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Sold for $3,500,000
  • $3,500,000

    5005 GULF OF MEXICO DRIVE #5, LONGBOAT KEY, FL 34228

    4beds
    4,044sqft
    Single Family Residence
    Built in 2018
    10,019 Square Feet Lot
    $3,499,800 Zestimate®
    $865/sqft
    $29,440 Estimated rent

    Home value

    $3,499,800

    $3.29M - $3.71M

    $29,440/mo

    Zestimate® history
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    What's special

    Creamy finishesExpansive windowsShiplap accentsQuartz countertopsObservation deckLight texture and tranquilityFrench doors
    The Quintessence of Coastal Living: A British West Indies Masterpiece on Longboat Key - Where Architecture Meets Paradise. Offered turn-key, this exquisite 4,000+ sq. ft., 4-bedroom, 4.5-bath residence in Longboat Key’s prestigious Bonaire subdivision is a rare union of refined British West Indies architecture and the serene beauty of Florida’s Gulf Coast. Every inch of this home has been thoughtfully crafted to evoke a sense of effortless luxury—where sun-kissed days and gentle Gulf breezes blur the line between indoors and out. From the moment you step through the grand entrance, you’re embraced by light, texture, and tranquility. Creamy finishes, warm woods, and bespoke millwork elevate every space, while expansive windows and French doors invite in the turquoise glow of the Gulf and the soothing rhythm of coastal life. Main Level Elegance - The heart of the home features an open-concept chef’s kitchen with top-of-the-line appliances: a Wolf 6-burner gas range with custom vent hood, dual Asko dishwashers, Sub-Zero refrigerator/freezer, Wolf convection/microwave, and a 50-bottle wine captain. Quartz countertops, artisan pendant lighting, and a massive island with farmhouse sink make this space as beautiful as it is functional. The adjoining dining and great room flow effortlessly to an expansive balcony - perfect for indoor-outdoor entertaining. The main-floor Primary Suite offers tray ceilings, shiplap accents, dual walk-in closets, and a spa-inspired bath with soaking tub, double-entry stone shower, and sparkling stone vanities. Two additional ensuite guest rooms on this level echo the home’s airy, coastal elegance, and exceptional quality. Upper-Level Retreat - Ascend to a private owner’s sanctuary with dual custom closets and a lavish bath adorned with blue calcite counters, glass mosaic tile, and a freestanding tub. This level includes a substantial private balcony with access to the upper-level viewing balcony. The Observation Deck - Crowning the home is the ultimate vantage point—a “Sunset Terrace ” with panoramic Gulf and Sarasota Bay views. It’s here you’ll end each day watching sunsets paint the horizon in unforgettable color. Resort-Style Outdoor Living - The pool retreat is an absolute showstopper - pocketing sliding doors reveal coral stone terraces, a resort-style pool with sun shelf and tiled cocktail table, a 10-person spa, and a fully equipped outdoor kitchen with seating for eight. The entire area is lined with an automatic insect elimination system to ensure you can enjoy the outdoors all year long. Optical lighting enhances the overflowing water features which seem to dance in the glow of firelight, creating the perfect setting for stargazing or nightcaps. The community provides private beach access and is close to world-class golf, tennis, fine dining, and the largest deep-water marina on the Gulf coast. This is more than a home - it’s a sanctuary, a work of art, and a lifestyle. Delivered exactly as you see it, fully furnished and ready to enjoy, this British West Indies masterpiece awaits the one discerning buyer ready to claim the very best of Longboat Key coastal living.

    Zillow last checked:

    Listing updated:

    Listed by:

    Kathy Callahan 941-900-8088,

    MICHAEL SAUNDERS & COMPANY 941-383-7591,

    Todd Callahan 941-224-0624,

    MICHAEL SAUNDERS & COMPANY

    Bought with:

    Kim Ogilvie, 0412475

    MICHAEL SAUNDERS & COMPANY

    Source: Stellar MLS,MLS#: A4661988MLS LogoOriginating MLS: Sarasota - Manatee

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Ceiling Fan(s), Walk-In Closet(s)
    • Level: Second
    • Area: 210 Square Feet
    • Dimensions: 15x14
    Bedroom 2
    • Features: Ceiling Fan(s), Walk-In Closet(s)
    • Level: Second
    • Area: 180 Square Feet
    • Dimensions: 15x12
    Bedroom 3
    • Features: Ceiling Fan(s), Walk-In Closet(s)
    • Level: Second
    • Area: 225 Square Feet
    • Dimensions: 15x15
    Bedroom 4
    • Features: Ceiling Fan(s), Walk-In Closet(s)
    • Level: Third
    • Area: 270 Square Feet
    • Dimensions: 15x18
    Primary bathroom
    • Features: Built-In Shower Bench, Walk-In Closet(s)
    • Level: Second
    • Area: 238 Square Feet
    • Dimensions: 17x14
    Bonus room
    • Features: Ceiling Fan(s), No Closet
    • Level: First
    • Area: 315 Square Feet
    • Dimensions: 21x15
    Dining room
    • Level: Second
    • Area: 190 Square Feet
    • Dimensions: 19x10
    Great room
    • Features: Ceiling Fan(s)
    • Level: Second
    • Area: 342 Square Feet
    • Dimensions: 19x18
    Kitchen
    • Features: Kitchen Island
    • Level: Second
    • Area: 294 Square Feet
    • Dimensions: 21x14
    Heating
    • Central, Electric, Zoned
    Cooling
    • Central Air, Zoned
    Appliances
    • Included: Bar Fridge, Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
    • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Upper Level, Washer Hookup
    Features
    • Built-in Features, Ceiling Fan(s), Crown Molding, Dry Bar, Eating Space In Kitchen, Elevator, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar
    • Flooring: Engineered Hardwood, Porcelain Tile
    • Doors: French Doors, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sliding Doors
    • Windows: Window Treatments
    • Has fireplace: No
    Interior area
    • Total structure area: 6,437
    • Total interior livable area: 4,044 sqft

