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7147 LA LENAIRE DRIVE

Longboat Key, FL, 34228

Active

$4,980,000

5

Bedrooms

6

Bathrooms

3,503 sqft

Living Area

1990

Year Built

58,762

Lot Size (sqft)

$3,400

HOA / Annually

1

Days on Market

Dock Score™

DockOnly
85
Excellent

What shaped this score

✓Ocean Front
✓Bridge-free to bay & ocean
✓Dock with boat lift
✓Fits boats up to ~70ft (est.)

DockOnly.com rating, not provided by the MLS or listing broker.

Dock & Water AccessMLS

Gulf/Ocean FrontWaterfrontBay/Harbor

AI Aerial Imagery Detection

Dock DetectedBoat Lift DetectedDeep Water Indicators~60-81 ft dock

Detected by AI from open-source aerial mapping imagery and may not reflect current conditions. This information was not provided by the MLS or listing broker. Always verify dock infrastructure with the listing agent.

Canal WidthDockOnly

At the dock

County parcel data
249ft
dock249 ft

Single measurement at the dock · width variation along the canal not yet available

Measured perpendicular from this parcel's waterfront edge to the parcel directly across the canal, using surveyed county GIS boundaries. Multiple waterfront edges detected (corner lot or dual frontage); reported value is the widest; verify with the listing agent.

Will it turn around?

Up to 111 ft

Easy
handling

111–148 ft

Fits
with care

148–171 ft

Tight
(back-in)

Boats over 171 ft typically back in/out rather than turning here. Clear channel ≈ 223 ft with boats moored both sides (~13 ft per side for dock + beam). Wide-beam yachts need the upper end of each range.

Navigation RouteDockOnly

Data sources: SFWMD AHED waterway polygons · FHWA National Bridge Inventory 2024 · Not provided by the MLS or listing broker.

Description

Some of the World’s Most Desirable Addresses Aren’t Reached by Road. There is an unmistakable distinction between owning a beautiful waterfront home and owning a private island retreat. At 7147 La Lenaire Drive, on the intimate shores of Jewfish Key, that distinction becomes extraordinary. Reached exclusively by boat, this remarkable estate offers a level of escape, natural beauty, and understated luxury in that is becoming increasingly difficult to find along Florida’s Gulf Coast. Set on approximately 1.35 acres amid a limited enclave of island residences, this five-bedroom, five-and-a-half-bath waterfront estate is as captivating in its architecture as it is in its setting. An inspired collection of elevated pavilions, interconnected by covered timber walkways, creates the atmosphere of a secluded luxury resort, where open-air living, beautifully appointed accommodations, and the surrounding tropical landscape come together in perfect harmony. From the moment you enter, the architecture makes an impression. Dramatic vaulted ceilings, magnificent exposed timber beams, rich natural wood, and expansive walls of glass lend the interiors an effortless sophistication. Sunlight moves through the living spaces, while the surrounding palms and shimmering water provide an ever-changing backdrop. Every architectural element contributes to a sense of warmth, grandeur, and individuality. Designed to accommodate both memorable entertaining and leisurely island living, the impressive great room flows into a beautifully updated kitchen with an expansive gathering island, sleek white cabinetry, stone countertops, and stainless steel appliances. Generous dining and lounging spaces invite everything from intimate evenings to extended visits with family and friends, all surrounded by the beauty of the island. The residence’s thoughtfully separated bedroom accommodations provide a wonderful balance of togetherness and privacy. The primary retreat is a sanctuary of its own, featuring soaring ceilings, captivating water views, and a beautifully appointed bath with a freestanding soaking tub overlooking the bay. Additional guest accommodations, including a separate suite with its own kitchen and bath, offer an elevated experience for extended visitors. Outdoors, the property becomes a private destination unto itself. An expansive sun-drenched deck surrounds the spectacular pool and spa, framed by graceful palms and the brilliant colors of the surrounding water. A beautifully crafted covered entertaining pavilion, complete with an outdoor kitchen, creates the perfect setting for evenings with friends. Screened gathering areas, inviting terraces, and a sandy waterfront shoreline offer a variety of intimate places to unwind. At the water’s edge, a private dock extends your lifestyle beyond the island. Spend the morning cruising the Intracoastal, discover the nearby beaches and waterfront restaurants, or simply enjoy the pleasures of being surrounded by water. With Longboat Key and Anna Maria Island within boating distance, the best of the Gulf Coast remains wonderfully accessible, yet the feeling of retreat is complete. Jewfish Key offers something even the most extraordinary mainland properties cannot replicate: the experience of arriving home by water, leaving the ordinary behind, and entering a world defined entirely by your own pace. For those who have experienced exceptional homes, this is an opportunity to experience an exceptional way of living.

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Location

Longboat Key, FL, 34228

No price history available for this property.

Displayed by Blue Mar Real Estate Group Inc., Licensed Florida Real Estate Broker (DBPR CQ1018554) · [email protected]

Listing courtesy of RE/MAX ALLIANCE GROUP via Stellar MLS

Last checked: 8 hours ago

Listing updated: October 23, 2026

© 2026 Stellar MLS. All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of Stellar MLS. Information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal.

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

FEMA Flood Zone AE
BFE: 8ft

Special Flood Hazard Area

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Estimate your monthly payment for this waterfront property

20%

$996,000 down

%
Principal & Interest$25,840/mo
Property Tax (est. ~1.2%, varies by county)$4,980/mo
Home Insurance (est.)$250/mo
HOA Fees$283/mo
Total Monthly Payment$31,353
Loan Amount: $3,984,000Rate: 6.75%
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$4,980,000Tour the dockSchedule a Showing
Navigation note: Navigation routes show the shortest mapped path to open water. A vessel taller than the binding bridge clearance may still reach open water via a longer alternate route that we don't currently map. Verify navigability with a local captain or surveyor before relying on it.