Wimauma Homes with Pool Community Features

Wimauma Homes with Pool Community Features

Welcome to Wimauma, Florida – a hidden gem nestled in the heart of Hillsborough County. This charming community offers a delightful blend of rural tranquility and suburban convenience, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes, warm climate, and friendly atmosphere, Wimauma embodies the quintessential Florida lifestyle.

One of the standout features of Wimauma is its array of homes with pool community options. Imagine stepping into your backyard oasis, where you can unwind in your private pool, host summer barbecues, or enjoy peaceful evenings under the stars. These homes are designed with relaxation and entertainment in mind, featuring spacious layouts and modern amenities that cater to today’s lifestyle.

The community itself is vibrant and welcoming, with residents who take pride in their neighborhood. You’ll find beautifully landscaped parks, walking trails, and recreational areas that encourage an active lifestyle. Wimauma also offers easy access to nearby beaches, shopping centers, and dining options, ensuring that everything you need is just a short drive away.

For those who appreciate the charm of small-town living while still wanting the conveniences of urban life, Wimauma is the perfect place to call home. Whether you're looking to dive into the local culture or simply enjoy the serenity of your poolside retreat, Wimauma invites you to discover a community that truly feels like home. Explore our listings today and find your dream property in this enchanting corner of Florida!

Newest Wimauma Homes with Pool Community Features

$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
$389,000
3 Beds ⋅ 3 Baths ⋅ Forest Brooke Active Adult Phs SubDv. ⋅ 33598 Zip Code
Exceptional 3-bedroom, 2.5-bath home featuring the highly sought-after Dawning floor plan in the gated 55+ community of Medley at Southshore Bay. This thoughtfully designed home offers a rare private suite layout along with a 2-car garage and a separate golf cart/storage garage. Attractive curb appeal begins with a paver driveway, manicured landscaping, and a covered front entry. Inside, the tiled foyer leads to a versatile flex room with custom lighting, perfect for a home office, den, or hobby room, along with a convenient half bath for guests. The gourmet kitchen is beautifully appointed with 42-inch cabinets with crown molding, quartz countertops, under-cabinet lighting, a large center island, walk-in pantry, gas range and premium KitchenAid refrigerator, and dishwasher. The kitchen opens to an expansive dining and living area with soaring ceilings, abundant natural light, and sliding glass doors leading to the covered screened lanai overlooking peaceful wooded views with no rear neighbors. The spacious owner's suite also enjoys the private wooded setting and features a large walk-in closet, dual vanities, and a walk-in shower. Two additional bedrooms and a full bath are positioned to create a private guest suite with convenient access to the garage, making it ideal for visitors. Additional upgrades include light wood-look tile flooring throughout the main living areas, 8-foot interior doors, custom lighting, a mudroom off the garage, natural gas heat and cooking, and a private backyard. Residents of Medley at Southshore Bay enjoy an exceptional active adult lifestyle with a resort-style clubhouse, fitness center, pickleball courts, swimming pools, walking trails, social events, and exclusive access to the Southshore Bay Lagoon. Conveniently located near US-301 and I-75, this home provides easy access to Tampa, St. Petersburg, Sarasota, Gulf Coast beaches, shopping, dining, grocery stores, and top-rated medical facilities including St. Joseph's Hospital-South and HCA Florida South Shore Hospital. Enjoy luxury, convenience, and low-maintenance living in one of the area's most desirable active adult communities.

