$5,985,000
Active530 Jessmyth Dr, Longboat Key, FL 34228
0.28 acre lot
Listing courtesy of BEACH HOUSE REAL ESTATE LLC · MLS# A4691731
180 days on market
Refreshed from the Stellar MLS feed . This listing’s MLS record last changed .
About this home
What’s special
- canal-front estate
- solid block construction
- hurricane-impact windows
- southwest-facing pool
- outdoor kitchen
- brand-new seawall
- direct bay access
- private beach access
AI-selected highlights from the listing description below.
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.
Facts
- Property type
- Land
- Lot size
- 0.28 acres
- Exposure
- Northwest
- Flood zone
- AE
- Annual taxes
- $14,092/yr
- Monthly fees
- $375/mo
- Listed
- May 1, 2026
- MLS #
- A4691731
Virtual tour
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Estimate the monthly payment
Estimate by Lasbury Tracy Realty — not a loan offerStarting figures for 530 JESSMYTH DR. Everything below is editable.
AssumptionNot a quoted rate. Ask a lender what you actually qualify for today.
From this listingThe seller's most recent annual tax bill as reported to the MLS. Your bill will differ — Florida reassesses on sale and homestead caps reset.
Editable estimateA placeholder, not a quote. On the Gulf Coast this is the line item most likely to be wrong: premiums swing on roof age, wind mitigation, elevation, and carrier appetite. Get a real quote before you rely on this number.
Starts at $0Deliberately zero until you enter a figure — we will not inflate a payment with a guess. Many homes here need it; ask us for the property's flood zone and the current policy's premium.
From this listingMonthly association fee as reported to the MLS. Confirm what it includes, and ask about special assessments.
AssumptionNot applied — your down payment is 20% or more.
Estimated total monthly payment
$36,800
$30,263 of that is principal & interest. 18% is taxes, insurance and fees — which is why those inputs matter more here than the rate does.
- Principal & interest
- $30,263
- Property taxes
- $1,174
- Homeowners insurance
- $4,988
- Flood insurance
- $0
- HOA / condo fees
- $375
- Mortgage insurance (PMI)
- $0
- Total per month
- $36,800
Over the life of the loan
- Loan amount
- $4,788,000
- Down payment
- $1,197,000
- Total interest
- $6,106,830
- Principal + interest paid
- $10,894,830
- Paid off in
- 2056
Interest is the exact schedule total for a fixed-rate loan held to term and assumes no extra payments. Taxes, insurance and fees are not included in these lifetime figures because they change every year.
Calculated on this page from the figures above — nothing is sent anywhere and no lender is quoting you. Figures are estimates for planning only, not a pre-approval, commitment to lend, or a statement of the taxes and insurance you will actually be charged. Lasbury Tracy Realty Inc. is a real estate brokerage, not a lender or an insurance agent.
Take a tour
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530 Jessmyth Dr, Longboat Key, FL 34228
Listing courtesy of BEACH HOUSE REAL ESTATE LLC · MLS# A4691731 · Active
Where this home is
Opens on aerial — on this coast the canal, the lot and the neighbours answer more questions than a street grid does.
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