Wimauma Homes with Pool Amenities

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

$379,900

6 Beds ⋅ 3 Baths ⋅ Highland Estates Ph 2a SubDv. ⋅ 33598 Zip Code

SELLERS WILL CONTRIBUTE $10,000 TOWARDS BUYER CLOSING COSTS/PRE-PAIDS/RATE BUY DOWN, INQUIRE FOR DETAILS! 6 Bedrooms, 3 full baths, with plenty of space at just under 3100 sq ft. Enjoy entertaining your friends and family and fall in love with this spacious home! New Roof in 2023. First floor features a bedroom with full bath, large living/dining room combo, beautiful open kitchen with granite counters, plenty of cabinet space and island opens up to the family room area with sliders that lead out to the covered lanai. The second floor features the large master bedroom with ensuite bath with garden tub, dual sinks, granite counters and step in shower. Four other nice sized bedrooms and laundry room (washer/dryer included) are also located on the 2nd floor. Ayersworth features a large resort style pool, basketball court, clubhouse and fitness center and a dog park. Easy access to I-75, shopping, restaurants and a quick drive to downtown Tampa or USF. Make your appointment today!

10921 Rainbow Pyrite Drive, Wimauma

$299,900

4 Beds ⋅ 2 Baths ⋅ Berry Bay Sub SubDv. ⋅ 33598 Zip Code

Short Sale. ***Showings to Begin Friday August 14, 20206*** Immaculate, Like-New, 4 bedroom, 2 bath, 2 car garage home in the desirable New community of Berry Bay in Wimauma! Features include: ceramic tiles, open floor plan with great room, spacious kitchen with granite counters, stainless steel appliances, sliders to the patio overlooking the large, fenced-in yard. The 3-way split floorplan features a private primary suite tucked away in the back of the home, 2nd and 3rd bedrooms and a bath towards the front and a 4th bedroom off to the side perfect for additional privacy! The Berry Bay offers community offers resort-style amenities, including a pool, clubhouse, pickleball and basketball courts, scenic trails, and playgrounds. Conveniently located near Bradenton, Sarasota, Tampa, and St. Petersburg, this home provides easy access to beaches, shopping, dining, and major metro areas. Call today for more info or your private showing!

5166 Plumeria Drive, Wimauma

$414,205

4 Beds ⋅ 2 Baths ⋅ Berry Bay Phase 6 Village T SubDv. ⋅ 33598 Zip Code

Under Construction. Discover beautifully designed living in Berry Bay, where thoughtful craftsmanship and everyday comfort come together in one of Wimauma's most desirable locations. This inviting single story home features a spacious, open concept layout that seamlessly connects the kitchen, dining and living areas, creating an ideal setting for both relaxed evenings and lively gatherings. Tall ceilings and elegant interior doors enhance the sense of openness throughout, while a tray ceiling in the primary suite adds a refined architectural touch. Stylish finishes from a professionally curated design collection create a warm, cohesive look that feels both timeless and modern. A stone accented exterior adds striking curb appeal and welcomes guests with lasting charm. Artfully designed and built with quality materials, this home reflects Ashton Woods' commitment to design forward living. From its functional layout to its elevated finishes, this award winning homebuilder has crafted a space that balances style, comfort and convenience in the heart of Wimauma. Representative images and renderings are for illustrative purposes. Actual structural options and design finishes of home may vary.

5911 Fresh Flora Drive, Wimauma

$582,845

4 Beds ⋅ 4 Baths ⋅ Berry Bay Phase 6 Village T SubDv. ⋅ 33598 Zip Code

Under Construction. Nestled in Berry Bay, this beautifully designed quick move in home brings together thoughtful architecture, elevated finishes and the effortless charm of the Laguna Collection. Inspired by relaxed coastal living, the interiors blend sun washed tones, organic textures and timeless design elements to create a warm and welcoming atmosphere throughout. A private study near the front of the home offers flexibility for work or quiet retreat, while expansive living spaces are designed for gathering and everyday comfort. The gourmet kitchen is enhanced by a convenient butler's pantry with additional storage and prep space, flowing seamlessly into the open great room where an oversized wall of glass invites natural light and creates a strong connection to the outdoors. Upstairs, elegant details continue with a tray ceiling in the primary suite and beautifully appointed secondary baths. Built by award winning homebuilder Ashton Woods, this home showcases curated interior finishes, quality craftsmanship and design forward style in one of Wimauma's most desirable locations with easy access to Tampa, Sarasota and Florida's Gulf Coast destinations. Representative images and renderings are for illustrative purposes. Actual structural options and design finishes of home may vary.

2902 Citrus Grove Street, Wimauma

$330,000

3 Beds ⋅ 3 Baths ⋅ Berry Bay Sub SubDv. ⋅ 33598 Zip Code

Short Sale. Short Sale! Located in the peaceful community of Berry Bay. This DR Horton "Darwin" two-story floorplan built in 2024 is all block construction, and was designed with modern living in mind. This 3-bedroom, 2.5-bathroom home with a 2-car garage offers a comfortable and stylish living experience. The home features an open floor plan with tile flooring throughout the main living spaces, creating a bright, cohesive, and welcoming environment. The heart of the home is the spacious kitchen with granite counters and its island that seamlessly connects to the living and dining areas. The open layout makes this home perfect for entertaining or quality time relaxing. Upstairs, a generous loft offers flexible space for a home office, playroom, or second living area. The oversized owner’s suite boasts a large walk-in closet with natural light and an en-suite bath with double sinks and walk-in shower. Three additional bedrooms share a full bath with dual sinks and tub/shower combo, conveniently located near the upstairs laundry. Some clean up required. Short Sale. Short sale, subject to lender approval. Property is being sold as a short sale. All terms and price are subject to third-party lender approval. Seller has not received approval from the lender at this time. Timeline for approval may vary.

3317 Blue Estuary Road, Wimauma

$250,000

2 Beds ⋅ 2 Baths ⋅ Regal Twin Villas Ph 2 SubDv. ⋅ 33598 Zip Code

Welcome to resort-style living in the highly sought-after 55+ community of Valencia Lakes! This beautifully maintained home features tile flooring throughout the main living areas with laminate flooring in the bedrooms for easy maintenance. The open-concept kitchen is beautifully appointed with 42” cabinets with crown molding, granite countertops and ample cabinet space, making it perfect for both everyday living and entertaining. Relax year-round on the screened-in lanai overlooking the peaceful backyard. Additional highlights include a durable tile roof and brick-paver driveway. Valencia Lakes offers an exceptional active adult lifestyle with a spectacular 40,000-square-foot clubhouse featuring a resort-style pool, resistance pool, spa, fitness center, sauna, on-site Bistro, tennis and pickleball courts, bocce ball, walking trails, social clubs, and endless activities. Conveniently located near shopping, dining, medical facilities, and major highways, this home is the perfect blend of comfort, convenience, and resort-style amenities. Schedule your private showing today

16216 Amethyst Key Drive, Wimauma

$332,000

4 Beds ⋅ 2 Baths ⋅ Berry Bay SubDv. ⋅ 33598 Zip Code

Under Construction. The builder is offering buyers up to $25,000 towards closing costs with the use of a preferred lender and title company. Located off US-301 and showcasing new homes in Wimauma, Berry Bay is one of the newest communities in the area. Just minutes from I-75, providing quick access to St. Pete, Downtown Tampa, Sarasota, as well as the bay. Berry Bay will feature a new homes lineup of our Express and Preferred series throughout the community. Berry Bay features include extended luxury vinyl in the main living and dining area, a stainless-steel appliance package, quartz countertops in the kitchen, as well as all concrete block construction on the 1st and 2nd stories, and Smart Home system. Other inventory options may be available in this community. Please reach out for list of availability. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from homes as built. Home and community information, including pricing, included features, terms, availability, and amenities, are subject to change and prior sale at any time without notice or obligation. Materials may vary based on availability.

