Medley At Southshore Bay Homes for Sale

Welcome to Medley At Southshore Bay, a vibrant and inviting community nestled in the picturesque Wimauma, Florida. This charming subdivision is a hidden gem in Hillsborough County, offering residents a perfect blend of modern living and natural beauty. Medley At Southshore Bay is designed for those who appreciate an active lifestyle, with amenities that cater to all ages and interests.

The homes for sale in Medley At Southshore Bay are thoughtfully crafted to provide comfort and style. Ranging from spacious single-family homes to elegant villas, each residence boasts open floor plans, high ceilings, and contemporary finishes. Many homes come with stunning water views or lush landscaping, creating a serene retreat just steps from your door. Whether you’re a first-time buyer or looking to downsize, there’s a perfect home waiting for you in this community.

Residents of Medley At Southshore Bay enjoy access to a wealth of amenities, including a state-of-the-art clubhouse, fitness center, and resort-style pool. Outdoor enthusiasts will love the scenic walking trails, parks, and recreational areas that encourage a healthy and active lifestyle. With a calendar full of social events, there’s always something happening, fostering a strong sense of community among neighbors.

Conveniently located near major highways, Medley At Southshore Bay offers easy access to nearby shopping, dining, and entertainment options. Plus, the stunning beaches of the Gulf Coast are just a short drive away. Don’t miss your chance to be part of this exceptional community—explore the homes for sale in Medley At Southshore Bay today!

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

Welcome to 16959 Scuba Crest Street where luxury, thoughtful upgrades, and resort-style living come together in the highly sought-after 55+ Medley at Southshore Bay community. This beautifully appointed 3-bedroom, 2.5-bath residence offers 2,363 square feet of impeccably maintained living space designed for both everyday comfort and effortless entertaining. From the moment you step inside, you’ll appreciate the exceptional craftsmanship, featuring elegant crown molding, rich Shaw engineered hardwood flooring, and an open-concept design filled with natural light. The heart of the home is the chef-inspired kitchen, thoughtfully upgraded with premium GE Profile appliances, including a 36-inch five-burner induction cooktop and a convection wall oven/microwave combination, creating the perfect space to prepare everything from casual meals to holiday gatherings. Retreat to the spacious owner’s suite while guests enjoy their own private accommodations. Every detail has been carefully considered to provide comfort, convenience, and sophisticated Florida living. Additional highlights include: • Spacious 3-car garage, including a dedicated golf cart bay • Expansive screened lanai perfect for year-round outdoor living • Whole-house Culligan water softener system • Convenient walk-up attic providing abundant, easily accessible storage • Smart home features offering enhanced security, efficiency, and convenience • Beautifully upgraded finishes throughout Living in Medley at Southshore Bay means embracing an active, maintenance-free lifestyle with world-class amenities, including the spectacular Crystal Lagoon, resort-style clubhouse, state-of-the-art fitness center, pickleball and bocce courts, walking trails, social clubs, endless activities, and so much more. Lawn maintenance, cable, high-speed internet, and access to an incredible amenity package allow you to spend more time enjoying life and less time maintaining it. This exceptional home offers the perfect combination of luxury, low-maintenance living, and an unparalleled active adult lifestyle. Schedule your private showing today and discover why so many are choosing to call Medley at Southshore Bay home.

16959 Scuba Crest Street, Wimauma

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