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Pending
    • Price cut: $154K (5/31)
    $1,995,000

    500 Halyard Ln, Longboat Key, FL 34228

    3beds
    2,311sqft
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    Single Family Residence
    Built in 1967
    0.5 Acres Lot
    $-- Zestimate®
    $863/sqft
    $21/mo HOA

    What's special

    New metal roofEn-suite bathWaterfront homeInviting open floor planUnique outdoor showerNew air conditionerGenerous walk-in closet
    Huge Price Reduction. Flexible Terms. Best-Priced Waterfront in Country Club Shores. Gorgeous Views and Updated. New Roof, New Seawall, New Impact Windows & Doors - 1/2 Acre Elevated Waterfront Lot - Enjoy the Longboat Key Island Lifestyle. In a prime South Longboat Key location, this beautifully updated waterfront home offers a blend of privacy, comfort and exceptional boating access. Set on a large, elevated, tropically landscaped lot, the property captures wide water canal views stretching toward Sarasota Bay, with stunning water vistas visible from nearly every room. Designed with an inviting open floor plan, the residence features three bedrooms and two baths, thoughtfully arranged for everyday living and effortless entertaining. The private primary suite is a retreat, complete with stunning water views, generous walk-in closet, an en-suite bath and a unique outdoor shower for enjoying the coastal lifestyle. A separate guest suite provides privacy for visitors, while the cozy third bedroom offers flexibility for additional guests, an office or hobby space. In addition, the open floor plan seamlessly blends dining and living areas to capture stunning water views throughout. Recent upgrades bring beauty and peace of mind, including a new metal roof, new hurricane-impact windows and doors, a new hurricane-rated screened pool cage, new air conditioner, and new seawall and composite dock. The outdoor living spaces are equally impressive, highlighted by a screened-in pool area with spa and an additional screened room off the pool, ideal for relaxing or entertaining while enjoying tranquil water views. Boating enthusiasts will appreciate the new seawall and private composite dock, with easy access to Sarasota Bay and the Gulf of Mexico and no fixed bridges along the way. The large paver driveway adds curb appeal, while the dedicated laundry room includes front-load washer and dryer for convenience. Completing the coastal lifestyle, the property includes deeded beach access, allowing you to enjoy sunrise views over the bay and sunset walks along the Gulf. Seller willing to work with a qualified buyer on terms. This exceptional home offers the best of Longboat Key living, privacy, upgrades, water views, deeded beach and outstanding boating access. Schedule Your Private Showing.
    123 days
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    199
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    Zillow last checked:

    Listing updated:

    Listed by:

    Michael Seamon 941-586-1802,

    PREMIER SOTHEBY'S INTERNATIONAL REALTY 941-383-2500,

    Cindy Fischer 941-465-1124,

    PREMIER SOTHEBY'S INTERNATIONAL REALTY

    Source: Stellar MLS,MLS#: A4683571MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Utility Room, Media Room
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      Bedroom 3
      • Features: Built-in Closet
      • Level: First
      Dining room
      • Level: First
      Great room
      • Level: First
      Kitchen
      • Level: First
      Media room
      • Level: First
      Utility room
      • Level: First
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
      • Laundry: Laundry Room
      Features
      • Cathedral Ceiling(s), High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Vaulted Ceiling(s)
      • Flooring: Tile
      • Has fireplace: No
      Interior area
      • Total structure area: 3,410
      • Total interior livable area: 2,311 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Front Porch, Rear Porch
      • Exterior features: Private Yard
      • Has private pool: Yes
      • Pool features: Heated, In Ground
      • Has spa: Yes
      • Spa features: Heated
      • Has view: Yes
      • View description: Water, Bay/Harbor - Partial, Canal
      • Has water view: Yes
      • Water view: Water,Bay/Harbor - Partial,Canal
      • Waterfront features: Canal - Saltwater, Bay/Harbor Access, Beach Access, Beach - Access Deeded, Saltwater Canal Access, Gulf/Ocean Access, Gulf/Ocean to Bay Access, Intracoastal Waterway Access, Bridges - No Fixed Bridges, Seawall
      • Body of water: SARASOTA BAY, GULF
      Lot
      • Size: 0.5 Acres
      • Features: Oversized Lot, Private
      • Residential vegetation: Mature Landscaping
      Details
      • Parcel number: 0010070006
      • Zoning: R4SF
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Coastal
      • Property subtype: Single Family Residence
      Materials
      • Concrete, Stucco
      • Foundation: Slab
      • Roof: Metal
      Condition
      • New construction: No
      • Year built: 1967

