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For sale
    • Price cut: $235K (5/7)
    $5,000,000

    7147 La Lenaire Dr, Longboat Key, FL 34228

    5beds
    3,503sqft
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    Single Family Residence
    Built in 1990
    1.35 Acres Lot
    $-- Zestimate®
    $1,427/sqft
    $283/mo HOA

    What's special

    Spacious oversized islandSleek quartz countertopsModern cabinetryPolynesian architectureFreshly reimagined kitchenExpansive sliding glass doorsSecluded shoreline
    A rare offering on Florida’s coveted west coast, this private island sanctuary feels worlds away yet remains moments from the region’s most beloved coastal destinations. Set on the exclusive 38-acre island of Jewfish Key (accessible only by boat), this remarkable 1.35-acre estate commands its own secluded shoreline and uninterrupted views of crystal clear waters. Inspired by Polynesian architecture and designed to dissolve the boundaries between indoors and out, this estate home unfolds through airy pavilions connected by elevated walkways. Towering palms and lush tropical landscaping envelop the home, while its 18-foot elevation ensures both peace of mind and panoramic, horizon-level vistas. Inside, the freshly reimagined kitchen serves as the gathering heart of the home, with sleek quartz countertops, modern cabinetry, and a spacious oversized island that effortlessly bridges culinary function and relaxed entertaining. Expansive sliding glass doors draw natural light into the living space and frame sweeping views of the sandbar and bay, perfect for sunset watching. The main residence includes four bedrooms and four-and-a-half baths, plus a separate guest suite offering an additional bedroom, kitchen, and full bath, ideal for hosting with comfort and privacy. The primary suite is where the pace of the island truly settles in. Wake up to wide-open bay views, linger with coffee in the sitting area, or enjoy a glass of wine as the sun sinks toward the horizon. The ensuite feels fresh and spa-like, with a soaking tub, walk-in shower, and water views. A series of screened porches and wraparound decks encourage slow living, morning yoga on the deck, afternoon reading in the shade, sunset grilling and cocktails overlooking the Gulf. Outdoors, a newly installed pool and spa with a sun shelf and expansive sundeck overlook the storied Jewfish Key Sandbar. A private dock with jet ski lift offers instant access to calm waters perfect for fishing, snorkeling, paddle boarding, or exploring neighboring Longboat Key and Anna Maria Island, both just minutes away by boat and beloved for dining, boutique shopping, and laid-back coastal culture. Equal parts island hideaway and refined coastal home, this one-of-a-kind property offers the rare combination of true privacy, effortless access, and natural beauty, set against a backdrop of turquoise water, powder soft sand, and endless sky. Here, relaxation, adventure, and natural beauty converge in a setting that feels almost like an escape, yet unmistakably home.
    242 days
    |
    1,459
    |
    80
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Chase Moore 727-325-7272,

