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Under contract
    • Price cut: $50K (5/30)
    $600,000

    4976 GULF OF MEXICO DRIVE #Villa 18, LONGBOAT KEY, FL 34228

    3beds
    1,900sqft
    : 
    $5,649/mo
    Get pre-qualified
    Villa
    Built in 1974
    26.17 Acres Lot
    $-- Zestimate®
    $316/sqft
    $1,832/mo HOA

    What's special

    Completely and meticulously renovatedAttached covered carportFresh interior paint
    Under contract-accepting backup offers. Virtually Staged. PRICE REDUCED! Experience the ultimate Longboat Key lifestyle in this waterfront gem featuring stunning Sarasota Bay and canal views. This spacious residence offers two Bedrooms, two Bathrooms, a versatile Bonus Room (ideal as a 3rd Bedroom, Home Office or private In-Law/Nanny Suite), plus a generous laundry room with newer full-size machines. This villa has been completely and meticulously renovated, with no detail overlooked and no expense spared. Beyond its stunning finishes, this home offers something incredibly valuable: Exceptional Peace of Mind! Major infrastructure updates include new electrical and plumbing systems, new Luxury Vinyl Plank flooring, fresh interior paint, and Hurricane-Impact Windows and Doors throughout. EVEN BETTER...exterior Building Maintenance Repairs and Insurance (including Flood, Hurricane, and Hazard coverage) are all included in the monthly HOA fee, creating a truly low-stress ownership experience. Recent updates include stylishly renovated bathrooms with stone countertops and new vanities, while the spacious new kitchen offers stainless appliances, quartz counters, plus abundant storage and counter space. This home also features a light-filled Florida room opening to a private patio, perfect for outdoor grilling, dining under the stars or watching playful manatees and dolphins in the canal. And for ultimate convenience, everyday living is effortless with the attached covered carport. Beyond your private retreat, Windward Bay offers resort-style amenities across 26 pristine, landscaped bay front acres. Enjoy two heated pools with complimentary lounge seating, saunas, tennis and pickleball courts, a fitness center, shuffleboard, boat slips ($50/month or $55/month with owner-provided lift), kayak/paddle board storage and launch ($45/year), fishing, and three private beach access points. Plus, Zota Beach Resort is just across the street for elegant dining and nightly sunsets. Windward Bay is a proactive, well-managed community that has passed its structural integrity inspection and is certified for another 10 years. Owners may rent up to twice per year with a one-month minimum, offering excellent income potential. Best of all—this rare Longboat Key community is pet-friendly for Owners and Renters! Don’t miss your chance to own a slice of island paradise and enjoy a relaxed, coastal lifestyle surrounded by natural beauty and first-class amenities. Your dream retreat awaits!
    275 days
    |
    2,571
    |
    94
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Christina Weger 941-773-4154,

    COLDWELL BANKER REALTY 941-383-6411,

    Eileen Gillen, PLL 941-993-0370,

    COLDWELL BANKER REALTY

    Source: Stellar MLS,MLS#: A4665034MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Bonus Room, Florida Room, Great Room, Utility Room
      Primary bedroom
      • Features: Ceiling Fan(s), En Suite Bathroom, Dual Closets
      • Level: First
      • Area: 195 Square Feet
      • Dimensions: 15x13
      Bedroom 2
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Primary bathroom
      • Features: Dual Sinks, En Suite Bathroom, Exhaust Fan, Shower No Tub, Stone Counters, Water Closet/Priv Toilet, Linen Closet
      • Level: First
      • Area: 90 Square Feet
      • Dimensions: 10x9
      Bathroom 2
      • Features: Shower No Tub, Stone Counters, No Closet
      • Level: First
      • Area: 45 Square Feet
      • Dimensions: 9x5
      Bonus room
      • Features: Ceiling Fan(s), No Closet
      • Level: First
      • Area: 198 Square Feet
      • Dimensions: 18x11
      Florida room
      • Features: Ceiling Fan(s), Walk-In Closet(s)
      • Level: First
      • Area: 184 Square Feet
      • Dimensions: 23x8
      Foyer
      • Features: Storage Closet
      • Level: First
      • Area: 28 Square Feet
      • Dimensions: 7x4
      Great room
      • Features: Ceiling Fan(s), No Closet
      • Level: First
      • Area: 420 Square Feet
      • Dimensions: 28x15
      Kitchen
      • Features: Breakfast Bar, Exhaust Fan, Pantry, Stone Counters, No Closet
      • Level: First
      • Area: 160 Square Feet
      • Dimensions: 16x10
      Laundry
      • Features: No Closet
      • Level: First
      • Area: 128 Square Feet
      • Dimensions: 16x8
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer
      • Laundry: Inside, Laundry Room
      Features
      • Ceiling Fan(s), Eating Space In Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s)
      • Flooring: Luxury Vinyl, Tile
      • Doors: French Doors, Outdoor Grill, Outdoor Shower
      • Windows: Window Treatments, Hurricane Shutters/Windows
      • Has fireplace: No
      • Common walls with other units/homes: Corner Unit,End Unit
      Interior area
      • Total structure area: 2,283
      • Total interior livable area: 1,900 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Covered, Deeded, Ground Level, Guest, Off Street, Open
      • Carport spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Patio
      • Exterior features: Irrigation System, Lighting, Outdoor Grill, Outdoor Shower, Sidewalk, Sprinkler Metered, Tennis Court(s)
      • Pool features: Child Safety Fence, Gunite, Heated, In Ground, Lap, Lighting, Outside Bath Access
      • Has view: Yes
      • View description: Garden, Water, Bay/Harbor - Full, Canal
      • Has water view: Yes
      • Water view: Water,Bay/Harbor - Full,Canal
      • Waterfront features: Bay/Harbor Front, Canal Front, Waterfront, Bay/Harbor, Canal - Saltwater, Bay/Harbor Access, Beach Access, Saltwater Canal Access, Gulf/Ocean Access, Intracoastal Waterway Access, Marina Access, Bridges - No Fixed Bridges, Lift, Sailboat Water, Seawall
      • Body of water: SARASOTA BAY/ICW/CANAL
      Lot
      • Size: 26.17 Acres
      • Features: FloodZone, City Lot, In County, Landscaped, Level, Near Golf Course, Near Marina, Near Public Transit, Sidewalk
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Additional structures: Tennis Court(s)
      • Parcel number: 8007917308
      • Zoning: R4MX
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Mediterranean
      • Property subtype: Villa
      • Attached to another structure: Yes
      Materials
      • Stucco
      • Foundation: Slab
      • Roof: Built-Up,Tile
      Condition
      • Completed
      • New construction: No
      • Year built: 1974

