Ad #7113455
MLS #O6372348
Situated on the 6th fairway along the course of Isleworth Golf &
5050 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
$3,390,000
4Beds
5Baths
3,365Sqft
0.52Acres
About this property
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 stonepleting 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
4 Beds
5 Baths
3,365 Sqft
Built in 1987
0.52 Acres
Isleworth Golf and Country Club
On Golf Course
Driveway, Garage, Garage - Attached, Golf Cart, Oversized
Siding: Block, Stucco
Concrete, Tile Roof
Has Swimming Pool
Has Fireplace
Central, Electric (Heating), Fireplace(s), Zoned (Heating)
$28,793 / yr property tax
Orange County
$12,516 / yr HOA
ISLEWORTH Community
Additional Photos
Contact Information
Toni Cafferty
Compass
904-449-2184
Location
Listing Agent: Toni Cafferty (License #: 3348224) 904-449-2184
Broker: Compass 305-851-2820 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Compass 305-851-2820 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
GolfHomes.com
Printed Aug 11, 2026
Photo Gallery
$3,390,000
4
Beds
5
Baths
3,365
Sqft
5050 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
By contacting this agent you agree to these Terms and Conditions.
MLS# O6372348
Situated on the 6th fairway along the course of Isleworth Golf &
$3,390,000
5050 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
4
Beds
5
Baths
3,365
Sqft
0.52
Acres
$3,390,000
5050 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
4 Beds
5 Baths
3,365 Sqft
0.52 Acres
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 stonepleting 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.
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Property Details
HOME DETAILS
4 Beds
5 Baths
3,365 Sqft
Built in 1987
0.52 Acres
GOLF COURSE & VIEW
Isleworth Golf and Country Club
On Golf Course
EXTERIOR
Driveway, Garage, Garage - Attached, Golf Cart, Oversized
Siding: Block, Stucco
Concrete, Tile Roof
Has Swimming Pool
INTERIOR
Has Fireplace
Central, Electric (Heating), Fireplace(s), Zoned (Heating)
FINANCIAL & COMMUNITY
$28,793 / yr property tax
Orange County
$12,516 / yr HOA
ISLEWORTH Community
See More Details
Location
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Ad Statistics
Ad Number
7113455
Viewed
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Listing Status
Active
Added
Jan 10, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM
Listing Information
Data Source
Stellar MLS
Source Property ID
O6372348
Listing Agent: Toni Cafferty (License #: 3348224) 904-449-2184
Broker: Compass 305-851-2820 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Compass 305-851-2820 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
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