530 Jessmyth Drive, FL

$5,985,000

530 Jessmyth Drive

Longboat Key, FL 34228

Active
0
Baths
0.28
Acres
$495/sqft360° tour
🏠Land

Property type

📐12,103 sqft

Lot size

📊$495

Price / sq ft

🏘️$375/mo

HOA dues

📅27

Days on market

🌊AE

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$30,263
Property taxes$1,174
Home insurance (est.)$2,743
HOA dues$375

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history27 days on market

  1. Status: Active
    May 1, 2026
  2. Listed$5,985,000
    May 1, 2026
  3. Price increased$5,985,000

Virtual Tour

Facts & features

Property type
Land
Status
Active
Days on market
27
Subdivision
Longboat Key Estates
County
Sarasota
Price/sq ft
$495
Lot size
12,103 sq ft
Lot category
1/4 to less than 1/2
Flood zone
AE (12115C0019G)
Annual taxes
$14,092 (2025)
Parcel #
0002050017
Zoning
R4SF
MLS #
A4691731

Interior Details

Direction faces
Northwest

HOA & Financial

HOA fee
$4,500 / Annually
Monthly HOA
$375/mo
Total monthly fees
$375/mo
Total annual fees
$4,500
HOA name
SANDY SULLENBERGER
Ownership
Fee Simple

Exterior & Construction

Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Available, Fire Hydrant, Phone Available, Sewer Connected, Water Connected

Community

Pets allowed
Yes

Listing Details

Listing date
2026-05-01
On market date
2026-05-01
Original list price
$5,985,000
MLS area
34228 - Longboat Key
Listing AOR
Sarasota - Manatee
Status changed
2026-05-01
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

Flood risk

High riskFEMA Zone AEPanel 12115C0019G

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

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

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 28, 2026 at 11:42 AM ET. 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.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA