Hillsborough County Homes with Playground Exterior Features

Hillsborough County Homes with Playground Exterior Features

Welcome to Hillsborough County, Florida—a vibrant and dynamic region that beautifully blends urban living with natural charm. Nestled in the heart of the Sunshine State, Hillsborough is renowned for its rich history, diverse culture, and thriving economy. With bustling cities like Tampa and Plant City, residents enjoy a plethora of dining, shopping, and entertainment options, all while being just a stone's throw away from stunning beaches and lush parks.

One of the standout features of homes in Hillsborough County is the abundance of properties with playground exterior features. These homes are perfect for families seeking a safe and fun environment for children to play and grow. Imagine having your very own private playground right in your backyard, where laughter and joy echo as your kids swing, slide, and explore. It’s not just a home; it’s a lifestyle that prioritizes family time and outdoor fun.

Beyond the playgrounds, Hillsborough County boasts an impressive array of parks and recreational facilities, offering countless opportunities for outdoor activities. From hiking and biking trails to community events and sports leagues, there’s no shortage of ways to stay active and engaged.

Whether you’re a first-time homebuyer or looking to settle down in a family-friendly neighborhood, Hillsborough County’s homes with playground features promise a perfect blend of comfort, convenience, and community. Experience the joy of living in a place where your family can thrive, explore, and create lasting memories. Discover your dream home in Hillsborough County today!

Newest Hillsborough County Homes with Playground Exterior Features

4207 S Dale Mabry Highway Unit 2414, Tampa
$285,000
2 Beds ⋅ 2 Baths ⋅ Grand Key A Condo SubDv. ⋅ 33611 Zip Code
This very well maintained RARE top floor 2 bed/2 bath condo is located in the beautiful and perfectly located Grand Key community in South Tampa! This beautiful condo features: - Top floor with corner unit - Split floor plan - FRESH paint throughout unit - NEW carpet in bedrooms - Crown molding - Trey ceilings - Screened in quiet private patio - Exterior storage room - Washer and dryer that stay with unit - Valet trash included in HOA The gourmet kitchen opens to living room and dining area, has upgraded granite countertops, stainless steel appliances and a breakfast bar. Grand Key is a tropical oasis located in the heart of South Tampa! This gated community features spectacular amenities including a resort-style pool, a clubhouse with an indoor basketball court, fitness center, car wash station, and playground. This Community is just minutes from MacDill AFB, downtown Tampa, the Riverwalk, Hyde Park, SOHO, all of the trendy shopping & restaurants of South Tampa, and is convenient to Tampa International Airport & Gulf beaches!

4207 S Dale Mabry Highway Unit 2414, Tampa
16203 Sentry Woods Court, Odessa
$2,995,000
5 Beds ⋅ 7 Baths ⋅ Pretty Lake Estates SubDv. ⋅ 33556 Zip Code
NEW TO MARKET!!! NEW TO MARKET!!! NEW TO MARKET!!! Exceptional lakefront living meets thoughtfully updated luxury in this Mediterranean-inspired “Smart Home” estate on Odessa’s 79-acre Lake Pretty. Set on 1.07 acres with more than 150 feet of waterfront, this residence is one of just four lakefront properties within an intimate gated community of only 10 homes. With over 6,000 square feet of living space and more than $250,000 in improvements done by the current seller in the last 2 years, the property pairs architectural character with refreshed interiors, enhanced outdoor amenities and integrated smart-home conveniences. A newly paved circular driveway creates an impressive arrival, while the grand foyer welcomes you with a sweeping staircase and immediate views of the lake. Soaring ceilings, intricate crown molding and detailed millwork distinguish the interiors, complemented by premium hardwood flooring across the lower level and foyer stairwell, new upstairs carpeting and fresh interior paint. Throughout the home, countertops have been replaced, cabinetry replaced or refinished, and bathroom vanity mirrors and fixtures updated. Designed for everyday living and memorable gatherings, the kitchen features a generous island, refreshed cabinetry and countertops, a mini bar, dual pantries and a butler’s pantry. The adjoining living area captures natural light and expansive views of the pool and lake. A climate-controlled wine cellar, beautifully refinished library/office and dedicated media room create inviting spaces to entertain, work and unwind. The main residence offers 5 bedrooms, each with an ensuite bath, plus two additional half baths on the first floor. A downstairs guest bedroom provides flexibility, while the upstairs primary retreat features a spacious walk-in closet, a bath with separate tub and shower, and access to a sprawling balcony overlooking Lake Pretty. Also accessible from a guest suite, this balcony extends across the rear of the home. An upstairs laundry room adds convenience. A detached former garage has been transformed into an in-law suite with living and sleeping areas, adding a separate retreat for extended stays. Outdoor living takes center stage with a covered lanai, updated outdoor kitchen and countertops, and a resurfaced and retiled heated saltwater pool. The expansive backyard stretches toward the shoreline, where a private dock with electricity, a replaced boat lift and updated boat bunks provides access to boating, skiing and days on the water. Complementing the private dock and boat lift, a private boat ramp with gated access allows you to conveniently launch your boat, kayaks or paddleboards directly from your own property onto Lake Pretty. Additional improvements include a roof replacement in 2021, lanai screen replacement in 2022, exterior paint in 2024 and four HVAC systems replaced in 2020, 2020, 2024 and 2025. Home automation extends to irrigation, garage doors, exterior doors, the pool, and the security system. Enjoy the tranquility of lakefront living without feeling far from it all. Located less than two miles & 5 minutes from Exit 12 of the Veterans Expressway, the estate offers convenient access to Tampa’s dining, shopping and entertainment, with Tampa International Airport approximately 14 miles away. It’s a setting that feels worlds removed from the urban pace while keeping everyday conveniences and travel within easy reach. Make sure to take the 3D tour attached!

16203 Sentry Woods Court, Odessa
4207 S Dale Mabry Highway S Unit 5109, Tampa
$234,900
1 Beds ⋅ 1 Baths ⋅ Grand Key A Condo SubDv. ⋅ 33611 Zip Code
•MOVE-IN READY! Grand Key gated community with a resort-style waterfall pool complete with cabanas, BBQ grills, mature-landscaped grounds, clubhouse, indoor basketball court, fitness center, car wash station, playground, dog walk stations and Valet trash pickup at your door 5 days a week, well managed HOA Board, on-site management. • 1st floor unit in QUIET building #500 • Covered carport (dedicated, steps from unit 5109) • Open layout, 867SF • Screened in patio (12’x6.6’) w/locked outdoor storage room • Appliances: Ceiling fans w/remotes, full size washer/dryer, brand new 2026 AC unit, convection range, dishwasher, microwave, bottom-mount freezer w/French doors and ice maker, water heater • 5-minute drive to Publix, Walgreens, Truist, Lowes, Crunch Fitness, Chase Bank, Dunkin Donuts & Selmon Crosstown Expressway • 10-minute drive to MacDill AFB, Downtown Tampa/Channelside & I-275 • 15-minute drive to Tampa International Airport

