Skip main navigation
For sale
    • $1,700,000

    569 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228

    3beds
    2,804sqft
    : 
    $10,480/mo
    Get pre-qualified
    Single Family Residence
    Built in 1996
    10,001 Square Feet Lot
    $-- Zestimate®
    $606/sqft
    $3/mo HOA

    What's special

    Oversized split garagesElevated well-built custom homeVaulted ceilingsLarge flowing open roomsVery large laundry room
    $100,000 PRICE REDUCTION!!! Live the ultimate Florida Waterfront lifestyle in this private, calm, secure, spacious and elegant large elevated coastal home. Located on the North end of Longboat Key less than a mile to Anna Maria Island in the relaxed Sleepy Lagoon neighborhood with deeded beach access just around the corner, leading you to never crowded stretches of sand. The home is located on a boating canal just three houses in from the bay offering direct access to Sarasota Bay and the Intercoastal Waterway. This large ( 5328 SF total) very well maintained and upgraded elevated home offers 2800 SF on the main living level plus 2500 SF of bonus space on the first floor with an elevator. This elevated, well-built custom home sustained no damage nor have any flood claims ever been filed. This home spans two level of living and has an open floor plan, blending indoor and outdoor living. The main living area is upstairs with large flowing open rooms, vaulted ceilings, a fireplace and features French Doors leading to a screened Lanai overlooking the natural canal with foliage for privacy. The bedrooms are arranged in a split plan with each having en-suite bathrooms with lots of closets and built-ins. The large eat-in kitchen has custom cabinetry with crown molding, pull-outs, granite countertops and stainless appliances plus a large separate dining room perfect for all your family or friends. Just off the kitchen on the main living level is a very large laundry room along with all the closets in this home you will have all the storage you need. On the first level is the open foyer leading up to the living area with the elevator access and oversized split garages. There is an additional 2500 SF of AC/heated of interior space that is finished with polished concrete floors and walls of sliding doors leading to the pool area, porch, deck, yard and dock area. Also just outside your bonus space is private 60’ long screened, heated lap pool with a full bath. The property would provide great renal income also for a part time owner as it has in the past. Walk the beach, swim in the pool or ocean, ride your bike on the Longboat Key Bike path, fish, boat, kayak, paddle board, jet ski and enjoy your spacious home that is just a short drive to Sarasota, St. Armand’s circle and Anna Maria Island. Please see the videos. What are you waiting for? Start living the dream.
    319 days
    629
    22

    Zillow last checked:

    Listing updated:

    Listed by:

    Marta Altizer 941-544-4437,

    MICHAEL SAUNDERS & COMPANY 941-383-7591

    Source: Stellar MLS,MLS#: A4669634MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 4
      Primary bedroom
      • Features: Ceiling Fan(s), Walk-In Closet(s)
      • Level: Second
      • Area: 270 Square Feet
      • Dimensions: 18x15
      Bedroom 2
      • Features: Built-in Features, Built-in Closet
      • Level: Second
      • Area: 378 Square Feet
      • Dimensions: 21x18
      Bedroom 3
      • Features: Walk-In Closet(s)
      • Level: Second
      Primary bathroom
      • Features: Tub with Separate Shower Stall, No Closet
      • Level: Second
      Bathroom 2
      • Features: Shower No Tub
      • Level: Second
      Bathroom 3
      • Features: En Suite Bathroom
      • Level: Second
      Bathroom 4
      • Features: Shower No Tub, No Closet
      • Level: Second
      Bonus room
      • Features: Ceiling Fan(s), No Closet
      • Level: First
      Dining room
      • Features: No Closet
      • Level: Second
      • Area: 288 Square Feet
      • Dimensions: 18x16
      Foyer
      • Features: No Closet
      • Level: First
      Great room
      • Features: Ceiling Fan(s), No Closet
      • Level: Second
      • Area: 225 Square Feet
      • Dimensions: 15x15
      Kitchen
      • Features: Granite Counters, No Closet
      • Level: Second
      • Area: 225 Square Feet
      • Dimensions: 15x15
      Laundry
      • Features: Granite Counters, No Closet
      • Level: Second
      Heating
      • Central, Electric, Zoned
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range, Refrigerator, Washer
      • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Upper Level, Washer Hookup
      Features
      • Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, Elevator, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Stone Counters, Thermostat, Walk-In Closet(s)
      • Flooring: Ceramic Tile
      • Doors: French Doors, Outdoor Shower
      • Windows: Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Wood Burning
      Interior area
      • Total structure area: 5,328
      • Total interior livable area: 2,804 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Circular Driveway, Driveway, Garage Door Opener, Guest, Oversized, Split Garage
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Deck, Enclosed, Patio, Rear Porch, Screened
      • Exterior features: Irrigation System, Lighting, Outdoor Shower
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground, Lap, Lighting, Screen Enclosure, Solar Cover
      • Has view: Yes
      • View description: Garden, Water, Canal
      • Has water view: Yes
      • Water view: Water,Canal
      • Waterfront features: Canal - Saltwater, Beach Access, Saltwater Canal Access, Intracoastal Waterway Access, Riprap
      • Body of water: JUAN ANASCO CANAL/SLEEPY
      Lot
      • Size: 10,001 Square Feet
      • Dimensions: 100 x 100
      • Features: Flood Insurance Required, FloodZone, In County, Landscaped, Level, Street Dead-End
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Parcel number: 7854000002
      • Zoning: R4SF
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Coastal,Elevated
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Metal
      Condition
      • New construction: No
      • Year built: 1996

