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5336 WINDY GROVE DRIVE WIMAUMA, FL 33598

Listed by: KELLER WILLIAMS SOUTH SHORE 813-641-8300 Agent: Madeline Richards-Paslay 303-941-2287 madelinerichards@kw.com

update time: 04/12/2026 19:05:07

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 enthusiast—featuring 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 owner—an 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, café, 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 amenities—this one is not to be missed.

From I-75, take Exit 246 (Big Bend Rd) and head east. Continue on Big Bend Rd, then turn right onto US-301 S. Turn left onto 19th Ave NE, then right into the entrance for Southshore Bay. Continue through the gate and follow community roads to Windy Grove Dr. Property will be on the right.

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