Hillsborough Homes with Gated Amenities

Hillsborough Homes with Gated Amenities

Welcome to Hillsborough County, Florida—a vibrant and diverse region that perfectly blends urban sophistication with natural beauty. Nestled in the heart of the Sunshine State, Hillsborough is home to the bustling city of Tampa, renowned for its lively cultural scene, world-class dining, and stunning waterfront views. With its rich history and an array of recreational opportunities, Hillsborough County is a place where residents can truly thrive.

One of the standout features of Hillsborough County is its luxurious homes with gated amenities. These exclusive communities offer a sense of security and privacy, allowing residents to enjoy a tranquil lifestyle while being just minutes away from the excitement of city living. Imagine waking up in a beautifully designed home, surrounded by lush landscaping and well-maintained common areas, all within a gated enclave that fosters a close-knit community feel.

Homes in these gated neighborhoods often come equipped with state-of-the-art amenities such as fitness centers, swimming pools, and clubhouses, providing residents with endless opportunities for recreation and relaxation. Whether you're looking for a spacious family home or a cozy retreat, Hillsborough’s gated communities cater to a variety of lifestyles and preferences.

With its perfect blend of suburban charm and urban convenience, Hillsborough County is an ideal location for those seeking a high-quality lifestyle in Florida. Explore the captivating homes with gated amenities today, and discover a community where comfort, security, and luxury come together seamlessly. Your dream home awaits in Hillsborough County!

Newest Hillsborough Homes with Gated Amenities

$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
$999,500
5 Beds ⋅ 4 Baths ⋅ Bayside West SubDv. ⋅ 33615 Zip Code
Virtually Staged. Located in the beautiful gated Bay Port Colony community, this 5 bed, 3.5 bath pool home was thoughtfully redesigned and completely renovated inside and out in 2020! The owners spared no expense: new paint (inside and out), doors, light fixtures, can lights, ceiling fans, and tile flooring throughout. New tile roof, impact windows, gutters, air handler, ducting and AC. In the kitchen they added new stainless steel appliances, custom slow close cabinets, sparkling backsplash, and quartz counter tops. Whole house water softener & reverse osmosis running to the laundry sink and kitchen refrigerator (for ice & water dispenser). The spacious ocean inspired bathrooms were updated with new fixtures, tile, tub, toilets, and vanities. The concept is open and ideal for relaxed living and entertaining! The family and dining room flows seamlessly to the kitchen and on to the additional living room with a wood burning fire place. All the living areas overlook their own sliding glass doors that lead out to the screened in pool. The split floor plan is ideal for privacy with the substantial primary suite and office/guest room separate from the other three bedrooms on the other side of the home. Both en-suite bedrooms have direct pool access.The heated pool & spa were also resurfaced with new tile, pump, heater, updated pool cage and beautiful new sealed pavers installed on the pool deck. The garage has brand new epoxied floor (2026) & the driveway pavers were installed in 2025. There is truly nothing left to do but move in and enjoy your slice of paradise!

5101 E Longboat Boulevard, Tampa
$699,000
4 Beds ⋅ 3 Baths ⋅ Waterset Wolf Crk Ph B SubDv. ⋅ 33572 Zip Code
Built by Toll Brothers, this Sandbar floor plan offers thoughtfully designed single-story living with four bedrooms, three full bathrooms, and an open-concept layout. The foyer welcomes you into a spacious great room featuring a tray ceiling and sliding glass doors that open to the covered lanai, creating a seamless connection between the indoor and outdoor living spaces. The gourmet kitchen serves as the centerpiece of the home with an oversized center island, breakfast bar, walk-in pantry, abundant cabinetry, and generous counter space. The adjoining dining area provides a comfortable setting for everyday living and entertaining. The private primary suite features a tray ceiling, two walk-in closets, and an en-suite bath with dual vanities, a walk-in shower with a built-in seat, linen storage, and a private water closet. Three additional bedrooms provide flexible living arrangements, including one with a private en-suite bath and two that share a full bathroom with dual vanities. Additional highlights include a laundry room upgraded with a utility sink and additional cabinetry for enhanced storage and functionality, quality finishes throughout, and the well-planned design that defines this Toll Brothers home.

Apollo Beach
$479,000
3 Beds ⋅ 2 Baths ⋅ Waterset Wolf Crk Ph B SubDv. ⋅ 33572 Zip Code
Built by Toll Brothers, the Tern floor plan features a thoughtfully designed open-concept layout that blends comfort and functionality. A welcoming foyer leads into the dining area and spacious great room, highlighted by a tray ceiling. Multi-slide stacked glass doors provide abundant natural light and open to the covered, screened lanai overlooking the pond. The kitchen is designed for both everyday living and entertaining, offering a large center island with breakfast bar seating, a pantry cabinet, and ample counter and cabinet space. The open layout creates a seamless connection between the kitchen, dining, and living areas. The primary suite features a tray ceiling, a spacious walk-in closet, and an en-suite bath with dual vanities, a walk-in shower, and a private water closet. Two additional bedrooms are conveniently located near a full bath, providing flexibility for guests, family members, or a home office. Additional features include a centrally located laundry room, an everyday entry, and storage throughout the home. Upgraded interior finishes are included throughout the home as part of the design package. This Toll Brothers home offers a functional floor plan, quality craftsmanship, and pond views from the screened lanai.

