David Ramirez
$5,000,000$5,495,0005 bd5.5 ba3,503 sqft$1,427 /sqft$32,128 /mo all-in ↓

7147 LA LENAIRE DRIVE, LONGBOAT KEY, FL, 34228

Active254 days on marketListed Nov 18, 2025MLS #TB8448347

Reduced $495KWaterfrontPrivate poolSingle Family ResidenceJEWFISH KEY

About this home

7147 LA LENAIRE DRIVE

A rare offering on Florida’s coveted west coast, this private island sanctuary feels worlds away yet remains moments from the region’s most beloved coastal destinations. Set on the exclusive 38-acre island of Jewfish Key (accessible only by boat), this remarkable 1.35-acre estate commands its own secluded shoreline and uninterrupted views of crystal clear waters. Inspired by Polynesian architecture and designed to dissolve the boundaries between indoors and out, this estate home unfolds through airy pavilions connected by elevated walkways. Towering palms and lush tropical landscaping envelop the home, while its 18-foot elevation ensures both peace of mind and panoramic, horizon-level vistas. Inside, the freshly reimagined kitchen serves as the gathering heart of the home, with sleek quartz countertops, modern cabinetry, and a spacious oversized island that effortlessly bridges culinary function and relaxed entertaining. Expansive sliding glass doors draw natural light into the living space and frame sweeping views of the sandbar and bay, perfect for sunset watching. The main residence includes four bedrooms and four-and-a-half baths, plus a separate guest suite offering an additional bedroom, kitchen, and full bath, ideal for hosting with comfort and privacy. The primary suite is where the pace of the island truly settles in. Wake up to wide-open bay views, linger with coffee in the sitting area, or enjoy a glass of wine as the sun sinks toward the horizon. The ensuite feels fresh and spa-like, with a soaking tub, walk-in shower, and water views. A series of screened porches and wraparound decks encourage slow living, morning yoga on the deck, afternoon reading in the shade, sunset grilling and cocktails overlooking the Gulf. Outdoors, a newly installed pool and spa with a sun shelf and expansive sundeck overlook the storied Jewfish Key Sandbar. A private dock with jet ski lift offers instant access to calm waters perfect for fishing, snorkeling, paddle boarding, or exploring neighboring Longboat Key and Anna Maria Island, both just minutes away by boat and beloved for dining, boutique shopping, and laid-back coastal culture. Equal parts island hideaway and refined coastal home, this one-of-a-kind property offers the rare combination of true privacy, effortless access, and natural beauty, set against a backdrop of turquoise water, powder soft sand, and endless sky. Here, relaxation, adventure, and natural beauty converge in a setting that feels almost like an escape, yet unmistakably home.

Facts & features

The home at a glance

5

Bedrooms

5.5

Bathrooms

3,503

Sqft

1.35 ac

Lot size

1990

Year built

Two

Levels

$1,427

Per sqft

Private poolWaterfrontWater viewTurnkeyPets allowed

Inside

FlooringTile
AppliancesCooktop · Dishwasher · Disposal · Dryer · Electric Water Heater · Ice Maker · Microwave · Range · Refrigerator · Washer
InteriorCeiling Fan(s) · Eating Space In Kitchen · High Ceilings · Kitchen/Family Room Combo · Solid Surface Counters · Solid Wood Cabinets · Split Bedroom · Stone Counters · Vaulted Ceiling(s) · Walk-In Closet(s)
LaundryLaundry Closet
CoolingCentral Air · Wall/Window Unit(s) · Zoned
HeatingElectric · Propane · Wall Units / Window Unit · Zoned
FurnishedTurnkey

Outside & construction

RoofShingle
ConstructionWood Frame · Wood Siding
FoundationStilt/On Piling
ViewWater
FacesWest
ParkingOpen
ExteriorBalcony · Sliding Doors

Community & fees

HOA fee$283/mo
Taxes (2023)$33,963/yr
PetsYes
CommunityBoat Slip · Dock · Fishing · Gulf/Ocean Front · Intracoastal Waterway · Water Access · Waterfront

Utilities & systems

UtilitiesElectricity Connected · Propane · Underground Utilities
WaterPrivate · Well

The numbers

What it really costs

Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.

$32,128 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$26,980
PMI (est., until 20% equity)$1,875
Property tax — 2023 actual bill$2,830
HOA fee — from the listing$283
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $500,000Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.

These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type

FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.

Down payment10% · $500,000
Interest rate6.00%
Loan term

Estimated payment

$32,128/mo

Principal & interest$26,980
PMI (est., until 20% equity)$1,875
Property taxes (actual bill)$2,830
HOA / condo fee$283
Est. insurance$160

Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.