5290 Berry Bay Avenue, Wimauma

$512,000

3 Beds ⋅ 3 Baths ⋅ Forest Brooke Active SubDv. ⋅ 33598 Zip Code

Welcome to The Medley at Southshore Bay, where every day feels like a vacation! This premier 55+ gated, golf cart-friendly community offers an exceptional resort lifestyle centered around wellness, recreation, and endless opportunities to connect with neighbors and friends. Whether you're enjoying morning walks, pickleball, social events, relaxing by the pool, or spending the day at the spectacular 6-acre Crystal Lagoon, you'll quickly discover why The Medley is one of the area's most sought-after active adult communities. Perfectly positioned within this vibrant community, this beautifully upgraded Eventide model offers 3 bedrooms, 3 full bathrooms, a versatile flex room, and a desirable split-bedroom floor plan designed for everyday comfort and effortless entertaining. Outstanding curb appeal welcomes you home with new front sod and professionally refreshed landscaping. Inside, you'll appreciate the many seller upgrades that elevate this home well beyond builder-grade finishes. The gourmet kitchen is a chef's dream, featuring elegant quartz countertops, a designer backsplash, spacious walk-in pantry, 6-burner gas cooktop, built-in wall oven and microwave, upgraded refrigerator and dishwasher, abundant cabinetry, fresh interior paint, and stylish modern lighting throughout. The seller has also installed new carpet in all three bedrooms. The bright, open-concept living area flows seamlessly to the newly screened lanai, creating the perfect indoor-outdoor living space for morning coffee, evening cocktails, or entertaining family and friends while enjoying Florida's beautiful weather year-round. The spacious primary suite is a private retreat featuring dual quartz vanities, a soaking tub, walk-in shower with bench, generous walk-in closet, and ample storage. A private guest suite includes its own en-suite bath, while the third bedroom and full bath provide ideal accommodations for family or overnight guests. The oversized 3-car garage with an additional storage room offers exceptional space for vehicles, golf carts, hobbies, and all your storage needs. Life at The Medley is truly second to none. Enjoy a beautiful clubhouse with a café, state-of-the-art fitness center, billiards room, pickleball and bocce courts, a resort-style pool, lap pool, and a lively tiki bar where neighbors gather to watch the big game or unwind with a favorite beverage. Your HOA includes lawn maintenance, cable, and high-speed internet, giving you more time to enjoy everything this incredible community has to offer. As a Medley resident, you'll also enjoy exclusive access to the renowned Southshore Bay Crystal Lagoon—a tropical paradise with crystal-clear waters perfect for swimming, kayaking, paddleboarding, lounging on sandy beaches, or simply soaking up the Florida sunshine. Conveniently located just 45 minutes from Tampa International Airport and approximately 82 miles from Walt Disney World, this home offers the perfect combination of luxury, convenience, and an unmatched resort lifestyle. This is more than a home—it's the lifestyle you've been waiting for.

17219 Scuba Crest Street, Wimauma

$330,000

3 Beds ⋅ 2 Baths ⋅ Balm Grove SubDv. ⋅ 33598 Zip Code

Under Construction. Builder is offering buyers up to $25,000 toward closing costs with preferred lender and title company. Balm Grove is located in the heart of Wimauma, Florida. This is the peaceful side of Hillsborough County with mature oaks, quiet country roads, and plenty of room to breathe, yet everything a growing family needs is still only minutes away. The location makes everyday life simple and stress-free. Brandon and Brandon Mall are about twenty minutes away. Downtown Tampa, Armature Works, Sparkman Wharf, and Tampa International Airport are roughly thirty-five minutes. Wesley Chapel and Lakeland are under forty-five minutes using I-75 and US-301, both just down the road. Major employers, hospitals, and the entire SouthShore corridor are an easy commute. Choose from today’s most popular single-story and two-story floor plans with open living areas, gourmet kitchens featuring large islands, spacious owner’s suites, flexible rooms perfect for home offices or playrooms, energy-efficient appliances, designer-coordinated finishes, and smart-home technology included in every home. Every new home is built with all-concrete-block construction on both the first and second stories for lasting strength and peace of mind. Each residence comes standard with complete Smart Home System and is backed by the quality and warranty . Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information, including pricing, included features, terms, availability, and amenities, are subject to change and prior sale at any time without notice or obligation. Materials may vary based on availability.

