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7143 La Lenaire Drive, Longboat Key, FL 34228

$5,995,000

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Property Description

Private island living on Jewfish Key, one of eight homes, accessible by boat only. This rare offering presents a lifestyle few will ever experience: a secluded island sanctuary surrounded by the turquoise waters of Longboat Pass and the Gulf Coast's natural beauty. An address like this comes up for sale about once a generation. 7143 La Lenaire is on the market for the first time in more than two decades.The home is a custom built, over 2,700 square feet of living space designed to embrace panoramic water views and effortless indoor-outdoor living, four bedrooms and four baths, finished in 2011 on a 1.24-acre titled lot with roughly 300 feet of water frontage. From the island you are minutes by water to Longboat Key, St Armands Circle, and Anna Maria Island.Every room captures breathtaking western-facing vistas, creating a constant backdrop of sparkling water, coastal breezes, and unforgettable sunsets.The main living areas open onto covered outdoor space and frame the sunset over the intercoastal waters, and the evening light fills the rooms. It was built to handle a quiet weekend or a full house of guests.The private deep-water dock provides immediate boating access to Sarasota Bay, the Intracoastal Waterway, Longboat Key Pass, and the Gulf of Mexico, making this a true boater's paradise.Jewfish Key is a hidden gem spanning approximately 38 acres, offering a level of privacy and tranquility rarely found along Florida's Gulf Coast. Surrounded by pristine shoreline, sandbars, native wildlife, and crystal-clear waters, the island delivers an unmatched blend of exclusivity and natural beauty while still being conveniently located near Longboat Key, Anna Maria Island, and Sarasota's world-class dining, shopping, and entertainment.Whether used as a private family compound, luxury waterfront getaway, or one-of-a-kind investment opportunity, 7143 La Lenaire Drive represents a truly irreplaceable island lifestyle.Turn Key - Furnished.

7143 La Lenaire Drive | MLS# A4694196

This single family home located at 7143 La Lenaire Drive, Longboat Key, FL 34228 is currently listed for sale with an asking price of $5,995,000. This property was built in 2010 and has 4 bedrooms and 4 full baths with 2721 sq. ft. La Lenaire Drive is located in the JEW FISH KEY subdivision. Search JEW FISH KEY real estate on vmthomas.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Heating: Central
Home Style: Coastal, Key West
Lot Size: 1.24 Acres
Roof Type: Metal
Stories: 2.0
Taxes: $17,255
Year Built: 2010
Square Feet: 2,721

Amenities

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
Sliding Doors

Feature Descriptions

Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range Hood, Refrigerator, Washer, Water Filtration System
Directions: Longboat Key pass. Boat Access Only
Energy Efficient: Insulation, Windows
Exterior: HardiPlank Type
Flood Zone Code: AE
Flooring: Wood
Foundation: Pillar/Post/Pier
Frontage ICW: 300
HOA Fee: 3800/ Annually
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: Flood Insurance Required, FloodZone, Landscaped, Near Marina, Oversized Lot, Private
Lot Dimensions: 1.24
Other Equipment: Fire Pit
Other Structures: Other, Storage, Workshop
Ownership: Fee Simple
Patio/Porch: Covered, Enclosed, Front Porch, Rear Porch, Screened
Pets Allowed: Yes
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Septic Tank
Showing Instructions: Call Listing Agent, ShowingTime
Special Sale Provisions: None
Special View Info: Water
Utilities: Cable Connected, Electricity Connected
Vegetation: Mature Landscaping, Trees/Landscaped
Water: Well
Water Access: Intracoastal Waterway
Water Access Y/N: Yes
Waterfront Features: Intracoastal Waterway, Bridges - No Fixed Bridges, No Wake Zone
Water View: Gulf/Ocean - Partial, Intracoastal Waterway
Windows: Double Pane Windows
Zoning: R1SF

Listed By / Shown By

Listed By

Agency Name: COMPASS FLORIDA LLC
Agency Contact: 941-279-3630

Shown By

Agent Name: Michelle Thomas
Agent Phone: (904) 315-8249
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 32,934.95 per month $29,748.49 Principal & Interest $1,437.92 Property Tax $1,748.54 Homeowner's Insurance

Change Payment Information

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 05/27/2026. The listing information on this page last changed on 05/27/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 05/27/2026 12:02:09 AM EST) or GAMLS (last updated Tue 05/26/2026 11:15:05 PM EST) or Stellar MLS (last updated Tue 05/26/2026 11:44:02 PM EST) or SPC MLS (last updated Tue 05/26/2026 11:20:56 PM EST) or Martin MLS (last updated Tue 05/26/2026 11:38:09 PM EST) or Indian River MLS (last updated Tue 05/26/2026 11:30:15 PM EST) or Daytona MLS (last updated Tue 05/26/2026 11:36:45 PM EST) or Northeast Florida MLS (last updated Tue 05/26/2026 11:58:54 PM EST) or Beaches MLS (last updated Tue 05/26/2026 5:59:08 PM EST) or BORMLS (last updated Tue 05/26/2026 11:14:56 PM EST) or Golden Isles MLS (last updated Tue 05/26/2026 11:26:15 PM EST) or Amelia/Nassau MLS (last updated Tue 05/26/2026 11:25:12 PM EST) or Dixie Gilchrist Levy MLS (last updated Tue 05/26/2026 11:42:15 PM EST) or NFLMLS (last updated Tue 05/26/2026 9:04:07 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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