Skip main navigation
For sale
    • $769,000

    4500 GULF OF MEXICO DRIVE #206, LONGBOAT KEY, FL 34228

    2beds
    1,523sqft
    : 
    $6,539/mo
    Get pre-qualified
    Condominium
    Built in 1975
    -- sqft lot
    $-- Zestimate®
    $505/sqft
    $1,598/mo HOA

    What's special

    Two-bedroom two-bath propertyBreathtaking sunrisesBright inviting atmosphereSecond-floor locationTennis and pickleball courtsContinuous flooring throughoutSleek new floors
    "One Chance! One Corner-End Condo! One Dream! Don’t Let It Slip Away!” This residence is now available for public and private showings. Restricted access resulted in only three private showings in six months. Buyer's have a rare chance to discover a home that’s been under the radar. (Do not let the days on the market fool you. Snowbirds were unable to view this listing the entire "season"). The only coveted South Marina corner/end unit currently on the market at Windward Bay—these special residences are truly prized. End units are usually the first to sell, and for good reason: they offer approximately 250 additional square feet of living space, flooding your home with light and delivering a bright, inviting atmosphere you’ll love. This second-floor location is equally exceptional—it’s the only level where you can enjoy continuous flooring throughout, creating a sleek and modern look. No one below means more freedom, more fun, and more style. Truly extraordinary, this special end unit offers a front-row seat to nature’s most enchanting show. Picture dolphins leaping in the sparkling waters and gentle manatees gliding just below your window—the very reason the current owners fell in love with this home. From breathtaking sunrises to moonlit reflections shimmering across Sarasota Bay, every moment feels like a postcard come to life. Step inside and feel the difference! Where luxury meets comfort with a complete remodel featuring a stunning Thomasville kitchen, sleek new floors, and beautifully updated bathrooms (2022). Enjoy modern conveniences like a Midea refrigerator, remote-control blinds (2025), and most importantly peace of mind with automatic hurricane shutters in the Living and Florida Rooms. This two-bedroom, two-bath property is more than a condo—it’s a lifestyle defined by serenity, security, spectacular views, and maintenance free living. Located in pet-friendly Windward Bay, where two pets are welcome, this community offers the best of Longboat Key Coastal Dream Living. Community Highlights: Enjoy three beach access points (including one private), 26 acres of lush tropical surroundings including ½ mile of nature trails, two heated pools for year-round enjoyment, fitness center and sauna, clubhouse for social gatherings, tennis and pickleball courts, boat docks (waitlist) and kayak launches for water enthusiasts, covered parking and storage. With convenient access to Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez fishing village, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete, Monthly Condo Fees for 2025 were actually reduced, and the new 2026 Monthly Condo fees only increased by $13. Own the best of Longboat Key Bayfront living and make it yours before it’s just a memory! Paradise has an address..and it's 4500 Gulf of Mexico Drive #G206 on Longboat Key, in the rare gem of a community known as Windward Bay! Contact us today to schedule your private showing. Live the Magic & Don't Miss Out! Your Waterfront Dream Awaits!”
    170 days
    |
    305
    |
    8
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Debby McCaig 941-544-1713,

    COLDWELL BANKER REALTY 941-366-8070

    Source: Stellar MLS,MLS#: A4671822MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Florida Room, Great Room, Utility Room, Storage Rooms
      Primary bedroom
      • Features: Ceiling Fan(s), Dual Sinks, En Suite Bathroom, Rain Shower Head, Walk-In Closet(s)
      • Level: First
      • Area: 195 Square Feet
      • Dimensions: 15x13
      Bedroom 2
      • Features: Built-In Shelving, Ceiling Fan(s), Built-in Closet
      • Level: First
      • Area: 139.2 Square Feet
      • Dimensions: 12x11.6
      Florida room
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 184 Square Feet
      • Dimensions: 23x8
      Great room
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 405 Square Feet
      • Dimensions: 27x15
      Kitchen
      • Features: Ceiling Fan(s), Dual Sinks, Exhaust Fan, Granite Counters
      • Level: First
      • Area: 135 Square Feet
      • Dimensions: 15x9
      Heating
      • Electric
      Cooling
      • Central Air
      Appliances
      • Included: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Refrigerator, Washer, Water Filtration System, Water Purifier
      • Laundry: Inside, Laundry Closet
      Features
      • Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Living Room/Dining Room Combo, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
      • Flooring: Laminate, Porcelain Tile
      • Doors: Outdoor Grill, Outdoor Shower
      • Windows: Window Treatments, Hurricane Shutters
      • Has fireplace: No
      • Common walls with other units/homes: Corner Unit,End Unit
      Interior area
      • Total structure area: 1,523
      • Total interior livable area: 1,523 sqft

      Property

      Parking
      • Total spaces: 1
      • Parking features: Ground Level, Guest, Under Building
      • Attached garage spaces: 1
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Lighting, Outdoor Grill, Outdoor Shower, Sauna, Storage, Tennis Court(s)
      • Has private pool: Yes
      • Pool features: Heated, In Ground, Outside Bath Access
      • Has view: Yes
      • View description: Trees/Woods, Water, Bay/Harbor - Full, Marina
      • Has water view: Yes
      • Water view: Water,Bay/Harbor - Full,Marina
      • Waterfront features: Bay/Harbor, Intracoastal Waterway, Marina, Bay/Harbor Access, Beach Access, Beach - Access Deeded, Gulf/Ocean to Bay Access, Intracoastal Waterway Access, Marina Access, Fishing Pier, Lift, Seawall
      • Body of water: SARASOTA BAY, ICW
      Lot
      • Size: 26.67 Acres
      • Features: Landscaped, Near Golf Course, Near Marina, Near Public Transit
      • Residential vegetation: Fruit Trees, Mature Landscaping, Trees/Landscaped
      Details
      • Additional structures: Storage, Tennis Court(s)
      • Parcel number: 8007915807
      • Zoning: R4MX
      • Special conditions: None

