Hillsborough Homes with Pickleball Court(s) Amenities

Hillsborough Homes with Pickleball Court(s) Amenities

Welcome to Hillsborough County, Florida, where vibrant communities meet lush landscapes and a wealth of recreational opportunities! Nestled in the heart of the Sunshine State, Hillsborough County is renowned for its picturesque parks, stunning waterfronts, and a rich cultural scene that includes everything from art galleries to live music venues. With a favorable climate and a diverse population, it’s no wonder that many are drawn to this beautiful region.

One of the most exciting trends in real estate here is the emergence of homes featuring pickleball courts. For those who may not be familiar, pickleball is a fast-growing sport that combines elements of tennis, badminton, and ping pong, making it a fun and engaging pastime for people of all ages. Imagine stepping out of your backyard and onto your very own pickleball court, ready for a friendly match with family and friends or a leisurely practice session at sunset.

These homes offer more than just a place to live; they provide a lifestyle. With ample space for entertaining, these properties encourage an active and social way of life. Whether you’re a seasoned player or just looking to try something new, having a pickleball court at home means convenience and the chance to foster community connections right in your neighborhood.

Explore the unique neighborhoods of Hillsborough County, where you can find your dream home equipped with pickleball amenities. Embrace a lifestyle filled with activity, sunshine, and the camaraderie of neighbors as you settle into this vibrant community. Discover your perfect home today!

Newest Hillsborough Homes with Pickleball Court(s) Amenities

$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

$329,500
3 Beds 2 Baths Sun City Center Unit 162 Ph SubDv. 33573 Zip Code
This charming and very popular St. Thomas Model offers 3 bedrooms, 2 baths, a split floor plan, and freshly painted interior. Step inside and take in the vaulted ceilings, abundant natural light, and an inviting view through the great room to the spacious tiled lanai overlooking the peaceful conservation and pond. The home features plantation shutters, tile flooring in wet areas and living areas, and laminate in the bedrooms. The spacious owner’s suite includes two walk-in closets, a garden tub, walk-in shower, double vanities and enclosed water closet for added privacy. The recently updated guest bath boasts a modern walk-in shower, while the versatile third bedroom (or office) has two closets for extra storage. The chef’s kitchen is designed for both function and charm with stainless appliances, plentiful cabinets with pull-outs, a center island, and cozy eat-in area with a cushioned window bench overlooking the pond and wildlife. Adjacent to the kitchen is a formal dining room perfect for gatherings. Additional highlights include: fresh interior paint, laundry room with sink, washer and dryer, extended 2-car garage with storage cabinets, attic access, keypad entry, screen, hurricane shutters, irrigation system, water softener, and newer freezer included. Also note the brick paver driveway, screened front porch, and colorful landscaping for great curb appeal. The tiled lanai is ideal for entertaining or simply enjoying the tranquil outdoor setting. All of this is located in the quiet, highly sought-after Caloosa neighborhood of Sun City Center. This 55+ golf cart–friendly community is designed with an active lifestyle in mind. Residents enjoy a wide variety of amenities including clubhouse, fitness center, indoor and outdoor pools, tennis and pickleball courts, and over 200 clubs and activities for every interest. Sun City Center is located between Tampa and Sarasota and so accessible to major airports, sporting events, amusement parks, and of course, beautiful Florida beaches. Schedule your showing today and see why this property presents one of the best values in Sun City Center!

