Back to Search
5373 Isleworth Country Club Dr, Windermere, FL 34786
5373 Isleworth Country Club Dr, Windermere, FL 34786
5373 Isleworth Country Club Dr, Windermere, FL 34786
5373 Isleworth Country Club Dr, Windermere, FL 34786
5373 Isleworth Country Club Dr, Windermere, FL 34786
5373 Isleworth Country Club Dr, Windermere, FL 34786
5373 Isleworth Country Club Dr, Windermere, FL 34786

5373 Isleworth Country Club Dr Windermere, FL 34786

$7,200,000

ACTIVE
Beds
5
Baths
6
Sqft
5,993
Acres
0.52
Year
1988
Days on Site
41 Days
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$1,201
Date Listed
Sep 8, 2026

Description of 5373 Isleworth Country Club Dr, Windermere, FL 34786

Listing details for 5373 Isleworth Country Club Dr, Windermere, FL 34786 : Impressively elegant NEW CONSTRUCTION Isleworth estate, prominently positioned on the 17th fairway of the championship golf course, with sweeping Lake Louise vistas beyond. This home was completely gutted and rebuilt with everything masterfully crafted to create a shimmering grand statement of luxury living on one of the most premier lots in the community. The spectacular 10-foot tall, 6-foot wide swinging front door sets the stage for a residence of distinction. A grand, light filled entry welcomes with soaring ceilings, polished marble floors, and a dramatic glass railed staircase that create an immediate sense of scale and sophistication. The open layout flows seamlessly through the dramatic great room toward a wall of floor to ceiling windows and accordion folding glass doors, inviting natural light and showcasing picturesque views of the just-completed saltwater pool and hot tub, golf course, and lake beyond. An elegant chandelier anchors the space, while the upper level glass balcony adds architectural interest and a modern, gallery style feel. Two bedroom suites on the first floor include an extraordinary primary retreat with double closets - one with a stackable washer and dryer - sitting room, and spa-like bath with glassed wet room with enclosed shower and tub. The stunning chef’s kitchen blends modern elegance with exceptional functionality, showcasing a stunning waterfall edge island wrapped in premium marble. Sleek, custom white cabinetry pairs with professional stainless steel appliances – which include WOLF 6-burner plus griddle cooktop, dishwasher, ice maker, and double ovens - create a clean, architectural aesthetic, while the rich wood flooring adds warmth and contrast. Designer pendant lighting highlights the generous prep and gathering areas, making the kitchen equally suited for intimate mornings or elevated entertaining. The open layout flows seamlessly into the surrounding living spaces, including a formal dining room with butler’s pantry, family dining room and secondary gathering space, enhancing the home’s sense of scale and sophistication. Every detail—from the integrated hood to the refined hardware—reflects a commitment to luxury craftsmanship and timeless style. Upstairs are three additional bedroom suites including one that could be a second master. Outdoor entertaining is inviting and refined with a sparkling pool and spa, expansive pool deck, and just-built cabana with summer kitchen. Full-house generator. The 600-acre Isleworth community is surrounded by the pristine Butler Chain of Lakes and is an exclusive residential enclave that sets the standard of excellence for Central Florida living, with 24-hour manned gates, a full security force, and available on-site home services for carefree living. Isleworth Golf & Country Club is located within the community offering optional golf and social membership opportunities.
Listing Updated : 09-09-2026 at 7:05 AM EDT
Listing Provided By

Rob Rahter, 407-909-5900, STOCKWORTH REALTY GROUP

Source

Stellar MLS as distributed by MLS GRID, MLS#: MFRO6439156

Property History

DateEventPrice
9/8/2026
Listed for sale
$7,200,000 +140%
$1,201/sqft
Source:Stellar MLS #MFRO6439156
1/12/2024
Sold
$3,000,000 -23.1%
$501/sqft
Source:Stellar MLS #MFRO6140129
8/23/2023
Listed for sale
$3,900,000 +62.5%
$651/sqft
Source:Stellar MLS #MFRO6140129
8/18/2021
Sold
$2,400,000 0%
$400/sqft
Source:Stellar MLS #MFRO5919025
1/25/2021
Listed for sale
$2,400,000 +26566.7%
$400/sqft
Source:Stellar MLS #MFRO5919025
10/24/2017
Sold
$9,000 0%
$2/sqft
Source:Stellar MLS #MFRO5536659
9/26/2017
Leased
$9,000 -10%
$2/sqft
Source:Stellar MLS #MFRO5536440
9/19/2017
Listed for Rent
$10,000 -99.6%
$2/sqft
Source:Stellar MLS #MFRO5536440
9/19/2017
Listed for sale
$2,395,000
$400/sqft
Source:Stellar MLS #MFRO5536659
Home Worth Check

Interested in 5373 Isleworth Country Club Dr, Windermere, FL 34786?

I agree to be contacted by Florida Realty Investments via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. For more information, please review our Privacy Policy.

Location of 5373 Isleworth Country Club Dr, Windermere, FL 34786

Streetview of 5373 Isleworth Country Club Dr, Windermere, FL 34786

Mortgage Calculator
Listing Price
Down Payment
Interest Rate

Schools Near 5373 Isleworth Country Club Dr, Windermere, FL 34786

Homes Similar to 5373 Isleworth Country Club Dr, Windermere, FL 34786

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. Some IDX listings have been excluded from this website.
HomeWindermereIsleworth
What's your home worth?
Have a top local Realtor give you a FREE Comparative Market Analysis