$5,985,000
530 Jessmyth Drive
Longboat Key, FL 34228
Property type
Lot size
Price / sq ft
HOA dues
Days on market
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
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
- Status: ActiveMay 1, 2026
- Listed$5,985,000May 1, 2026
- 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
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
More homes like this
$2,495,000
617 Rountree Dr
Longboat Key, FL 34228
3 bd · 2 ba · 1,972 sqft
Longboat Key Estates
MLS# A4692822
$2,500,000
581 Rountree Dr
Longboat Key, FL 34228
0.27 acres
Longboat Key Estates
MLS# O6400352
$6,488,000
519 Rountree Dr
Longboat Key, FL 34228
4 bd · 5 ba · 3,554 sqft
Longboat Key Estates
MLS# A4690210
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