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5050 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL 34786

$3,975,000
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5050 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786 - MLS#MFRO6372348 5050 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786 - MLS#MFRO6372348 5050 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786 - MLS#MFRO6372348 5050 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786 - MLS#MFRO6372348

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 5050 Isleworth Country Club Dr

4 Bedrooms
4/1 Bathrooms
2 Car Garage
4,843 Square Feet
3,365SF Living Area
Pool:
Yes
Water: None
Year Built 1987
Listed For 2 Days

Don't miss this home for sale in Isleworth! 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.

This luxury single family home was built in 1987 and features 4 bedrooms, and 4 full bathrooms plus 1 half bath. This home for sale is 4,843 square feet, with 3,365 sq ft being air conditioned living space. The home has a 2 car garage and has a private swimming pool.

Directions to this property are as follows: I-4 To Conroy Windermere Road West To Isleworth Subdivision On The Left. From Isleworth Country Club Drive, Home Is On The Right.

Please contact your ZFC agent for more information about MLS# MFRO6372348 or any other homes for sale in Windermere or elsewhere in the Orange County area.

Features & Amenities

Appliances

Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator

Other Equipment

Irrigation Equipment

Cooling

Central Air, Zoned

Heating

Central, Electric, Zoned

Flooring

Tile

Parking

Golf Cart Parking, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Oversized

Lot Dimensions

190x151x128x145

Lot Size

22514

View

Golf Course view

Construction Materials

Block, Stucco

Security Features

Gated Community

Interior Features

Built-in Features, Central Vaccum, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments

Furnished

Negotiable

Exterior Features

Lighting, Rain Gutters, Sliding Doors, Sprinkler Metered

Lot Features

Private, On Golf Course, In County, Paved, Landscaped

Patio And Porch Features

Covered, Rear Porch

Pool Features

Gunite, Tile

Roof

Tile, Concrete

Window Features

Blinds, Drapes, Rods, Shades, Tinted Windows

Utilities

B B/H S Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Public, Sprinkler Meter, Underground Utilities, Water Connected

Laundry

Inside, Laundry Room

Fencing

Fenced

Fireplace

Living Room, Outside, Primary Bedroom

Spa Features

In Ground

Zoning

P-D

Year Built

1987

Pets Allowed

Breed Restrictions, Cats O K, Dogs O K, Yes

Annual Real Estate Taxes

$28,793 (2025)

Legal Description

Isleworth 16/118 Lot 41

Property Type

Single Family Home

HOA Fees

$3,129 /Quarterly

Association Fee Includes

Guard -24 Hour, Cable T V, Escrow Reserves Fund, Maintenance Grounds, Maintenance, Private Road, Security

Association Amenities

Basketball Court, Cable T V, Fence Restrictions, Gated, Optional Additional Fees, Playground, Security, Vehicle Restrictions

Community Features

Association Recreation -Owned, Clubhouse, Community Mailbox, Fitness Center, Gated Community -Guard, Golf Carts O K, Golf, Irrigation-Reclaimed Water, Playground, Pool, Restaurant, Special Community Restrictions, Tennis Court(s), Street Lights

Direction Faces

Southeast

MLS Number

MFRO6372348

Universal Property Id

U S-12095-N-162328389900410-R-N

Days On Market

2

Community Name

Isleworth

Property Manager

Dan O' Connell 407-909-2071

5050 Isleworth Country Club Dr Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 5050 Isleworth Country Club Dr should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2025 which are $28,793 but will likely change when this home sells. These estimations are calculated from a list price of $3,975,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 5050 Isleworth Country Club Dr

Address Sale Price Bed Bth Size Location Sale Date
No comps found for this property

MLS# MFRO6372348 Listing History

01/03/2026 Listed for sale by COMPASS FLORIDA LLC with MLS# MFRO6372348 with a list price of $3,975,000.

Orange County Schools

Elementary School

High School

This listing of 5050 Isleworth Country Club Dr Windermere FL 34786 was last updated on 2026-01-12 23:14:11. Listing courtesy of COMPASS FLORIDA LLC.
MLS

Map of 5050 Isleworth Country Club Dr Windermere FL 34786

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

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