    SIGHT REAL ESTATE, LLC 877-361-0878

    Source: Stellar MLS,MLS#: TB8448347MLS LogoOriginating MLS: Suncoast Tampa

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Great Room
      Primary bedroom
      • Features: Built-in Closet
      • Level: Second
      • Area: 494 Square Feet
      • Dimensions: 26x19
      Bedroom 1
      • Features: Built-in Closet
      • Level: Second
      • Area: 256 Square Feet
      • Dimensions: 16x16
      Bedroom 2
      • Features: Built-in Closet
      • Level: Second
      • Area: 240 Square Feet
      • Dimensions: 15x16
      Bedroom 3
      • Features: Built-in Closet
      • Level: Second
      • Area: 81 Square Feet
      • Dimensions: 9x9
      Bedroom 4
      • Features: Built-in Closet
      • Level: Second
      • Area: 256 Square Feet
      • Dimensions: 16x16
      Bedroom 5
      • Features: Built-in Closet
      • Level: Second
      • Area: 256 Square Feet
      • Dimensions: 16x16
      Balcony porch lanai
      • Level: Second
      • Area: 216 Square Feet
      • Dimensions: 24x9
      Balcony porch lanai
      • Level: Second
      • Area: 135 Square Feet
      • Dimensions: 27x5
      Balcony porch lanai
      • Level: Second
      • Area: 80 Square Feet
      • Dimensions: 16x5
      Dining room
      • Level: Second
      • Area: 256 Square Feet
      • Dimensions: 16x16
      Kitchen
      • Level: Second
      • Area: 150 Square Feet
      • Dimensions: 15x10
      Kitchen
      • Level: Second
      • Area: 162 Square Feet
      • Dimensions: 18x9
      Living room
      • Level: Second
      • Area: 900 Square Feet
      • Dimensions: 30x30
      Loft
      • Level: Upper
      • Area: 144 Square Feet
      • Dimensions: 16x9
      Heating
      • Electric, Propane, Wall Units / Window Unit, Zoned
      Cooling
      • Central Air, Wall/Window Unit(s), Zoned
      Appliances
      • Included: Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer
      • Laundry: Laundry Closet
      Features
      • Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s)
      • Flooring: Tile
      • Doors: Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: No
      Interior area
      • Total structure area: 8,170
      • Total interior livable area: 3,503 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: Open
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Deck, Wrap Around
      • Exterior features: Balcony
      • Has private pool: Yes
      • Pool features: In Ground
      • Has spa: Yes
      • Spa features: Heated
      • Has view: Yes
      • View description: Water, Bay/Harbor - Full, Beach, Gulf/Ocean - Partial, Intracoastal Waterway
      • Has water view: Yes
      • Water view: Water,Bay/Harbor - Full,Beach,Gulf/Ocean - Partial,Intracoastal Waterway
      • Waterfront features: Gulf/Ocean Front, Waterfront, Bay/Harbor, Bay/Harbor Access, Beach Access, Intracoastal Waterway Access, Bridges - No Fixed Bridges, Fishing Pier, Lift
      • Body of water: LONGBOAT PASS
      Lot
      • Size: 1.35 Acres
      • Features: FloodZone
      • Residential vegetation: Bamboo, Mature Landscaping, Trees/Landscaped, Wooded
      Details
      • Additional structures: Guest House
      • Parcel number: 7761600059
      • Zoning: R1SF
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Elevated
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, Wood Siding
      • Foundation: Raised
      • Roof: Shingle
      Condition
      • Completed
      • New construction: No
      • Year built: 1990

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Private, Well
      • Utilities for property: Electricity Connected, Propane, Underground Utilities

      Community & HOA

      Community
      • Features: Boat Slip, Dock, Fishing, Gulf/Ocean Front, Intracoastal Waterway, Water Access, Waterfront
      • Security: Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: JEWFISH KEY
      HOA
      • Has HOA: Yes
      • Amenities included: Park
      • Services included: Reserve Fund, Private Road
      • HOA fee: $283 monthly
      • HOA name: Jerry Elmore
      • HOA phone: 941-357-7182
      • Second HOA name: Jewfish Key Preservation
      Location
      • Region: Longboat Key

      Financial & listing details

      • Price per square foot: $1,427/sqft
      • Tax assessed value: $2,288,731
      • Annual tax amount: $33,963
      • Date on market: 11/18/2025
      • Cumulative days on market: 243 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Other

