530 Jessmyth Drive, photo 1
Active
1 / 37

Overview

0 baOther
TypeOther
HOA$4,500/mo
Lot12,103 sqft

Ask anything about this home

Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

530 Jessmyth Drive is a home in Longboat Key Estates, Longboat Key. HOA runs $4,500 monthly.

From the listing

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.

The essentials

On market
171 days
Annual tax
$14,092
HOA
$4,500/mo
Lot
12,103 sqft
Type
Other

At a glance

Payment

Est. monthly payment
$39,881/mo
Down payment (20%)
$1,197,000
Property taxes
$1,174/mo
HOA
$4,500/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Other
Year Built
-
Lot
12,103 sqft
Cooling
-
Heating
-
Parking
-
Days on Market
171
Annual Tax (2025)
$14,092

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Longboat Key Estates
County
Sarasota
Lot Size
12,103 sqft
HOA
$4,500/mo

Price history

Date
Event
Price
5/1/2026
Listed for sale
Source: Stellar MLS #A4691731
$5,985,000

Neighborhood

530 Jessmyth Drive
Longboat Key, FL, 34228

Market insights

Offer Insights

Choose an offer strength

List price: $5,985,000
$5.59M – $5.99M
93.4% – 100% of listTops out right at the list price
80% of listList price
27 of the last 53 home closings in 34228 landed at this number or higher (51%). The median one sat 95 days before it went under contract, and this one is on day 171.

Sample: 53 closed home sales in 34228 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$39,881/mo
Principal & interest$31,214
Property taxes$1,174
Insurance$2,993
HOA$4,500
Down payment20% · $1,197,000
Interest rate6.80%
Loan term

Not sure what you can afford?

Put in your household income and we will tell you where this payment sits.

Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$5,985,000

Time on market

171 days

Monthly payment

About $39,881/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $14,092 annual tax bill, insurance, and the $4,500/mo HOA fee.

HOA fee

$4,500/mo

Offer

What should I offer?

Have another question?

Brokered byBEACH HOUSE REAL ESTATE LLCListing agent: Gregg BayerListing data from Stellar MLS, MLS# A4691731.

Keep exploring Florida

Pick up where you left off, or see what else is out there.