Apollo Beach
$459,000
3 Beds ⋅ 2 Baths ⋅ Waterset Wolf Crk Ph B SubDv. ⋅ 33572 Zip Code
Style meets functionality in the Tern home design, featuring a generous open floor plan. The charming foyer opens into the casual dining area and the great room with a graceful tray ceiling. The well-appointed kitchen offers a center island with breakfast bar, useful pantry cabinet, and plenty of counter and cabinet space. Natural light floods in through multi-slide stacked doors opening onto the outdoor covered lanai. The appealing primary bedroom features an elegant tray ceiling, a spacious walk-in closet, and a tranquil primary bath with a dual-sink vanity, a luxe shower, and a private water closet. Two lovely secondary bedrooms are just steps away from a full hall bath. Additional highlights include an everyday entry, centrally located laundry, and extra storage throughout.

Apollo Beach
$249,900
2 Beds ⋅ 2 Baths ⋅ Caribbean Isles Residential Co SubDv. ⋅ 33572 Zip Code
More pictures to follow soon! Welcome to Caribbean Isles Residential Cooperative. This home is a large 2-bedroom, 2 bath home located on a Canal. As you walk in the home you enter the Mud Room with a full-size stackable Washer & Dryer. Beautiful Galley Kitchen. The Kitchen comes with a new Gas Range & Granite Countertops and Tile Floors. The Primary Bedroom has a large Walk-in Closet and Engineered wood floors with an Ensuite. Large Screened Patio to just sit and watch the world go by on the Canal. The home is low maintenance and well-maintained. Lots of storage, Lots of light. Caribbean Isles Residential Cooperative is a highly desired community to live in. It is a VERY Active 55+ community. From Shuffleboard and Bocce Ball to Corn Hole and Horseshoes. We welcome Golf Carts and several times a year we gather and decorate for Parades. The Clubhouse is used for Dances, Games, Dinners and more. In the Clubhouse we have a well-stocked Library and a large Craft Room. The Game Room has 3 Billiard Tables, 2 Poker Tables, a Bar Shuffleboard with 2 Dart Boards. Don't miss this opportunity.

138 S Saint Thomas Circle, Apollo Beach
$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
$249,900
1 Beds ⋅ 1 Baths ⋅ Grand Key A Condo SubDv. ⋅ 33611 Zip Code
Welcome to Grand Key, a tropical resort-style condominium community in the heart of South Tampa. This beautifully renovated top-floor, end-unit condo features the largest one-bedroom floor plan in the community and includes a deeded parking space and separate private storage unit. The bright, open floor plan features real hardwood floors, crown molding and plenty of natural light. The updated kitchen offers custom cabinetry, quartz countertops, stainless steel appliances and a spacious pantry, while the renovated bathroom features a custom vanity and oversized walk-in shower. The generously sized bedroom includes a large walk-in closet, and an in-unit laundry room provides additional convenience. Grand Key offers an impressive collection of amenities including a large heated pool, clubhouse, fitness center, indoor basketball court, business center, playground, car wash, onsite management and maintenance, and multiple outdoor living spaces surrounded by lush tropical landscaping. All of this with low monthly HOA fees and a convenient South Tampa location just minutes from Downtown Tampa, Hyde Park, Bayshore Boulevard, Westshore, MacDill Air Force Base, Tampa International Airport, shopping, dining and the Selmon Expressway. Schedule your private showing today!

4207 S Dale Mabry Highway Unit 8308, Tampa
$299,000
3 Beds ⋅ 3 Baths ⋅ Trafalgar Square SubDv. ⋅ 33624 Zip Code
Location, location, location! Welcome to Trafalgar Square Townhomes! This perfectly situated 3 bedroom, 2.5 bathroom townhome is ready for it's next resident. Updated laminate flooring, stainless steel appliances, remodeled bathrooms, and IN UNIT laundry make this a simple decision! The downstairs layout has a functional living room, powder bathroom, and oversized kitchen that gets plenty of natural light through the sliding glass door and private patio to enjoy your morning coffee! The upstairs has 3 bedrooms and 2 full bathrooms. This gated community has exceptional HOA fee's of only $260/month and includes pool access, playground and the privacy of a gated community. One reserved parking space (guest spaces available first come first serve). Priced to sell! Call or text today to schedule a viewing!

4310 Fincastle 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
$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
$234,999
3 Beds ⋅ 3 Baths ⋅ Lakewood Ridge Twnhms SubDv. ⋅ 33510 Zip Code
Short Sale. This property is being offered as a Short Sale and is subject to lender approval. Beautifully updated 3-bedroom, 2.5-bath CORNER unit townhome located in the gated community of Lakewood Ridge Townhomes in Brandon. The first floor features bright, open living and dining areas with new luxury vinyl flooring and an updated kitchen equipped with stainless steel appliances, quartz countertops, modern cabinetry, and bar seating. All bedrooms are located on the second floor, including a spacious primary suite with abundant natural light, an en-suite bathroom, and a large walk-in closet. Additional features include a covered front porch, screened-in rear patio, interior laundry area, ample storage, and two assigned parking spaces with nearby guest parking. Community amenities include a well-maintained pool and gated access. Conveniently located minutes from the Brandon Mall, I-75, I-4, and the Crosstown Expressway, with easy access to shopping, dining, and local services. This move-in-ready home offers excellent value for buyers seeking a well-maintained residence in a prime location.

1532 Blue Magnolia Road, Brandon
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