5231 Windy Grove Drive, Wimauma
$379,900
6 Beds ⋅ 3 Baths ⋅ Highland Estates Ph 2a SubDv. ⋅ 33598 Zip Code
SELLERS WILL CONTRIBUTE 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
$265,000
2 Beds ⋅ 3 Baths ⋅ Southshore Bay - Villas SubDv. ⋅ 33598 Zip Code
Welcome to 17242 Holly Well Avenue, a nearly new villa offering the ideal combination of modern comfort, flexible living space, and resort-style amenities within Medley at Southshore Bay, a gated 55+ community in Wimauma. Built in 2024, this spacious two-story home features 2 bedrooms, 2.5 bathrooms, approximately 1,744 square feet of living space, a versatile upstairs loft, and a rare 2-car garage. It is an excellent choice for active adults, seasonal residents, or buyers relocating to Florida who want the benefits of a newer home without sacrificing space, storage, or lifestyle. Step inside to discover a bright, open-concept floor plan designed for everyday comfort and effortless entertaining. The contemporary kitchen serves as the heart of the home with generous cabinetry, ample counter space, modern appliances, and a large island overlooking the dining and living areas. Sliding glass doors bring in abundant natural light and extend the living space outdoors, creating the perfect setting for morning coffee, casual gatherings, or quiet Florida evenings. The primary suite provides a private retreat with a spacious bedroom, walk-in closet, and an en-suite bathroom featuring dual sinks and a walk-in shower. The secondary bedroom and bathroom provide comfortable accommodations for visiting family and friends, while the upstairs loft provides valuable flexibility for a home office, television room, reading lounge, fitness area, craft room, or additional guest space. A convenient half bathroom, interior laundry area, and attached 2-car garage add even more functionality. Living in Medley at Southshore Bay means enjoying an active, social, and low-maintenance lifestyle surrounded by exceptional amenities. Residents have access to the private Medley Club, featuring a resort-style swimming pool, fitness center, café and bar, ballroom, billiards, pickleball and bocce courts, gathering spaces, and a full calendar of activities. Southshore Bay is also known for its spectacular lagoon, where residents can relax along sandy beaches, swim, paddleboard, kayak, and enjoy the feeling of a tropical getaway close to home. The golf cart-friendly setting, sidewalks, gated entrances, and beautifully maintained surroundings make it easy to enjoy everything the community has for you. Conveniently located near State Road 674, US Highway 301, and Interstate 75, this Wimauma villa provides easy access to Riverview, Apollo Beach, Brandon, Tampa, and Sarasota. Everyday shopping is nearby at Publix, Walmart Supercenter, Aldi, and the growing selection of stores and services throughout the SouthShore area. Enjoy local dining at Goodson Farms, Circles Waterfront Restaurant, Finn’s Dockside Bar & Grill, Latitudes Apollo, and numerous restaurants along US 301. St. Joseph’s Hospital South provides convenient access to healthcare, while outdoor recreation awaits at Little Manatee River State Park, E.G. Simmons Regional Park, Apollo Beach Nature Preserve, and Bahia Beach. Downtown Tampa, Tampa International Airport, professional sports venues, waterfront attractions, and Gulf Coast beaches are all within reach. Discover a move-in-ready Florida home where modern design, flexible space, community connection, and vacation-inspired amenities come together at 17242 Holly Well Avenue.

17242 Holly Well Avenue, 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
$399,000
5 Beds ⋅ 3 Baths ⋅ Ayersworth Glen SubDv. ⋅ 33598 Zip Code
Virtually Staged. Offering the space, upgrades, and location today’s buyers are searching for, this impressive 5-bedroom, 2.5-bath home features 2,254 square feet of thoughtfully designed living space in Wimauma. Situated on a spacious fenced corner lot, the property offers added outdoor space, mature palm trees, and an oversized patio with endless possibilities for entertaining, play, pets, gardening, or creating your own private retreat. Inside, the main level features an inviting open-concept layout enhanced by crown molding, ceiling fans, and numerous updates throughout. The beautifully appointed kitchen includes granite countertops, stainless steel appliances, abundant cabinetry, generous workspace, and a convenient wine refrigerator. All five bedrooms are located upstairs, along with two full bathrooms and a versatile loft that can be used as a home office, media room, playroom, or additional living area. A half bathroom is conveniently located downstairs for guests. Hurricane shutters are included for every window, providing added storm preparedness and peace of mind. Residents can also enjoy resort- style community amenities and a convenient location near schools, shopping, dining, entertainment, major roadways, beaches, and area airports. With its spacious layout, upgraded features, and exceptional corner-lot setting, this home is ready for its next owner to make it their own. Schedule your private showing today.

