Hillsborough Homes with Gated Community - Guard Community Features

Hillsborough Homes with Gated Community - Guard Community Features

Welcome to Hillsborough County, Florida, where vibrant communities meet the serene beauty of nature. Nestled in the heart of the Sunshine State, Hillsborough County is home to bustling cities like Tampa and Plant City, offering a perfect blend of urban excitement and suburban tranquility. With its rich history, diverse culture, and stunning landscapes, Hillsborough is a sought-after destination for families, professionals, and retirees alike.

One of the standout features of this remarkable county is its array of gated communities. These exclusive neighborhoods provide not only a secure living environment but also a lifestyle that prioritizes comfort and leisure. Imagine waking up each day in a beautifully designed home surrounded by meticulously landscaped grounds, where your privacy is protected by 24/7 guard services.

Homes in these gated communities often boast modern amenities, spacious layouts, and luxurious finishes, making them perfect for those seeking an elevated lifestyle. Residents enjoy access to resort-style amenities such as sparkling swimming pools, fitness centers, and clubhouses, fostering a sense of community among neighbors.

Moreover, the location of these homes offers convenient access to some of Florida's best attractions, including beautiful beaches, world-class dining, and vibrant entertainment options. Whether you’re looking for a peaceful retreat or an active lifestyle, Hillsborough County’s gated communities provide the ideal backdrop for your next chapter. Experience the charm, security, and luxury that await you in this enchanting part of Florida!

Newest Hillsborough Homes with Gated Community - Guard Community Features

4 Beds ⋅ 4 Baths ⋅ Stillwater Ph 2 SubDv. ⋅ 33556 Zip Code

Custom Built Executive Retreat completed in 2023 by The Fechtel Company in elegant Stillwater neighborhood of Odessa, Florida on one acre. With the utmost attention to detail, this DREAM home of just over 4800 SF has been thoughtfully designed to incorporate comfortable ONE STORY living with timeless luxury. Embracing indoor and outdoor lifestyle beautifully, whether seeking a private retreat from the world or the hosting and entertaining estate - the expansive pool, covered lanais, outdoor kitchen and conversation areas are privately nestled amongst serene woods and nature. With beautiful wide white oak plank engineered hardwood floors throughout, home includes four bedrooms (two secondary bedrooms are ensuite and primary suite is a retreat unto itself!), a separate home office, a sound proof music room/home theater space, and a kitchen like no other! No expense was spared in the kitchen… with two separate islands each with its own large sinks, Taj Mahal Quartzite countertops, all custom cabinetry by Old World Cabinetry, all Wolf appliances (including a Wolf Vacuum seal drawer and six burner gas range), separate Sub Zero refrigerator, freezer and wine refrigerator and finally a very generous pantry. Outdoor kitchen is thoughtfully appointed, as well, to include a top of the line Alfresco custom grill with sear burner (up to 6000 degrees!) and commercial grade vent hood, as well as, refrigerator with freezer. All closets in home have built in storage systems, with primary suite offering two large separate walk-ins including room for a second washer and dryer. Built with love and intention by the owners as their forever home, it is time to share with the world as a new chapter unfolds! A must see and tour in person home to fully appreciate the level of details and quality…scheduled by appointment, listing agent accompany.

18907 Lakes Edge Way, Odessa

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

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

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

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

1 Beds ⋅ 2 Baths ⋅ Dorchester D Condo Revis SubDv. ⋅ 33573 Zip Code

Virtually Staged. Move-in ready and beautifully refreshed! This home features numerous recent updates that provide both comfort and peace of mind. The kitchen was renovated in 2026 with new countertops, sink, faucet, dishwasher, microwave, and garbage disposal, creating a bright and functional space for everyday living. The interior has been freshly painted (2026), complemented by new carpet and pad (2026), updated ceiling fans and light fixtures (2026), and new living room blinds (2026). The bathroom includes a walk-in shower installed in 2020, while most windows were replaced in 2020 (excluding the lanai). Additional improvements include a new electrical panel (2018), updated GFCI outlets in the kitchen and bath (2026), and HVAC service and certification completed in July 2026. The original HVAC system has been professionally inspected and certified by an HVAC technician as being in excellent operating condition. Enjoy the comfort of the air-conditioned lanai, perfect for year-round relaxation or even as a bonus space for overnight guests, along with the convenience of an attached storage room and a carport located just a short distance from the front door. The washer and dryer were replaced in approximately 2020 and are included. This home combines thoughtful updates and a convenient location, making it an outstanding opportunity for its next owner. Beyond the beautifully updated home, you'll also enjoy everything the gated community of Kings Point has to offer. With exceptional amenities, including multiple pools, fitness centers, and a wide variety of clubs and activities, there's something for every interest. Ideally located between Tampa and Sarasota, you'll enjoy convenient access to major airports, outstanding shopping, dining, professional sports, and entertainment. Award-winning Gulf Coast beaches are just a short drive away, allowing you to experience the best of Florida while enjoying the relaxed lifestyle of this welcoming community. Leave the stress of big-city living behind and discover why Kings Point is one of Florida's most affordable and desirable 55+ communities.

