Medley At Southshore Bay Real Estate, Homes, Condos for Sale in Wimauma, FL

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

Welcome to 17218 Star Banks St., located in the highly sought-after 55+ community of Medley at Southshore Bay! Offering approximately 2,430 square feet of thoughtfully designed living space, this 3-bedroom, 3-bath home delivers the flexibility, privacy, and upgrades today’s buyers are looking for. The main level features comfortable everyday living plus a versatile bonus room—perfect for a home office, den, hobby space, or additional sitting area. The kitchen makes a beautiful statement with a gorgeous custom tile backsplash, GAS RANGE, updated lighting, and plenty of space for gathering and entertaining. A tankless on-demand water heater adds energy-efficient convenience, while updated light fixtures and ceiling fans throughout bring both style and function. Upstairs is where this floor plan truly shines! A HUGE loft is joined by a private bedroom and full bath, creating an ideal retreat for extended family, visiting guests, a caregiver, or anyone who appreciates having their own separate living space. It’s a fantastic multigenerational option while still providing everyone with their own space and privacy. Step outside to an oversized SCREENED LANAI beautifully finished with teak wood flooring, creating an inviting extension of the living space for morning coffee, evening cocktails, or year-round Florida entertaining. The backyard is surrounded by a 6-foot privacy fence, providing a wonderful sense of seclusion. And don’t overlook the garage! Tandem parking provides space for up to THREE vehicles—or use the additional space for a golf cart, workshop, storage, or all those extras that never seem to fit in a standard garage. Located within Medley at Southshore Bay, residents enjoy resort-style 55+ living with access to exceptional amenities, social activities, fitness, recreation, and the Southshore Bay lagoon lifestyle. With its flexible floor plan, private upstairs guest suite, gas cooking, tankless hot water, impressive outdoor living space, and three-car tandem parking, this home offers a combination that is hard to find in Medley. Come experience the lifestyle—and see why this one deserves a spot at the top of your list!

17218 Star Banks Street, Wimauma

$299,900

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

Welcome to 17255 Holly Well Ave, a gorgeous 2024-built villa offering 1,614 sq. ft. of beautifully designed living space in Medley at Southshore Bay, a vibrant 55+ community located on the outskirts of Sun City Center. Situated on a desirable corner lot in a no-flood zone, this home combines modern finishes, energy efficiency, low-maintenance living, and an impressive resort lifestyle. Step inside through the charming side-entry front door to an inviting open-concept living and dining area accented by crown molding throughout the entire home. The oversized kitchen is designed for both entertaining and everyday living, featuring quartz countertops, upgraded cabinetry, a gas range, generous workspace, and a large walk-in pantry. Smart-home technology, ultra-efficient features, natural gas, and a tankless water heater add convenience and efficiency. The thoughtfully designed split-bedroom floor plan provides privacy, with two spacious bedrooms plus a versatile flex room that’s perfect for a home office, den, craft room, or hobby space. The primary suite offers an impressive 11-foot walk-in closet, while the ensuite bath features dual sinks and plenty of room to get ready. One of the home’s best features is the outdoor living space. Step onto the screened lanai overlooking a large pond and enjoy peaceful water views—the perfect setting for morning coffee, evening cocktails, or simply relaxing and enjoying the Florida lifestyle. Additional features include a tile roof, paver driveway, one-car garage with upgraded overhead storage, and low-maintenance villa living. The HOA makes ownership even easier by covering roof and exterior maintenance, landscaping, irrigation water, high-speed internet, and cable. Living in Medley at Southshore Bay is about much more than the home. Residents enjoy a beautiful clubhouse, resort-style pool, pickleball courts, dog park, and access to the incredible Southshore Bay Lagoon, where you can enjoy water activities, entertainment, and live concerts—all without leaving your community. If you’re looking for a nearly new Florida home where you can spend less time maintaining and more time enjoying life, 17255 Holly Well Ave delivers the perfect combination of comfort, style, water views, and resort-style 55+ living.

17255 Holly Well Avenue, Wimauma

$509,900

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

OVERSIZED CORNER HOMESITE | POND VIEWS | 3-CAR GARAGE | EXTENSIVELY UPGRADED | 55+ RESORT-STYLE LIVING Welcome to 16959 Scuba Crest Street, an exceptionally upgraded 3-bedroom, 2.5-bath home offering approximately 2,363 square feet of beautifully designed living space in the sought-after 55+ community of Medley at Southshore Bay. One of this home’s standout features is its LOCATION. Situated on an oversized corner homesite of approximately 8,960 square feet—nearly 25% larger than a typical 60’ x 120’ homesite—the property enjoys added breathing room, abundant natural light and protected pond views without being directly situated on the water. The corner positioning creates an unusual sense of openness and privacy while still capturing a beautiful water view. Inside, thoughtful upgrades continue throughout. Engineered hardwood flooring, crown molding, upgraded finishes and smart-home features complement the spacious, light-filled floor plan. The gourmet kitchen is designed to impress with GE Profile appliances and a 36-inch induction cooktop, creating a polished and functional centerpiece for everyday living and entertaining. Storage and garage space are another major advantage. The oversized 3-car garage includes a dedicated golf-cart bay, while walk-up attic storage provides valuable additional space rarely found in homes like this. A Culligan whole-house water softener adds another practical upgrade. Step outside to the screened lanai and enjoy Florida living with the added privacy and openness of the oversized corner lot. With extra space around the home and pond views beyond, the outdoor setting feels noticeably less confined than many interior homesites. Located within gated Medley at Southshore Bay, residents enjoy an active 55+ lifestyle with access to the community clubhouse, fitness center, swimming, pickleball, social activities and the spectacular Southshore Bay Lagoon. With its oversized corner homesite, protected pond views, 3-car garage with golf-cart bay, extensive upgrades, exceptional storage and resort-style amenities, 16959 Scuba Crest Street offers a combination that is difficult to duplicate. SELLERS ARE MOTIVATED, AND FURNISHINGS ARE AVAILABLE—making this an incredible opportunity to move in and start enjoying the Medley lifestyle!

16959 Scuba Crest Street, Wimauma

$615,000

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

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 today’s 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, you’ll 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 don’t 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

5305 Windy Grove Drive, Wimauma

$310,000

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

Welcome to Resort-Style Living in Medley at Southshore Bay! This rarely available end-unit villa is a true gem, offering 2 bedrooms, 2 bathrooms, a versatile bonus room, and breathtaking pond views from nearly every angle. Situated on an oversized lot with no neighbors to the side or behind, this home gives you the ultimate in privacy and tranquility. Step inside and you’ll be impressed by the beautiful finishes and thoughtful upgrades throughout: Gorgeous white cabinets and granite countertops in the kitchen and bathrooms. Wood-like plank tile flooring in the main living areas for style and easy care. Expanded driveway for extra parking. Custom professional landscaping that makes this home shine. An EXTRA golf cart garage with golf cart path, in addition to the front-facing 1-car garage. Chip Painted floors in both garages and the screened-in lanai for durability and style. A bonus room perfect for a home office, man cave, or extra sleeping space. A peaceful lanai overlooking the water, perfect for morning coffee or evening sunsets! Located in the highly desirable 55+ Medley community, you’ll enjoy access to a world-class 5-acre lagoon, resort-style clubhouse, tiki bar, pickleball courts, fitness center, and endless activities. This villa truly combines comfort, convenience, and a MAINTENANCE FREE lifestyle — all with one of the best views in the neighborhood!

17026 Clear Cork Drive, Wimauma

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