Kissimmee/Celebration Homes with Gated Community - Guard Community Features

Kissimmee/Celebration Homes with Gated Community - Guard Community Features

Welcome to the enchanting region of Kissimmee and Celebration, Florida, where the allure of sunshine and vibrant community living come together to create an idyllic lifestyle. Nestled in Osceola County, this captivating area is just a stone's throw away from the magic of Walt Disney World, making it a prime location for families, retirees, and anyone seeking a little extra magic in their daily lives.

Kissimmee boasts a rich tapestry of cultural diversity, with an array of dining, shopping, and entertainment options that cater to every taste. The charming streets of Celebration, designed by Disney, offer picturesque views, delightful parks, and a sense of community that feels like home. Whether you're exploring the scenic walking trails or enjoying a leisurely afternoon at the local farmers' market, this region is brimming with activities for everyone.

For those seeking a secure and upscale living environment, the gated communities in Kissimmee and Celebration offer an exceptional lifestyle. With guard-gated access, residents enjoy peace of mind knowing their homes are in a safe and serene setting. These communities often feature luxurious homes with modern designs, spacious layouts, and stunning amenities, including resort-style pools, fitness centers, and beautifully landscaped common areas.

Imagine coming home to a tranquil oasis where you can unwind and enjoy quality time with family and friends. Whether you're sipping coffee on your patio or taking a stroll through the community, life in a gated community in Kissimmee or Celebration promises comfort, safety, and a true sense of belonging. Embrace the charm of this remarkable region and discover the perfect home for you!

Newest Kissimmee/Celebration Homes with Gated Community - Guard Community Features

$369,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
AMAZING VILLA IN MARGARITAVILLE RESORT ORLANDO! CURRENTLY LEASED WITH QUALITY LONG TERM TENANT THROUGH 10/23/26. LEASE CAN BE ASSIGNED TO BUYER. This Villa has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances, High Capacity Washer and Dryer. Kitchen has Island with Seating, Large Counter Space and Windows with Lots of Natural Light. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Tropical Landscaping, Palm Trees and Tropical Foliage with a Serene WATER VIEWS. Primary Bedroom Located Upstairs has En Suite Bathroom. Furniture Package is INCLUDED in List Price! Furniture Package Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! This Unique First of its Kind Resort has Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! LOCATED MINUTES FROM DISNEY PARKS!, All While Being Conveniently Close to The Best Shopping, Dining, And Entertainment Options in Florida. This Home Is Not Just a Residence; It's A Lifestyle Choice for Those Who Want to Experience the Best of Florida Living, Where Every Day Feels Like a Vacation.

