566 Jessmyth Drive Longboat Key, FL 34228
Listing Courtesy of: MLS LogoSTELLAR / Premier Sothebys Intl Realty / Steve Branham - Contact:  941-383-2500

  566 Jessmyth Drive Longboat Key, FL 34228

Sold (3 Days)
$3,250,000 (USD)
3
BED
4
BATH
3,923
SQFT

Description

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.

MLS #:
A4563422
Taxes
$12,946(2022)
Lot Size
0.3 acres
Type
Single-Family Home
Year Built
1955
Style
Contemporary, Florida
Views
Water
County
Sarasota County

Listed By

Kathleen Wingate, Premier Sotheby's International Realty, Contact: 941-383-2500
Steve Branham, Premier Sotheby's International Realty
Bought with
Roger Pettingell, Coldwell Banker Realty
Source
STELLAR
Last checked Oct 11 2025 at 2:37 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 4
Interior Features
  • Inside Utility
  • Split Bedroom
  • Solid Wood Cabinets
  • Loft
  • Den/Library/Office
  • Family Room
  • Window Treatments
  • Appliances: Dishwasher
  • Ceiling Fans(s)
  • Appliances: Disposal
  • Appliances: Microwave
  • Appliances: Dryer
  • Appliances: Built-In Oven
  • Appliances: Convection Oven
  • Appliances: Gas Water Heater
  • Appliances: Tankless Water Heater
  • Appliances: Cooktop
  • Thermostat
  • Walk-In Closet(s)
  • Appliances: Refrigerator
  • Stone Counters
  • Open Floorplan
  • Vaulted Ceiling(s)
  • Cathedral Ceiling(s)
  • Skylight(s)
  • Built-In Features
  • Master Bedroom Upstairs
  • High Ceilings
  • Kitchen/Family Room Combo
Subdivision
  • Longboat Key Estates
Lot Information
  • Flood Insurance Required
  • Cul-De-Sac
  • Floodzone
  • Landscaped
Property Features
  • Fireplace: Wood Burning
  • Foundation: Slab
Heating and Cooling
  • Central
  • Electric
  • Central Air
Pool Information
  • In Ground
  • Tile
  • Gunite
  • Outside Bath Access
  • Pool Sweep
Homeowners Association Information
  • Dues: $2000/Annually
Flooring
  • Bamboo
  • Ceramic Tile
Exterior Features
  • Block
  • Stucco
  • Roof: Metal
Utility Information
  • Utilities: Water Connected, Water Source: Public, Sewer Connected
  • Sewer: Public Sewer
Garage
  • 19X23
Parking
  • Garage Door Opener
  • Guest
  • Circular Driveway
Stories
  • 2
Living Area
  • 3,923 sqft
Additional Information: Premier | 941-383-2500
Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 10/11/25 07:37