Kissimmee Homes with Gated Community - Guard Community Features

Kissimmee Homes with Gated Community - Guard Community Features

Welcome to Kissimmee, a vibrant city located in Osceola County, Florida. Known for its proximity to world-famous theme parks like Walt Disney World and Universal Studios, Kissimmee offers residents a perfect blend of entertainment and relaxation.

For those seeking a secure and private living environment, Kissimmee boasts a variety of homes within gated communities with guard features. These communities provide an extra layer of security and peace of mind for homeowners. From single-family homes to luxurious estates, Kissimmee's gated communities offer a range of housing options to suit different preferences and lifestyles.

Living in a gated community in Kissimmee not only ensures safety but also fosters a strong sense of community. Residents often enjoy exclusive amenities such as swimming pools, fitness centers, and walking trails within the confines of their neighborhood.

If you are looking for a home in Kissimmee that combines security, comfort, and a close-knit community, exploring properties in gated communities with guard features is definitely worth considering.

Newest Kissimmee Homes with Gated Community - Guard Community Features

3 Beds ⋅ 3 Baths ⋅ Terra Verde Villas Ph 2 SubDv. ⋅ 34746 Zip Code

Step into a fully furnished, turnkey investment property located in the desirable Terra Verde Resort community in Kissimmee. Sold completely furnished and ready for its next owner, this property offers an excellent opportunity for an investor looking for a vacation rental or a buyer seeking a Central Florida getaway with resort-style amenities. Enjoy the Florida lifestyle with all that Terra Verde has to offer, including a gated community with 24-hour security, resort-style swimming pool, clubhouse, fitness center, tennis courts, playground, fishing, and recreational areas. The community provides the perfect setting for families and vacation guests looking to relax and enjoy everything Central Florida has to offer. The property's location in Kissimmee puts you close to world-famous theme parks, dining, shopping, and entertainment, making Terra Verde an attractive destination for vacationers and investors alike. Whether you're looking to add a turnkey property to your investment portfolio or own a vacation home in Central Florida, this property offers the combination of location, convenience, resort amenities, and investment potential. Schedule your appointment today!

4706 Vero Beach Place, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Emerald Island Resort Ph 2 SubDv. ⋅ 34747 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom Townhome located in the highly sought-after Emerald Island Resort, one of Kissimmee's premier gated short-term rental communities! Featuring an inviting open-concept floor plan, this home is designed for comfortable living and effortless entertaining. Tile flooring flows throughout the entire first floor, while the freshly painted downstairs ceiling enhances the abundant natural light, creating a bright and welcoming atmosphere. All three bedrooms are conveniently located on the second floor, providing privacy and a functional layout. The spacious primary suite features its own private balcony, the perfect place to enjoy your morning coffee or unwind in the evening. Recent updates include new luxury flooring in both full bathrooms along with new American Standard toilets, adding a fresh, modern touch. Step outside to enjoy the covered rear porch, offering a comfortable space to relax or entertain. This home is being sold fully furnished, making it an excellent opportunity as a primary residence, vacation home, or turnkey investment property in one of Central Florida's most popular short-term rental communities. Emerald Island Resort offers outstanding resort-style amenities, including 24/7 manned gated security, a community pool, tennis courts, mini golf, beach volleyball, basketball courts, fitness center, an on-site café, EV chargers at the Clubhouse and weekly community events for residents and guests. Conveniently located just minutes from Walt Disney World, shopping, dining, golf, and major highways, this home offers the perfect blend of comfort, convenience, and resort living.