739 Winterbrooke Way, Sun City Center

$539,900
4 Beds 2 Baths Country Club Village At Carrol SubDv. 33624 Zip Code
Not your typical Carrollwood home—and that is exactly what makes it special. Contemporary architecture, subtle mid-century influence, vaulted ceilings, warm natural light, and a clean, collected aesthetic give this home a distinctive personality rarely found at this price point. Design-forward yet comfortable, the home feels thoughtfully finished without feeling overly styled. An optional whole-home furnishings package is available separately, offering buyers the opportunity to simply pack their bags, move right in, and enjoy the home from day one. The single-story floor plan features three bedrooms, a dedicated private office, and two full bathrooms. Engineered hardwood flooring, recessed lighting, a wood-burning fireplace, and a skylight above the dining area add warmth and architectural interest throughout the main living spaces. At the center of the home, the updated kitchen features white cabinetry, stone countertops, a glass-tile backsplash, stainless steel appliances, a wine refrigerator, breakfast bar, updated pendant lighting, and a pass-through window to the covered lanai. Open to the living and dining areas, the layout keeps conversation flowing whether you are preparing dinner, serving drinks outside, or hosting friends. Two sets of French doors—from the living room and primary suite—create a seamless connection to the covered lanai and fully fenced backyard. Distinct areas for dining, grilling, lounging, and entertaining make the outdoor space feel like a natural extension of the home. Tropical landscaping, professional landscape lighting, reclaimed-water irrigation, and wired outdoor speakers complete the setting. The primary suite offers direct patio access, a walk-in closet, and a spacious, neutral-toned ensuite that is comfortable as-is while leaving room to personalize over time. The updated guest bathroom features a frameless glass shower, floating vanity, and vessel sink. Thoughtful improvements include a 2020 roof and electrical panel, 2018 HVAC, 2022 water heater, and 2023 hurricane impact-rated garage door. Whole-home Philips Hue lighting, Yale smart locks, a Nest thermostat, Nest video doorbell, floodlight camera, smart-garage connectivity, SimpliSafe equipment, and garage storage add convenience throughout. Located in Carrollwood Village, the home is close to neighborhood favorites and Carrollwood Village Park, with walking paths, pickleball courts, playgrounds, a dog park, community events, and lakefront green spaces nearby. The property also has an established rental history, offering potential future flexibility for an investment-minded owner after satisfying the community’s minimum one-year owner-occupancy requirement and any other applicable leasing requirements. Distinctive, move-in ready, and anything but ordinary, this is not the typical Carrollwood home—and that is exactly the point. Ask for the current furnishings list and package details, offered separately from the home purchase, along with information about buyer incentives available through the preferred lender.

14506 Clifty Court, Tampa

$624,900
3 Beds 3 Baths Fishhawk Ranch West Ph 3b SubDv. 33547 Zip Code
This is the one you have been waiting for! The only pool home on a private conservation homesite built in the final phase of Encore. Welcome to 13931 Natures Reserve Drive, a stunning David Weekley-built pool home located in the gated 55+ community of Encore at FishHawk Ranch. Built in 2021, this beautifully upgraded 3- bedroom, 2.5-bath residence with a private den offers 2,640 square feet of thoughtfully designed living space on a premium conservation homesite with no rear neighbors. Located in desirable Flood Zone X, this move-in-ready home combines luxury, comfort, and peace of mind. Exceptional upgrades include hurricane-impact windows and doors, multiple custom motorized shades, plantation shutters, high ceilings with 8' interior doors, crown molding, oversized baseboards, an in-wall central vacuum system, tankless gas water heater, built-in ceiling speakers, decorative shiplap accent wall, Mohawk oak-look luxury vinyl flooring, and laundry room complete with sink, cabinetry, counter space and LG washer & dryer. The gourmet kitchen is appointed with Cambria quartz countertops, soft-close cabinetry, a large center island, and premium KitchenAid stainless steel appliances including a commercial-style 36-inch gas cooktop with six burners, stainless vent hood, double wall ovens, built-in microwave, refrigerator, and dishwasher. The spacious family room is accentuated by a wall of four sliding glass doors to an extended screened lanai featuring a private gas-heated pool with sun shelf, spa, and tranquil conservation views. An irrigation system helps maintain the professionally landscaped yard. Encore residents enjoy resort-style amenities including a clubhouse with full time lifestyle directors, fitness center, heated community pool and spa, pickleball courts, basketball, and outdoor gathering areas. Ownership also includes access to the Lake House and FishHawk West amenities featuring additional pools, fitness facilities, walking trails, recreation areas, and social spaces. This exceptional home offers luxury finishes, outstanding outdoor living, and maintenance-friendly living in one of FishHawk Ranch's premier active adult communities. Schedule your private showing today.