1902 Dandridge Street Unit 29, Sun City Center

2 Beds ⋅ 2 Baths ⋅ The Gallery At Bayport Condomi SubDv. ⋅ 33615 Zip Code

Welcome to effortless Florida living in this beautifully updated 2-bedroom, 2-bath condominium located in the highly desirable, gated waterfront community of The Gallery at Bayport. Being sold **furnished**, this move-in ready residence offers the perfect opportunity to start enjoying the Florida lifestyle from day one. The bright, open floor plan is enhanced by luxury vinyl plank flooring, installed just 2–3 years ago, abundant natural light, and stylish finishes that create a warm, inviting atmosphere. The thoughtfully renovated kitchen is designed to impress, featuring gorgeous granite countertops, elegant backsplash, ample cabinetry, and plenty of workspace for everyday living or entertaining. The spacious living and dining areas flow seamlessly to the screened lanai, providing the perfect spot to enjoy your morning coffee, unwind after a long day, or entertain family and friends. The generous primary suite offers a peaceful retreat with a private en-suite bath and abundant closet space. A well-appointed second bedroom and full bath provide comfortable accommodations for guests, family members, or the flexibility of a home office. Additional updates include a 2017 HVAC system and a 2024 water heater, offering added value and peace of mind. Reserved parking is conveniently located directly in front of the unit for added ease. Living at The Gallery at Bayport means enjoying exceptional amenities without the added expense of separate memberships. The monthly HOA includes access to a resort-style pool and spa, a fully equipped fitness center, tennis courts, scenic walking paths, beautifully landscaped grounds, gated security, exterior maintenance, building insurance, water, sewer, and trash service—making homeownership both convenient and worry-free. Ideally situated just minutes from Tampa International Airport, Downtown Tampa, International Plaza, world-class shopping, dining, and major highways, this home offers the perfect combination of tranquility and accessibility. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this exceptional condo delivers comfort, convenience, and the best of the Tampa Bay lifestyle.

5717 Baywater Drive, Tampa

4 Beds ⋅ 3 Baths ⋅ Heritage Harbor Ph 2c SubDv. ⋅ 33558 Zip Code

Great opportunity to acquire the lowest-priced home currently available (and sold within recent history) in the HIGHLY SOUGHT AFTER GOLF COMMUNITY of Heritage Harbor with its RESORT STYLE AMENITIES. Offering OUTSTANDING VALUE and priced to sell, the home is comfortable enough to MOVE RIGHT IN all the while providing you with the ideal opportunity to make cosmetic updates over time and build INSTANT EQUITY. Im sure you already know that the home is in one of the HIGHEST RATED SCHOOL DISTRICTS in the entire area. Although the square footage may seem a bit low, it FEELS MUCH LARGER with the well thought out great room floor plan. Great for a young growing family with EVERYONE HAVING THEIR OWN BEDROOM while not having to worry about sharing bathrooms (who’s not a fan of that?). Speaking of space, did you see how LARGE THE SCREENED LANAI is? Bring your imagination to fill that huge space. A BRAND NEW ROOF was just installed so no need to worry about that for about 15-20 years. In addition the HOT WATER HEATER WAS REPLACED in January of this year and the A/C SYSTEM WAS REPLACED in 2020. All this plus the home sits just off the GREEN OF THE 3RD HOLE allowing you to be a golf spectator or simply enjoy the privacy of the hedges that surround the rear of the home! Attention buyers! Yes, you. Dont delay! We know you are waiting for interest rates to drop, but the latest news seems to indicate that they are going to rise…so…

19308 Sandy Springs Circle, Lutz

4 Beds ⋅ 4 Baths ⋅ Grand Hampton Ph 4 SubDv. ⋅ 33647 Zip Code

Welcome to this exceptional executive pool home tucked away at the end of a quiet cul-de-sac in Grand Hampton, one of Tampa's most desirable communities. Situated on arguably the best lot in the neighborhood, this spectacular property offers an oversized lot with tranquil pond views, no rear neighbors, and an incredible outdoor living experience. Offering 4 bedrooms, a private office that can easily serve as a 5th bedroom, 3 full baths, 1 half bath, and an oversized 3-car garage, this home combines timeless elegance with thoughtful updates. Since 2020, the sellers have beautifully renovated both upstairs bathrooms, adding modern style and functionality. Upstairs AC replaced in 2024. pool heater 2024, pool pump 2024. Step through the front door and be greeted by gleaming hardwood floors and stunning views through the living room sliders to the resort-style pool beyond. A formal dining room sits just off the foyer, perfect for entertaining. The gourmet kitchen features abundant cabinetry, a gas cooktop, center island with breakfast bar, spacious dinette, and seamless flow into the family room. Custom built-in shelving frames a picture window showcasing peaceful pond views, while expansive glass doors bring the outdoors in. The first-floor primary suite is a private retreat featuring two walk-in closets and a luxurious bath with dual vanities, a separate tiled shower, jetted soaking tub, and private water closet. The first floor also features a convenient half bath, and a large laundry room with utility sink leading to the attached two-car garage. The separate one-car garage is currently outfitted as a home gym. Upstairs you'll find the perfect gathering space with an oversized bonus/game room complete with pool table, large television, and plenty of room for sectional seating. Three additional bedrooms and two beautifully renovated full bathrooms complete the second floor, along with a private balcony overlooking the sparkling pool and serene pond. Outdoor living is nothing short of spectacular. The screened lanai features a heated spa, resort-style pool with dramatic rock waterfall, decorative spraying jets, paver decking, sun shade, covered entertaining area with television, and ample space for lounging and dining. Beyond the screen enclosure is an expansive backyard with plenty of room to play, all overlooking the peaceful pond with no rear neighbors. This is a rare opportunity to own one of the finest homesites in the community while enjoying spacious living, quality updates, and an incredible indoor-outdoor lifestyle.

