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Under contract
    • Price cut: $25K (6/3)
    $975,000

    552 Juan Anasco Dr, Longboat Key, FL 34228

    3beds
    1,846sqft
    : 
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    Single Family Residence
    Built in 1960
    10,000 Square Feet Lot
    $901,600 Zestimate®
    $528/sqft
    $-- HOA

    What's special

    Personal watercraft liftHeated poolBreathtaking sunsetsTranquil water viewsSpacious eat-in kitchenNew stainless-steel appliances
    Under contract-accepting backup offers. Imagine living the coastal lifestyle only dreams are made of! Wake each morning to the sunrise over your local beach—just a short stroll down the street—where you can sink your toes into sugary white sand, take an early walk, or collect seashells along the shore. Return home to enjoy coffee outdoors by your heated pool, relaxing on the deck as tranquil water views set the tone for the day. Take a refreshing dip, then unwind as nature’s canvas unfolds before you, with shifting light and brilliant shades of blue and azure. In the evening, hop on your boat from your backyard and cruise effortlessly to waterfront restaurants and sunset destinations. With a 20,000-lb boat lift, personal watercraft lift, and a 40-foot dock on a deep-water canal, you’ll enjoy immediate access to Sarasota Bay, the Intracoastal Waterway, and the Gulf—with no fixed bridges along the way. End your days with breathtaking sunsets as the sky ignites in color, dolphins play, and manatees glide by. Inside, the home offers an optimal floor plan ready for your personal touches. The spacious eat-in kitchen features an expansive island perfect for casual entertaining, complemented by new stainless-steel appliances. A wall of sliding glass doors seamlessly blends indoor and outdoor living, filling the home with natural light and water views. All main living areas open to the pool and outdoor spaces. Recent updates include a new AC system and a recently refinished pool. The home offers three bedrooms and four baths, with the flexibility to modify the layout or easily add a fourth bedroom. A wood-burning fireplace adds warmth and charm to the living room. Located on the barrier island of Longboat Key, this exceptional property is perfectly suited for the most discerning buyers. Enjoy nearby golf, pickleball, boutique shopping, and dining, with St. Armands Circle and downtown Sarasota just minutes away. Convenient access to SRQ Airport makes this an ideal full-time residence or luxury vacation retreat. Call today to schedule your private showing and experience coastal living at its finest.
    165 days
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    712
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    32
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    Zillow last checked:

    Listing updated:

    Listed by:

    Kathy Cahill 941-807-3565,

    KELLER WILLIAMS ON THE WATER 941-729-7400

    Source: Stellar MLS,MLS#: A4680786MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 312 Square Feet
      • Dimensions: 12x26
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 50 Square Feet
      • Dimensions: 5x10
      Bedroom 3
      • Features: Built-in Closet
      • Level: First
      • Area: 108 Square Feet
      • Dimensions: 9x12
      Bathroom 1
      • Features: No Closet
      • Level: First
      • Area: 25 Square Feet
      • Dimensions: 5x5
      Bathroom 2
      • Features: No Closet
      • Level: First
      • Area: 25 Square Feet
      • Dimensions: 5x5
      Dining room
      • Features: Built-in Closet
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 11x12
      Family room
      • Features: No Closet
      • Level: First
      • Area: 170 Square Feet
      • Dimensions: 10x17
      Kitchen
      • Features: Built-in Closet
      • Level: First
      • Area: 140 Square Feet
      • Dimensions: 10x14
      Living room
      • Features: No Closet
      • Level: First
      • Area: 322 Square Feet
      • Dimensions: 14x23
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Range, Refrigerator
      • Laundry: Inside, Laundry Closet
      Features
      • Attic Fan, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen
      • Flooring: Other, Tile, Travertine
      • Doors: French Doors, Outdoor Grill, Sliding Doors
      • Has fireplace: Yes
      • Fireplace features: Living Room, Masonry
      Interior area
      • Total structure area: 2,687
      • Total interior livable area: 1,846 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Boat
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Lighting, Outdoor Grill
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground
      • Has view: Yes
      • View description: Water, Canal
      • Has water view: Yes
      • Water view: Water,Canal
      • Waterfront features: Canal Front, Saltwater Canal Access, Intracoastal Waterway Access, Bridges - No Fixed Bridges, Lift, Sailboat Water, Seawall
      • Frontage length: Canal: 40
      Lot
      • Size: 10,000 Square Feet
      Details
      • Parcel number: 7854 700007
      • Zoning: R4SF
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Brick, Wood Frame
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • Fixer
      • New construction: No
      • Year built: 1960