4207 S Dale Mabry Highway S Unit 5109, Tampa
8102 Stonefield, Tampa
$699,900
6 Beds ⋅ 4 Baths ⋅ Countryway Prcl B Tr 23 SubDv. ⋅ 33635 Zip Code
ROOM TO COME TOGETHER. SPACE TO GET AWAY. Imagine weekends by the oversized pool and spa, gatherings that flow easily from indoors to out, and a home where everyone has room to retreat. Set on a private lot along an intimate cul-de-sac of just six homes, this 6-bedroom, 3.5-bath residence with over 3700+ square feet, offers a standout layout in a sought-after, amenity-filled community close to everyday conveniences. One of its most distinctive features awaits upstairs: behind double doors, two bedrooms and a bathroom form a private retreat within the home. Whether welcoming extended-stay guests, accommodating a multigenerational household, or creating a separate space for work and hobbies, this thoughtful arrangement opens up possibilities beyond the typical bedroom layout. The spacious primary suite offers its own escape, with a large separate sitting area perfect for a quiet morning coffee or unwinding before bed. Overlooking the pool and backyard, it features double-door entry, two large closets, and an ensuite bath with dual sinks, a soaking tub, a separate shower, and an enclosed water closet. Downstairs, double glass entry doors welcome you into light-filled living spaces with room for both special occasions and everyday life. Host dinner in the dining room, settle into the family room for movie night, or gather in the eat-in kitchen, where generous cabinetry and pantry storage keep everything close at hand. Sliding doors from both the kitchen and family room connect daily life to the pool and backyard. AND one bedroom is downstairs making it very convenient. Heading outside, the oversized pool and spa set the scene for sunny afternoons, leisurely swims, and relaxed evenings with friends. The private yard gives you room to spread out with plenty of room for play, while the small cul-de-sac setting adds to the home’s tucked-away appeal. A loft, upstairs storage room, tile flooring throughout the downstairs living areas, wood flooring in the upstairs bedrooms, and a two-car garage round out a home designed to accommodate a full life. With resident amenities and a convenient location adding to the appeal, this is a place to host, recharge, and enjoy having the space to do both. Super convenient to area shopping and perfect location to commute to Tampa or Pinellas. Schedule your private tour today and discover everything this home has to offer!

8102 Stonefield, Tampa
5823 Bowen Daniel Drive Unit 902, Tampa
$1,045,000
3 Beds ⋅ 3 Baths ⋅ Castillo At Westshore Yacht Cl SubDv. ⋅ 33616 Zip Code
Castillo Tower at Westshore Yacht Club. Spectacular 9th floor condominium beautifully renovated in immaculate condition with breathtaking Sunset and panoramic water views of Tampa Bay and the Marina. Private keyed elevator opens to your gracious entrance foyer and 2150 Square Foot residence. Tastefully appointed throughout with 9 Ft ceilings, gorgeous architectural details and finishes, handsome stone accents, luxurious porcelain and wood flooring (no carpeting), crown moldings, brilliant designer lighting fixtures, sun shades and an open concept split bedroom floor plan bathed in natural sunlight. Floor to ceiling glass sliders in the entertaining areas and primary suite access the 28 Ft West facing terrace offering breathtaking water and Bay views. Enjoy the updated chef’s kitchen featuring stainless steel appliances, solid surface Quartz countertops, glass tile backsplash, breakfast bar, tons of solid wood cabinetry/drawers with loads of storage and adjacent windowed dining area. Oversized primary bedroom features two large walk-in closets, lavish en suite bathroom, dual vanities with sleek Quartz countertops and vessel sinks, oval garden soaking bathtub, glass enclosed shower and separate water closet. Two additional secondary bedrooms are generously sized and share a newly renovated spa inspired bathroom including large shower with rain head. There’s also a convenient guest’s half bath off the center entrance gallery and laundry room with utility sink, water cooler and more storage. The condo comes with two assigned parking spaces (1 with EV Charger ) and a climate controlled storage cage. Castillo Tower amenities include a sparkling resort style heated swimming pool, jacuzzi spa, tastefully decorated social rooms with catering kitchen, outdoor grilling pavilion, 2 overnight guest suites, fitness center, movie theater, steam shower, sauna, on site management, bicycle, kayak and paddle board storage! Westshore Yacht Club is South Tampa’s premier 24 hour guard gated waterfront community rich in amenities featuring the exclusive members only Bay Club and Marina, 149 boat slips, two resort style heated swimming pools, outside Tiki Bar, casual poolside or indoor dining, Compass Day Spa, 806 Sunset bar, state of the art fitness center, community and dog park plus exciting resident social functions. Conveniently located with easy access to downtown Tampa and St Petersburg, Westshore business and shopping district, Tampa International and MacDill Air Force Base and Bay Area beaches.

