7143 LA LENAIRE DRIVE

LONGBOAT KEY, FL 34228

Listing courtesy of COMPASS FLORIDA LLC · MLS# A4694196

$5,895,000
Active
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Property Details

Bedrooms
4
Bathrooms
4
Square Feet
2,721
MLS#
A4694196
Listed
May 27, 2026

Description

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.

Facts & Costs

Property type
Single Family Residence
Year built
2010
Lot size
1.24 acres
Stories
2
Price per sq ft
$2,166
Days on market
126
Private pool
No
Waterfront
Yes
Community
La Lenaire Isle
Subdivision
JEW FISH KEY
County
Manatee
Flood zone
AE

Monthly & yearly costs

HOA fee
$3,800 / annually
Property taxes
$17,255 / year (2025)

As reported by the listing agent. Verify with the HOA and county.

Construction & systems

Heating
Central
Cooling
Central Air
Flooring
Wood
Roof
Metal
Construction
HardiPlank Type
View
Trees/Woods, Water, Gulf/Ocean - Partial

Payment Estimate

$31,563 / month

Principal & interest
$29,808
Property taxes
$1,438
HOA
$317
Home insurance
enter below

Estimate only, not a loan offer. Rate is a starting value; taxes and HOA are as reported by the listing agent. Florida insurance (including flood) varies widely. Ask George for a lender referral.

Location

Features & Amenities

  • Built-In Oven
  • Cooktop
  • Dishwasher
  • Disposal
  • Dryer
  • Microwave
  • Range Hood
  • Refrigerator
  • Washer
  • Water Filtration System
  • Built-in Features
  • Ceiling Fans(s)
  • Eat-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
  • Balcony
  • Fire Pit
  • Lighting
  • Outdoor Shower
  • Rain Gutters
  • Intracoastal Waterway

Information deemed reliable but not guaranteed.

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Sep 30, 2026, 7:00 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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George Predescu, REALTOR®
George Predescu
REALTOR® · HORIZON REALTY INTERNATIONAL

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