    Property

    Parking
    • Total spaces: 4
    • Parking features: Covered, Driveway, Ground Level
    • Attached garage spaces: 3
    • Carport spaces: 1
    • Covered spaces: 4
    • Has uncovered spaces: Yes
    Features
    • Levels: Three Or More
    • Stories: 3
    • Exterior features: Balcony, Courtyard, Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters
    • Has private pool: Yes
    • Pool features: In Ground
    • Has spa: Yes
    • Fencing: Vinyl
    • Has view: Yes
    • View description: Gulf/Ocean - Partial, Gulf/Ocean to Bay, Intracoastal Waterway
    • Has water view: Yes
    • Water view: Gulf/Ocean - Partial,Gulf/Ocean to Bay,Intracoastal Waterway
    • Waterfront features: Gulf/Ocean Front, Gulf/Ocean Access
    • Body of water: GULF OF MEXICO & SARASOTA BAY
    Lot
    • Size: 10,019 Square Feet
    • Dimensions: 100 x 120
    Details
    • Parcel number: 8009200309
    • Zoning: R3MX
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Block, Concrete, Stucco
    • Foundation: Block, Stem Wall
    • Roof: Metal
    Condition
    • New construction: No
    • Year built: 2018

    Utilities & green energy

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

    Community & HOA

    Community
    • Features: Gulf/Ocean Front, Water Access, Deed Restrictions
    • Security: Fire Alarm, Security Fencing/Lighting/Alarms, Security Lights, Security System, Security System Leased, Smoke Detector(s), Touchless Entry
    • Pet fee: $0 monthly
    • Subdivision: BONAIRE AT LONGBOAT KEY
    HOA
    • Has HOA: Yes
    • Services included: Common Area Taxes, Maintenance Grounds, Pest Control, Sewer, Trash
    • HOA fee: $766 monthly
    • HOA name: Denise Henning
    • HOA phone: 901-299-6186
    Location
    • Region: Longboat Key

    Financial & listing details

    • Price per square foot: $865/sqft
    • Tax assessed value: $3,210,991
    • Annual tax amount: $49,273
    • Date on market: 8/15/2025
    • Cumulative days on market: 738 days
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved

    Price history

    DateEventPrice
    6/23/2026Sold$3,500,000-12.4%$865/sqft
    Source: Stellar MLS #A4661988 Report a problem
    4/23/2026Pending sale$3,995,000$988/sqft
    Source: Stellar MLS #A4661988 Report a problem
    3/16/2026Price change$3,995,000-9.7%$988/sqft
    Source: Stellar MLS #A4661988 Report a problem
    11/21/2025Price change$4,424,000-3.8%$1,094/sqft
    Source: Stellar MLS #A4661988 Report a problem
    8/15/2025Listed for sale$4,599,000-4.2%$1,137/sqft
    Source: Stellar MLS #A4661988 Report a problem
    8/8/2025Listing removed$4,799,000$1,187/sqft
    Source: Stellar MLS #A4602726 Report a problem
    1/9/2025Price change$4,799,000-5.9%$1,187/sqft
    Source: Stellar MLS #A4602726 Report a problem
    10/24/2024Listed for sale$5,100,000$1,261/sqft
    Source: Stellar MLS #A4602726 Report a problem
    9/27/2024Listing removed$5,100,000$1,261/sqft
    Source: Stellar MLS #A4602726 Report a problem
    4/4/2024Price change$5,100,000-3.7%$1,261/sqft
    Source: Stellar MLS #A4602726 Report a problem
    3/13/2024Listed for sale$5,295,000+51.3%$1,309/sqft
    Source: Stellar MLS #A4602726 Report a problem
    6/11/2021Sold$3,500,000$865/sqft
    Source: Public Record Report a problem
    3/25/2021Pending sale$3,500,000$865/sqft
    Source: Stellar MLS #A4480202 Report a problem
    1/19/2021Listing removed--
    Source: Stellar MLS Report a problem
    12/10/2020Price change$3,500,000-4.1%$865/sqft
    Source: ANNA MARIA ISLAND BEACHES RE #A4480202 Report a problem
    10/7/2020Listed for sale$3,650,000-1.6%$903/sqft
    Source: ANNA MARIA ISLAND BEACHES RE #A4480202 Report a problem
    9/18/2019Sold$3,710,000-3.6%$917/sqft
    Source: Stellar MLS #A4420808 Report a problem
    3/25/2019Price change$3,850,000-3.1%$952/sqft
    Source: ANNA MARIA ISLAND BEACHES RE #A4420808 Report a problem
    12/13/2018Listed for sale$3,975,000$983/sqft
    Source: ANNA MARIA ISLAND BEACHES RE #A4420808 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$48,564 -1.4%$3,210,991 -0.7%
    2024$49,274 -2.7%$3,233,339 -0.1%
    2023$50,616 +19.4%$3,237,299 +22.5%
    2022$42,396 +24.4%$2,642,256 +30.8%
    2021$34,089 -0.8%$2,020,257 +0.5%
    2020$34,347 +77.7%$2,009,792 +76.9%
    2019$19,324 $1,135,853 +152.4%
    2018$19,324 +144.6%$450,000 -10%
    2017$7,901 +1.3%$500,000
    2016$7,796 $500,000 -49.2%
    2015$7,796 $985,000 +79.1%
    2014$7,796 $550,000
    Find assessor info on the county website

    Neighborhood: 34228

    Nearby schools

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    Estimated market value
    $3,499,800
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    Estimated market value
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