5823 Bowen Daniel Drive Unit 902, Tampa
14243 Damselfly Drive, Tampa
$392,000
3 Beds ⋅ 3 Baths ⋅ Lakeview At Citrus Park SubDv. ⋅ 33625 Zip Code
Virtually Staged. TURNKEY & EASY TO SHOW! Luxury living awaits in this beautifully appointed 3-bedroom, 2.5-bath townhome with a spacious loft in the gated Lakeview at Citrus Park community! Bring your kayaks and enjoy access to picturesque Gant Lake, featuring a community pier, fishing, picnic area, and playground. The open-concept kitchen is designed to impress with abundant 42” wood cabinetry, convenient roll-out shelving in lower cabinets, granite countertops, a custom backsplash, stainless steel appliances, a gourmet island with breakfast bar, a large walk-in pantry, and elegant pendant lighting. A convenient drop zone/mudroom area is located at the kitchen and garage entrance. Tile flooring flows throughout the kitchen, dining, and great room areas. The great room features a lighted ceiling fan and sliding glass doors leading to a screened lanai with a community rear privacy fence. A first-floor half bath adds convenience. Upstairs, a beautiful wood staircase leads to a generous loft/bonus area, perfect for a home office, media room, or additional living space. The split-bedroom floor plan offers privacy, with the loft centrally located and a convenient second-floor laundry closet with cabinetry. Washer and dryer are included! The impressive primary suite features tray ceilings, a new lighted ceiling fan, two closets—including an oversized walk-in—and an ensuite bath with dual sinks, granite countertops, and a walk-in shower. Bedrooms two and three each include spacious walk-in closets, blinds, and new lighted ceiling fans. The second full bath includes a tub/shower combination. Additional highlights include a NEW HVAC SYSTEM (2024), a one-car garage, and a two-car driveway. Enjoy low-maintenance living with HOA fees that include water, sewer, trash, and lawn care. Centrally located near Veterans Expressway, Citrus Park Mall, shopping, dining, and entertainment, with convenient access to Tampa and Tampa International Airport. Located near highly rated schools, this exceptional townhome combines comfort, convenience, and resort-style community living. Don't miss this opportunity!

14243 Damselfly Drive, Tampa
4207 S Dale Mabry Highway Unit 6214, Tampa
$299,000
2 Beds ⋅ 2 Baths ⋅ Grand Key A Condo SubDv. ⋅ 33611 Zip Code
Virtually Staged. Welcome home to Grand Key, one of South Tampa’s most sought-after condominium communities. This renovated second-floor, two-bedroom, two-bath condo is a great find! Unit 6214 is in building 600 at the back end of the property, offering fewer cars, plenty of shade, and close proximity to the playground. Also, nothing beats a second-floor unit - all the convenience of a higher floor with only one flight of stairs. Brand-new flooring, updated quartz bathroom countertops, and fresh interior paint throughout give the space a clean, modern feel. The open layout connects the kitchen, dining, and living areas and flows out to your private balcony. The generously sized primary bedroom offers ample closet space, while the secondary bedroom provides flexibility for guests, a home office, or additional living space. Enjoy peace of mind: the AC system (indoor and outdoor units) was recently updated in September 2022, the water heater was replaced in 2019, and the refrigerator, dishwasher, washer, and dryer were all replaced within the last two years. Grand Key offers resort-style living with a heated pool, clubhouse, fitness center, indoor basketball court, trash valet, playground, and car wash station. You’re minutes from MacDill AFB, Hyde Park, Bayshore Boulevard, downtown Tampa, Westshore, the Airport, and quick Crosstown access. Flood zone insurance is not required! Schedule your private showing today. Homes this fresh in Grand Key don’t last long!

