Kissimmee Homes with Gated Community - Guard Community Features

Kissimmee Homes with Gated Community - Guard Community Features

Welcome to Kissimmee, Florida—a vibrant city that seamlessly blends the charm of small-town living with the excitement of nearby attractions. Nestled just south of Orlando, Kissimmee is renowned for its picturesque landscapes, warm weather, and a plethora of recreational activities. Whether you're exploring the magical world of theme parks, indulging in outdoor adventures, or enjoying the rich cultural scene, Kissimmee offers something for everyone.

One of the most desirable aspects of living in Kissimmee is the availability of homes within gated communities. These exclusive neighborhoods not only provide an added layer of security with guard features but also foster a sense of community and tranquility. Imagine waking up every day in a beautifully designed home, surrounded by lush landscaping and well-maintained amenities. Many of these gated communities offer resort-style living, complete with swimming pools, fitness centers, and recreational areas, perfect for families and individuals alike.

Living in a gated community in Kissimmee means you can enjoy peace of mind while being just minutes away from world-class attractions like Walt Disney World, Universal Studios, and a variety of shopping and dining options. The friendly atmosphere of Kissimmee, paired with the privacy and security of a guard-gated community, creates an ideal environment for both relaxation and adventure.

Discover your dream home in Kissimmee's gated communities and experience the perfect blend of luxury, safety, and convenience in this enchanting Florida city. Your new lifestyle awaits!

Newest Kissimmee Homes with Gated Community - Guard Community Features

$1,045,000
7 Beds ⋅ 8 Baths ⋅ Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Welcome to 1536 Corolla Court, a beautifully remodeled three-story, 5-bedroom pool home with an elevator and an additional 2-bedroom garage apartment in the highly sought-after Liberty Bluff community of Reunion Resort. Positioned on a premium west-facing golf-course lot, this exceptional property captures breathtaking panoramic and sunset views across multiple fairways and greens of the Arnold Palmer Golf Course, with the iconic Reunion Grande in the distance. Extensively remodeled and completely turnkey, the home features a new roof, energy-efficient double-pane windows and sliders, a new front door, interior and exterior paint, updated bathrooms, a remodeled kitchen with new Samsung appliances, luxury plank LVP flooring throughout the home and apartment, new A/C, and new pool equipment including a heater and pump. The pool was also just fully resurfaced with Blue Quartz finish in August 2026. Additional enhancements include a quartz-surround electric fireplace with custom shelving and remote-controlled colored lighting, plus a newly created air-conditioned game room in the garage with extended front doors for storage. Offered fully furnished with all-new furnishings, décor, and games, this property is ready to enjoy as a second home, primary residence, or short-term vacation rental investment. The three-story design, private elevator, heated courtyard pool, golf-course views, and versatile living spaces create a truly unique opportunity. The third floor offers a spacious covered balcony overlooking the Arnold Palmer Golf Course and spectacular western sunsets—ideal for morning coffee or an evening glass of wine. The main living level welcomes you with abundant natural light, modern soothing tones, and an open-concept floor plan. The spacious kitchen flows seamlessly into the dining and living areas, with indoor and outdoor dining spaces creating an inviting environment for entertaining. A first-floor bedroom with private bath offers convenience for guests, while a separate half bath also serves as a pool bath. The additional 2-bedroom garage apartment with private entry includes a kitchenette and separate bathroom, offering flexibility for extended family, guests, or vacation-rental use. The garage also features a newly designed games room and extended front doors for added storage. Step outside to your private resort-style oasis, where the heated courtyard pool is surrounded by multiple lounging areas and an outdoor cooking/barbecue area. Relax, entertain, and enjoy Florida's year-round lifestyle while taking in incredible golf-course sunsets. Reunion Resort offers an exceptional lifestyle with access to a clubhouse, community pools, a fitness center, tennis courts, a full-service spa, playgrounds, a dog park, and more. Enjoy dining at The Reunion Grande Hotel, just minutes away. Located just minutes from Walt Disney World and Orlando's world-class attractions, with convenient access to Universal Orlando, SeaWorld, LEGOLAND, Orlando International Airport, and Florida's beautiful beaches. Whether you're seeking a luxury second home, primary residence, family retreat, or turnkey vacation-rental investment, 1536 Corolla Court offers a rare combination of extensive renovations, exceptional golf-course views, flexible living space, resort amenities, and an unbeatable Central Florida location. Come experience the views, sunsets, space, and possibilities for yourself. Schedule your private tour today and explore the 3-D Virtual Tour.

