• $565,000List Price
  • ActiveStatus
  • 41Number of Photos
  • 27.696424Latitude
  • 5336 Windy Grove DriveAddress
  • Windy Grove DriveStreet
  • WimaumaTown
  • FLState
  • 33598Zip
  • HillsboroughCounty
  • ResidentialProperty Type
  • TB8494141MLS Number
  • 3Bedrooms
  • 3Full Bath
  • 2,651Square Feet
  • 2023Year Built
  • 0.19Acreage

Listing Tools

Welcome to this stunning contemporary home in Medley at Southshore Bay, where modern design meets effortless, resort-style living. Built in 2023, this beautifully designed 3-bedroom, 3-bath home offers over 2,600 square feet of open, light-filled living space, plus a versatile flex room that can easily serve as a home office, den, or potential 4th bedroom. An unfinished attic space with garage access provides a rare opportunity to expand and customize even further. From the moment you walk in, you’ll notice the elevated ceilings, expansive layout, and stunning natural light that fills every corner. The open-concept design flows seamlessly to peaceful pond views, creating the perfect backdrop for relaxing evenings and sunset wildlife watching. The kitchen is truly built for a culinary enthusiastfeaturing a gas cooktop, culinary-grade oven, built-in microwave at eye level, oversized island with sink, abundant cabinetry, and a massive walk-in pantry. There’s even space to add a stylish dry bar, making this home ideal for entertaining. The thoughtful layout offers both openness and privacy, giving you space to gather or unwind whenever you need it. Major value add: The sellers have already paid off the clubhouse loan, over $12,000 value, eliminating the $108/month special assessment for the next owneran immediate monthly savings and long-term financial benefit. Even more included in your HOA: Spectrum cable package with premium channels & streaming services (including HBO Max, Disney+, Hulu, Paramount+, ESPN+, Showtime, AMC+, and Peacock). High-speed internet. Full lawn maintenance, including fertilizer and pest control. Living in Medley means enjoying a vibrant, active lifestyle with access to incredible amenities, including a private clubhouse with a resort-style pool, fitness center, caf, indoor & outdoor bar, pickleball, bocce ball, billiards, and a full calendar of social events. Residents also receive 25 complimentary visits a year to the Southshore Bay Lagoon, featuring crystal-clear water, sandy beaches, a swim-up bar, and year-round events. Golf cart-friendly and thoughtfully designed for connection and convenience, this community truly offers it all. If you’ve been searching for a newer home with space, upgrades, and unmatched amenitiesthis one is not to be missed.

Location

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 14, 2026 10:05 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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