13931 Natures Reserve Drive, Lithia

$750,000
4 Beds 4 Baths Village Xxiii Of Carrollwood V SubDv. 33624 Zip Code
Welcome to one of Carrollwood Village's most sought-after neighborhoods, where an exceptional floor plan and an incredible lifestyle come together. Situated on a beautifully landscaped .28-acre lot, this 3,300-square-foot home offers 4 bedrooms, a private office, 3.5 bathrooms, and a 3-car garage with a thoughtfully designed split-bedroom layout perfect for both everyday living and entertaining. A paver walkway leads to impressive double entry doors, welcoming you into a light-filled interior with an open, inviting feel. The formal living and dining rooms provide elegant spaces for entertaining, while expansive sliders seamlessly connect the living room to the outdoor lanai. Just off the foyer, the private office features custom built-ins and a door for privacy, creating the perfect work-from-home space or study. The spacious kitchen offers an abundance of cabinetry, generous counter space, and pass-through windows to the lanai—making it effortless to serve meals or entertain poolside. Adjacent to the kitchen, the inviting family room features a cozy wood-burning fireplace, wet bar, and French doors opening to the outdoor living area. The oversized primary suite is a peaceful retreat with French doors leading directly to the lanai, a large walk-in closet, dual vanity areas, a walk-in shower, and a garden tub. Two secondary bedrooms are tucked away in their own private wing and share a beautifully updated bathroom. A separate guest or in-law suite is located off the family room, complete with an updated private bath and direct access to outside, making it ideal for guests, extended family, or multi-generational living. Step outside to your own private backyard oasis. The sparkling pool was resurfaced just two years ago and is surrounded by beautiful pavers, ample covered outdoor living space, and exceptional privacy. Additional updates include a 2021 roof and 2024 exterior paint, providing peace of mind for years to come. Living in Carrollwood Village means enjoying one of Tampa's most desirable communities. Less than a mile away is the stunning 42-acre Carrollwood Village Park, featuring walking and biking trails, playgrounds, splash pad, dog park, skate area, outdoor fitness equipment, picnic areas, and year-round community events. Residents also enjoy nearby tennis, pickleball, basketball courts, and optional membership opportunities at Carrollwood Country Club, offering golf, dining, swimming, tennis, and social activities. Conveniently located just 20 minutes from Tampa International Airport, this exceptional home is also close to premier shopping, restaurants and medical facilities. This is more than just a home—it's an opportunity to enjoy the unmatched lifestyle that makes Carrollwood Village one of Tampa's most beloved communities.