      Construction

      Type & style
      • Home type: Condo
      • Architectural style: Florida
      • Property subtype: Condominium
      Materials
      • Metal Frame, Stucco
      • Foundation: Raised
      • Roof: Built-Up,Membrane,Tile
      Condition
      • New construction: No
      • Year built: 1975

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Fire Hydrant, Phone Available, Sewer Connected, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Features: Association Recreation - Owned, Buyer Approval Required, Clubhouse, Deed Restrictions, Fitness Center, Irrigation-Reclaimed Water, No Truck/RV/Motorcycle Parking, Pool, Tennis Court(s), Wheelchair Access
      • Security: Closed Circuit Camera(s), Fire Alarm, Security Lights, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: WINDWARD BAY AMD
      HOA
      • Has HOA: Yes
      • Services included: Cable TV, Common Area Taxes, Community Pool, Reserve Fund, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pest Control, Pool Maintenance, Private Road, Recreational Facilities, Sewer, Trash, Water
      • HOA fee: $1,598 monthly
      • HOA name: Meryem Billaouadil
      • HOA phone: 941-383-3571
      Location
      • Region: Longboat Key

      Financial & listing details

      • Price per square foot: $505/sqft
      • Tax assessed value: $518,500
      • Annual tax amount: $7,913
      • Date on market: 11/15/2025
      • Cumulative days on market: 234 days
      • Listing terms: Cash,Conventional
      • Ownership: Condominium
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt, Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        2/23/2026Listed for sale$769,000-1.2%$505/sqft
        Source: Stellar MLS #A4671822 Report a problem
        1/21/2026Listing removed$778,000$511/sqft
        Source: Stellar MLS #A4671822 Report a problem
        11/15/2025Listed for sale$778,000-7.4%$511/sqft
        Source: Stellar MLS #A4671822 Report a problem
        7/11/2024Listing removed$839,900$551/sqft
        Source: Stellar MLS #A4569448 Report a problem
        3/21/2024Listing removed--
        Source: Stellar MLS #A4569448 Report a problem
        11/24/2023Price change$839,900-3.1%$551/sqft
        Source: Stellar MLS #A4569448 Report a problem
        7/12/2023Price change$867,000-1.5%$569/sqft
        Source: Stellar MLS #A4569448 Report a problem
        5/31/2023Listed for sale$879,900$578/sqft
        Source: Stellar MLS #A4569448 Report a problem
        5/22/2023Listing removed--
        Source: Stellar MLS #A4569448 Report a problem
        5/7/2023Listed for sale$879,900+89.2%$578/sqft
        Source: Stellar MLS #A4569448 Report a problem
        5/18/2021Sold$465,000+29.2%$305/sqft
        Source: Stellar MLS #O5936489 Report a problem
        10/6/2017Sold$360,000-5.1%$236/sqft
        Source: Stellar MLS #A4188962 Report a problem
        8/10/2017Pending sale$379,500$249/sqft
        Source: Coldwell Banker Residential Real Estate - St Armands #A4188962 Report a problem
        6/15/2017Price change$379,500-7.3%$249/sqft
        Source: Coldwell Banker Residential Real Estate - St Armands #A4188962 Report a problem
        4/4/2017Price change$409,500-1.8%$269/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        2/11/2017Listed for sale$417,000+220.8%$274/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        3/29/1996Sold$130,000$85/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,913 -14.9%$518,500 -11.3%
        2024$9,296 +5.7%$584,430 +10%
        2023$8,796 +14.6%$531,300 +10%
        2022$7,676 +84.6%$483,000 +70.4%
        2021$4,159 +0.7%$283,436 +1.4%
        2020$4,132 +1.9%$279,523 +2.3%
        2019$4,054 $273,239 +1.9%
        2018$4,054 +0.8%$268,144 +55.2%
        2017$4,023 +87.7%$172,789 +2.1%
        2016$2,144 $169,235 +0.7%
        2015$2,144 $168,059 +0.8%
        2014$2,144 +2.3%$166,725 +1.5%
        2013$2,096 +209490%$164,261 +1.7%
        2012$1 $161,515 +3%
        2011$1 $156,811 +1.5%
        2010-- $154,494 +2.7%
        2009$1,841 -12.1%$150,432 +0.1%
        2008$2,096 +5.9%$150,282 +3%
        2007$1,979 -3.6%$145,905 +2.5%
        2006$2,052 0%$142,346 +3%
        2005$2,052 +1.7%$138,200 +3%
        2004$2,018 -1.1%$134,175 +1.9%
        2003$2,041 +1.2%$131,673 +2.4%
        2002$2,017 +1.6%$128,587 +1.6%
        2001$1,985 +1.7%$126,562 +3%
        2000$1,952 $122,876
        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

        16 / 100
        Car-Dependent
        59 / 100
        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