FL
Orange
WINDERMERE
34786
5050 ISLEWORTH COUNTRY CLUB DRIVE
5050 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786
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Listing Type
Single Family
Listing Status
Active
40
$3,975,000

Home Details for 5050 ISLEWORTH COUNTRY CLUB DRIVE

Price
$3,975,000
Type
Residential
Bedrooms
4
Bathrooms
5.0
Square feet
3365
Year built
1987
Lot size acres
0.52
County
Orange
Total rooms
13
Garage
2
Days on site
1
MLS Listing#
O6372348
Hoa
3129
Property Description

Situated on the 6th fairway along the course of Isleworth Golf & Country Club, this updated golf front sparkles with new porcelain tile throughout and modern chandeliers. This single-story residence was renovated in 2020 featuring a new tile roof, fresh paint inside and out, all bathrooms updated and a fully renovated kitchen. Spanning over 3,300 square feet, the 4-bedroom, 4.5-bath is nestled in the heart of Windermere, Florida. The foyer with groin ceiling is light and bright as natural light floods into the home from the glass entryway. Arched details abound in the entrance and this staple in Mediterranean design is carried throughout the estate. Two steps down into the sunken formal living room, the gas fireplace is the centerpiece featuring an artistic stone slab above the hearth and framed by wall-to-wall stacked stone. Completing the space are four large arched windows, two arched doors providing access to the back garden and a built-in dry bar. Situated between the family room and formal living room, and serviced by the nearby kitchen, the formal dining room offers the same illumination of natural sunlight from two large arched windows. The kitchen features new KitchenAid stainless steel appliances, a NXR Pro gas range and built-in 40 bottle Euro Cave wine fridge. The custom cabinetry provides ample storage and tastefully pairs in a dark grey-brown tone with the white tile backsplash, multi-tonal grey to white tile range hood and marble counters with soft neutral veins. The custom cabinetry continues seamlessly into the family room with built-in entertainment center. Down the hall from the kitchen and family room are the guest rooms. The first features an ensuite bathroom and the other two bedrooms are serviced by the hall bath with dual sinks. The hall bath also provides access to the patio and serves as the pool bath. Situated on the opposite end of the home, we find the primary suite, powder bath off the foyer and a flex room. The primary is airy and bright with arched windows, stacked stone fireplace and a dazzling chandelier. The suite features two separate bathrooms – one with walk-in shower and the second with free-standing soaking tub. The walk-in closet offers a warm cedar wood ceiling and custom built-ins. The flex room proposes many uses whether it be an office, nursery, gym, den or library. This stunning property offers a seamless blend of indoor-outdoor living boasting a covered patio with fireplace, open-air pool with spa and views of the fairway. Rounding out the estate is a welcoming circular driveway that extends to the rear motor court with two-car garage plus golf cart parking. Whether hosting or unwinding, this home elevates every moment.

Property Features
  • Utilities
    • Natural Gas Available
    • Cable Available
    • Electricity Connected
    • Natural Gas Connected
    • Phone Available
    • Underground Utilities
    • Water Connected
  • Parking
    • Circular Driveway
    • Driveway
    • Garage Door Opener
    • Garage Faces Rear
    • Oversized
    • Attached
  • House Interior
    • Built-in Features
    • Eat-in Kitchen
    • High Ceilings
    • Stone Counters
    • Walk-In Closet(s)
  • Heating Information
    • Central
    • Electric
    • Zoned
  • Cooling Information
    • Central Air
    • Zoned
  • Fire Place
    • Living Room
    • Outside
  • Water Features
    • Public
  • Garage
    • 1
School Information
School Information for 5050 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786
Elementary School
Windermere Elem
Middle School
Chain of Lakes Middle
High School
Olympia High
Listing Courtesy: COMPASS FLORIDA LLC - 407-203-9441
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: 2026-01-10 08:37:57
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EXIT BAYSHORE REALTY
201 E. Davis Blvd, Tampa, FL 33606
Cindy Strady
License #: SL3159772
Realtor
Office
813 839 6869
Agent
813 390 9437
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