5305 Isleworth Country Club DriveWindermere, FL 34786Sale Price: $3,200,000

  • Sale Price: $3,200,000
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Federal 30-year interest rate: 6.5300000000000000000000000000000000000000% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $3,200,000Sale Price
  • 5Bedrooms
  • 5Full Bath
  • 2Half Baths
  • 7,463Square Feet

Listing Tools

GOLF AND LAKEFRONT! Situated on the 18th green at Isleworth Country Club and boasting stunning views of Lake Louise in the Butler Chain of Lakes, this Isleworth mansion is perfectly positioned in every way imaginable. Whether you want to lounge poolside and watch the golfers hit in or relax in the covered lanai and enjoy the summer kitchen while taking in the lake view, this home has it all. Inside, move seamlessly between the formal living and dining room, the expansive chef's kitchen, and the stunning grand family room. Just off the family room are a spacious game room, an 8-seat tiered movie theater, and a temperature-controlled wine cellar with enough room to store over one thousand bottles. Entertaining family and friends is a delight in this phenomenal estate. The opulent first-floor master bedroom and bath have striking views of the golf course and water. Four additional bedrooms on the first floor include ensuite bathrooms. Upstairs, a kid's dream bunkroom can be found and easily sleeps 10. The nearly 1-acre lot provides ample room for the dazzling entrance and five-car garage. Located within the 24-hour guard-gated private enclave of Isleworth, this trophy home provides privacy, security, luxury, and endless opportunities for entertaining and relaxing. Major upgrades have been made for your convenience including replacement of all 4 A/C units in 2017, replacement of the pool pump and heater in 2019, and the electric water heater was replaced in 2018. A termite bond, new wood flooring was installed in 2017 throughout the home, insect mister installed in the patio area, new fans in the patio, and a whole house generator was added.

Property Details of 5305 Isleworth Country Club Drive

Property Details

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Mortgage Calculator


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Est. Mortgage:
$/month over payments
Federal 30-year interest rate: 6.5300000000000000000000000000000000000000% last updated on May 28, 2026. * The above figures are estimates provided by Union Street Media using the FRED® API, and are not endorsed or certified by the Federal Reserve Bank of St. Louis. Check with your lender for actual interest rates.
Listed by Dianna Desboyaux of EXP REALTY LLC

Listing Sold by STELLAR NON-MEMBER OFFICE

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 30, 2026 3:31 AM EDT. 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. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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