1530 Corolla Court, Reunion
$749,000
9 Beds ⋅ 7 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Do not miss the opportunity to own this corner lot fully furnished 9 bedrooms, 6.5 bathrooms vacation home located in beautiful sought after Solara Resort a short drive to Disney World, Disney Spring, Sea World, Universal, shopping, cinema and restaurants. May it be for your primary residence, second home or vacation income property. Relax in the inviting pool view of the foliage in the backyard. Solara Resort offers numerous amenities to include the waterpark, Gated Community to ensure your security, Lots of outdoor seating and lounge couches, Outdoor corn hole/bean bag toss, Fire pit with Adirondack chair seating, Heated grand family pool, Water slides, FlowRider Surf Simulator (there is an additional fee for use of the surf simulator, Outdoor bar and drink center, Covered cabanas, Restaurant, Bar, Cafe, & Ice Cream Shop, Sand Volleyball Court, Soccer Field, Basketball Court, Convenience Store stocked with basic necessities. The State of the Art brand new fitness center offers 4 Treadmills, 4 Ellipticals, Stationary Bikes, Rowing Equipment, A dozen weight machines, Large assortment of free weights, Yoga studio, Very large business center with conference table and printer, Teen/Tween Hangout Center featuring Virtual Reality Basketball/Football/Soccer/Hockey (similar to a golf simulator), various video games, Large Playground with rubber floor. Too many features to list. Schedule your showing today!

Kissimmee
$1,070,000
9 Beds ⋅ 7 Baths ⋅ Solara Ph 3 Replat SubDv. ⋅ 34747 Zip Code
9-bedroom home in Solara Phase III, approved for short-term rental and self-occupancy. Located in a community with a beautiful clubhouse, this home is currently undergoing professional interior design and decoration. The attached photos showcase the decor currently in progress and being installed in the home.

2303 Sea Rock Rose Trail, Kissimmee
$315,000
4 Beds ⋅ 3 Baths ⋅ Reunion Ph 01 Prcl 02 SubDv. ⋅ 34747 Zip Code
LOCATION LOCATION: This end-unit townhome in Reunion's Carriage Pointe section stands out on the details that matter: two-sided golf course views, the longest driveway in the section with extra parking right on the cul-de-sac, and a private, end-of-row position most units in the community don't have. Inside, you get 4 bedrooms and 2.5 baths, including a bedroom and half bath on the main floor and an oversized primary suite upstairs with a private balcony overlooking the 17th hole of the Tom Watson course. The kitchen offers ample storage and stainless steel appliances, opening to a combined dining and family room. 2 refrigerators convey. A new A/C system is already installed, and active resort membership is available for full access to Reunion's amenities. Priced for a buyer who wants golf-course living without compromising on space or parking. This is the perfect centralized location to all major theme parks, with WALT DISNEY WORLD being just 2 exits away. Reunion is complete with 6 onsite restaurants from burgers at The cove to fine dining and sushi in the Grande, 12 Swimming pools including a MULTIMILLION DOLLAR WATER PARK, and amazing views of the DISNEY FIREWORKS from Eleven Rooftop Restaurant.

906 Assembly Court, Kissimmee
$415,000
3 Beds ⋅ 2 Baths ⋅ Tapestry Ph 5 SubDv. ⋅ 34741 Zip Code
Welcome to this beautiful home located in the highly desirable Tapestry community in Kissimmee! This spacious residence features 3 bedrooms, 2 bathrooms, and a versatile den/office that can easily serve as a second living room, home office, playroom, or additional sleeping space to fit your needs. The home features high ceilings with tall interior doors, an updated kitchen, and all stainless steel appliances included, along with a convenient 2-car garage. Enjoy the exceptional lifestyle at Tapestry! This community offers a 24-hour guard-gated security and resort-style amenities, including a community pool with splash area, fitness center, clubhouse, BBQ pavilions, and scenic walking and biking trails. The community provides the perfect combination of comfort, recreation, and convenience for residents of all ages. Ideally situated near The Loop Shopping Center, major highways, shopping, dining, schools, Orlando International Airport, Lake Nona, Downtown Kissimmee, and Central Florida's world-famous theme parks, this home offers easy access. The Loop Shopping Center is just minutes away, providing convenient access to restaurants, retail, entertainment, and everyday essentials. Whether you're looking for a primary residence, second home, or investment opportunity, this property presents an excellent opportunity to enjoy the best of the Kissimmee lifestyle. Don't miss the opportunity to make this beautiful Tapestry home your own. Schedule your private showing today!

