$7,250,000
 $38,920 est/mo Sourced by Back At You

5074 Isleworth Country Club Dr,WINDERMERE, FL 34786

WINDERMERE, FL 34786

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Description

A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef's kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef's pantry and temperature-controlled wine cellar enhance both functionality and style. The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Florida's most prominent communities.

Details

MLS #O6373191
Listing TypeFor Sale
StyleHouse
HOA Dues$1,224
Sub-TypeFor-sale
StatusActive
Year1988
Days On Site293
Listing Provided ByMEM REALTY GROUP | Armaan Memarpouri

Features

Bed(s)5
Bath(s) 7 Total
SQ Feet7,099
Garage3
PoolYes
Story(s)1
ZoningP-D
Acreage0.54

Taxes

Property21279

Area Information

StateFL
CountyOrange
CityWINDERMERE
Zip Code34786
Area34786 Windermere
Community NameISLEWORTH
Listing VS Median (in ISLEWORTH)
Price:
$7,250,000
low | high
Med:
$4,100,000
93.448275862069% of Average
sqft:
7,099
low | high
Med:
5,004
79.511198760389% of Average
$ / sqft:
$1,021
low | high
Med:
$819
69.772044433419% of Average
On site:
293
low | high
Med:
208
100% of Average
Sourced by Back At You

Market Activity 34786

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of November 3, 2026 at 9:18:07 PM PST 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. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountyOrange
CityWINDERMERE
Zip Code34786
Area34786 Windermere
Community NameISLEWORTH
Listing VS Median (in ISLEWORTH)
Price:
$7,250,000
low | high
Med:
$4,100,000
93.448275862069% of Average
sqft:
7,099
low | high
Med:
5,004
79.511198760389% of Average
$ / sqft:
$1,021
low | high
Med:
$819
69.772044433419% of Average
On site:
293
low | high
Med:
208
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $5.437M - $9.062M
sqft: 5,000 - 8,500
Nearby Listings Property ImageNearby Listings Details
5092 ISLEWORTH COUNTRY CLUB DR Property Photo 1
$8,500,000
5092 Isleworth Country Club Dr
Windermere, FL 34786
Listing Updated: October 6, 2026 at 8:25:23 PM PDT
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