566 Jessmyth DriveLongboat Key, FL 34228Sale Price: $3,250,000

  • Sale Price: $3,250,000
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Federal 30-year interest rate: 6.52% last updated on Jun 11, 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.
  • $3,250,000Sale Price
  • 3Bedrooms
  • 4Full Bath
  • 3,923Square Feet

Listing Tools

Ideally situated in Longboat Key Estates, this tropical residence offers unparalleled, panoramic views of Sarasota Bay and its turquoise waters. A combination of Old Florida architecture with a modern flair defines this residence as an eclectic waterfront estate offering the finest island lifestyle. Walls of glass, skylights and clerestory windows combine with the cathedral ceilings to bathe the interior spaces with natural light. The open floor plan is perfect for entertaining and allows for the optimum enjoyment of lovely water views from most rooms. The property's focus revolves around the refined living areas which are accented with a cozy fireplace, tile and bamboo flooring, tongue-and-groove wood ceilings and a relaxed ambiance. The upstairs owner's suite features 18-foot ceilings, an intimate wraparound terrace which is enhanced by floor-to-ceiling glass to optimize the beautiful water views. Two huge custom walk-in closets, a studio/reading nook and an owner's bath custom-designed with exquisite cabinetry and natural stone finishes. A private sun deck completes this lavish and spacious retreat. Two private ground-level guest suites are separated by the inviting kitchen that offers gas cooking, granite countertops, stainless steel appliances and a center island. The exterior spaces include a spacious patio with a heated swimming pool, relaxing spa and a dock with davits. This wonderful property also comes with deeded beach access and a beachfront tiki hut for Gulf-front entertaining. On the bay side of the property is a community pier for fishing or relaxing.

Property Details of 566 Jessmyth Drive

Property Details

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Mortgage Calculator


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Est. Mortgage:
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 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 Kathleen Wingate of PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)

Listing Sold by COLDWELL BANKER REALTY

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 17, 2026 1:41 PM UTC. 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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