2480 Varenna Loop, Kissimmee
$235,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 1 SubDv. ⋅ 34741 Zip Code
OWN THIS beautifully updated and fully furnished end-unit townhouse in the 24-hour guard-gated community of Venetian Bay Village. Offering 4 bedrooms, 3 bathrooms, and a flexible two-story layout, this property is ideal as a vacation home, full-time residence, or income-producing investment. Recent 2025 upgrades include new flooring, a new water heater, quartz countertops throughout, and renovated bathrooms, giving the home a fresh and move-in-ready feel. The main level features an open living and dining area, a well-appointed kitchen, and a highly desirable first-floor primary suite with an en-suite bathroom and walk-in closet. Upstairs, a second primary suite provides extra flexibility for guests and family, while two additional bedrooms offer comfortable accommodations for family or visitors. Enjoy the charm of a covered front porch and side porch, along with access to resort-style amenities including community pool, clubhouse, fitness center, playground, tennis courts, and 24-hour security. Located just minutes from Disney, shopping, dining, major roadways, and Central Florida’s top attractions, this turnkey property offers comfort, convenience, and strong rental potential in one of Kissimmee’s established vacation communities. Schedule your showing today!

4006 San Gallo Drive Unit 108, Kissimmee
$499,900
5 Beds ⋅ 4 Baths ⋅ Storey Lake SubDv. ⋅ 34746 Zip Code
Set on a corner homesite in gated Storey Lake Resort, this fully furnished 5-bedroom, 4-bath townhome gives everyone room to gather and room to recharge. The first floor opens into a bright, connected kitchen, dining, and living space where a granite-topped breakfast bar anchors the kitchen and sliding glass doors keep the private pool in view. Two main-level bedrooms add flexibility for guests, a home office, or multigenerational stays. Outside, the covered patio and screened, heated pool create a private retreat for morning coffee, afternoon swims, and relaxed evenings at home. Upstairs, the primary suite features a walk-in closet and dual-sink bath. An impressive 17-by-15 second-floor guest suite with a private en-suite bath creates another comfortable retreat for extended stays, while a third upstairs bedroom completes the guest-friendly layout. Ceramic tile throughout the main living areas, carpeted bedrooms, in-unit laundry, stainless steel appliances, and a tankless water heater add everyday comfort. Storey Lake’s resort amenities are within easy reach, including resort-style pools, a lazy river, water slides, splash area, clubhouse, fitness center, mini golf, sports courts, playground, and lake access. With furnishings included and Walt Disney World, dining, shopping, and Orlando attractions nearby, this is a turnkey opportunity for a vacation home, second residence, or full-time escape.

3087 Juliet Drive, Kissimmee
$629,900
5 Beds ⋅ 5 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code
Whether you're looking for an income-producing vacation rental or a personal retreat, this 5-bedroom, 5-bath home in the highly desirable gated community of Windsor Hills is an excellent opportunity. The kitchen is positioned at the front of the home and overlooks the formal dining area, creating a welcoming space for family meals and entertaining. The living room is located at the rear of the home and opens to the screened-in pool deck, offering a relaxing space to enjoy the Florida sunshine. Two bedrooms are conveniently located on the first floor, along with two of the bathrooms, while the remaining bedrooms and bathrooms are upstairs, providing comfort and privacy for guests. The garage has been converted into a fun games room with pool and foosball tables, adding extra appeal for renters. Windsor Hills is one of the closest resorts to Disney and features outstanding amenities, including a resort-style pool with water slides, clubhouse, fitness center, and sports courts. Ideal for short-term rental investment, second home, or full-time residence.