8454 Crystal Cove Loop, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code

Virtually Staged. SPACE, PRIVACY & RESORT-STYLE LIVING IN BELLALAGO! Welcome to 1711 Windward Oaks Ct, an impressive 5-bedroom, 5.5-bath residence situated on an oversized 0.46-acre cul-de-sac lot in the sought-after gated community of Bellalago. Offering exceptional space, privacy and versatility, this home is ideal for a growing household, frequent guests or multigenerational living, with a generous bedroom and bathroom configuration that allows everyone to enjoy their own space. The expansive floor plan features multiple living areas designed for comfortable everyday living and entertaining, while the three-car garage provides plenty of room for vehicles, storage, bikes and recreational gear. One of the home's standout features is the oversized enclosed porch overlooking beautiful open green space. Whether enjoying morning coffee, gathering with family and friends or simply unwinding at the end of the day, this peaceful outdoor living area provides a wonderful extension of the home with added privacy and tranquil views. Beyond the home, Bellalago delivers the Florida lifestyle with an impressive array of resort-style amenities. Residents enjoy multiple pools, including a Junior Olympic pool, an interactive water park, fitness facilities, tennis and pickleball courts, basketball and volleyball, playgrounds, a dog park, walking and recreational areas, clubhouse facilities and community activities. On-site dining adds even more convenience and creates a great place to gather and socialize without leaving the neighborhood. Bellalago's location along beautiful Lake Tohopekaliga brings waterfront recreation right into the community, with fishing areas, boardwalks and private boat-ramp access for residents to enjoy boating and the outdoors. Everyday conveniences are also close at hand, with shopping, dining and services located just outside the community. With nearly half an acre, a desirable cul-de-sac setting, five bedrooms, five-and-a-half bathrooms, a three-car garage, expansive indoor and outdoor living spaces, peaceful green-space views and an exceptional resort-style community, this home offers much more than square footage—it offers the space and flexibility to fit today's lifestyle.

1711 Windward Oaks Court, Kissimmee

5 Beds ⋅ 7 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code

Welcome to 7829 Palmilla Court, a custom Mediterranean estate in Reunion Resort that delivers the rare combination of luxury living, premium golf frontage, resort amenities, and proven rental income potential. Set on one of the premier lots in Legend’s Corner, this oversized pie-shaped homesite offers an impressive 148 feet of frontage along the 12th green of the Nicklaus Tradition Course. Add a rare 3-car garage, long driveway, and an active Reunion Club membership, and the value here extends well beyond the home itself. Inside, the scale is immediately apparent. The grand entry opens to soaring 25-foot ceilings, dramatic architectural details, a winding staircase, wine room, walls of glass overlooking the pool, and multiple fireplaces throughout the residence. The chef’s kitchen was built for entertaining, featuring custom cabinetry, paneled refrigeration, a six-burner dual-oven range, oversized island with prep sink, hidden walk-in pantry, wet bar, wine refrigerator, ice maker, and seating for a crowd. The first-floor owner’s suite feels like a private retreat with its own fireplace, dual walk-in closets, direct pool access, and a spa-inspired bath with separate vanities, jetted tub, and walkthrough shower,. Entertainment is where Palmilla truly separates itself. The home offers a private theater, multiple game rooms, three wet bars, built-in audio throughout, a flexible gym/office or potential sixth bedroom, and expansive gathering spaces designed for groups of all sizes. Upstairs, additional king suites enjoy private baths and balcony access overlooking the pool and golf course. Outside, the resort lifestyle takes over. The expansive travertine lanai features a summer kitchen with built-in grill and sink, fireplace, TV, generous covered living space, and a full pool bath. The custom pool includes a round infinity-edge spa, sun shelf, water features, and sweeping golf-course views that become even more impressive at sunset. For buyers seeking income potential, this property brings more than just possibility — it brings a strong established rental history with excellent occupancy, making it an attractive option as a luxury vacation rental, second home, or hybrid personal-use investment. Whether the goal is to generate income when you’re away, create unforgettable family vacations, entertain on a grand scale, or simply enjoy one of Reunion’s most impressive golf-front settings, 7829 Palmilla Court offers a lifestyle few properties can match.