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Natural Gas Available, Phone Available, Public, Sewer Connected, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: COUNTRY CLUB SHORES
      HOA
      • Has HOA: Yes
      • HOA fee: $21 monthly
      • HOA name: Lynn Larson
      • HOA phone: 941-383-1600
      Location
      • Region: Longboat Key

      Financial & listing details

      • Price per square foot: $863/sqft
      • Tax assessed value: $1,844,700
      • Annual tax amount: $23,972
      • Date on market: 3/10/2026
      • Cumulative days on market: 106 days
      • Listing terms: Cash,Conventional,Owner May Carry
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/13/2026Pending sale$1,995,000$863/sqft
        Source: Stellar MLS #A4683571 Report a problem
        5/31/2026Price change$1,995,000-7.2%$863/sqft
        Source: Stellar MLS #A4683571 Report a problem
        5/4/2026Price change$2,149,000-2.3%$930/sqft
        Source: Stellar MLS #A4683571 Report a problem
        3/10/2026Listed for sale$2,199,000-8.4%$952/sqft
        Source: Stellar MLS #A4683571 Report a problem
        6/30/2025Listing removed$2,400,000$1,039/sqft
        Source: Stellar MLS #A4645445 Report a problem
        5/28/2025Price change$2,400,000-3.8%$1,039/sqft
        Source: Stellar MLS #A4645445 Report a problem
        3/21/2025Listed for sale$2,495,000-5.8%$1,080/sqft
        Source: Stellar MLS #A4645445 Report a problem
        7/11/2024Listing removed$2,649,999$1,147/sqft
        Source: Stellar MLS #A4600915 Report a problem
        4/18/2024Price change$2,649,999-3.6%$1,147/sqft
        Source: Stellar MLS #A4600915 Report a problem
        4/13/2024Price change$2,749,000-1.8%$1,190/sqft
        Source: Stellar MLS #A4600915 Report a problem
        3/6/2024Price change$2,799,500-12.5%$1,211/sqft
        Source: Stellar MLS #A4600915 Report a problem
        2/23/2024Listed for sale$3,199,500+30.9%$1,384/sqft
        Source: Stellar MLS #A4600915 Report a problem
        4/7/2022Sold$2,445,000-2%$1,058/sqft
        Source: Public Record Report a problem
        2/26/2022Pending sale$2,495,000$1,080/sqft
        Source: Stellar MLS #A4523672 Report a problem
        2/4/2022Listed for sale$2,495,000+177.5%$1,080/sqft
        Source: Stellar MLS #A4523672 Report a problem
        9/20/2012Listing removed$899,000$389/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        3/24/2012Listed for sale$899,000+22.3%$389/sqft
        Source: Michael Saunders & Company Report a problem
        2/8/2008Sold$735,000-21.8%$318/sqft
        Source: Public Record Report a problem
        12/7/2005Sold$940,000+70.9%$407/sqft
        Source: Public Record Report a problem
        4/4/2001Sold$550,000$238/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$23,973 -6.4%$1,844,700 -6%
        2024$25,622 -2.1%$1,963,400 -1.1%
        2023$26,175 +48.6%$1,986,000 +149.4%
        2022$17,609 +46.7%$796,363 +20.8%
        2021$12,005 +35.8%$659,330 +15.1%
        2020$8,839 +2.8%$572,800 +2.1%
        2019$8,600 $561,100 -7.9%
        2018$8,600 -7.5%$609,100 -10.5%
        2017$9,295 +2.6%$680,514 -0.6%
        2016$9,059 $684,600 +6.4%
        2015$9,059 +6.8%$643,300 +38.4%
        2014$8,484 +21.7%$464,800
        2013$6,972 -2.6%$464,800 -4.8%
        2012$7,162 +0.1%$488,200 -1.4%
        2011$7,154 -12.8%$495,200 -10.4%
        2010$8,207 +3.7%$552,700 +6.4%
        2009$7,912 $519,300 -10.8%
        2008$7,912 -12.4%$582,000 -12.3%
        2007$9,033 $663,600 -12.3%
        2006-- $756,900 +11%
        2005-- $681,900 +20%
        2004$8,958 +9.4%$568,200 +15.1%
        2003$8,187 +4.5%$493,600 +8.7%
        2002$7,838 +13.9%$454,100 +9.7%
        2001$6,880 +27.7%$414,100 +30%
        2000$5,387 $318,500
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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

        4 / 100
        Car-Dependent
        49 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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