7795 Basnett Circle, Kissimmee
$275,000
2 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 6 SubDv. ⋅ 34747 Zip Code
Welcome to Windsor Hills, one of Central Florida’s premier resort communities, located approximately two miles from Walt Disney World. This beautifully updated, fully furnished 2-bedroom, 2-bathroom condo offers turnkey convenience for use as a vacation retreat, short-term rental, or combination of both. Situated on the fourth and top floor of an elevator-served building, the condo is just one block from the clubhouse and water park—close enough for an easy walk while offering a peaceful setting. The bright, open-concept interior features a desirable split-bedroom floor plan, providing privacy for owners and guests. The remodeled kitchen includes quartz countertops, stainless steel appliances, generous workspace, and ample cabinetry. The private primary suite features an en-suite bathroom and walk-in closet. The Mickey Mouse-themed second bedroom offers flexible accommodations with a twin-over-queen bunk bed, twin trundle, foosball table, and custom Disney-inspired mural. The living room includes two leather sofas, one with a pullout bed. Both bathrooms have been fully remodeled with quartz countertops, newer soft-close vanities, custom wood backsplashes, and updated mirrors. Extensive improvements completed in 2022 and 2023 include new flooring and interior paint throughout, remodeled kitchen and bathrooms, stainless steel appliances, updated furniture, ceiling fans, lighting, and themed bedroom décor. Additional updates include a water heater replaced in 2022, and a Samsung washer and dryer installed in January 2026. A private balcony provides the perfect setting for morning coffee or relaxing after a day at the parks. Windsor Hills offers an exceptional collection of resort-style amenities, including a water park with three-story slides, an interactive splash zone, lagoon-style zero-entry pool, hot tub, tiki bar, fitness center, playground, 32-seat movie theater, putting green, arcade, convenience store, cybercafé, and tennis, basketball, and volleyball courts. The community also features 24-hour guard-gated security, convenient parking, oversized-vehicle access, and designated RV parking. Zoned for short-term rentals and offered fully furnished, this condo is ready for personal enjoyment or rental use after closing. Windsor Hills provides convenient access to Walt Disney World, Universal Orlando Resort, SeaWorld, area airports, US-192, I-4, and SR-429. Don’t miss this opportunity to own a top-floor condo in one of Central Florida’s most recognized vacation communities. Schedule your private showing today!

2817 Almaton Loop Unit 402, Kissimmee
$875,000
10 Beds ⋅ 10 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code
Discover an exceptional SHORT-TERM RENTAL INVESTMENT OPPORTUNITY in the highly sought-after Encore Resort at Reunion. This beautifully appointed 10-bedroom, 10-bathroom TURNKEY vacation home is thoughtfully designed to accommodate large groups, multi-generational families, reunions, and Orlando vacationers, comfortably SLEEPING 20+ GUESTS. The spacious, open-concept floor plan is ideal for the vacation rental market, offering plenty of room for guests to gather while still enjoying their own private spaces. The gourmet kitchen is designed with large groups in mind and features dual refrigerators, two dishwashers, generous prep space, and sleek luxury vinyl flooring throughout the main living areas. Sliding glass doors create a seamless transition from the living and dining areas to the outdoor retreat, featuring a covered lanai, heated pool, and spa. With NO REAR NEIGHBORS and peaceful views of a greenbelt/conservation area, the backyard offers the privacy and setting vacation guests are looking for, whether enjoying a morning by the pool or relaxing after a day at Orlando's world-famous attractions. The home's impressive bedroom configuration adds to its rental appeal. Nine of the 10 bedrooms feature en-suite bathrooms, including two primary suites, one upstairs and one downstairs. A main-level accessible suite with a private accessible bathroom provides additional flexibility for guests. Upstairs, a spacious loft with a foosball table and an additional great room create even more entertainment and gathering space. Located within Encore Resort at Reunion, owners and guests can enjoy access to an impressive collection of resort-style amenities, including a spectacular clubhouse, award-winning restaurant, water park, full-service spa, playgrounds, state-of-the-art fitness center, and basketball, volleyball, and tennis courts. The community also offers gated entrances with 24-hour security and convenient resort services. A concierge desk is available at the clubhouse to assist guests with theme park tickets, dining, airline check-ins, resort-provided park shuttles, and more. Ideally positioned near Walt Disney World and Central Florida's premier attractions, as well as golf, shopping, dining, and entertainment, this property offers the combination vacation rental investors are looking for: size, guest-friendly amenities, privacy, resort appeal, and a prime Orlando-area location. Whether adding to an existing short-term rental portfolio or entering the Orlando vacation rental market, this Encore Resort property offers a compelling opportunity in one of Central Florida's most popular vacation destinations. Schedule your private tour today!