4207 S Dale Mabry Highway Unit 6214, Tampa
4908 Babbling Brook Lane, Wimauma
$275,000
4 Beds ⋅ 2 Baths ⋅ Sunshine Village Ph 2 SubDv. ⋅ 33598 Zip Code
Short Sale. Fantastic SHORT SALE opportunity to build instant equity! This spacious 4-bedroom, 2-bathroom home features a functional layout with solid bones and only requires quick, minor cosmetic repairs—including new flooring in the primary bedroom, rehanging two doors (pantry and bedroom), and replacing a towel rack. Ideal for investors or buyers ready for a simple, high-reward project. *Sold as-is; subject to third-party short sale approval.*

4908 Babbling Brook Lane, Wimauma
19601 Eagle Crest Drive, Lutz
$1,250,000
5 Beds ⋅ 4 Baths ⋅ Eagle Crest Sub SubDv. ⋅ 33549 Zip Code
A truly one-of-a-kind estate unlike anything else in GATED Eagle Crest, this extraordinary 5-bedroom, 4-bath residence with 4,287 sq ft is beautifully situated on a landscaped .59-acre HOA homesite at the end of a private cul-de-sac. A wide paver driveway and parking pad lead to a stunning stone-accented elevation, inviting wraparound porch, attached one-car garage and detached two-car garage with a coordinating stone-accented exterior. Lush vegetation surrounds the residence, creating a private, park-like setting. Enter the two-story foyer where a dramatic stacked stone archway introduces the distinctive architecture found throughout the home. To the left, a French door opens to the fifth bedroom/office, and to the right, the dining room features a detailed coffered ceiling and French doors to the wraparound porch. A waterfall-edge quartzite breakfast bar with seating along the hallway opens to the CUSTOM KITCHEN featuring cabinetry finished with box trim and crown molding, a contrasting center island with built-in microwave, statement lighting and a wood-inset tray ceiling with crown molding. The induction cooktop is accented by a stunning decorative tile backsplash, custom vent hood and pot filler. Additional features include a farmhouse sink and double wall ovens. A second breakfast bar extends toward the cafe station with a prep sink. A BUTLER’S PANTRY connects the kitchen to the dining room, and nearby is a family entry with a drop zone and laundry room. Stacked stone arches frame the dining area overlooking the pool. The FAMILY ROOM features exposed ceiling beams, built-ins, a stone-accented gas fireplace and doors to the outdoors, including the covered OUTDOOR KITCHEN with a wood ceiling, gas fireplace, built-in grill, granite counter, slate backsplash and refrigerator. A separate LIVING ROOM features travertine flooring, architectural columns, tray ceiling, built-ins and French doors to the pool. THE PRIMARY SUITE features a sitting area, bay windows with Plantation shutters, a tray ceiling with crown molding, two walk-in closets and French doors opening to the lanai. The ensuite features a furniture-style double vanity with granite counter and vessel sinks, freestanding soaking tub, oversized tiled shower with seamless glass enclosure, dual shower heads, built-in bench and private water closet. UPSTAIRS, Bedrooms 2 and 3 share a Jack and Jill bath. Bedroom 3 features a sitting area with its own closet and a separate bedroom area with an additional closet that could be separated to a sixth bedroom. Its hallway entrance creates potential for a fifth-bedroom configuration. Bedroom 4 features a study or gaming area with pocket doors to the bedroom and built-in desk. A full bath completes the second floor. OUTDOOR LIVING is exceptional with a heated saltwater PebbleTec pool and spa surrounded by a brushed marble pool deck. Outside the screen enclosure, an expansive Trex deck with built-in seating and a covered pavilion provides additional space for relaxing and entertaining and overlooks the beautifully landscaped grounds. A tiled outdoor shower, well with filtration system and irrigation system add convenience. From the distinctive architectural details and custom interior finishes to the exceptional pool, outdoor kitchen and multiple entertaining spaces, this remarkable Eagles Crest residence offers privacy, character and an impressive indoor-outdoor lifestyle in a gated community setting. *Appraisal completed in September 2026.

