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.
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.
Property Details
Price:
$4,980,000
MLS #:
A4709455
Status:
Active
Beds:
5
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LA LENAIRE ISLE
Neighborhood:
34228longboatkey
Listed Date:
Oct 22, 2026
Finished Sq Ft:
3,503
Total Sq Ft:
8,170
Lot Size:
58,762 sqft / 1.35 acres (approx)
Year Built:
1990
See this Listing
Schools
Elementary School:
Anna Maria Elementary
Middle School:
W.D. Sugg Middle
High School:
Bayshore High
Interior
Appliances
Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Wall/Window Unit(s), Zoned
Flooring
Tile
Heating
Electric, Propane, Wall Units / Window Unit, Zoned
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry Features
Inside
Levels
Two
Exterior
Architectural Style
Elevated
Community Features
Boat Slip, Dock, Fishing, Gulf/Ocean Front, Intracoastal Waterway, Marina, Water Access, Waterfront
Construction Materials
Wood Frame, Wood Siding
Direction Faces
West
Exterior Features
Balcony, Outdoor Kitchen, Sliding Doors
Lot Features
FloodZone, Private
Open Parking YN
1
Other Structures
Guest House, Outdoor Kitchen
Parking Features
Open
Roof
Shingle
Spa Features
Heated, In Ground
View
Water
Waterfront Features
Gulf/Ocean Front, Waterfront, Bay/Harbor
Financial
HOA Fee
$3,400
HOA Fee Frequency
Annually
HOA Includes
Escrow Reserves Fund, Private Road
HOA Name
Jerry Elmore
HOA Phone
(941) 357-7182
Tax Year
2025
Taxes
$34,153
Map
Community
- Address7147 LA LENAIRE DRIVE LONGBOAT KEY FL
- SubdivisionLA LENAIRE ISLE
- CityLONGBOAT KEY
- CountyManatee
- Zip Code34228
Subdivisions in LONGBOAT KEY
- 7981 – LONGBOAT KEY MOORINGS
- 8177 – LONGBOAT KEY MOORINGS MARINA 2
- AQUARIUS CLUB
- ARBOMAR APTS
- ARIA LONGBOAT KEY
- AVIGNON VILLAS
- BAILEY-DOBSON
- BAY HARBOUR APTS
- BAY ISLES
- BAYOU HAMMOCK
- BAYPORT
- BAYPORT BCH & TEN PH A
- BAYPORT BCH & TEN PH B
- BAYPORT BCH & TEN PH C
- BAYPORT BCH & TEN PH D
- BAYPORT BCH & TEN PH E
- BAYPORT BCH & TEN PH F
- BAYPORT BEACH & TENNIS CLUB PH D
- BAYVIEW ESTATES
- BEACH HARBOR CLUB
- BEACHES OF LONGBOAT KEY
- BEACHES OF LONGBOAT KEY PH-1
- BEACHPLACE
- BEACHPLACE 1
- BEACHPLACE I
- BEACHPLACE II
- BEACHPLACE III
- BOATHOUSE ON LONGBOAT
- BONAIRE AT LONGBOAT KEY
- BUTTONWOOD COVE
- BUTTONWOOD HARBOR
- CASA DEL MAR
- CEDARS EAST SEC 1
- CEDARS EAST SEC 2
- CEDARS EAST SEC 3
- CEDARS WEST OF LONGBOAT INC
- CHARLIES
- CLUB LONGBOAT BEACH & TENNIS
- CONRAD BEACH
- COQUINA BEACH
- COREYS LANDING
- COUNTRY CLUB SHORES
- COUNTRY CLUB SHORES IV
- COUNTRY CLUB SHORES SEC 01
- COUNTRY CLUB SHORES SEC 02
- COUNTRY CLUB SHORES SEC 03
- COUNTRY CLUB SHORES SEC 1
- COVERT II
- DOCK ON THE BAY SEC 1
- DREAM ISLAND
- EMERALD HARBOR
- EMERALD HARBOR UNIT 1 REV
- EN PROVENCE
- FAINE APTS
- FAIRWAY BAY
- FAIRWAY BAY 1
- FAIRWAY BAY 2 PH 1
- FAIRWAY BAY 2 PH 2 & 3
- FAIRWAY BAY 3
- FRACTIONAL SUB
- GRAND BAY 1
- GRAND BAY 2
- GRAND BAY 3
- GRAND BAY 4
- GRAND BAY 5
- GRAND BAY 6
- GULFSHORE OF LONGBOAT KEY
- GULFSHORE OF LONGBOAT KEY, INC
- H & M ASSOC
- HARBOR OAKS
- HARBOR OAKS PH I & II
- HARBOUR COURT
- HARBOUR OAKS
- HARBOUR OAKS 2
- HARBOUR VILLA CLUB AT THE BUCCANEER
- HARRIS BAYOU
- HIDEAWAY BAY SUB
- HOOTON
