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Under contract
    • $636,000

    5305 Windy Grove Dr, Wimauma, FL 33598

    4beds
    2,856sqft
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    Single Family Residence
    Built in 2022
    10,450 Square Feet Lot
    $-- Zestimate®
    $223/sqft
    $572/mo HOA

    What's special

    Oversized islandQuartz countertopsElegant finishesSpacious primary suiteGourmet kitchenCustom boutique-style walk-in closetExpansive open-concept layout
    Under contract-accepting backup offers. Welcome to luxury living redefined at 5305 Windy Grove Drive, located in the premier 55+ gated community of Medley at Southshore Bay. Perfectly positioned on a large EXECUTIVE Conservation View PREMIUM Lot, this exceptional 4-bedroom, 3-bath residence offers the space, privacy, and upscale finishes today’s buyers have been searching for — all wrapped into one stunning Florida retreat. From the moment you enter, the attention to detail is undeniable. CROWN Molding, CUSTOM Architectural Ceiling details, DESIGNER lighting, and elegant finishes create a sophisticated yet welcoming atmosphere throughout the home. The expansive open-concept layout was designed for both entertaining and everyday comfort, seamlessly blending luxury with functionality. At the heart of the home is a truly showstopping GOURMET kitchen featuring QUARTZ countertops, upgraded cabinetry, a gas cooktop, CUSTOM BACKSPLASH details, an oversized island, and a FULLY CUSTOMIZED SHOWPIECE PANTRY featuring built-in wine racks, a wine refrigerator, and designer finishes that elevate the space with beauty and function. There is a SECOND pantry EQUALLY SPACIOUS and is the perfect hidden storage for countertop appliances and everyday dry goods. This rare dual-pantry setup offers the kind of luxury and functionality buyers dream about but rarely find. The spacious primary suite is a private sanctuary complete with a CUSTOM BOUTIQUE-STYLE walk-in closet that feels more like a high-end dressing room than a traditional closet. Additional bedrooms and baths provide comfort and flexibility for guests, hobbies, office space, or multigenerational living. Tucked away upstairs, you’ll find a rare and incredibly versatile 16x10 bonus storage space — the kind of feature buyers never realize they need until they see it. Whether you envision a climate-controlled holiday storage area, hobby room, private office, fitness nook, craft space, “man cave,” or an organized spot for all the extras that usually take over the garage, this hidden gem adds valuable flexibility and function to the home. In a world where storage is everything, this is a standout feature you simply don’t find every day. Step outside to the OVERSIZED screened lanai designed for true indoor-outdoor Florida living. With multiple seating areas, beautiful privacy, and plenty of room to relax or entertain, this outdoor space becomes an extension of the home itself. The oversized lot provides added breathing room and a more private setting rarely found in community living. Beyond the home, residents enjoy the unmatched Medley lifestyle including a gated golf-cart-friendly community, resort-style clubhouse, fitness center, pickleball courts, social events, and access to the incredible crystal lagoon with guest passes for family and friends. HOA benefits also include lawn maintenance, high-speed internet, cable, and premium streaming services including Disney+, Hulu, Paramount+, and more — creating both luxury and convenience in one simplified lifestyle package
    62 days
    |
    460
    |
    20
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Lori Rivero 941-465-6794,

