Private island home for sale on Jewfish Key, Longboat Key, Florida. This 4-bedroom, 4-bath waterfront residence sits on a 1.24-acre titled lot with approximately 300 feet of water frontage and a private deep-water dock, and it is reached only by boat. It is one of just eight homes on this roughly 38-acre island at Longboat Pass. 7143 La Lenaire Drive is offered turnkey and furnished, and it is on the market for the first time in more than two decades.
Reached only by boat, this private island home offers something rare on Florida’s coast: luxury, privacy, and room to truly disconnect. Far from crowded waterfront rentals, it’s a place to slow down, enjoy the people you came with, and share an experience your family and friends will never forget.
The home was custom built in 2011 and has more than 2,700 square feet of living space, designed around sweeping west-facing water views and easy indoor-outdoor living. The main living areas open to covered outdoor space overlooking the Intracoastal Waterway, and at sunset the evening light fills the rooms. The layout works as well for a quiet weekend for two as it does for a full house of guests.
Walk down to your own deep-water dock, with direct boating access to Sarasota Bay, the Intracoastal, Longboat Pass, and the Gulf. Anna Maria Island, Longboat Key, and St. Armands Circle are minutes away by water, so Sarasota and Bradenton dining, shopping, beaches, and culture are easy to reach while your evenings stay quiet and private.
Jewfish Key is surrounded by sandbars, clear shallows, native wildlife, and natural shoreline, a setting that is increasingly hard to find along the Gulf Coast. This property works as a primary residence, a private Florida vacation home, or an income-producing investment. With four bedrooms, four baths, and a boat-access location unlike anything else on the rental market, it offers strong short-term and seasonal rental potential for investors seeking a one-of-a-kind luxury waterfront asset between Longboat Key and Anna Maria Island.
Schedule your private boat tour today.
Reached only by boat, this private island home offers something rare on Florida’s coast: luxury, privacy, and room to truly disconnect. Far from crowded waterfront rentals, it’s a place to slow down, enjoy the people you came with, and share an experience your family and friends will never forget.
The home was custom built in 2011 and has more than 2,700 square feet of living space, designed around sweeping west-facing water views and easy indoor-outdoor living. The main living areas open to covered outdoor space overlooking the Intracoastal Waterway, and at sunset the evening light fills the rooms. The layout works as well for a quiet weekend for two as it does for a full house of guests.
Walk down to your own deep-water dock, with direct boating access to Sarasota Bay, the Intracoastal, Longboat Pass, and the Gulf. Anna Maria Island, Longboat Key, and St. Armands Circle are minutes away by water, so Sarasota and Bradenton dining, shopping, beaches, and culture are easy to reach while your evenings stay quiet and private.
Jewfish Key is surrounded by sandbars, clear shallows, native wildlife, and natural shoreline, a setting that is increasingly hard to find along the Gulf Coast. This property works as a primary residence, a private Florida vacation home, or an income-producing investment. With four bedrooms, four baths, and a boat-access location unlike anything else on the rental market, it offers strong short-term and seasonal rental potential for investors seeking a one-of-a-kind luxury waterfront asset between Longboat Key and Anna Maria Island.
Schedule your private boat tour today.
Property Details
Price:
$5,895,000
MLS #:
A4694196
Status:
Active
Beds:
4
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
JEW FISH KEY
Neighborhood:
34228longboatkey
Listed Date:
May 27, 2026
Finished Sq Ft:
2,721
Total Sq Ft:
4,460
Lot Size:
54,014 sqft / 1.24 acres (approx)
Year Built:
2010
See this Listing
Schools
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range Hood, Refrigerator, Washer, Water Filtration System
Bathrooms
4 Full Bathrooms
Cooling
Central Air
Flooring
Hardwood
Heating
Central
Interior Features
Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry Features
Laundry Closet
Levels
Two
Exterior
Architectural Style
Coastal, Key West
Community Features
Private Boat Ramp, Waterfront