- INN ON THE BEACH PH I
- INN ON THE BEACH PH II
- INN ON THE BEACH PH III
- ISLANDER CLUB OF LONGBOAT
- ISLANDS WEST
- JEWFISH KEY
- L AMBIANCE
- L AMBIANCE 1
- L AMBIANCE AT LONGBOAT KEY CLUB PH 02
- LA FIRENZA
- LAGUNA YACHT VILLAGE
- LAGUNA YACHT VILLAGE A CONDO
- LANDS END
- LIGHTHOUSE POINT
- LONGBEACH
- LONGBEACH ON LONGBOAT KEY
- LONGBEACH REV OF R P JORDANS SUB
- LONGBOAT ARMS
- LONGBOAT BEACH HOUSE
- LONGBOAT HARBOR TOWERS
- LONGBOAT HARBOUR
- LONGBOAT HARBOUR TOWERS
- LONGBOAT KEY
- LONGBOAT KEY CASA DEL MAR
- LONGBOAT KEY ESTATES
- LONGBOAT KEY MOORINGS
- LONGBOAT KEY MOORINGS MARINA
- LONGBOAT KEY MOORINGS MARINA 2
- LONGBOAT KEY TOWERS
- LONGBOAT LANDING
- LONGBOAT SANDPIPERS
- LONGBOAT SHORES REV
- LONGBOAT TERRACE
- MANCHESTER BAY
- MARINA BAY
- MARY REGINA REESE
- MCCALLS BEACH CASTLE
- NEPTUNE ON LONGBOAT KEY
- NEW PASS SHORES
- NORTHGATE OF LONGBOAT KEY
- PELICAN HARBOUR & BEACH CLUB
- PIERRE
- PLAYERS CLUB
- PLAYERS CLUB 3
- PLAYERS CLUB I
- PLAYERS CLUB III
- PLAYERS CLUB IV
- PORTOBELLO
- POSITANO
- PRESERVE/LONGBEACH
- PRIVATEER NORTH
- PRIVATEER SOUTH
- PROMENADE
- QUEENS HARBOUR
- RAUCH
- REGENT COURT
- REGENT PLACE PH 1
- REGENT PLACE PH 2
- RESUB OF LTS 2B&3B OF SLEEPY LAGOON ADD
- SABAL COVE
- SAINT JUDES APTS
- SALTY ACRES
- SANCTUARY I
- SANCTUARY II
- SANCTUARY III
- SANCTUARY IV
- SAND CAY
- SANDS POINT
- SEA GATE CLUB
- SEA PINES
- SEAGRAPE INN
- SEAPLACE
- SEAPLACE I
- SEAPLACE II
- SEAPLACE III
- SEAPLACE V
- SEAPLACE VI
- SEASIDE OF LONGBOAT
- SILVER SANDS
- SLEEPY LAGOON
- SLEEPY LAGOON PARK
- SLEEPY LAGOON PARK 2
- SLEEPY LAGOON PART NO 2
- SPANISH MAIN YACHT CLUB CONDO
- ST REGIS LONGBOAT KEY
- ST. REGIS
- ST. REGIS LONGBOAT KEY
- SUNSET BEACH
- SUNSET BEACH PH 2
- SUTTON PLACE
- T J OXFORD
- TANGERINE BAY CLUB
- THE BANYAN BAY CLUB
- THE GRANDE AT LONGBOAT KEY
- THE PRESERVE/LONGBEACH
- THE SHORE
- TIFFANY PLAZA
- TRITON COVE
- TURTLE CRAWL SEC 36 TOWNSHIP 35S RANGE 16E
- TWIN SHORES MOBILE HOME
- VEINTE
- VILLA DI LANCIA PH 1
- VILLA DOS PALMAS
- WATER CLUB 01 AT LONGBOAT KEY
- WATER CLUB AT LONGBOAT KEY
- WATER CLUB II/LONGBOAT KEY
- WENDY
- WESTCHESTER
- WESTCHESTER APTS
- WESTCHESTER CONDO APTS UN 3
- WHITNEY BEACH
- WINDING OAKS
- WINDWARD BAY
- WINDWARD BAY AMD
Market Summary
Current real estate data for Single Family in LONGBOAT KEY as of Oct 23, 2026
129
Single Family Listed
207
Avg DOM
1,005
Avg $ / SqFt
$2,909,655
Avg List Price
Property Summary
- Located in the LA LENAIRE ISLE subdivision, 7147 LA LENAIRE DRIVE LONGBOAT KEY FL is a Single Family for sale in LONGBOAT KEY, FL, 34228. It is listed for $4,980,000 and features 5 beds, 6 baths, and has approximately 3,503 square feet of living space, and was originally constructed in 1990. The current price per square foot is $1,422. The average price per square foot for Single Family listings in LONGBOAT KEY is $1,005. The average listing price for Single Family in LONGBOAT KEY is $2,909,655. To schedule a showing of MLS#a4709455 at 7147 LA LENAIRE DRIVE in LONGBOAT KEY, FL, contact your CENTURY 21 Carioti agent at 2392986550.
Similar Listings Nearby
Courtesy of RE/MAX ALLIANCE GROUP. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 7147 LA LENAIRE DRIVE
LONGBOAT KEY, FL