8016 Cypress Crossing Court, Tampa

2 Beds ⋅ 2 Baths ⋅ The Marina Club Of Tampa Build SubDv. ⋅ 33607 Zip Code

Waterfront Living in a Gated Tampa Community! Enjoy the Florida lifestyle in this beautifully maintained first-floor, 2-bedroom, 2-bath condominium located in the highly desirable Marina Club, a gated waterfront community on the scenic Hillsborough River. This bright and inviting residence features an open-concept layout with a spacious kitchen overlooking the dining and living areas, creating an ideal space for everyday living and entertaining. Large windows fill the home with natural light, while the private covered patio offers peaceful community views with a glimpse of the river. Assessment to be paid in full at closing! The owner reports the HVAC system was replaced in 2022, providing added peace of mind. An assigned parking space is conveniently located directly in front of the unit. Marina Club offers an exceptional collection of resort-style amenities, including two riverfront swimming pools, spa, fitness center, clubhouse, tennis and racquetball courts, large dog park, private boat ramp, boat slip rentals, trailer and boat storage, transient docking, an 1,800-foot waterfront boardwalk for fishing and walking, and more. The monthly condo fee includes cable TV, high-speed internet, water, sewer, trash, exterior maintenance, grounds maintenance, pest control, pool maintenance, reserve funding, on-site management, and gated evening security, making ownership easy and convenient. Perfectly positioned in the heart of Tampa, you'll be just minutes from Downtown Tampa, Armature Works, the Riverwalk, Ybor City, Channelside, Raymond James Stadium, Tampa International Airport, major shopping, restaurants, universities, beautiful Gulf beaches, and I-275. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this waterfront condo offers outstanding value, exceptional amenities, and an unbeatable location. Schedule your private showing today and experience waterfront living at Marina Club!

2424 W Tampa Bay Boulevard Unit L105, Tampa

2 Beds ⋅ 2 Baths ⋅ The Oaks Unit Viii A Condomini SubDv. ⋅ 33613 Zip Code

2-bedroom, 2-bath condominium. Includes an in-unit laundry. New appliances, Washer/ Dryer/ Range, Refrigerator, Dishwasher and Microwave Oven. Both baths are newly renovated with new showers and tubs. Fireplace in unit. Newly updated air conditioner 2025. Home is updated with Hurricane shutters for all windows.

14308 Hanging Moss Circle Unit 101, Tampa

2 Beds ⋅ 3 Baths ⋅ Tuscany Bay SubDv. ⋅ 33534 Zip Code

Step inside this former builder's model that boasts elegant features such as ceramic tile on the first floor, crown molding, surround sound, oak cabinets, and sleek black appliances, all harmoniously blending functionality with style and comfort. As you enter through the two-story foyer, you'll be greeted by turned stairs, an art niche, and a convenient half bath, setting the tone for the rest of the home. The spacious kitchen, complete with a breakfast bar, overlooks the inviting living room, with loads of natural light from the large rear windows. Upstairs, you'll discover double masters, each with an en-suite. One master features a walk-in tile shower, while the other has a tub/shower combo and both have generous walk-in closets. The laundry is located on the second floor with the bedrooms. The home also offers a private drive and a spacious 1 car garage with a garage door opener. Recent updates include: Interior paint (2026), roof (2024), AC (2024), refrigerator (2026) and microwave (2025). For those seeking a carefree life style the low monthly HOA includes: Cable TV/Internet, water/trash/sewer, exterior maintenance, grounds maintenance, community pool and front entry gate. Situated in the gated community of Tuscany Bay just a short walk from the community pool and directly across from overflow parking. Conveniently located in Gibsonton and adjacent to Apollo Beach and Riverview with plenty of choices for dining, retail, medical centers, hospitals and parks. Also close to I-75 which provides an easy commute into Tampa/Sarasota/St Pete and so much more! Furniture in the images is virtually staged.

7212 Sterling Point Court, Gibsonton

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