3117 Caribbean Soul Drive, Kissimmee
$1,045,000
7 Beds ⋅ 6 Baths ⋅ Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Welcome to 1530 Corolla Court, a BEAUTIFULLY REMODELED 3-story, 5-bedroom LUXURY POOL HOME with PRIVATE ELEVATOR and an Additional 2-Bedroom Garage Apartment in highly sought-after Liberty Bluff at Reunion Resort. Set on a Premium West-Facing golf-course lot, this exceptional property offers 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 from top to bottom and completely turnkey, this is a home where the major updates are already done. Enjoy the peace of mind of a NEW ROOF, energy-efficient DOUBLE-PANE WINDOWS and sliders, new front door, NEW A/C, NEW POOL EQUIPMENT with heater and pump, and a NEWLY RESURFACED pool with Blue Quartz finish completed August 2026. Interior improvements include ALL-NEW LUXURY PLANK LVP flooring throughout, Updated Bathrooms, and a REMODELED KITCHEN with new Samsung appliances, quartz countertops, and fresh interior and exterior paint. Additional enhancements include a QUARTZ-SURROUND ELECTRIC FIREPLACE with custom shelving and remote-controlled colored lighting, plus a newly created air-conditioned garage game room with extended front doors for convenient 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. The three-story design, private elevator, heated courtyard pool, golf views, and versatile living spaces make this a truly special Reunion property. The third floor features a spacious covered balcony overlooking the Arnold Palmer Golf Course and spectacular western sunsets—perfect for morning coffee or an evening glass of wine. The main living level features abundant natural light, soothing modern tones, and an open-concept design. The spacious kitchen flows into the dining and living areas, with indoor and outdoor dining spaces ideal for entertaining. A first-floor bedroom with a private bath provides guest convenience, while a half bath also serves the downstairs. The 2-bedroom garage apartment with private entry includes a kitchenette and separate bathroom, offering excellent flexibility for extended family, guests, or vacation-rental use. The garage also features a NEW AIR-CONDITIONED GAMES ROOM and extended garage doors for storage. Outside, enjoy your private resort-style oasis with a HEATED COURTYARD POOL, multiple lounging areas, and an outdoor cooking/barbecue area. Relax and entertain while enjoying incredible Golf-Course sunsets and Florida's year-round lifestyle. Reunion Resort offers a wealth of amenities including Clubhouse, Community Pools, Fitness Center, tennis courts, full-service spa, playgrounds, dog park, and more. Enjoy dining at The Reunion Grande Hotel, just minutes away. Located 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, 1530 Corolla Court offers an exceptional combination of extensive renovations, modern comfort, elevator access, golf-course views, flexible living space, resort amenities, and true turnkey ownership. Come experience the views, sunsets, space, and peace of mind 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
$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
$470,000
4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code
'PIRATES IN PARROTDISE' Cottage at Margaritaville Resort Orlando! Spacious Model 1384-C with 3 Bedrooms, 3 Bathrooms and an ADDITIONAL BONUS BEDROOM, BACK PATIO RETRACTABLE AWNING and a HOT TUB! Premium Location Near the Pedestrian Bridge! Spacious Living Room has a HUGE 75-INCH TV. IMMACULATE CONDITION ~ WELL MAINTAINED HOME. This home has NEVER been an STR and has been used as a SECOND HOME and LONG-TERM RENTAL most recently. First Floor Bedroom has En-Suite Bathroom and French Doors Leading to Spacious Backyard Patio with a Gorgeous GRASSY Backyard and TIKI HUTS. Second Floor has Primary En-Suite Bedroom with Front Balcony Access. Bonus Room has been Converted to a Bunk Room. The Kitchen features Upgraded Appliances, and Quartz Countertops. This Home also features Tile Flooring, Ceiling Fans Throughout, Washer and Dryer, Landscaping has Beautiful Foliage! All Furniture, Linens, Housewares and Decor INCLUDED IN LIST PRICE! Includes HIGH END ETHAN ALLEN FURNISHINGS, Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! LOCATED MINUTES FROM DISNEY PARKS! Come Enjoy the Margaritaville Lifestyle in Paradise!

8036 Surf Street, Kissimmee
$190,000
Reunion Ph 2 Prcl 1 & 1a SubDv. ⋅ 34747 Zip Code
BUILD YOUR DREAM HOME IN REUNION! Exceptional opportunity to own a vacant homesite in one of Central Florida's most recognizable luxury resort communities. Located at 7453 Excitement Drive, this approximately 7,405 SF lot offers the chance to design and build a custom residence in an established neighborhood surrounded by impressive luxury homes. LOCATION IS EVERYTHING! Reunion is ideally positioned within the highly desirable Kissimmee/Orlando vacation corridor, offering convenient access to Walt Disney World, world-class attractions, shopping, dining, entertainment and major Central Florida roadways. Whether you're envisioning a luxury vacation home, second residence, primary home or investment property, this homesite provides an exciting opportunity to build rather than compromise on an existing property. Create the floor plan, finishes and outdoor living spaces that fit your vision while taking advantage of an established resort-community setting. This is an opportunity to secure your piece of Reunion and become part of an area known for its beautiful homes, resort atmosphere and exceptional Central Florida location. Bring your builder, bring your plans and imagine the possibilities at 7453 Excitement Drive! Bring Your Offers to Secure This Rare Corner Lot Opportunity!

7453 Excitement Drive, Kissimmee
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