7829 Palmilla Court, Kissimmee

2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code

Welcome to 2683 Corvette Ln, a beautifully updated and fully furnished 2-bedroom, 2.5-bath townhome in the gated Regal Oaks Resort community, ideally located just minutes from Old Town, Celebration, Disney, and Central Florida's world-class attractions. This spacious two-story home features an open floor plan, fresh interior paint, luxury vinyl plank and tile flooring, and a well-appointed kitchen with granite countertops, wood cabinetry, stainless steel appliances, and a stylish backsplash. Upstairs, you'll find two spacious primary suites, each offering comfort and privacy. Recent updates include a brand-new A/C system with UV air purification, new electrical outlets, contemporary ceiling fans, and a new washer and dryer. Step outside to the screened-in private lanai featuring a 5-person jacuzzi and peaceful conservation views with no rear neighbors. The home is being offered completely furnished and decorated, making it an excellent opportunity for a vacation home, investment property, or primary residence. Regal Oaks offers resort-style amenities including a tropical community pool, clubhouse, fitness center, playground, arcade, billiards, on-site restaurant and bar, and 24-hour gated security. Enjoy the best of Central Florida living with shopping, dining, entertainment, and major theme parks all close by!

2683 Corvette Lane, Kissimmee

4 Beds ⋅ 4 Baths ⋅ Bellalago Ph 1x SubDv. ⋅ 34746 Zip Code

Virtually Staged. WILDLY WONDERFUL! Imagine waking to birdsong and nature moving just beyond your windows. Before your feet find their way into slippers, you may catch sight of a Bald Eagle soaring above the protected woods, Sandhill Cranes beginning their familiar morning stroll, or deer appearing quietly along the wooded edge. Coffee tastes better on the lanai, where morning unfolds at nature’s pace. With protected Bald Eagle habitat behind the home and an open natural area alongside it, this exceptional homesite has only one neighboring residence—creating a rare sense of openness, privacy, and connection to the wild beauty of Florida. As the day awakens, possibilities prevail. Walk or bike the community trails, meet friends for tennis, relax beside the resort-style pool, or head onto Lake Tohopekaliga for boating, jet skiing, fishing, and adventure. Perhaps you will soar with the eagles from a different perspective, gliding across one of Central Florida’s most celebrated lakes beneath an endless blue sky. When hunger calls, wander over to Flip Flops Bar & Grille for a relaxed lunch or early dinner. The clubhouse, pools, fitness facilities, sports courts, playgrounds, dog park, restaurant, and Lake Toho access are approximately a five-minute walk away—close enough to enjoy whenever the mood strikes, yet far enough to preserve the peace of your nature-wrapped retreat. Back home, pocketing sliders open the gathering room to the lanai and an expansive backyard awaiting its next owner’s imagination. Create a private pool and spa beneath the palms. Design a summer kitchen where vegetables picked from your own garden go straight to the grill. Plant citrus and fruit trees, cultivate a pollinator garden, gather around a firepit beneath the stars—or combine them into an outdoor paradise entirely your own. Inside, approximately $122,000 in thoughtfully chosen builder upgrades bring refinement to everyday living. The single-story design features Mediterranean-inspired architecture, 8-foot doors, 5¼-inch baseboards, decorative tray ceilings with crown molding, and upgraded wood-look tile throughout the primary gathering spaces. The gourmet kitchen is designed for quiet mornings and celebrations that linger: 42-inch painted cabinetry, quartz countertops, designer backsplash, under-cabinet lighting, pot filler, cooktop, vented designer hood, built-in double ovens, generous island, and adjoining butler’s pantry. A formal dining room, French-door study, and extended primary suite add elegance and flexibility, while the oversized laundry room provides abundant cabinetry, workspace, and utility sink. As evening arrives, bring home dinner from the community restaurant, pour something cold, and return to the lanai as the sky softens over the woods. Listen as the wildlife settles and the evening chorus begins. Some nights may call for conversation beneath the stars; others for dinner fresh from the garden, a moonlit swim in the future pool, or the pleasure of doing absolutely nothing. When the feeling to explore grabs you, shopping, dining, entertainment, Walt Disney World, and Orlando International Airport are within easy reach. Here, you can live surrounded by nature without surrendering the convenience and adventure of Central Florida. This is more than a beautiful home on one of BellaLago’s most coveted homesites. It is privacy, possibility, resort living, and nature in remarkable harmony—the life you have been waiting to live.

