Hillsborough Homes with Pool Community Features

Hillsborough Homes with Pool Community Features

Welcome to Hillsborough County, Florida, a vibrant region that beautifully blends urban sophistication with the charm of suburban living. Nestled in the heart of the Sunshine State, Hillsborough County is home to the bustling city of Tampa, as well as picturesque communities like Plant City and Brandon. With its rich cultural heritage, stunning waterfront views, and an array of outdoor activities, this county offers something for everyone.

One of the standout features of Hillsborough County is its diverse array of homes, particularly those with pool community amenities. Imagine stepping out of your beautifully designed home and diving into your own private oasis, surrounded by lush landscaping and the warm Florida sun. Homes in these communities often come equipped with resort-style pools, perfect for entertaining friends or enjoying a quiet afternoon with family.

Living in a pool community not only enhances your lifestyle but also fosters a sense of camaraderie among neighbors. Many of these neighborhoods offer additional features such as clubhouses, fitness centers, and walking trails, encouraging an active and social lifestyle. Whether you’re hosting a summer barbecue by the pool or enjoying a peaceful evening swim, these communities are designed to elevate your living experience.

With excellent schools, a thriving job market, and a plethora of recreational opportunities, Hillsborough County is the perfect place to call home. Explore the endless possibilities in this enchanting region, where your dream home with a pool awaits!

Newest Hillsborough Homes with Pool Community Features

$205,000
3 Beds 2 Baths Jameson Condo SubDv. 33573 Zip Code
Welcome to Kings Point in Sun City Center! This 3-bedroom, 2-bath condo offers an affordable way to enjoy the maintenance-free Florida lifestyle in a well-established 55+ gated community. The condo itself is simple and comfortable, with a freshly painted interior and laminate flooring. The screened Florida room provides a nice space to enjoy the outdoors year-round, and the screened garage door adds to the easy Florida living. Located on a quiet cul-de-sac street, the home offers a peaceful setting while being close to everything Kings Point has to offer. The real value here is the lifestyle. Kings Point offers an impressive array of amenities, including 24-hour guarded security, indoor and outdoor pools, multiple clubhouses, a state-of-the-art fitness center, tennis and racquetball, a theater, restaurants, golf, parks, and more. Golf carts are welcome, making it easy to get around the community and enjoy all that is available. The monthly maintenance fee also includes water, cable TV, internet, exterior and grounds maintenance, pest control, insurance, and use of the recreational facilities. For someone looking for an affordable home in an active 55+ community, this condo is worth a look with no CDD fees. Conveniently located near shopping, restaurants, medical facilities and just a short drive to Tampa Bay area beaches and attractions. Come see what makes Kings Point such a popular place to call home—and why the value of the community and amenities is hard to beat.

1105 Jameson Greens Drive Unit 1105, Sun City Center

$299,000
2 Beds 2 Baths Del Webbs Sun City Florida Un SubDv. 33573 Zip Code
Designed for elevated comfort and effortless modern living, this fully updated 2-bedroom, 2-bath, 1,402 sq ft home is located in the heart of Sun City Center’s premier 55+ Del Webb community. Complete with key 2026 systems updates, this residence offers an exceptional move-in-ready lifestyle in one of the best 55+ Communities in the USA! From the fresh interior and exterior paint to the sun-lit, open-concept design, every detail reflects a clean, contemporary aesthetic. The heart of the home features a chef-inspired kitchen anchored by a large central island, perfect for entertaining or casual dining. Featuring a seamless open-concept living and dining area plus a massive additional family room, this layout provides exceptional space for entertaining and hosting family and friends. The primary suite serves as a luxurious retreat, featuring a custom built-in makeup vanity and an elegant ensuite bath. Outdoor living is made easy with a spacious backyard enclosed by a brand-new 2026 vinyl privacy fence. Functionality meets convenience in the two-car attached garage, which includes a dedicated built-in workshop room ideal for projects, storage, crafts, or hobby space. Capital improvements provide complete peace of mind, featuring a brand-new roof (2026), new A/C system (2026), new water heater (2026), and a new privacy fence (2026). Sun City Center residents enjoy an active adult lifestyle with access to fitness centers, indoor and outdoor pools, golf courses, pickleball and tennis courts, vegetable garden, dog parks, a woodworking shop, arts and crafts studios, and nearly 200 social clubs. Golf carts are the preferred mode of transit to local shopping, dining, and daily conveniences, with easy access to I-75 for simple trips to Tampa, Sarasota, and Gulf Coast beaches. This turn-key home blends modern design, structural updates, and prime Florida living—schedule your private tour today!

