Search

Leave a Message

Thank you for your message. We will be in touch with you shortly.

Explore Our Properties

Property 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.

Overview

Property Status
Sold
Date Sold
April 19, 2023
Lot Size
0.3 Acres
MLS ID
A4563422
Property Type
Residential
Year Built
1955

Features & Amenities

Neighborhood
Longboat Key
Architecture Styles
Contemporary, Florida
Water Frontage
Canal - Saltwater
View Description
Water
Stories
2
Garage Spaces
2.0
Water Source
Public
Utilities
Sewer Connected, Water Connected
Pool
Gunite, In Ground, Outside Bath Access, Pool Sweep, Tile
Roof
Metal
Lot Features
Cul-De-Sac, Flood Insurance Required, Flood Zone, Landscaped
Parking
Circular Driveway, Garage Door Opener, Guest
Heat Type
Central, Electric
Air Conditioning
Central Air
Laundry Room
Laundry Closet, Laundry Room
Fireplace
Wood Burning
Appliances
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Refrigerator, Tankless Water Heater
Other Interior Features
Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Master Bedroom Upstairs, Open Floorplan, Skylight(s), Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Sewer
Public Sewer
Substructure
Slab
Security Features
Smoke Detector(s)
Other Exterior Features
Balcony, Irrigation System, Private Mailbox, Shade Shutter(s)
Sales Price
$3,250,000
Real Estate Tax
$12,946/yr
HOA
$167/mo
Zoning
R4SF

Downloads

566 JESSMYTH DRIVE

Schedule a Tour

We would love to help you see this beautiful home! As a full-service brokerage, we can help you tour. Please submit an offer, and answer questions about the buying process.

Thank you

for your interest in 566 JESSMYTH DR, LONGBOAT KEY, FL 34228

566 JESSMYTH DRIVE
Navigate
people gathering in a reception in longboat key club

Explore Longboat Key

Gorgeous white sand beaches run for 12 miles along Longboat Key’s enchanting coastline.

read more

566 JESSMYTH DRIVE

Featured Properties

  • 1199 WESTWAY DR For Sale

    $6,999,000

    1199 WESTWAY DR, SARASOTA, FL 34236

  • 246 MORNINGSIDE DR For Sale

    $6,995,000

    246 MORNINGSIDE DR, SARASOTA, FL 34236

    • 4 Beds
    • 6 Baths
    • 4,617 Sq.Ft.
  • 2116 CASEY KEY RD For Sale

    $6,850,000

    2116 CASEY KEY RD, NOKOMIS, FL 34275

    • 4 Beds
    • 4 Baths
    • 5,590 Sq.Ft.
  • 2417 CASEY KEY RD For Sale

    $4,795,000

    2417 CASEY KEY RD, NOKOMIS, FL 34275

    • 2 Beds
    • 2 Baths
    • 1,484 Sq.Ft.
  • 1960 BOYCE ST For Sale

    $3,895,000

    1960 BOYCE ST, SARASOTA, FL 34239

    • 4 Beds
    • 5 Baths
    • 3,674 Sq.Ft.
  • 1300 BENJAMIN FRANKLIN DR #908 Pending

    $3,499,000

    1300 BENJAMIN FRANKLIN DR #908, SARASOTA, FL 34236

    • 2 Beds
    • 3 Baths
    • 3,330 Sq.Ft.
  • 7689 COVE TER Pending

    $3,499,000

    7689 COVE TER, SARASOTA, FL 34231

    • 4 Beds
    • 4 Baths
    • 4,564 Sq.Ft.
  • 8250 HUGH ALISON PL For Sale

    $2,999,000

    8250 HUGH ALISON PL, SARASOTA, FL 34240

    • 5 Beds
    • 5 Baths
    • 5,163 Sq.Ft.
  • 340 GULF OF MEXICO DR #136 For Sale

    $2,995,000

    340 GULF OF MEXICO DR #136, LONGBOAT KEY, FL 34228

    • 3 Beds
    • 4 Baths
    • 2,880 Sq.Ft.
  • 3548 FAIR OAKS LN Active Under Contract

    $2,895,000

    3548 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    • 4 Beds
    • 5 Baths
    • 3,470 Sq.Ft.
  • 705 JUNGLE QUEEN WAY Pending

    $2,795,000

    705 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    • 4 Beds
    • 4 Baths
    • 3,083 Sq.Ft.
  • 3530 MISTLETOE LN For Sale