1490 Beacon Drive, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code

Beautiful TURN-KEY FULLY FURNISHED TOWNHOME in one of Orlando's premiere vacation rental resort destinations. This INCOME PRODUCING PROPERTY at Regal Oaks is featuring a Functional floor plan perfectly designed for a relaxing lifestyle and unforgettable getaway experience. The residence showcases PRIME LOCATION within a short walk to the CLUBHOUSE and one of the best resort amenities in town. Once inside, you can feel the abundance of natural light, modern finishes and tasteful décor. The first floor is open and welcoming, with a combined kitchen and living room along with dining area - great for guest entertaining. Fully equipped KITCHEN is featuring GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES and all kitchenware for pleasant cooking experience. Inviting breakfast cafe and a closet pantry complete the kitchen. DURABLE CERAMIC TILE floors throughout main living areas downstairs including kitchen, dining room and living room. LAUNDRY CLOSET on the first floor with BRAND NEW WASHER and DRYER included in the Sale. OWNER'S SUITE is on the second floor and 2 guest bedrooms with an additional full bathroom are upstairs. Step outside to experience private resort-like settings offering SCREENED-IN PORCH to enjoy a breakfast, a cup of coffee or a homemade dinner; a JETTED ABOVE GROUND TUB is included in the purchase. The HOA fees cover: lawn service, trash pick-up, maintenance of the exterior, guard-gated entry into the community, use of all amenities - the clubhouse, gym, games room, community pool, sports courts. Only minutes from all world-famous Disney parks and major attractions, variety of dining options and shopping; walking distance to popular Old Town Kissimmee, 5 min drive to most walkable town of Celebration and close to Hwy 192, Margaritaville resort and Sunset Walk, H20 Water Park, Studio Movie Grill. Home is also close to the major airports, popular sand beaches, and nearby championship public golf courses. Enjoy luxury vacations and own premier income producing property at the same time. Complimentary $400 value professional photo package comes as a bonus if a future homeowner anticipates using the investment as Airbnb. Transferable Home Warranty. We welcome you to schedule a private showing and to check it out!

2739 Coupe Street, Kissimmee

3 Beds ⋅ 2 Baths ⋅ North Shore Village SubDv. ⋅ 34744 Zip Code

Welcome to this beautifully updated 3 bedroom, 2 bath home with a dedicated office, located in a desirable gated community just minutes from Lake Nona and Orlando International Airport. This move-in-ready home features tile throughout, new appliances, fresh interior and exterior paint, and a newer HVAC system. The bright, open floor plan offers a spacious and comfortable layout perfect for everyday living and entertaining, with the added flexibility of a private office ideal for working from home or study space. Step outside to a large backyard with no rear neighbor, providing extra privacy and plenty of room for outdoor enjoyment. Conveniently located near shopping, dining, major roadways, and everything the Lake Nona area has to offer, this home is a great opportunity in an ideal location!

2806 Scenic Lane, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Storey Lake SubDv. ⋅ 34746 Zip Code

GREAT POOL & SPA VACATION HOME. There are 5 bedrooms, 5 bathrooms, with 2 luxurious owner suites! Additional rooms include a laundry room, loft, and game room. This beautiful home is located in Storey Lake, where Central Florida's major attractions are just minutes away. Walt Disney World is located just 5 miles West, Lake Buena Vista and Disney Springs are just 3 miles North, the Loop is just 2.5 miles East and the Orlando International Airport is just 15 miles away. The kitchen has quartz counters, 42" cabinets, slate appliances, window blinds, and more. Amenities include Tiki Bar/Grille, Canoe/Kayak Rental, Lazy River, Fitness Center, Miniature Golf, Quiet Pool, Splash Pad, Double Slide, Volleyball Court & Sports Court. See why many residents have already made Storey Lake their home.