1406 Seton Hall Drive, Sun City Center

$125,000
2 Beds 2 Baths Place One A Condo SubDv. 33617 Zip Code
GREAT INVESTMENT OPPORTUNITY - SELLER IS WILLING TO RENT BACK THE UNIT FOR 1 YEAR AT MARKET RATE! This condo has been fully updated over the last few years and includes 1074 sqft, 2 bedrooms, 1.5 bathrooms, and is two stories. The condo features an open concept living room/dining room combo that has plenty of room for all of your needs and has space to entertain guests. Relax on your private balcony overlooking the sparkling pool in the heart of the community. You will love cooking in your updated kitchen with solid wood cabinets and granite countertops! The kitchen has plenty of space, tons of natural light, a storage pantry, and features all stainless steel appliances. The first level has a laundry closet and a 1/2 bath to make life easier. Both LARGE primary sized bedrooms are upstairs, and both come with LARGE closets. The primary bedroom has a pass-through to the updated bathroom which boasts a beautiful walk-in shower. The community features a clubhouse, playground, and two pools to entertain your friends and family. This home is minutes away from interstates I-275/I-75/I-4, Busch Gardens, Adventure Island, USF, Moffitt Cancer Center, Museum of Science & Industry, Hard Rock Casino, MidFlorida Amphitheatre, Fairgrounds, restaurants, shopping, and schools. And it's just a short drive to Downtown Tampa, Tampa International Airport, MacDill Air Force Base, Ybor City, and Armature Works. Come check it out!

7516 Needle Leaf Place Unit 43, Tampa

$369,900
4 Beds 3 Baths Summerfield Village 1 Tr 28 SubDv. 33579 Zip Code
Virtually Staged. Welcome home to 12914 Longcrest Drive! This beautifully updated Riverview home offers a bright, open layout with plenty of space to spread out and enjoy. Step inside to soaring ceilings, abundant natural light, fresh neutral finishes, and easy-care flooring that flows throughout the main living areas. The updated kitchen features white shaker-style cabinetry, granite countertops, tile backsplash, stainless steel appliances, generous cabinet and counter space, and a light-filled dining area overlooking the backyard. Multiple living and dining spaces provide flexibility for everyday living, entertaining, a home office, or additional gathering space. The spacious primary suite offers plenty of room to unwind, while the home's functional floor plan provides comfortable separation of living and sleeping areas. Additional features include an interior laundry room, updated lighting, ceiling fans, a two-car garage, and a screened outdoor living area perfect for enjoying Florida living year-round. Outside, mature trees provide shade and character, creating an established setting that is increasingly hard to find. Conveniently located in Riverview with easy access to shopping, dining, schools, recreation, major roadways, I-75, and everything the growing SouthShore area has to offer. Clean, updated, spacious, and ready for its next owner — schedule your private showing today!

12914 Longcrest Drive, Riverview

$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

$399,900
3 Beds 2 Baths Sterling Ranch Unit 15 SubDv. 33511 Zip Code
Tired of rising electric bills? Welcome home to this beautifully renovated Suarez-built home featuring fully paid-off solar panels, helping you enjoy energy efficiency and long-term savings. Located in the highly desirable Sterling Ranch community, this meticulously maintained residence offers 3 bedrooms, 2 full bathrooms, and a dedicated office/den that can easily serve as a fourth bedroom. The thoughtfully designed open-concept floor plan is filled with natural light and is perfect for both everyday living and entertaining. At the heart of the home is a stunning, fully updated kitchen featuring 42-inch cabinetry, quartz countertops, a breakfast bar, pantry, and stainless steel appliances, including a gas range for the home chef. The spacious living and dining areas flow effortlessly together, creating a warm and inviting atmosphere. The private primary suite offers a relaxing retreat with a spa-like ensuite bathroom complete with dual vanities, a garden tub, a large walk-in shower, and an oversized walk-in closet. Step through the sliding glass doors into the expansive Florida room, where you can relax while overlooking the peaceful backyard dotted with mature fruit trees. Whether you're enjoying your morning coffee or unwinding with a glass of wine at sunset, this versatile space is sure to become a favorite. Residents of Sterling Ranch enjoy outstanding community amenities, including a resort-style pool, clubhouse, playground, and park, all with NO CDD fees. Conveniently located just minutes from Brandon Mall, shopping, dining, entertainment, A-rated schools, I-75, US 301, and the Selmon Expressway, this home offers the perfect combination of comfort, convenience, and lifestyle. Don't miss your opportunity to own this move-in-ready, energy-efficient home in one of the area's most sought-after communities. Schedule your private showing today!

1622 Hulett Drive, Brandon

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