13707 Attley Place, Tampa

$1,690,000
4 Beds 3 Baths Stonelake Ranch Ph 3 SubDv. 33592 Zip Code
Set behind the private gates of Stonelake Ranch — one of Tampa Bay's most exclusive lakefront communities — this Arthur Rutenberg-built estate sits on 2.13 private acres overlooking Lake Hendry, with a homesite over 550 feet deep for exceptional privacy. A paved driveway leads through manicured landscaping to a striking double-door entry, setting the tone for a single-story residence, built in 2021, designed without compromise. Inside, an open floor plan of 3,251 square feet spans four bedrooms and three baths, and the fourth bedroom can easily be used as a media room, home gym, or additional bedroom to fit your needs. A den off the foyer suits a formal living room, office, or study, while the family room features tray ceilings, recessed lighting, and quadruple sliders opening to the screened lanai, pool, and lake. The kitchen offers a gas cooktop with vent hood, built-in oven/microwave combo, side-by-side refrigerator, and a breakfast bar with designer lighting; a sunlit breakfast nook overlooks the pool and lake. The primary suite offers panoramic pool and lake views, tray ceilings, built-in speakers, and a sitting area, with an en-suite bath featuring a garden tub, glass shower with dual heads, and dual vanities. One of the secondary bedrooms also has its own en-suite bath, and an oversized laundry room adds ample storage. A two-car attached garage plus a detached one-car garage offer rare flexibility, and a whole-house generator adds peace of mind. Outside, the estate feels like a private resort: a paved patio, screened pool deck, water features, designer lighting, and a sundeck for catching the sunset over the lake. Stonelake Ranch is defined by privacy and natural beauty. A 24-hour guard gate, night patrol, and private roads keep the sense of retreat intact. Steps away, the Lakeside Lodge offers a 24-hour fitness center, tennis and basketball courts, a playground, and a boat ramp to Lake Thonotosassa — Hillsborough County's largest lake at 880 acres. A 100-acre meadow preserve and a dedicated horse trail border the community, with groomed paths for walking and riding. The community is just under 20 minutes from downtown Tampa and Lakeland, with easy access to I-75, USF, Tampa Executive Airport, and Moffitt Cancer Center, and about 45 minutes to Gulf beaches. Tampa International Airport and downtown Tampa's shopping, dining, and culture are also close by. Major hospitals — Brandon Regional, St. Joseph's, Tampa General, the VA, Lakeland Regional, and AdventHealth Carrollwood — are all within about 30 minutes. More than a home, this is a private lakefront sanctuary within one of Tampa Bay's most exclusive addresses.

10741 Osprey Landing Way, Thonotosassa

$669,000
4 Beds 3 Baths Mirabay Ph 3a-1 SubDv. 33572 Zip Code
435 Manns Harbor Dr, Apollo Beach, FL 33572 | 4 Beds | 3 Full Baths | 2,477 Sq Ft | MiraBay Lagoon and Sunset Views | Remodeled Kitchen and Baths | First-Floor Primary | Expanded Screened Lanai | Room for Pool | Roof 2022 | Dual HVAC 2024 | 2-Car Garage Sunsets are part of daily life at 435 Manns Harbor Drive. From the expanded screened lanai and huge rear porch, the MiraBay lagoon opens into a wide, peaceful backdrop for morning coffee, outdoor dining, and evenings watching the sky change over the water. The large pie-shaped lot provides space for a custom pool, tropical landscaping, expanded entertaining areas, or the backyard design you prefer. A rare full pool bath is already in place. The Morrison Biscayne floor plan provides nearly 2,500 square feet with open gathering spaces and private places to retreat. Soaring ceilings, skylights, crown molding, and abundant natural light create an airy interior, while the large front and rear porches extend the way the home lives. Formal living and dining rooms, a spacious family room, dry bar, and dedicated office or den provide flexibility for entertaining, working from home, and everyday life. The completely remodeled kitchen brings modern style to the heart of the home with sleek cabinetry, quartz countertops, premium stainless steel appliances, and generous preparation space. Open to the family room, it allows the cook to remain connected to conversation and the lagoon beyond. The first-floor primary suite creates a peaceful main-level retreat with a walk-in closet and remodeled spa-like bathroom featuring modern finishes and a soaking tub. Three bedrooms upstairs give family and guests a separate place to relax. All three full bathrooms have been updated, including a hard-to-find pool bath ready to serve outdoor living or a future pool. Major improvements provide confidence where it matters most: the roof was replaced in 2022, both HVAC systems were replaced in 2024, and the home also includes energy-efficient appliances, newer attic insulation, and a newer water heater. A two-car garage provides space for vehicles, storage, and outdoor gear. Because the home is located near the MiraBay clubhouse, the community lifestyle is always close. Start the day at the 24-hour fitness center or on miles of walking trails, meet friends for pickleball or tennis, spend the afternoon at one of two heated resort-style pools, or take a complimentary kayak or paddleboard onto the water. Residents also enjoy basketball, a cafe and lounge, private community boat launch, weekly food trucks, and activities coordinated throughout the year. Golf-cart-friendly streets and private golf-cart access to MiraBay Shopping Plaza connect you to restaurants, groceries, salons, and everyday conveniences. Ideal for buyers seeking a remodeled Apollo Beach home with lagoon and sunset views, main-level living, flexible guest space, and the freedom to design a private outdoor oasis instead of inheriting someone else's pool and landscaping choices. ***** WHAT THE SELLER LOVES: Sunset is never just a quick glimpse here. From the expanded lanai and rear porch, you can watch the colors move across an expansive section of the lagoon and feel the entire backyard slow down. It is the place for morning coffee, dinner outdoors, and the peaceful end to a Florida day. Schedule your private showing and experience the view for yourself.