15032 Coltman Hill Place, Wimauma

$599,999

4 Beds ⋅ 3 Baths ⋅ Forest Brooke Active Adult Phs SubDv. ⋅ 33598 Zip Code

Step into resort-style living at Medley at Southshore Bay, the premier 55+ active adult community where luxury and lifestyle come together. This stunning 4-bedroom, 3-bath home with a 3-car garage delivers an impressive blend of sophistication, comfort, and functionality—all wrapped in a bright, open floor plan with upscale plank tile flooring throughout. At the center of the home, the gourmet kitchen commands attention with gleaming quartz countertops, sleek modern cabinetry, stainless steel appliances, and an oversized island designed for gathering. A walk-in pantry plus a dedicated butler’s pantry provide exceptional storage and prep space, keeping your kitchen organized and ready for any occasion. The kitchen flows seamlessly into the dining and living areas, setting the stage for effortless entertaining and easy everyday living. The split-bedroom layout is thoughtfully designed for privacy and versatility. The expansive primary suite offers a serene escape with its spa-inspired bathroom featuring dual vanities, an oversized walk-in shower, and a generous walk-in closet that conveniently connects directly to the laundry room. Bedrooms 2 and 3 share a well-appointed Jack-and-Jill bath, while Bedroom 4 sits separately with access to a nearby full bath—ideal for guests, in-laws, or a private home office. Step outside and you’ll find your own personal oasis. A sparkling pond and with wildlife watching that makes the afternoons melt away. The oversized screened-in patio will is an incredible space for relaxing afternoons, evening cocktails, or year-round gatherings. Community life is all about elevated living and vibrant community energy. You’ll enjoy secure, convenient access through both manned and unmanned gates and golf-cart friendly paths that make it easy to explore. The private clubhouse serves as the community’s heartbeat, offering a café and bars, billiards, card, games and activity rooms plus and an elegant ballroom hosting events of every kind. A packed activities calendar keeps the excitement going with karaoke nights, comedy shows, live music, and a wide selection of clubs—everything from hobby groups to cigar socials. Outdoor recreation is abundant with pickleball and bocce courts, walking trails, a dog park with its own bathing station, and a heated resort-style pool. And just steps away lies the breathtaking 5-acre Metro Lagoon by Crystal Lagoons—an unmatched amenity offering endless fun in the Florida sunshine. With HOA fees covering internet, basic cable, and lawn care, you can focus less on maintenance and more on enjoying the lifestyle you’ve earned. This move-in ready home delivers luxury, convenience, and community at every turn—where coming home truly feels like arriving at your own private resort.

17109 Star Banks Street, Wimauma

$338,000

4 Beds ⋅ 2 Baths ⋅ Balm Grove SubDv. ⋅ 33598 Zip Code

Under Construction. Builder is offering buyers up to $25,000 toward closing costs with preferred lender and title company. Balm Grove is located in the heart of Wimauma, Florida. This is the peaceful side of Hillsborough County with mature oaks, quiet country roads, and plenty of room to breathe, yet everything a growing family needs is still only minutes away. The location makes everyday life simple and stress-free. Brandon and Brandon Mall are about twenty minutes away. Downtown Tampa, Armature Works, Sparkman Wharf, and Tampa International Airport are roughly thirty-five minutes. Wesley Chapel and Lakeland are under forty-five minutes using I-75 and US-301, both just down the road. Major employers, hospitals, and the entire SouthShore corridor are an easy commute. Choose from today’s most popular single-story and two-story floor plans with open living areas, gourmet kitchens featuring large islands, spacious owner’s suites, flexible rooms perfect for home offices or playrooms, energy-efficient appliances, designer-coordinated finishes, and smart-home technology included in every home. Every new home is built with all-concrete-block construction on both the first and second stories for lasting strength and peace of mind. Each residence comes standard with complete Smart Home System and is backed by the quality and warranty . Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information, including pricing, included features, terms, availability, and amenities, are subject to change and prior sale at any time without notice or obligation. Materials may vary based on availability.

15014 Crosshall Stream Drive, Wimauma

Wimauma Homes with Pool Amenities

Newest Wimauma Homes with Pool Amenities