14801 Boulder Pass Place, 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
$524,900
5 Beds ⋅ 3 Baths ⋅ Dg Farms Ph 1b SubDv. ⋅ 33598 Zip Code
Experience the perfect blend of space, style, and Florida waterfront living in this beautifully upgraded 5-bedroom, 3-bath home located in the gated Sereno community. Offering over 3,000 square feet of thoughtfully designed living space, this exceptional single-story residence features an open-concept floor plan that seamlessly connects the spacious great room, gourmet kitchen, and dining area—creating the ideal setting for both everyday living and effortless entertaining. The chef-inspired kitchen is the heart of the home, showcasing abundant cabinetry, expansive countertops, a large center island with seating, stainless steel appliances, a walk-in pantry, and ample workspace for gatherings with family and friends. The private owner's retreat provides a peaceful escape with tranquil water views, a generous walk-in closet, and a spa-like ensuite bath featuring dual vanities, a soaking tub, and a separate walk-in shower. Step outside to your screened lanai and enjoy serene waterfront views while sipping your morning coffee or unwinding after a long day. The spacious backyard offers plenty of room for outdoor entertaining, grilling, or simply enjoying Florida's beautiful weather year-round. Designed with flexibility in mind, the split-bedroom layout offers privacy for guests, multi-generational living, or a dedicated home office. A three-car garage provides abundant storage for vehicles, golf carts, hobbies, and recreational equipment. Residents of Sereno enjoy outstanding community amenities, including a resort-style swimming pool, clubhouse, playground, walking trails, sports courts, and beautifully maintained common areas, all with convenient access to I-75, US-301, shopping, dining, schools, hospitals, the new Moffitt Cancer Center, Tampa, Sarasota, and the Gulf Coast beaches. If you've been searching for a move-in-ready waterfront home with generous living space, thoughtful upgrades, and an exceptional lifestyle, this is one you won't want to miss. Schedule your private showing today!

5009 Jagged Cloud Drive, Wimauma
$269,999
3 Beds ⋅ 2 Baths ⋅ Highland Estates Ph 2b SubDv. ⋅ 33598 Zip Code
*BOM with EXPANDED FINANCE OPTIONS* This Bokeelia floor plan by LGI Homes is a former MODEL HOME located in the beautiful pedestrian friendly community of Highland Meadows at Ayersworth Glen is PRICED TO SELL! This one-story home features a SPLIT FLOORPLAN with 3 bedrooms, 2 baths, a large formal dining room which can be used as a den/flex space/4th bedroom, and is 1,542 square feet with a 2 car garage. Your new home comes with an irrigation system, in-wall pest control, water softener, tankless water heater, and hurricane shutters. In addition to its location and proximity to I75, Hwy 41, Hwy 301, CR 672 and SR 674, Ayersworth Glen offers stellar neighborhood amenities that include: resort style pool with poolside cabana, clubhouse equipped with a fitness center (with new equipment), dog park, tennis/basketball court, playground, and picnic areas. If you like to entertain, you’ll love the LARGE backyard with vinyl fencing for privacy! The Ayersworth Glen community is close to many shopping, dining, and recreational activities including: area golf courses, canoe outpost-Little Manatee River, various nature parks, Simmons Park, Publix, Aldi, Sprouts, Sunset Grill at Little Harbor, Texas Roadhouse, Longhorn Steakhouse, Mandolas Italian Kitchen, Beef O’Bradys, Bealls, Walmart, and Home Depot just to name a few. Ayersworth Glen is close to HCC south Hillsborough campus, Amazon Fulfilment Center, St Joe’s South, Advent Health, South Hillsborough VA outpatient clinic, and is located just 20 miles from Downtown Tampa with its waterside eateries and events like the Annual GASPARILLA PARADE! Tampa International Airport and International Plaza are just over 30 miles away. From sports arenas, museums, and a vibrant theatre district to great shopping, dining and unbeatable nightlife, there is something for everyone just a short drive away from home. All information considered to be accurate. Buyer/Buyer’s agent should verify independently.

14217 Alistar Manor Drive, Wimauma
$275,000
3 Beds ⋅ 2 Baths ⋅ Vista Palms SubDv. ⋅ 33598 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bath home in the sought-after Vista Palms community. Built in 2019 and thoughtfully updated, this move-in-ready residence offers modern finishes, an open-concept design, and comfortable everyday living. The spacious kitchen features a center island overlooking the dining and living areas, creating the perfect space for entertaining or spending time with family. The private primary suite includes a walk-in closet, dual vanities, and a separate water closet for added convenience, while the split-bedroom layout provides comfort and privacy for everyone. A dedicated laundry room is conveniently positioned near the attached two-car garage. Major components offer peace of mind, including a 2019 roof, 2019 HVAC system, and 2019 water heater. Built in 2019, this newer home has been well cared for and is ready for its next owner. Residents of Vista Palms enjoy an impressive selection of resort-style amenities, including a clubhouse, fitness center, swimming pool with splash area, hot tub, pickleball and bocce ball courts, scenic walking trails, and a shaded playground, making it easy to enjoy an active and social lifestyle right in the neighborhood.

17054 Yellow Pine Street, 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
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