435 Manns Harbor Drive, Apollo Beach

$205,000
2 Beds 2 Baths Radison Ii Condo SubDv. 33573 Zip Code
Are you ready to start enjoying a maintenance free life with activities, parties, pools and new friends? Then check out this beautiful home in Kings Point, one of West Central Florida’s premier 55+ communities! With 2 bedrooms, 2 bathrooms, a great room, an open den or separate dining area, a Florida room with a peaceful pond view, an extra bonus room/office and a full 2-car garage, this home is the perfect retirement or vacation home. It comes partially furnished so just bring your toothbrush and start enjoying resort style living! This home is an end unit, so it gets lots of natural light. And its mere steps away from the Kings Point South Club with a resort style outdoor pool, an indoor pool, a café and a “Cheers” style bar! Literally this home is across the street! Entering the home through the front-screened porch, you’ll be immediately captivated by the openness of the great room with room for both your living room and dining room furniture. The kitchen is open to the great room with a breakfast bar so guests can visit you while you cook. This is a true “open concept” home! Perfect for entertaining! The kitchen is equipped with plenty of cabinetry, counter space and granite countertops. To the left of the front door is an open den/dining area. Use it as you would like. Beyond the great room is a large Florida room with a wall of windows to view the peaceful pond. What a great place for morning coffee or evening drinks. Off the Florida room is a small, enclosed room, perfect for the plant lover to hang orchids or other plants. There’s a bonus room off the kitchen that houses the laundry and a wall-length built-in desk and cabinets. A perfect office or hobby room! The primary bedroom has lots of natural light, 2 walk-in closets and an en-suite bathroom with an updated vanity and step-in shower. The guest bedroom is at the front of the home offering privacy for both you and your guests. The guest bathroom is perfectly located for both guests and visitors. There’s a 2-car garage with extra storage, pull-down attic stairs and garage sliding screens. The home also has a water softener, ceiling fans throughout and solar tubes in both bathrooms and the bonus room. Don’t wait! This home is ready for you to start enjoying the Kings Point lifestyle. Monthly fee covers lawn care, roof repair/replacement, building painting, water, sewer, cable tv and internet, and more. HVAC replaced 2021; water heater 2019. Conveniently located near beaches, medical facilities, theme parks, and major sporting venues, Kings Point is a golf cart friendly community that offers 5 pools, jacuzzi, sauna, steam room, tennis, pickleball, lawn bowling, an 850-seat theater with shows and parties, a state of the art fitness center, a wood shop, ceramic/pottery room, sewing room, several cafes and its own sports bar! The list goes on and on. There are over 100 clubs and activities for you to enjoy! All of this within a private, gated community with 24 hr. manned security gates. If you’re looking for a move-in ready home where you can relax and enjoy living in an active 55+ community with amenities galore, this home is for you! Priced to sell quickly, so call to schedule an appointment ASAP. Your piece of paradise awaits!

1217 Radison Avenue Unit 48, Sun City Center

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