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Fiber Optics, Fire Hydrant, Phone Available, Public, Sewer Connected, Sprinkler Meter, Street Lights, Underground Utilities, Water Connected
      Green energy
      • Water conservation: Irrigation-Reclaimed Water, Fl. Friendly/Native Landscape

      Community & HOA

      Community
      • Features: Bay/Harbor Front, Boat Slip, Canal Front, Dock, Fishing, Intracoastal Waterway, Marina, Water Access, Waterfront, Association Recreation - Owned, Buyer Approval Required, Clubhouse, Community Mailbox, Deed Restrictions, Fitness Center, Irrigation-Reclaimed Water, No Truck/RV/Motorcycle Parking, Park, Pool, Sidewalks, Tennis Court(s)
      • Security: Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: WINDWARD BAY AMD
      HOA
      • Has HOA: Yes
      • Amenities included: Cable TV, Clubhouse, Elevator(s), Fence Restrictions, Fitness Center, Laundry, Lobby Key Required, Maintenance, Optional Additional Fees, Park, Pickleball Court(s), Pool, Recreation Facilities, Sauna, Shuffleboard Court, Tennis Court(s), Trail(s), Vehicle Restrictions
      • Services included: Cable TV, Common Area Taxes, Community Pool, Reserve Fund, Insurance, Internet, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pest Control, Pool Maintenance, Recreational Facilities, Sewer, Trash, Water
      • HOA fee: $1,832 monthly
      • HOA name: Meryem Billaouadil
      • HOA phone: 941-383-3571
      Location
      • Region: Longboat Key

      Financial & listing details

      • Price per square foot: $316/sqft
      • Annual tax amount: $5,878
      • Date on market: 10/27/2025
      • Cumulative days on market: 276 days
      • Listing terms: Cash,Other
      • Ownership: Condominium
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $5,313/mo

        Price history

        DateEventPrice
        7/15/2026Contingent$600,000$316/sqft
        Source: Stellar MLS #A4665034 Report a problem
        5/30/2026Price change$600,000-7.7%$316/sqft
        Source: Stellar MLS #A4665034 Report a problem
        4/27/2026Price change$650,000-3.7%$342/sqft
        Source: Stellar MLS #A4665034 Report a problem
        3/18/2026Price change$675,000-3.4%$355/sqft
        Source: Stellar MLS #A4665034 Report a problem
        2/19/2026Price change$699,000-2.2%$368/sqft
        Source: Stellar MLS #A4665034 Report a problem
        1/23/2026Price change$715,000-1.4%$376/sqft
        Source: Stellar MLS #A4665034 Report a problem
        11/29/2025Price change$725,000-1.4%$382/sqft
        Source: Stellar MLS #A4665034 Report a problem
        10/27/2025Listed for sale$735,000-5.2%$387/sqft
        Source: Stellar MLS #A4665034 Report a problem
        9/27/2024Listing removed$775,000$408/sqft
        Source: Stellar MLS #A4589073 Report a problem
        8/16/2024Pending sale$775,000$408/sqft
        Source: Stellar MLS #A4589073 Report a problem
        6/25/2024Price change$775,000-3.1%$408/sqft
        Source: Stellar MLS #A4589073 Report a problem
        5/14/2024Price change$800,000-5.9%$421/sqft
        Source: Stellar MLS #A4589073 Report a problem
        4/25/2024Price change$850,000-1.7%$447/sqft
        Source: Stellar MLS #A4589073 Report a problem
        3/24/2024Price change$865,000-1.1%$455/sqft
        Source: Stellar MLS #A4589073 Report a problem
        3/8/2024Price change$875,000-1.9%$461/sqft
        Source: Stellar MLS #A4589073 Report a problem
        2/21/2024Price change$892,000-3.6%$469/sqft
        Source: Stellar MLS #A4589073 Report a problem
        2/7/2024Price change$925,000-2.6%$487/sqft
        Source: Stellar MLS #A4589073 Report a problem
        1/18/2024Price change$950,000-2.6%$500/sqft
        Source: Stellar MLS #A4589073 Report a problem
        1/1/2024Price change$975,000-2.5%$513/sqft
        Source: Stellar MLS #A4589073 Report a problem
        11/15/2023Listed for sale$1,000,000$526/sqft
        Source: Stellar MLS #A4589073 Report a problem

        Public tax history

        Tax history is unavailable.

        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

        18 / 100
        Car-Dependent
        61 / 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.

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