5091 Isleworth Country Club DriveWindermere, FL 34786Sale Price: $2,500,000

  • Sale Price: $2,500,000
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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.
  • $2,500,000Sale Price
  • 5Bedrooms
  • 6Full Bath
  • 2Half Baths
  • 6,423Square Feet

Listing Tools

Positioned along the front nine of Isleworth's famed championship golf course, this beautiful residence offers expansive views of the fourth fairway. Elegant and refined yet ideal for casual living, the estate encompasses more than 6,400 square feet of living space across a sprawling two-story floor plan. Dramatic arched mahogany French doors open to the formal living room with an abundance of natural light flowing in from floor-to-ceiling windows. This welcoming space features a built-in bar, a dual-sided fireplace and serene views of the pool and undulating fairway. The formal dining room is rich with carved detailing and serves the spacious center-island kitchen, which boasts professional appliances, a casual dining area, and access to both a screened patio and the family room with built-in media center. On the opposite side of the main level, the master suite showcases 12-foot ceilings, carved molding and a dual-sided fireplace shared by the master bath with dual vanities, a walk-in closet and a luxurious spa tub. With exquisite detail, the custom french doors leading into the library are a work of art and set the stage for this private workspace accented with floor-to-ceiling, wood detail and an exquisite powder bath nearby. The upper level offers four en-suite bedrooms with lovely balconies from which to soak in the breathtaking views. The expansive fenced grounds offer a sparkling open-air pool and spa, a covered lanai, basketball court and a separated, detached summer kitchen with pool bath.

Property Details of 5091 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 Toni Cafferty of ISLEWORTH REALTY LLC

Listing Sold by ISLEWORTH REALTY LLC

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 30, 2026 10:07 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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