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Available, Phone Available, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Security: Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: SLEEPY LAGOON PARK
      HOA
      • Has HOA: Yes
      • HOA fee: $3 monthly
      Location
      • Region: Longboat Key

      Financial & listing details

      • Price per square foot: $606/sqft
      • Tax assessed value: $1,708,053
      • Annual tax amount: $22,111
      • Date on market: 10/24/2025
      • Cumulative days on market: 316 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        2/12/2026Price change$1,700,000-5.6%$606/sqft
        Source: Stellar MLS #A4669634 Report a problem
        10/24/2025Listed for sale$1,800,000+12.5%$642/sqft
        Source: Stellar MLS #A4669634 Report a problem
        9/26/2025Listing removed--
        Source: Owner Report a problem
        9/23/2025Price change$1,600,000-15.8%$571/sqft
        Source: Owner Report a problem
        8/14/2025Listed for sale$1,900,000$678/sqft
        Source: Owner Report a problem
        7/29/2025Listing removed--
        Source: Owner Report a problem
        7/25/2025Price change$1,900,000+2.7%$678/sqft
        Source: Owner Report a problem
        7/24/2025Price change$1,850,000+15.6%$660/sqft
        Source: Owner Report a problem
        7/18/2025Listed for sale$1,600,000-8.6%$571/sqft
        Source: Owner Report a problem
        6/1/2025Listing removed$1,750,000$624/sqft
        Source: Stellar MLS #A4641435 Report a problem
        4/21/2025Price change$1,750,000-7.9%$624/sqft
        Source: Stellar MLS #A4641435 Report a problem
        4/6/2025Price change$1,900,000-5%$678/sqft
        Source: Stellar MLS #A4641435 Report a problem
        2/21/2025Listed for sale$2,000,000-12.3%$713/sqft
        Source: Stellar MLS #A4641435 Report a problem
        7/27/2024Listing removed--
        Source: Stellar MLS #A4597563 Report a problem
        3/13/2024Price change$2,280,000-8.1%$813/sqft
        Source: Stellar MLS #A4597563 Report a problem
        2/6/2024Listed for sale$2,480,000+24%$884/sqft
        Source: Stellar MLS #A4597563 Report a problem
        6/27/2023Listing removed--
        Source: Stellar MLS #A4552686 Report a problem
        3/26/2023Price change$2,000,000-11.1%$713/sqft
        Source: Stellar MLS #A4552686 Report a problem
        3/14/2023Price change$2,250,000-9.6%$802/sqft
        Source: Stellar MLS #A4552686 Report a problem
        2/8/2023Price change$2,490,000-7.6%$888/sqft
        Source: Stellar MLS #A4552686 Report a problem
        11/16/2022Listed for sale$2,695,000+4.1%$961/sqft
        Source: Stellar MLS #A4552686 Report a problem
        8/27/2022Listing removed--
        Source: Stellar MLS #A4526082 Report a problem
        2/25/2022Listed for sale$2,590,000+264.8%$924/sqft
        Source: Stellar MLS #A4526082 Report a problem
        4/16/2018Sold$710,000-7.7%$253/sqft
        Source: Public Record Report a problem
        3/15/2018Pending sale$769,000-6.8%$274/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        10/12/2004Sold$825,000$294/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$22,008 -0.5%$1,246,444 +10%
        2024$22,111 +1.4%$1,133,131 +10%
        2023$21,805 +25.8%$1,030,119 +10%
        2022$17,338 +19.9%$936,472 +10%
        2021$14,462 +9.5%$851,338 +10%
        2020$13,207 -0.5%$773,944
        2019$13,279 $773,944 +12.3%
        2018$13,279 +10.3%$688,966 +3.3%
        2017$12,035 +35.9%$667,231 +13.7%
        2016$8,856 $586,606 +1.4%
        2015$8,856 $578,270 +9.6%
        2014$8,856 +8.4%$527,589 +5.7%
        2013$8,171 +817033%$498,924 +13.9%
        2012$1 $438,215 -8.2%
        2011$1 $477,409 +4%
        2010-- $458,828 -24.3%
        2009$9,972 -9%$605,976 -10.7%
        2008$10,953 -22.3%$678,350 -21.3%
        2007$14,102 -5.6%$861,684 +0.8%
        2006$14,940 +30.3%$854,462 +35.1%
        2005$11,468 +106.1%$632,669 +93.7%
        2004$5,565 -1.4%$326,572 +1.9%
        2003$5,643 +0.8%$320,483 +2.4%
        2002$5,597 +1.2%$312,972 +1.6%
        2001$5,533 +1.2%$308,043 +3%
        2000$5,465 $299,071
        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.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 34228

        Getting around

        15 / 100
        Car-Dependent
        39 / 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.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

              Nearby cities

              Nearby zip codes

              Other Longboat Key Topics

                Search
                Updates
                Favorites
                Plan
                Inbox