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PRICE $3,390,000 dsIDX morgage calculator
BEDS 4
BATHS 5
HOME SIZE 3,365 sqft
LOT SIZE 22,652 sqft

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.

DAYS ON MARKET 77 LAST UPDATED 2/25/2026
TRACT ISLEWORTH YEAR BUILT 1987
COMMUNITY 34786 - Windermere GARAGE SPACES 2.0
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

PRICE HISTORY
Prior to Jan 24, '26 $3,975,000
Jan 24, '26 - Feb 25, '26 $3,690,000
Feb 25, '26 - Today $3,390,000


ADDITIONAL DETAILS
AIR Central Air, Zoned
AIR CONDITIONING Yes
AMENITIES Cable TV, Maintenance Grounds, Security
APPLIANCES Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator
AREA 34786 - Windermere
CONSTRUCTION Block, Stucco
EXTERIOR Lighting, Rain Gutters
FIREPLACE Yes
GARAGE Yes
HEAT Central, Electric, Zoned
HOA DUES 3129
INTERIOR Built-in Features, Eat-in Kitchen, High Ceilings, Stone Counters, Walk-In Closet(s)
LOT 0.52 acre(s)
LOT DESCRIPTION Landscaped, On Golf Course, Paved, Private
LOT DIMENSIONS 190x151x128x145
PARKING Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Oversized, Attached
POOL Yes
POOL DESCRIPTION Gunite, Tile, Private
SEWER Septic Tank
STORIES 1
SUBDIVISION ISLEWORTH
TAXES 28793
UTILITIES Natural Gas Available, Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Underground Utilities, Water Connected
VIEW Yes
VIEW DESCRIPTION Golf Course
WATER Public
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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CONTACT US ABOUT 5050 ISLEWORTH COUNTRY CLUB DRIVE
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Listing provided by Toni Cafferty, COMPASS FLORIDA LLC, 407-203-9441
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 3/20/26 11:35 PM PDT.

This IDX solution is (c) Diverse Solutions 2026.