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5074 Isleworth Country Club Dr, Windermere, FL 34786
5074 Isleworth Country Club Dr, Windermere, FL 34786
5074 Isleworth Country Club Dr, Windermere, FL 34786
5074 Isleworth Country Club Dr, Windermere, FL 34786
5074 Isleworth Country Club Dr, Windermere, FL 34786
5074 Isleworth Country Club Dr, Windermere, FL 34786
5074 Isleworth Country Club Dr, Windermere, FL 34786

5074 Isleworth Country Club Dr Windermere, FL 34786

$7,250,000

ACTIVE
Beds
5
Baths
7
Sqft
7,099
Acres
0.54
Year
1988
Days on Site
258 Days
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$1,021
Date Listed
Jan 14, 2026

Description of 5074 Isleworth Country Club Dr, Windermere, FL 34786

Listing details for 5074 Isleworth Country Club Dr, Windermere, FL 34786 : 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.
Listing Updated : 10-06-2026 at 9:35 PM EDT
Listing Provided By

Armaan Memarpouri, 407-/58-3702, MEM REALTY GROUP

Source

Stellar MLS as distributed by MLS GRID, MLS#: MFRO6373191

Property History

DateEventPrice
5/21/2026
Price Change
$7,250,000 -4.5%
$1,021/sqft
Source:Stellar MLS #MFRO6373191
1/14/2026
Listed for sale
$7,595,000 +108400%
$1,070/sqft
Source:Stellar MLS #MFRO6373191
9/26/2020
Leased
$7,000 -12.5%
$1/sqft
Source:Stellar MLS #MFRO5890332
9/9/2020
Listed for Rent
$8,000 +14.3%
$1/sqft
Source:Stellar MLS #MFRO5890332
10/1/2019
Leased
$7,000 -22.2%
$1/sqft
Source:Stellar MLS #MFRO5770469
3/15/2019
Listed for Rent
$9,000 +20%
$1/sqft
Source:Stellar MLS #MFRO5770469
9/22/2017
Leased
$7,500 -6.2%
$1/sqft
Source:Stellar MLS #MFRO5520541
6/28/2017
Listed for Rent
$8,000 -99.2%
$1/sqft
Source:Stellar MLS #MFRO5520541
8/31/2016
Sold
$1,050,000 -16%
$148/sqft
Source:Stellar MLS #MFRO5452725
7/12/2016
Listed for sale
$1,250,000
$176/sqft
Source:Stellar MLS #MFRO5452725
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