To schedule a showing of 5305 Windy Grove Drive, Wimauma, Florida, Call David Shippey at 863-521-4517 TODAY!
Wimauma, FL 33598
- 4Beds
- 3.00Total Baths
- 3 Full, 0 HalfBaths
- 2,856SqFt
- 2022Year Built
- 0.25Acres
- MLS# TB8508434
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market26 days
- Area33598 - Wimauma
- CountyHillsborough
- Subdivision Medley At Southshore Bay
Overview
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 todays 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, youll 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 dont 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
Agriculture / Farm
Association Fees / Info
Community Features: Clubhouse, CommunityMailbox, DogPark, Fitness, GolfCartsOk, Pool, RecreationArea, Restaurant, Gated, StreetLights, Sidewalks
Pets Allowed: CatsOk, DogsOk, NumberLimit
Senior Community: Yes
Hoa Frequency Rate: 435.88
Association: Yes
Association Amenities: Clubhouse, FitnessCenter, MaintenanceGrounds, Gated, Pickleball, Pool, RecreationFacilities, Security, CableTv
Hoa Fees Frequency: Monthly
Association Fee Includes: AssociationManagement, CableTv, Internet, MaintenanceGrounds, MaintenanceStructure, Pools, RecreationFacilities, RoadMaintenance, Security
Bathroom Info
Total Baths: 3.00
Fullbaths: 3
Building Info
Window Features: Shutters, WindowTreatments
Roof: Tile
Builder: Lennar
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Style: SpanishMediterranean
Pool Features: Association, Community
Patio: RearPorch, Covered, FrontPorch, Screened
Exterior Features: SprinklerIrrigation, Lighting, StormSecurityShutters, InWallPestControlSystem
Fees / Restrictions
Association Fee: 272
Association Fee Frequency: Quarterly
Financial
Original Price: $636,000
Disclosures: CovenantsRestrictionsDisclosure
Garage / Parking
Parking Features: Driveway, Garage, GarageDoorOpener, Oversized
Attached Garage: Yes
Garage: Yes
Green / Env Info
Green Indoor Air Quality: Filtration
Interior Features
Floors: CeramicTile, LuxuryVinyl
Levels: One
Laundry Features: WasherHookup, GasDryerHookup, Inside, LaundryRoom
Interior Features: BuiltInFeatures, TrayCeilings, CeilingFans, CrownMolding, CofferedCeilings, HighCeilings, KitchenFamilyRoomCombo, LivingDiningRoom, MainLevelPrimary, OpenFloorplan, StoneCounters, SplitBedrooms, SmartHome, SolidSurfaceCounters, WalkInClosets, WoodCabinets, WindowTreatments, Attic
Appliances: BuiltInOven, Cooktop, Dishwasher, Disposal, GasWaterHeater, Microwave, Range, Refrigerator, TanklessWaterHeater, WineRefrigerator, Washer
Lot Info
Direction Remarks: From 674 headed East turn right onto Lagoon Shore Blvd. Enter the community on the GUEST lane and provide the guard with your business card and property address. Once through the gate proceed straight on Lagoon Shore Blvd, continue around round about. The Lagoon will be on your right, turn left onto Sailor Pines. You will need to enter your gate code provided with your showing confirmation. At the stop sign (the clubhouse is in front of you) turn right onto Scuba Crest. Follow Scuba Crest down and proceed straight around the round about. At the next intersection Windy Grove turn right. Home is second on the right, 3 car garage
Lot Size Units: Acres
Lot Size Acres: 0.25
Lot Sqft: 10,450
Est Lotsize: 89x120
Vegetation: PartiallyWooded
Lot Desc: ConservationArea, Flat, Level, Landscaped
Misc
Builder Model: RAY
Other
Other Structures: Storage
Equipment: IrrigationEquipment
Special Conditions: None
Security Features: SecuritySystem, FireAlarm, GatedWithGuard, GatedCommunity, KeyCardEntry, LobbySecured
Other Rooms Info
Property Info
Section: 17
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Property Condition: NewConstruction
Construction Materials: Block, Concrete, Stucco
Stories: 1
Total Stories: 1
Foundation: Slab
Room Info
Total Rooms: 11
Sqft Info
Sqft: 2,856
Bulding Area Sqft: 4,261
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,025
Tax Lot: 4
Tax Other Annual Asmnt: 547
Tax Legal Description: FOREST BROOKE ACTIVE ADULT PH 4 5B 6B 8B AND COLLECTOR RD 2ND EXT PH 2 LOT 4 BLOCK 36
Tax Block: 36
Tax Annual Amount: 8462.51
Tax Book Number: 141-82
Unit Info
Utilities / Hvac
Heating: Electric, NaturalGas
Water Source: Public
Sewer: PublicSewer
Cool System: CentralAir, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: CableAvailable, ElectricityConnected, NaturalGasConnected, MunicipalUtilities, SewerConnected, UndergroundUtilities, WaterConnected
Waterfront / Water
View: Yes
View: ParkGreenbelt
Directions
From 674 headed East turn right onto Lagoon Shore Blvd. Enter the community on the GUEST lane and provide the guard with your business card and property address. Once through the gate proceed straight on Lagoon Shore Blvd, continue around round about. The Lagoon will be on your right, turn left onto Sailor Pines. You will need to enter your gate code provided with your showing confirmation. At the stop sign (the clubhouse is in front of you) turn right onto Scuba Crest. Follow Scuba Crest down and proceed straight around the round about. At the next intersection Windy Grove turn right. Home is second on the right, 3 car garageThis listing courtesy of Re/max Realty Unlimited
If you have any questions on 5305 Windy Grove Drive, Wimauma, Florida, please call David Shippey at 863-521-4517.
MLS# TB8508434 located at 5305 Windy Grove Drive, Wimauma, Florida is brought to you by David Shippey REALTOR®
5305 Windy Grove Drive, Wimauma, Florida has 4 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 5305 Windy Grove Drive, Wimauma, Florida is TB8508434.
The price for 5305 Windy Grove Drive, Wimauma, Florida is $636,000.
The status of 5305 Windy Grove Drive, Wimauma, Florida is Active.
The subdivision of 5305 Windy Grove Drive, Wimauma, Florida is Medley At Southshore Bay.
The home located at 5305 Windy Grove Drive, Wimauma, Florida was built in 2026.
MLS# TB8517904
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MLS IDX data last updated on 06-14-2026 5:37 PM EST.