7519 Marker Avenue, Kissimmee
$965,000
11 Beds ⋅ 10 Baths ⋅ Reunion West Ph 1 West & Ament Ctr Rplt SubDv. ⋅ 34747 Zip Code
Welcome to an exceptional TURNKEY SHORT-TERM RENTAL INVESTMENT OPPORTUNITY in Encore Resort at Reunion, just minutes from Orlando’s world-famous theme parks. This fully furnished 11-bedroom, 10-bathroom vacation home is designed with large groups and vacationers in mind, comfortably SLEEPING 20–24 GUESTS and offering an impressive combination of space, entertainment, and resort-style amenities. The spacious open-concept floor plan features a gourmet kitchen equipped with two refrigerators and two dishwashers, along with generous dining and living areas ideal for accommodating large groups. Three bedrooms are conveniently located on the main level, including a bedroom with an accessible en-suite bathroom. Upstairs are eight additional bedrooms, including four custom-themed bunk rooms inspired by Marvel, Ghostbusters, Spiderman, and Pirates of the Caribbean, creating memorable spaces for younger guests. One of the home’s standout features is the converted Star Wars-themed game room, complete with a life-size R2-D2, air hockey, Aliens Extermination, Expert Shot Basketball, and two NASCAR virtual racing arcade games. Additional gathering spaces and laundry rooms on both levels add convenience for larger groups and extended stays. Sliding glass doors from the living area open to a covered patio, private heated pool and spa, and mature landscaping that provides additional privacy. It’s an inviting outdoor retreat where guests can relax and recharge after a day at the parks. Located within Encore Resort at Reunion, owners and guests can enjoy access to an impressive collection of resort amenities, including a clubhouse, restaurant, water park, full-service spa, playgrounds, fitness center, and basketball, volleyball, and tennis courts. The gated community also offers security, concierge services, and resort-provided transportation to area theme parks. With its 11-bedroom layout, themed bedrooms, incredible game room, private pool and spa, and prime location near Walt Disney World and Central Florida attractions, this property is ideally suited for the Orlando vacation rental market. Whether adding to an existing portfolio or looking for a turnkey short-term rental investment, this Encore Resort home offers the space, features, and guest experience to stand out. Schedule your private tour today!

7643 Wilmington Loop, Kissimmee
$435,000
4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to 8217 Surf St, a beautifully furnished 4-bedroom, 3-full-bath corner townhome located in the highly sought-after Margaritaville Resort Orlando. This spacious two-story home offers an open-concept living and dining area filled with natural light, stylish wood-look tile flooring, and a modern kitchen featuring quartz countertops, stainless steel appliances, ample cabinetry, and everything needed for a fully equipped vacation rental. The flexible floor plan includes a queen bedroom and full bathroom downstairs, while upstairs features three additional bedrooms: a spacious king bedroom, a queen bedroom, and a bunk room with two twin beds. Offered completely turnkey, the property includes all appliances, furniture, TVs, décor, artwork, housewares, kitchen necessities, dishware, linens, and furnishings, allowing the next owner to begin enjoying or renting the property right away. Whether you're looking for an income-producing short-term rental, a second home, or your own Florida vacation retreat, this property offers incredible flexibility. Margaritaville Resort Orlando offers a true resort lifestyle with multiple pools, fitness amenities, Island H2O Water Park, and convenient access to the restaurants, shopping, entertainment, and live music at Sunset Walk. Best of all, you're just minutes from Walt Disney World and Orlando's world-famous attractions. With its desirable corner location, spacious 4-bedroom layout, and complete turnkey setup, 8217 Surf St is an exceptional opportunity to own in one of Central Florida's most unique vacation resort communities—where every day can feel like a vacation.

8217 Surf Street, Kissimmee
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