    $2,675,000

    3530 MISTLETOE LN, LONGBOAT KEY, FL 34228

    • 4 Beds
    • 4 Baths
    • 3,102 Sq.Ft.
  • 2410 HARBOURSIDE DR #142 Pending

    $2,595,000

    2410 HARBOURSIDE DR #142, LONGBOAT KEY, FL 34228

    • 3 Beds
    • 4 Baths
    • 3,382 Sq.Ft.
  • 355 S SHORE DR For Sale

    $2,295,000

    355 S SHORE DR, SARASOTA, FL 34234

  • 6300 MIDNIGHT PASS RD #809 For Sale

    $1,795,000

    6300 MIDNIGHT PASS RD #809, SARASOTA, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,271 Sq.Ft.
  • 3194 CHARLES MACDONALD DR For Sale

    $1,699,000

    3194 CHARLES MACDONALD DR, SARASOTA, FL 34240

    • 4 Beds
    • 4 Baths
    • 3,833 Sq.Ft.
  • 99 SUNSET DR #401 For Sale

    $1,695,000

    99 SUNSET DR #401, SARASOTA, FL 34236

    • 3 Beds
    • 3 Baths
    • 2,516 Sq.Ft.
  • 2425 GULF OF MEXICO DR #3A For Sale

    $1,595,000

    2425 GULF OF MEXICO DR #3A, LONGBOAT KEY, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,639 Sq.Ft.
  • 3808 GULF OF MEXICO DR #E412 For Sale

    $1,175,000

    3808 GULF OF MEXICO DR #E412, LONGBOAT KEY, FL 34228

    • 3 Beds
    • 3 Baths
    • 2,544 Sq.Ft.
  • 4525 GULF OF MEXICO DR #204 For Sale

    $1,125,000

    4525 GULF OF MEXICO DR #204, LONGBOAT KEY, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,362 Sq.Ft.
  • 1919 LAUREL ST For Sale

    $1,095,000

    1919 LAUREL ST, SARASOTA, FL 34236

    • 2 Beds
    • 2 Baths
    • 1,713 Sq.Ft.
  • 2098 PALM VIEW RD For Sale

    $944,000

    2098 PALM VIEW RD, SARASOTA, FL 34240

    • 4 Beds
    • 3 Baths
    • 3,732 Sq.Ft.
  • 1350 SIESTA BAYSIDE DR #1350B For Sale

    $899,000

    1350 SIESTA BAYSIDE DR #1350B, SARASOTA, FL 34242

    • 3 Beds
    • 2 Baths
    • 1,495 Sq.Ft.
  • 2546 LOMA LINDA ST For Sale

    $899,000

    2546 LOMA LINDA ST, SARASOTA, FL 34239

    • 3 Beds
    • 3 Baths
    • 1,779 Sq.Ft.
  • 5311 GULF OF MEXICO DR #5 For Sale

    $799,000

    5311 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,110 Sq.Ft.
  • 9000 BLIND PASS RD #303 For Sale

    $799,000

    9000 BLIND PASS RD #303, SARASOTA, FL 34242

    • 1 Bed
    • 2 Baths
    • 871 Sq.Ft.
  • 1328 SIESTA BAYSIDE DR #1328C For Sale

    $699,000

    1328 SIESTA BAYSIDE DR #1328C, SARASOTA, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,280 Sq.Ft.
  • 800 N TAMIAMI TRL #321 For Sale

    $699,000

    800 N TAMIAMI TRL #321, SARASOTA, FL 34236

    • 2 Beds
    • 2 Baths
    • 1,734 Sq.Ft.
  • 1749 HILLVIEW ST #1 For Sale

    $329,000

    1749 HILLVIEW ST #1, SARASOTA, FL 34239

    • 2 Beds
    • 1 Bath
    • 743 Sq.Ft.
  • 631 N ORANGE AVE #208 Pending

    $309,900

    631 N ORANGE AVE #208, SARASOTA, FL 34236

    • 2 Beds
    • 2 Baths
    • 784 Sq.Ft.
  • 631 N ORANGE AVE #108 For Sale

    $299,000

    631 N ORANGE AVE #108, SARASOTA, FL 34236

    • 2 Beds
    • 2 Baths
    • 784 Sq.Ft.
  • 2491 CRISPIN CT #G3 For Sale

    $150,000

    2491 CRISPIN CT #G3, SARASOTA, FL 34235

    • 2 Beds
    • 2 Baths
    • 1,230 Sq.Ft.
View All