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Electricity Connected, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: SLEEPY LAGOON PARK
      HOA
      • Has HOA: No
      Location
      • Region: Longboat Key

      Financial & listing details

      • Price per square foot: $528/sqft
      • Tax assessed value: $1,036,518
      • Annual tax amount: $17,418
      • Date on market: 2/5/2026
      • Cumulative days on market: 491 days
      • Listing terms: Cash,Conventional,FHA
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        $901,600

        $857,000 - $947,000

        $7,694/mo

        Price history

        DateEventPrice
        7/8/2026Contingent$975,000$528/sqft
        Source: Stellar MLS #A4680786 Report a problem
        7/3/2026Pending sale$975,000$528/sqft
        Source: Stellar MLS #A4680786 Report a problem
        6/3/2026Price change$975,000-2.5%$528/sqft
        Source: Stellar MLS #A4680786 Report a problem
        2/5/2026Listed for sale$999,999-19.3%$542/sqft
        Source: Stellar MLS #A4680786 Report a problem
        1/24/2026Listing removed$1,239,552$671/sqft
        Source: Stellar MLS #A4642654 Report a problem
        12/9/2025Price change$1,239,552-11.3%$671/sqft
        Source: Stellar MLS #A4642654 Report a problem
        2/28/2025Listed for sale$1,397,849+125.5%$757/sqft
        Source: Stellar MLS #A4642654 Report a problem
        5/18/2015Sold$620,000-4.6%$336/sqft
        Source: Public Record Report a problem
        3/28/2015Pending sale$650,000$352/sqft
        Source: PREMIER SOTHEBY'S INTL. REALTY #A3983438 Report a problem
        3/27/2014Price change$650,000-3.7%$352/sqft
        Source: Premier Sotheby's International Realty #A3983438 Report a problem
        2/9/2014Price change$675,000-3.4%$366/sqft
        Source: Premier Sotheby's International Realty #A3983438 Report a problem
        8/27/2013Listed for sale$699,000+11.8%$379/sqft
        Source: Signature Sotheby's International Realty #A3983438 Report a problem
        7/1/2013Listing removed$625,000$339/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        4/6/2013Price change$625,000-3%$339/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        1/26/2013Price change$644,000-3.7%$349/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        10/19/2012Listed for sale$669,000-7.7%$362/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        8/29/2012Listing removed$725,000$393/sqft
        Source: Coldwell Banker Residential Real Estate - Longboat Key #A3956707 Report a problem
        5/8/2012Price change$725,000-4.5%$393/sqft
        Source: Coldwell Banker Residential Real Estate - Longboat Key #A3956707 Report a problem
        3/1/2012Listed for sale$759,000+203.6%$411/sqft
        Source: Coldwell Banker Residential Real Estate - Longboat Key #A3956707 Report a problem
        3/21/2000Sold$250,000$135/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$16,151 -7.3%$1,036,518 -7.1%
        2024$17,419 +25.7%$1,116,252 +66.9%
        2023$13,859 +24.5%$668,776 +13.2%
        2022$11,130 +17.9%$590,623 +10%
        2021$9,437 +4.8%$536,930 +6.2%
        2020$9,003 -0.5%$505,442
        2019$9,050 $505,442 +3.9%
        2018$9,050 +2.4%$486,268 +2.5%
        2017$8,837 +86.1%$474,493 +1.3%
        2016$4,749 $468,631 +44.2%
        2015$4,749 $324,997 +0.8%
        2014$4,749 +2.2%$322,418 +1.5%
        2013$4,647 +464612%$317,653 +1.7%
        2012$1 $312,343 +1.5%
        2011$1 $307,638 +1.5%
        2010-- $303,092 +2.7%
        2009$4,214 -6.2%$295,124 +0.1%
        2008$4,492 +5.3%$294,829 +3%
        2007$4,267 -3.8%$286,242 +2.5%
        2006$4,437 -0.5%$279,260 +3%
        2005$4,461 +1.3%$271,126 +3%
        2004$4,404 -1.3%$263,229 +1.9%
        2003$4,463 +0.9%$258,321 +2.4%
        2002$4,425 +1.4%$252,267 +1.6%
        2001$4,365 +41.1%$248,294 +37.4%
        2000$3,094 $180,668
        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

        23 / 100
        Car-Dependent
        40 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Anna Maria Elementary
        • Middle: Martha B. King 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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