To schedule a showing of 530 Jessmyth Drive, Longboat Key, Florida, Call David Shippey at 863-521-4517 TODAY!

$5,985,000 No Recent Price Change
530 Jessmyth Drive
Longboat Key, FL 34228
  • N/ABeds
  • 0.00Total Baths
  • 0 Full, 0 HalfBaths
  • N/ASqFt
  • N/AYear Built
  • 0.28Acres
  • MLS# A4691731
  • Vacant Land
  • Residential
  • Active

  • Approx Time on Market2 months, 12 days
  • Area34228 - Longboat Key
  • CountySarasota
  • Subdivision Longboat Key Estates

Overview

Currently under construction and masterfully designed for the ultimate waterfront lifestyle, this extraordinary canal-front estate in Longboat Key Estates offers an exceptional blend of luxury, comfort, and coastal elegance. Boasting 5 bedrooms, 7 bathrooms, and more than 4,500 square feet of thoughtfully crafted living space, the home features solid block construction and hurricane-impact windows, delivering both enduring quality and peace of mind. Designed to maximize seamless indoor-outdoor living, the southwest-facing pool and expansive entertaining areas capture spectacular sunset views over Sarasota Bay and toward the Gulf of Mexico. The elevated lanai is highlighted by detailed ceiling craftsmanship and a fully equipped outdoor kitchen, creating the perfect backdrop for entertaining guests year-round. For boating enthusiasts, the property includes a brand-new seawall and direct bay access, providing effortless navigation to the surrounding waterways. Residents also enjoy private beach access and exclusive HOA amenities, including a beachfront tiki hut for social gatherings and a bayside dock ideal for fishing, kayaking, swimming, or simply relaxing along the water’s edge. Nearby Bayfront Park offers additional recreational amenities including tennis courts, pickleball, walking trails, and a dog park. With construction already underway, buyers have the rare opportunity to personalize select finishes and tailor the residence to their individual style and vision. Ideally situated just minutes from St. Armands Circle, downtown Sarasota, and the world-renowned beaches of Longboat Key, this remarkable estate presents an unmatched opportunity to experience coastal living at its best.



Agriculture / Farm

Association Fees / Info

Community Features:  Beach, Dock

Pets Allowed:  Yes

Hoa Frequency Rate:  4500

Association:  Yes

Hoa Fees Frequency:  Annually

Association Fee Includes:  RoadMaintenance

Bathroom Info

Buyer Compensation

Exterior Features

Fees / Restrictions

Financial

Original Price:  $5,985,000

Garage / Parking

Green / Env Info

Interior Features

Lot Info

Direction Remarks:  North on Longboat Key drive, right on Royal, then left on Jesmyth

Lot Size Units:  Acres

Lot Size Acres:  0.28

Lot Sqft:  12,103

Road Frontage Type:  CityStreet

Est Lotsize:  192X67

Other

Special Conditions:  None

Security Features:  FireHydrants

Other Rooms Info

Property Info

Section:  06

Class Type:  Residential

Property Sub Type:  Residential

Human Modified:  Yes

Current Use:  Residential, SingleFamily

Sqft Info

Living Area Units:  SquareFeet

Tax Info

Tax Year:  2,025

Tax Lot:  2

Tax Legal Description:  LOT 2 & W 1/2 OF LOT 3 DESC AS BEG AT SW COR OF LOT 3 TH ELY ALG WATERS EDGE 49.62 FT TH N-6- 49-W 114.83 FT TH S-58-05-W 54.8 FT TH S-6-49-E 91.5 FT TO POB BLK D LONGBOAT KEY ESTATES

Tax Block:  D

Tax Annual Amount:  14092

Tax Book Number:  5-98

Unit Info

Utilities / Hvac

Water Source:  Public

Sewer:  PublicSewer

Utilities:  CableAvailable, PhoneAvailable, SewerConnected, WaterConnected

Waterfront / Water

Directions

North on Longboat Key drive, right on Royal, then left on Jesmyth

This listing courtesy of Beach House Real Estate Llc 

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On davidshippey.com since Fri, May 1st 2026
No Property History recorded for this listing.

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If you have any questions on 530 Jessmyth Drive, Longboat Key, Florida, please call David Shippey at 863-521-4517.


MLS# A4691731 located at 530 Jessmyth Drive, Longboat Key, Florida is brought to you by David Shippey REALTOR®

530 Jessmyth Drive, Longboat Key, Florida has , 0 Full Bath, and 0 Half Bath.
The MLS Number for 530 Jessmyth Drive, Longboat Key, Florida is A4691731.
The price for 530 Jessmyth Drive, Longboat Key, Florida is $5,985,000.
The status of 530 Jessmyth Drive, Longboat Key, Florida is Active.
The subdivision of 530 Jessmyth Drive, Longboat Key, Florida is Longboat Key Estates.
The home located at 530 Jessmyth Drive, Longboat Key, Florida was built in 2026.