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5271 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL 34786 Sold 09/05/2025

Sold for $8,500,000
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5271 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786 Sold 09/05/25 5271 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786 Sold 09/05/25 5271 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786 Sold 09/05/25 5271 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786 Sold 09/05/25

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 5271 Isleworth Country Club Drive

7 Bedrooms
10/3 Bathrooms
6 Car Garage
16,575 Square Feet
11,403SF Living Area
Pool:
Yes
Water: None
Year Built 2013

Don't miss this home for sale in Isleworth! Welcome to this grand residence nestled on a sprawling 1.17 acre lot originally hand selected by golf legend arnold palmer. Perfectly positioned to capture breathtaking views of the first and tenth holes, this remarkable estate provides a lifestyle of unmatched elegance and comfort. meticulously maintained, this grand estate encompasses 11,403 square feet of living space thoughtfully designed to provide both functionality and style. No space has been overlooked, from the ideally located gourmet kitchen to the well appointed laundry room. This home boast seven generously sized bedrooms along with ten full and three half baths each crafted with exquisite attention to detail. With two additional bonus rooms—one of which could easily serve as an eighth bedroom—and a dedicated office, this estate provides unparalleled flexibility to accommodate your every need. venture outside to discover your private sanctuary—a stunning outdoor oasis perfect for hosting lavish events or enjoying tranquil moments surrounded by lush landscaping and sweeping panoramic views. The expansive grounds are enhanced by a separate guest house with two complete living spaces and a six-car garage tailored for the car enthusiast. from the well designed interiors to the manicured exteriors, this estate represents the pinnacle of refined living. Its distinctive lot combines spaciousness, privacy, and stunning vistas to create a one-of-a-kind retreat.

This luxury single family home was built in 2013 and features 7 bedrooms, and 10 full bathrooms plus 3 half baths. This home for sale is 16,575 square feet, with 11,403 sq ft being air conditioned living space. The home has a 6 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. Stay Straight On Isleworth Country Club Drive. Estate Will Be On The Left.

Please contact your ZFC agent for more information about MLS# MFRO6267644 or any other homes for sale in Windermere or elsewhere in the Orange County area.

Features & Amenities

Appliances

Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator

Other Equipment

Irrigation Equipment

Architecture

Mediterranean

Cooling

Central Air, Zoned

Heating

Central, Electric, Natural Gas, Zoned

Flooring

Carpet, Tile, Travertine, Wood

Parking

Garage Door Opener, Golf Cart Garage, Oversized

Lot Size

50920

View

Golf Course, Water view

Construction Materials

Block, Stone

Security Features

Security System, Smoke Detector(s)

Interior Features

Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Solid Wood Cabinets, Walk-In Closet(s), Window Treatments

Exterior Features

French Doors, Outdoor Grill, Outdoor Kitchen, Sliding Doors

Lot Features

Cul-De-Sac, Landscaped, On Golf Course, Oversized Lot, Paved

Builder Name

Jones Clayton Construction

Patio And Porch Features

Covered, Rear Porch

Pool Features

Heated, In Ground, Lighting, Outside Bath Access, Tile

Roof

Tile

Utilities

B B/H S Internet Available, Cable Available, Fire Hydrant, Natural Gas Available, Phone Available, Public, Underground Utilities

Water Body Name

B U T L E R C H A I N O F L A K E S

Laundry

Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Fencing

Fenced

Fireplace

Gas, Living Room, Outside

Zoning

P-D

Year Built

2013

Pets Allowed

Breed Restrictions

Annual Real Estate Taxes

$74,141 (2024)

Legal Description

Isleworth 16/118 Lots 228 & 229

Property Type

Single Family Home

HOA Fees

$3,129 /Quarterly

Association Fee Includes

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

Association Amenities

Cable T V, Maintenance, Optional Additional Fees, Park

Other Structures

Outdoor Kitchen

Community Features

Buyer Approval Required, Community Mailbox, Gated Community -Guard, Golf, Playground, Street Lights

Direction Faces

North

MLS Number

MFRO6267644

Universal Property Id

U S-12095-N-282316389902280-R-N

Days On Market

194

Community Name

Isleworth

Property Manager

Dan O' Connell 407-909-2071

5271 Isleworth Country Club Dr Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 5271 Isleworth Country Club Drive 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 2024 which are $74,141 but will likely change when this home sells. These estimations are calculated from a list price of $8,775,000 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 5271 Isleworth Country Club Dr

Address Sale Price Bed Bth Size Location Sale Date
4806 ALEXANDRA GARDEN CT $Log in to view 5 5/2 8,350SF Isleworth 01/07/2025
9724 CHESTNUT RIDGE DR $Log in to view 5 6/0 8,162SF Isleworth 07/25/2025
9743 CHESTNUT RIDGE DR $Log in to view 5 6/1 7,162SF Isleworth 09/26/2025
5056 ISLEWORTH COUNTRY CLUB DR $Log in to view 4 4/0 6,083SF Isleworth 04/04/2025
5138 FAIRWAY OAKS DR $Log in to view 4 4/1 5,911SF Isleworth 09/24/2025
5181 LATROBE DR $Log in to view 4 4/2 5,667SF Isleworth 11/29/2024
5379 ISLEWORTH COUNTRY CLUB DR $Log in to view 4 3/1 5,432SF Isleworth 02/07/2025
5507 WORSHAM COURT $Log in to view 5 7/4 17,196SF Isleworth 08/11/2025
5174 VARDON DR $Log in to view 6 7/2 15,612SF Isleworth 07/29/2025
6324 DEACON CIR $Log in to view 5 7/2 14,572SF Isleworth 06/02/2025
9832 LAUREL VALLEY DR $Log in to view 6 7/3 12,796SF Isleworth 10/06/2025
5121 LATROBE DR $Log in to view 6 5/2 11,267SF Isleworth 06/17/2025

MLS# MFRO6267644 Listing History

11/22/2024 Listed for sale by ISLEWORTH REALTY LLC with MLS# MFRO6267644 with a list price of $8,775,000.
09/05/2025 Sold For $8,500,000 by Stacie Shenkman with LAKESIDE REALTY WINDERMERE INC.

Orange County Schools

Elementary School

High School

This listing of 5271 Isleworth Country Club Dr Windermere FL 34786 was last updated on 2025-09-05 12:44:03. Listing courtesy of ISLEWORTH REALTY LLC.
MLS

Map of 5271 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

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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