To schedule a showing of 5305 Windy Grove Drive, Wimauma, Florida, Call David Shippey at 863-521-4517 TODAY!

$636,000 No Recent Price Change
5305 Windy Grove Drive
Wimauma, FL 33598
  • 4Beds
  • 3.00Total Baths
  • 3 Full, 0 HalfBaths
  • 2,856SqFt
  • 2022Year Built
  • 0.25Acres
  • MLS# TB8508434
  • Residential
  • SingleFamilyResidence
  • Active


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 garage

This listing courtesy of Re/max Realty Unlimited 

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On davidshippey.com since Mon, May 18th 2026
No Property History recorded for this listing.

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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.