Construction Materials
HardiPlank Type
Covered Spaces
4
Direction Faces
West
Exterior Features
Balcony, Fire Pit, Lighting, Outdoor Shower, Rain Gutters, Sliding Doors
Green Energy Efficient
Insulation, Windows
Lot Features
Flood Insurance Required, FloodZone, Landscaped, Near Marina, Oversized Lot, Private
Other Structures
Other, Storage, Workshop
Patio And Porch Features
Covered, Enclosed, Front Porch, Rear Porch, Screened
Roof
Metal
View
Trees/Woods, Water
Waterfront Features
Waterfront, Intracoastal Waterway
Window Features
Double Pane Windows
Financial
HOA Fee
$3,800
HOA Fee Frequency
Annually
HOA Name
Jerry Elmore
HOA Phone
Jerry 9413577182
Tax Year
2025
Taxes
$17,255
Map
Community
- Address7143 LA LENAIRE DRIVE LONGBOAT KEY FL
- SubdivisionJEW FISH KEY
- CityLONGBOAT KEY
- CountyManatee
- Zip Code34228
Subdivisions in LONGBOAT KEY
- 7981 – LONGBOAT KEY MOORINGS
- 8177 – LONGBOAT KEY MOORINGS MARINA 2
- ARBOMAR APTS
- ARIA LONGBOAT KEY
- AVIGNON VILLAS
- BAILEY-DOBSON
- BAY HARBOUR
- BAY HARBOUR APPTS
- BAY HARBOUR APTS
- BAY ISLES
- BAYOU HAMMOCK
- 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 I
- BEACHPLACE II
- BEACHPLACE III
- BOATHOUSE ON LONGBOAT
- BONAIRE AT LONGBOAT KEY
- BUTTONWOOD HARBOR
- CEDARS EAST SEC 1
- CEDARS EAST SEC 2
- CEDARS EAST SEC 3
- CEDARS WEST OF LONGBOAT INC
- CLUB LONGBOAT BEACH & TENNIS
- CONRAD BEACH
- COQUINA BEACH
- COUNTRY CLUB SHORES
- COUNTRY CLUB SHORES SEC 01
- COUNTRY CLUB SHORES SEC 1
- COUNTRY CLUB SHORES SEC 2
- COUNTRY CLUB SHORES, UNIT 5, SEC 3
- COVERT II
- DREAM ISLAND
- EMERALD HARBOR
- EMERALD POINTE SOUTH
- FAINE APTS
- FAIRWAY BAY
- FAIRWAY BAY 1
- FAIRWAY BAY 2 PH 2 & 3
- FRACTIONAL SUB
- GRAND BAY 1
- GRAND BAY 2
- GRAND BAY 3
- GRAND BAY 4
- GRAND BAY 5
- GULFSHORE OF LONGBOAT KEY
- H & M ASSOC
- HARBOUR COURT
- HARBOUR LINKS
- HARBOUR OAKS
- HARBOUR OAKS 2
- HARBOUR VILLA CLUB AT THE BUCCANEER
- HOOTON
- INN ON THE BEACH PH I
- INN ON THE BEACH PH II
- INN ON THE BEACH PH III
- ISLANDER CLUB OF LONGBOAT
- JEW FISH KEY
- JEWFISH KEY
- L AMBIANCE 1
- L AMBIANCE AT LONGBOAT KEY CLUB PH 02
- LA FIRENZA
- LIGHTHOUSE POINT
- LONGBEACH
- LONGBEACH ON LONGBOAT KEY
- LONGBEACH VILLAGE
- LONGBOAT ARMS
- 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 SHORES REV
- LONGBOAT TERRACE
- MARINA BAY
- MCCALLS BEACH CASTLE
- NEPTUNE ON LONGBOAT KEY
- NEW PASS SHORES
- NORTHGATE OF LONGBOAT KEY
- PELICAN HARBOUR & BEACH CLUB
- PIERRE
- PLAYERS CLUB I
- PLAYERS CLUB III
- PLAYERS CLUB IV
- PORTOBELLO
- PRESERVE/LONGBEACH
- PRIVATEER NORTH
- PRIVATEER SOUTH
- PROMENADE
- QUEENS HARBOUR
- QUEENS HARBOUR- BAY ISLES
- RAUCH
- RESUB OF LTS 2B&3B OF SLEEPY LAGOON ADD
- ROBERT LENNOX
- SAINT JUDES APTS
- SALTY ACRES
- SANCTUARY II
- SANCTUARY III
- SANCTUARY IV
- SANCTUARY IV LONGBOAT KEY
- SAND CAY
- SANDS POINT
- SEA GATE CLUB
- SEAPLACE
- SEAPLACE I
- SEAPLACE III
- SEAPLACE IV
- SEAPLACE V
- SEAPLACE VI
- SHIPMANS ADD
- SILVER SANDS
- SLEEPY LAGOON
- SLEEPY LAGOON PARK
- SLEEPY LAGOON PARK 2
- SLEEPY LAGOON PART NO 2
- SPANISH MAIN YACHT CLUB
- 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
- TENCON BEACH
- THE BANYAN BAY CLUB
- THE CASTILLIAN
- THE GRANDE AT LONGBOAT KEY
- THE PRESERVE/LONGBEACH
- THE SHORE
- TIFFANY PLAZA
- TRITON COVE
- TWIN SHORES MOBILE HOME
- VEINTE
- VILLA DI LANCIA PH 1
- WATER CLUB 01 AT LONGBOAT KEY
- WENDY
- WESTCHESTER APTS
- WESTCHESTER CONDO APTS UN 3
- WESTON POINTE
- WHITNEY BEACH
- WHITNEY BEACH III
- WINDING OAKS
- WINDWARD BAY AMD
Market Summary
Current real estate data for Single Family in LONGBOAT KEY as of Sep 28, 2026
127
Single Family Listed
211
Avg DOM
1,000
Avg $ / SqFt
$2,676,632
Avg List Price
Property Summary
- Located in the JEW FISH KEY subdivision, 7143 LA LENAIRE DRIVE LONGBOAT KEY FL is a Single Family for sale in LONGBOAT KEY, FL, 34228. It is listed for $5,895,000 and features 4 beds, 4 baths, and has approximately 2,721 square feet of living space, and was originally constructed in 2010. The current price per square foot is $2,166. The average price per square foot for Single Family listings in LONGBOAT KEY is $1,000. The average listing price for Single Family in LONGBOAT KEY is $2,676,632. To schedule a showing of MLS#a4694196 at 7143 LA LENAIRE DRIVE in LONGBOAT KEY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of COMPASS FLORIDA LLC. 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. 7143 LA LENAIRE DRIVE
LONGBOAT KEY, FL