Medley At Southshore Bay Homes for Sale

Welcome to Medley At Southshore Bay, a vibrant and inviting subdivision nestled in the picturesque town of Wimauma, Florida, within the heart of Hillsborough County. This charming community is designed for those who appreciate the perfect blend of modern living and serene surroundings, offering an idyllic lifestyle for families, retirees, and everyone in between.

Medley At Southshore Bay features a stunning array of homes for sale, each thoughtfully crafted to meet the needs of today’s discerning buyers. With a variety of floor plans and styles, you will find residences that boast open-concept layouts, spacious living areas, and luxurious finishes. Whether you’re looking for a cozy bungalow or a more expansive family home, this community has something to suit every taste and budget.

One of the standout features of Medley At Southshore Bay is its commitment to fostering a sense of community. Residents enjoy access to a wealth of amenities, including a resort-style clubhouse, a sparkling pool, and beautifully landscaped parks. The community also hosts regular social events, providing ample opportunities to connect with neighbors and make lasting friendships.

Beyond the community’s borders, Wimauma offers a wealth of recreational activities, from exploring nearby nature trails to enjoying the stunning beaches of the Gulf Coast. With convenient access to major highways, commuting to Tampa and surrounding areas is a breeze.

If you’re ready to embrace a lifestyle filled with comfort, community, and convenience, explore the homes for sale in Medley At Southshore Bay today! Your dream home awaits in this enchanting Florida haven.

Newest Medley At Southshore Bay Homes for Sale

$299,000

2 Beds ⋅ 2 Baths ⋅ Medley At Southshore Bay SubDv. ⋅ 33598 Zip Code

WELCOME TO MEDLEY AT SOUTHSHORE BAY — WHERE THE FLORIDA LIFESTYLE COMES WITH THE KEYS… AND THE GOLF CART! Offered at an incredible $299,000, this beautifully upgraded villa at 17319 Hollywell Avenue delivers style, comfort, and exceptional value in one of the area’s most sought-after 55+ communities — and YES, the golf cart conveys with the home! Step inside and immediately see why this villa stands apart. Thoughtful upgrades and designer touches create a home that feels anything but ordinary. The beautifully reimagined kitchen is a showstopper, featuring quartz countertops, custom cabinetry, a dedicated coffee bar, and a THOR induction cooktop — combining sophisticated style with everyday functionality. The open and inviting floor plan offers 2 bedrooms, 2 full baths, plus a versatile bonus/flex room perfect for a home office, den, hobby space, or additional sitting area. Upgraded flooring flows throughout the living areas, creating a polished, cohesive look with easy Florida living in mind. Step outside to the screened lanai, complete with convenient roll-down screens, and enjoy your own private space for morning coffee, evening cocktails, or simply relaxing after a day enjoying everything Medley has to offer. Additional features include smart-home technology and a tankless water heater, adding both convenience and efficiency. And then there’s THE LIFESTYLE. Medley at Southshore Bay is a gated, golf-cart-friendly 55+ community designed for residents who want more than just a beautiful home. Enjoy resort-style amenities including the spectacular Crystal Lagoon, clubhouse, resort-style pool, fitness center, pickleball, dining, social activities and events, and miles of opportunities to enjoy the Florida sunshine. HOA benefits also include lawn maintenance, cable and internet for truly low-maintenance living. Best of all? Your golf cart is already waiting for you! Hop in and head to the clubhouse, meet friends for dinner, enjoy an afternoon at the lagoon, or cruise the neighborhood in true Medley style. At $299,000, with extensive upgrades AND the golf cart conveying, this villa presents an outstanding opportunity to start enjoying the Medley lifestyle from DAY ONE. Beautifully upgraded. Exceptionally priced. Golf cart included. Welcome home to 17319 Hollywell Avenue!

17319 Holly Well Avenue, Wimauma

$520,000

3 Beds ⋅ 3 Baths ⋅ Medley At Southshore Bay SubDv. ⋅ 33598 Zip Code

MOVE-IN READY | 3-CAR GARAGE | 55+ RESORT-STYLE LIVING | MEDLEY AT SOUTHSHORE BAY Welcome to 16959 Scuba Crest Street, a beautifully upgraded home offering approximately 2,363 square feet, 3 bedrooms, 2.5 baths, a spacious 3-car garage with dedicated golf cart bay, and an impressive collection of thoughtful upgrades in the highly sought-after 55+ community of Medley at Southshore Bay. Step inside to an open, light-filled floor plan featuring engineered hardwood flooring, crown molding, upgraded finishes, and generous living and entertaining spaces. At the heart of the home is the gourmet kitchen, highlighted by updated GE Profile appliances, a 36-inch five-burner induction cooktop, convection oven combination, ample cabinetry, and plenty of space to gather with family and friends. The spacious primary suite offers a comfortable private retreat, while two additional bedrooms provide flexibility for guests, a home office, hobby space, or visiting family. A screened lanai extends the living space outdoors, creating the perfect spot for morning coffee, evening cocktails, or enjoying Florida’s year-round sunshine. Storage is another standout feature! In addition to the oversized 3-car garage with golf cart parking, the home offers convenient walk-up attic storage—an incredible bonus for buyers looking to downsize without giving up space. A whole-house Culligan water softener system and smart-home upgrades add even more everyday comfort and convenience. Located within gated Medley at Southshore Bay, residents enjoy an active 55+ lifestyle with resort-style amenities, social activities, fitness, swimming, pickleball, golf-cart-friendly streets, and access to the spectacular Southshore Bay lagoon. If you’ve been searching for a 55+ home with a 3-car garage, golf cart garage, gourmet kitchen, screened lanai, extra storage, smart-home features, and resort-style amenities, this one deserves a closer look. Come experience the space, upgrades, storage, and lifestyle that make 16959 Scuba Crest Street an exceptional place to call home.

16959 Scuba Crest Street, Wimauma

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