities

Cable TV, Gated, Playground, Security

Pets Allowed

Breed Restrictions

Security Features

Gated Community, Security Gate

Property Information for 5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786

Lot Features

Landscaped, On Golf Course, Oversized Lot

Lot Size Square Feet

21,939

Waterfront

No

View

Golf Course, Water

Construction Materials

Block, Stucco

Roof

Tile

Exterior Features

French Doors, Lighting, Rain Gutters

Sewer

Septic Tank

Water Source

Public

New Construction

No

Public Records for 5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786

Parcel Number

162328389901080

Tax Annual Amount

$19,599

Tax Year

2025

Tax Legal Description

ISLEWORTH 16/118 LOT 108

Zoning

P-D

County Or Parish

Orange

Schools Near 5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786

Elementary School

Windermere Elem

Middle School

Chain of Lakes Middle

High School

Olympia High

School assignments are provided by the listing and should be independently verified.

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