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Property for sale at 7143 LA LENAIRE DRIVE, LONGBOAT KEY, FL, 34228
Approx 300 ft of waterfront
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7143 La Lenaire DriveLongboat Key, FL, 34228

4beds
4baths
2,721sqft
Single Family Residence
Built in 2010
$3,800 Annually HOA Fee
$5,895,000
For sale
$5,995,000−$100,000 (2%)Reduced Sep 23, 2026
Price per sqft
$2,166
Days on market
148
Listed
May 27
MLS #A4694196Updated Sep 25, 2026

About this property

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.

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Property details

Property type
Single Family Residence
Street address
7143 La Lenaire Drive
City
Longboat Key
State
FL
ZIP code
34228
Year built
2010
New construction
No
Faces
West
Rooms
7
Building stories
2
Living area
2,721 sqft
Total building area
4,460 sqft
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 20, 2026 at 8:01 AM EDT

Price & sale history

Asking price reduced by $100,000 (1.7%) since first listed.

EventPrice
Price reducedMLS #A4694196$5,895,000Change: −1.7%−$100,000
Listed for saleMLS #A4694196$5,995,000
History may be incomplete.
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Location

Property for sale at 7143 LA LENAIRE DRIVE, LONGBOAT KEY, FL, 34228
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