2811 Bookmark Drive, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo SubDv. ⋅ 34747 Zip Code

Welcome to one of the most extensively renovated condos in Windsor Hills! This beautifully updated 3-bedroom, 2-bathroom Santa Anna floor plan offers 1,450 square feet of living space and is the largest condo floor plan in the community. The interior has been completely transformed with a bright, modern design. The kitchen wall was removed to create an open-concept layout connecting the kitchen, dining and living areas, while the redesigned kitchen features Italian-inspired cabinetry, quartz countertops with a waterfall edge, and updated appliances. Luxury vinyl plank flooring and recessed lighting continue throughout the main living areas, giving the condo a clean and contemporary feel. Both bathrooms have been beautifully remodeled with ceramic tile, floating Italian-style cabinetry, quartz countertops and modern finishes. The spacious split-bedroom layout includes walk-in closets and provides plenty of room for owners and guests alike. The condo is being offered fully furnished with designer-selected furniture, making it truly turnkey and ready to enjoy as a vacation home, short-term rental investment, or Florida getaway. Located just minutes from Walt Disney World, Windsor Hills is one of the area's most established gated resort communities. Owners and guests enjoy a resort-style pool and water park, hot tub, fitness center, movie theater, game room, playgrounds, tennis, basketball and volleyball courts, an onsite marketplace and grill, and 24-hour gated security. HOA services include water, cable TV and internet. If you've been waiting for a Windsor Hills condo that stands apart from the typical unit, this is it—an exceptionally spacious floor plan with a high-end renovation, stylish furnishings and a location close to everything Central Florida has to offer.

7675 Comrow St Unit 204, Kissimmee

6 Beds ⋅ 6 Baths ⋅ Cove At Storey Lake SubDv. ⋅ 34746 Zip Code

This 6 bedroom floorplan has been spllited into 8 bedroom floorplan. 4300 Prologue Way offers the polished comfort and resort lifestyle that today’s Central Florida vacation buyers and guests are looking for. The interior is designed for easy luxury, with a spacious open-concept living area, large smart-TV gathering space, a fully equipped dine-in kitchen with stainless steel appliances, tile flooring in the main areas, and a layout that supports both privacy and large-group entertaining. Outdoor living is a major highlight, with a screened private pool area, quality patio furniture, and a summer kitchen with built-in BBQ, creating a true indoor-outdoor vacation experience. Located inside Kissimmee’s highly desirable Storey Lake Resort, the property benefits from one of the area’s strongest short-term rental locations, just minutes from Disney, Universal, Disney Springs, shopping, dining, outlets, and major Orlando attractions. Storey Lake’s resort-style amenities, including clubhouse features, pool/water-park style recreation, fitness, and family-friendly gathering spaces, further elevate the property’s appeal as both a personal getaway and an income-producing vacation investment.

4300 Prologue Way, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Tapestry SubDv. ⋅ 34741 Zip Code

Welcome to 2560 Amati Drive, a stylish 3-bedroom, 2.5-bath townhome in the gated Tapestry community. The first floor features an inviting open-concept layout, perfect for everyday living and entertaining, along with a conveniently located half bath. Upstairs, the spacious primary suite offers a walk-in closet and private bath with dual vanities, a separate shower, and a relaxing soaking tub. Sliding glass doors open from the primary bedroom to a private balcony, an ideal spot to enjoy your morning coffee or unwind at the end of the day. Two additional bedrooms and a full bath complete the second floor. The rear-facing two-car garage includes a professionally installed EV charging outlet, making at-home vehicle charging easy and convenient.. Tapestry offers resort-style amenities, including a community pool and fitness center. Ideally located near The Loop, Publix, restaurants, entertainment, area attractions, and Central Florida’s world-famous theme parks. Come discover the comfort, convenience, and lifestyle this beautiful townhome has to offer!

2560 Amati Drive, Kissimmee

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