    RE/MAX REALTY UNLIMITED 813-684-0016,

    Adam Rivero 941-348-8394,

    RE/MAX REALTY UNLIMITED

    Source: Stellar MLS,MLS#: TB8508434MLS LogoOriginating MLS: Suncoast Tampa

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Attic, Bonus Room, Utility Room, Storage Rooms
      Primary bedroom
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: First
      Bedroom 2
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: First
      Bedroom 3
      • Features: Jack & Jill Bathroom, Built-in Closet
      • Level: First
      Bedroom 4
      • Features: Jack & Jill Bathroom, Walk-In Closet(s)
      • Level: First
      Primary bathroom
      • Features: Built-In Shower Bench, Linen Closet
      • Level: First
      Bathroom 2
      • Features: Garden Bath, Linen Closet
      • Level: First
      Bathroom 3
      • Features: Dual Sinks, Linen Closet
      • Level: First
      Dining room
      • Features: No Closet
      • Level: First
      Kitchen
      • Features: Kitchen Island, Walk-In Closet(s)
      • Level: First
      Laundry
      • Features: Built-in Closet
      • Level: First
      Living room
      • Features: Ceiling Fan(s), No Closet
      • Level: First
      Heating
      • Electric, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Oven, Cooktop, Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
      • Laundry: Gas Dryer Hookup, Inside, Laundry Room, Washer Hookup
      Features
      • Built-in Features, Ceiling Fan(s), Coffered Ceiling(s), Crown Molding, High Ceilings, In Wall Pest System, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s)
      • Flooring: Ceramic Tile, Luxury Vinyl
      • Doors: Sliding Doors
      • Windows: Window Treatments, Hurricane Shutters, Hurricane Shutters/Windows
      • Has fireplace: No
      Interior area
      • Total structure area: 4,261
      • Total interior livable area: 2,856 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Driveway, Garage Door Opener, Ground Level, Oversized
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 31x25
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Front Porch, Rear Porch, Screened
      • Exterior features: Lighting, Sidewalk, Sprinkler Metered
      • Has view: Yes
      • View description: Park/Greenbelt
      Lot
      • Size: 10,450 Square Feet
      • Dimensions: 89 x 120
      • Features: Conservation Area, Landscaped, Level, Above Flood Plain
      • Residential vegetation: Trees/Landscaped
      Details
      • Additional structures: Storage
      • Parcel number: U173220C6K00003600004.0
      • Zoning: PD
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Mediterranean
      • Property subtype: Single Family Residence
      Materials
      • Block, Concrete, Stucco
      • Foundation: Slab
      • Roof: Tile
      Condition
      • Completed
      • New construction: No
      • Year built: 2022
      Details
      • Builder model: RAY
      • Builder name: Lennar

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected
      Green energy
      • Indoor air quality: HVAC UV/Elec. Filtration

      Community & HOA

      Community
      • Features: Association Recreation - Owned, Clubhouse, Community Mailbox, Deed Restrictions, Dog Park, Fitness Center, Gated Community - Guard, Gated Community - No Guard, Golf Carts OK, Pool, Restaurant, Sidewalks
      • Security: Fire Alarm, Gated Community, Security System, Fire/Smoke Detection Integration
      • Pet fee: $0 monthly
      • Senior community: Yes
      • Subdivision: MEDLEY AT SOUTHSHORE BAY
      HOA
      • Has HOA: Yes
      • Amenities included: Cable TV, Clubhouse, Fitness Center, Gated, Lobby Key Required, Maintenance, Pickleball Court(s), Pool, Recreation Facilities, Security
      • Services included: 24-Hour Guard, Cable TV, Community Pool, Internet, Maintenance Structure, Maintenance Grounds, Manager, Pool Maintenance, Private Road, Recreational Facilities, Security
      • HOA fee: $572 monthly
      • HOA name: Castle Management - Medley HOA
      • HOA phone: 813-642-1104
      • Second HOA name: Southshore Bay
      • Second HOA phone: 813-565-4663
      Location
      • Region: Wimauma

      Financial & listing details

      • Price per square foot: $223/sqft
      • Tax assessed value: $431,845
      • Annual tax amount: $8,462
      • Date on market: 5/18/2026
      • Cumulative days on market: 63 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • 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
        7/11/2026Contingent$636,000$223/sqft
        Source: Stellar MLS #TB8508434 Report a problem
        5/19/2026Listed for sale$636,000+17.6%$223/sqft
        Source: Stellar MLS #TB8508434 Report a problem
        11/30/2022Sold$540,600$189/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$8,463 +5.8%$431,845
        2024$7,999 -9.2%$431,845 -7.2%
        2023$8,810 +943.1%$465,560 +5442.4%
        2022$845 $8,400
        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.
        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: 33598

        Getting around

        1 / 100
        Car-Dependent
        26 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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