Value check

Is the price right?

The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.

$/sqft vs Longboat Key actives

$1,427 vs $696

Days on market

254 vs 95 typical

Where $1,427/sqft sits among the 270 Longboat Key actives

119
69
42
15 · this home
9
16
$351–639$639–928$928–1217$1217–1506$1506–1795$1795+

The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.

Where it sits

Inside Jewfish Key

Map of 7147 LA LENAIRE DRIVE inside its neighborhood boundary

Drive times from this address

Downtown Tampa75 min

Estimated driving times, typical traffic. Data © OpenStreetMap contributors.

Get to know Longboat Key. See the full Longboat Key guide →

Jewfish Key — neighborhood snapshot

Population

3

Median age

68

Median income

$137,083

Median home value

$892,600

Avg household

2

For the school run

Manatee County School District

ElementaryAnna Maria Elementary School★★★★
MiddleMartha B. King Middle School★★★★★
HighBayshore High School★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Longboat Key market

Seller’s marketLeans buyer8.2 months of inventoryBuyer’s market

$820K$893K

Longboat Key median sold, yr/yr

92.8%

Sale-to-list ratio (12 mo)

116 of 270

Longboat Key actives have cut their price

Median sold price, Longboat Key, trailing 36 months (3-month rolling) · live MLS data.

This home is listed 669% above the LONGBOAT KEY 34228 median. See the full Longboat Key market guide →

Paper trail

This home's history

CurrentPrice reduced to $5,000,000 $495K
Nov 18, 2025Listed at $5,495,000 · 254 days on market since
1990Built · JEWFISH KEY

Reality check

What actually sold near 7147 LA LENAIRE DRIVE

Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.

651 BROADWAY STREETSold · May ’26

$2,600,000

651 BROADWAY STREET

4 bd · 3 ba · 3,320 sqft · $783/sqft · 115 DOM

718 LINLEY STREETSold · Dec ’25

$4,177,000

718 LINLEY STREET

4 bd · 3 ba · 3,688 sqft · $1,133/sqft · 0 DOM

689 LANDS END DRIVESold · Aug ’25

$3,170,000

689 LANDS END DRIVE

4 bd · 4.5 ba · 3,254 sqft · $974/sqft · 140 DOM

Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.

Your home team

The pros in your corner

Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.

David Ramirez

Your agent

David Ramirez

Real Estate Agent · CENTURY 21 Edge

Tours, negotiation, and every question about 7147 LA LENAIRE DRIVE — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 7147 LA LENAIRE DRIVE — before you fall in love.

See it in person

Schedule a tour

Pick a day that works — this goes straight to David's phone and CRM.

Goes straight to David’s phone and CRM.

Straight answers

7147 LA LENAIRE DRIVE FAQs

What would the monthly payment be for 7147 LA LENAIRE DRIVE?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $32,128/mo — principal and interest, the actual property-tax bill, the $283/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.

How much are the HOA fees at 7147 LA LENAIRE DRIVE?+

The association fee works out to $283 per month. Ask us for the full association documents — they spell out exactly what the fee covers.

What are the property taxes on 7147 LA LENAIRE DRIVE?+

The most recent tax bill on record (2023) was $33,963. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.

Are pets allowed at 7147 LA LENAIRE DRIVE?+

The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.

How does the price compare to other homes in Longboat Key?+

At $5,000,000, this home is listed about 421% above the Longboat Key median of $960,000. The market section on this page shows how the area is trending.

Which schools are assigned to 7147 LA LENAIRE DRIVE?+

Anna Maria Elementary School (elementary), Martha B. King Middle School (middle), Bayshore High School (high) — Manatee County School District. Always verify school assignments with the district before relying on them.

The brief

Five things that matter here

01Positioned at the premium end

$5,000,000 runs 669% above the LONGBOAT KEY 34228 median — but at 3,503 sqft it's also nearly twice the size of the typical Longboat Key listing.

02Waterfront living

This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.

03Time on market is leverage

254 days on market against a Longboat Key median of 95 — sellers in this position are usually ready to negotiate.

04Strong assigned schools

Anna Maria Elementary School, Martha B. King Middle School, Bayshore High School — Anna Maria Elementary School rates 4 of 5. Always verify assignments with the district.

05The price has already moved

Listed at $5,495,000, now $5,000,000 — a $495K cut. The full history is in the market section below.

Listing courtesy of SIGHT REAL ESTATE, LLC · Chase Moore. MLS #TB8448347.

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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

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