19601 Eagle Crest Drive, Lutz
4109 Crosswater Drive, Tampa
$799,900
4 Beds ⋅ 3 Baths ⋅ Sweetwater Sub SubDv. ⋅ 33615 Zip Code
Welcome to Sweetwater at Rocky Point, one of Tampa’s hidden gems! Tucked away in this desirable gated waterfront community, you'll find a beautifully updated 3-bedroom home with a den/office that offers an exceptional combination of location, space, and Florida living. The den has a convenient built-in Murphy bed, providing the flexibility to easily serve as a 4th bedroom or guest room. Designed with entertaining in mind, the home features an inviting open floor plan and a spacious kitchen overlooking the family room and pool area, allowing everyone to stay connected whether you're hosting friends or enjoying a quiet night at home. Recent improvements include a NEW ROOF, new flooring, fresh paint, updated countertops and cabinetry, refreshed pool deck, new landscaping, and fencing. Step outside to your covered lanai and you'll feel like you're at your own private resort! The backyard features low-maintenance artificial turf, a swimming pool, putting green, and wood playset—creating a space with something for everyone while keeping yard maintenance to a minimum. The garage offers additional storage along with a backup refrigerator, adding even more everyday convenience. And the location is hard to beat! Sweetwater at Rocky Point is approximately 4.3 miles from Tampa International Airport, 4.4 miles from International Plaza, and just 1.3 miles from Berkeley Preparatory School, with convenient access to shopping, dining, major roadways, and everything the Tampa Bay area has to offer. If you haven't discovered Sweetwater at Rocky Point yet, this may be the hidden gem you've been waiting for!

4109 Crosswater Drive, Tampa
9190 Lake Chase Island Way, Tampa
$199,900
2 Beds ⋅ 2 Baths ⋅ Lake Chase Condo SubDv. ⋅ 33626 Zip Code
Florida living at its finest. Prime lake facing unit. Look out all of your windows for beautiful and tranquil ground floor, Waterfront Views. 2 bedrooms and 2 full baths. The living room slider door gives you a spectacular view of the lake. Actually, all rooms have water views are expansive so no one misses out. Kitchen has a breakfast bar open to the living room/dining area. Inside utility closet with full-size washer and dryer and a large storage closet just off the tiled living room. No carpet in living spaces. Internet included with rental. The gated Lake Chase Condominium Community offers two pools, sand volleyball court, tennis courts, basketball court, playground, fitness center, clubhouse and walking trail around the 30-acre lake. Located in the perfect West Chase area of Tampa, with great, rated schools. Also, near the Veterans Expressway, major shopping, restaurants and quick access to Citrus Park Mall, Tampa International Airport and the gorgeous gulf beaches. Just chill out everyday from your Lake Chase facing condo.

9190 Lake Chase Island Way, Tampa
18235 Bridle Club Drive Unit 18235, Tampa
$185,900
2 Beds ⋅ 2 Baths ⋅ Equestrian Parc At Highwoods Preserve Condominium SubDv. ⋅ 33647 Zip Code
INVESTORS! Welcome to this beautifully renovated and furnished 2-bedroom, 2-bathroom condo with a versatile sunroom in the desirable gated community of Equestrian Parc at Highwoods Preserve in New Tampa. Freshly painted throughout and featuring brand-new luxury plank flooring, this move-in-ready condo offers a modern, stylish and completely turnkey living experience. The condo is being sold furnished, including two complete bedroom sets, three TVs, living-room furniture and a fully stocked kitchen (including silverware, dishes, pots/pans) with microwave and essential appliances. Plus, washer/dryer. Simply bring your suitcase and enjoy your Florida home from day one. Residents enjoy fantastic community amenities including a resort-style swimming pool, tennis courts, fitness center, car wash area, gated security/access and beautifully maintained grounds. The community is conveniently located close to major highways, shopping, restaurants, medical facilities, parks and the many amenities of New Tampa with its recent updates, fresh paint, luxury flooring and furnishings, this condo offers the convenience of a move-in-ready Florida lifestyle without the expense or hassle of furnishing and updating a property yourself. Whether you are looking for a full-time residence, vacation retreat, investment property or winter escape, this condo is ready to enjoy!!!

18235 Bridle Club Drive Unit 18235, Tampa
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