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/7/2026Price change$5,000,000-4.5%$1,427/sqft
        Source: Stellar MLS #TB8448347 Report a problem
        3/29/2026Price change$5,235,000-0.3%$1,494/sqft
        Source: Stellar MLS #TB8448347 Report a problem
        2/27/2026Price change$5,250,000-4.5%$1,499/sqft
        Source: Stellar MLS #TB8448347 Report a problem
        11/18/2025Listed for sale$5,495,000+4.7%$1,569/sqft
        Source: Stellar MLS #TB8448347 Report a problem
        9/11/2025Listing removed$5,250,000$1,499/sqft
        Source: Stellar MLS #A4613404 Report a problem
        8/11/2025Price change$5,250,000-10.3%$1,499/sqft
        Source: Stellar MLS #A4613404 Report a problem
        4/22/2025Price change$5,850,000-13.3%$1,670/sqft
        Source: Stellar MLS #A4613404 Report a problem
        12/16/2024Listed for sale$6,750,000$1,927/sqft
        Source: Stellar MLS #A4613404 Report a problem
        11/21/2024Listing removed$6,750,000-24.6%$1,927/sqft
        Source: Stellar MLS #A4613404 Report a problem
        10/31/2024Pending sale$8,950,000$2,555/sqft
        Source: Stellar MLS #A4613404 Report a problem
        6/12/2024Listed for sale$8,950,000+0.8%$2,555/sqft
        Source: Stellar MLS #A4613404 Report a problem
        3/28/2024Listing removed--
        Source: Stellar MLS #A4604108 Report a problem
        3/27/2024Listed for sale$8,880,000+97.3%$2,535/sqft
        Source: Stellar MLS #A4604108 Report a problem
        2/8/2023Listing removed--
        Source: Stellar MLS #A4549674 Report a problem
        1/27/2023Price change$4,500,000+50.3%$1,285/sqft
        Source: Stellar MLS #A4549674 Report a problem
        10/17/2022Listed for sale$2,995,000+69.2%$855/sqft
        Source: Stellar MLS #A4549674 Report a problem
        5/12/2021Sold$1,770,000-5.6%$505/sqft
        Source: Public Record Report a problem
        3/10/2021Pending sale$1,875,000$535/sqft
        Source: Stellar MLS #V4917435 Report a problem
        2/3/2021Price change$1,875,000-3.8%$535/sqft
        Source: Stellar MLS #V4917435 Report a problem
        1/24/2021Price change$1,950,000+5.4%$557/sqft
        Source: Owner Report a problem
        1/14/2021Listed for sale$1,850,000$528/sqft
        Source: Owner Report a problem
        11/30/2020Pending sale$1,850,000$528/sqft
        Source: PREMIER SOTHEBYS INTL REALTY #A4457127 Report a problem
        11/25/2020Price change$1,850,000-18.7%$528/sqft
        Source: PREMIER SOTHEBYS INTL REALTY #A4457127 Report a problem
        9/8/2020Price change$2,275,000-12.5%$649/sqft
        Source: PREMIER SOTHEBYS INTL REALTY #A4457127 Report a problem
        1/20/2020Listed for sale$2,600,000+225%$742/sqft
        Source: PREMIER SOTHEBYS INTL REALTY #A4457127 Report a problem
        4/8/2003Sold$800,000$228/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$34,153 +1.3%$2,283,854 +10%
        2024$33,721 -0.7%$2,076,231 +7.1%
        2023$33,963 +23.8%$1,938,424 +10%
        2022$27,441 +51.7%$1,762,204 +59.3%
        2021$18,090 +7%$1,106,319 +8.1%
        2020$16,903 +2.8%$1,023,474 +6.3%
        2019$16,439 $962,949 +10%
        2018$16,439 +11.3%$875,408 +4.6%
        2017$14,765 +11.4%$837,059 +0.2%
        2016$13,256 $835,330 -21.2%
        2015$13,256 $1,060,688 +31%
        2014$13,256 +12.9%$809,469 +15%
        2013$11,745 +1174434%$703,886 +9.9%
        2012$1 $640,457 -3.4%
        2011$1 $663,172 -6.8%
        2010-- $711,192 -7.2%
        2009$11,977 -7.1%$766,353 -6.9%
        2008$12,891 $823,353
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 34228

        Getting around

        10 / 100
        Car-Dependent
        29 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Anna Maria Elementary
        • Middle: W.D. Sugg Middle
        • High: Bayshore High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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