Osceola County Homes with Gated Community - Guard Community Features

Osceola County Homes with Gated Community - Guard Community Features

Welcome to Osceola County, Florida, a vibrant and diverse region that beautifully blends natural beauty with modern living. Nestled in the heart of Central Florida, Osceola is renowned for its lush landscapes, family-friendly communities, and a wealth of recreational opportunities. From the enchanting shores of Lake Tohopekaliga to the thrilling attractions of nearby Orlando, residents enjoy a perfect balance of tranquility and excitement.

One of the standout features of Osceola County is its array of gated communities, offering not just homes but a lifestyle defined by security, privacy, and exclusivity. These guard-gated neighborhoods are designed to provide peace of mind, ensuring that residents can enjoy their homes without worry. With 24/7 security personnel and controlled access points, families can feel safe while their children play in the community parks or ride their bikes down tree-lined streets.

Homes within these gated communities boast a variety of architectural styles and sizes, appealing to everyone from first-time buyers to those seeking luxurious estates. Many properties feature modern amenities such as spacious open floor plans, gourmet kitchens, and private backyards, perfect for entertaining or relaxing in the sun. Residents also benefit from community amenities like swimming pools, fitness centers, and clubhouses, fostering a strong sense of community and camaraderie among neighbors.

Living in Osceola County’s gated communities means embracing a lifestyle where comfort, security, and convenience are paramount. Discover your dream home in this enchanting region, where every day feels like a vacation. Come experience the charm of Osceola County today!

Newest Osceola County Homes with Gated Community - Guard Community Features

2578 Amati Drive, Kissimmee
$350,000
3 Beds ⋅ 3 Baths ⋅ Tapestry Ph 2 SubDv. ⋅ 34741 Zip Code
WELCOME HOME TO TAPESTRY! Discover this beautifully maintained 3-bedroom, 2.5-bath CORNER UNIT located in the highly desirable gated community of Tapestry in Kissimmee. Immaculately kept and move-in ready, this home offers a wonderful combination of comfort, style, and low-maintenance living. The corner-unit location provides an added sense of privacy and natural light, while the thoughtfully designed floor plan offers comfortable spaces for everyday living and entertaining. Pride of ownership is evident throughout—this is a home that has been truly cared for and is ready for its next owner. But life at Tapestry is about much more than the home—it’s about the LIFESTYLE! This beautiful gated community offers resort-style amenities designed for relaxation, recreation, and connection. Enjoy the impressive clubhouse, resort-style swimming pool, fitness center, playgrounds, walking areas, and inviting community spaces where neighbors can gather and enjoy the Florida lifestyle. Conveniently located near The Loop, shopping, dining, entertainment, major roadways, Orlando International Airport, and Central Florida’s world-famous attractions, Tapestry provides the perfect balance between a peaceful residential community and easy access to everything Kissimmee and Orlando have to offer. Whether relaxing at home, enjoying the community amenities, or exploring everything Central Florida has to offer, this immaculate corner unit delivers LOCATION, LIFESTYLE, and CONVENIENCE all in one. Schedule your private showing and come experience the Tapestry lifestyle!

2578 Amati Drive, Kissimmee
2669 Manesty Lane, Kissimmee
$678,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code
Welcome to your ultimate vacation retreat—ideally situated just 5 miles from the world-renowned Walt Disney World®! This stunning 6-bedroom, 4-bathroom home sits on an elevated premium corner lot in the highly sought-after Windsor Hills Resort, offering exceptional privacy and unobstructed backyard views. Perfect as a family getaway or high-performing investment property, the home features a spacious layout with a main floor guest suite, a master bedroom, and four additional bedrooms upstairs, offering comfort and privacy for everyone. Recent upgrades include a new roof (Nov 2024), new luxury vinyl plank flooring throughout (2024), and a new pool pump (2024), ensuring low maintenance and modern appeal. The beautifully furnished living room provides a warm, relaxing atmosphere, while the well-equipped kitchen boasts granite countertops, stainless steel appliances, ample cabinetry, a closet pantry, and a bright eat-in area. Sliding glass doors open to your private screened-in pool and covered patio, ideal for soaking up Florida’s sunshine year-round. Windsor Hills is one of Central Florida’s most renowned resort communities, known for its proximity to Disney and a wealth of amenities: a resort-style pool, hot tub, water park, fitness center, recreation park, sports courts, game room, movie theater, market, and on-site grill. The HOA also includes Bluestream cable, high-speed internet, lawn maintenance, and trash valet. Whether you're seeking a personal vacation home, a short-term rental, or a full-time residence, this home offers the best of the Florida lifestyle. Don’t miss this exceptional opportunity—schedule your private showing today and make this piece of paradise yours!

2669 Manesty Lane, Kissimmee
7402 Soiree Way, Reunion
$614,990
5 Beds ⋅ 5 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 1 SubDv. ⋅ 34747 Zip Code
*Reunion Resort Membership Available* *New Roof Installed May 2021* *New Pool Heater 2025* *New Carpets and Fresh Paint 2024 -Never rented short-term since*. This stunning 5-bedroom home in the sought-after Reunion community, offering the perfect blend of comfort, space, and resort-style living. Featuring a private swimming pool, covered lanai, and 2-car garage, this property is ideal as a full-time residence, second home, or investment opportunity. The home is located in the central 'Homestead' section of the community just a short walk to the Grande Hotel, Centre Court Ridge tennis courts, mini-golf and Seven Eagles Pool complex. Step inside to an inviting open floor plan with high ceilings and a seamless flow between the living and dining spaces. The well-appointed kitchen boasts modern stainless-steel appliances, a breakfast bar, and additional dining space, while a separate formal dining area provides the perfect setting for entertaining family and friends. The spacious first-floor primary suite offers a private retreat, complete with a generous walk-in closet and an en-suite bathroom featuring dual sinks, a luxurious soaking tub, and a separate walk-in shower. With five bedrooms, there is plenty of room for family, guests, or flexible living arrangements. Enjoy the Florida lifestyle from your private pool and covered lanai, perfect for relaxing in the sunshine or entertaining outdoors. Reunion Resort offers an exceptional selection of amenities, including championship golf courses, a world-class spa, dining options, and entertainment for all ages. Whether you're looking for a permanent home, a Florida getaway, or an income-producing investment, this property offers an exciting opportunity to own in one of Central Florida's most desirable resort communities. Don't miss your chance to make this Reunion Resort home your own. Schedule your private showing today!

7402 Soiree Way, Reunion
7456 Excitement Drives Unit 102, Kissimmee
$468,400
3 Beds ⋅ 2 Baths ⋅ Terrace At Reunion SubDv. ⋅ 34747 Zip Code
Virtually Staged. Own more than a residence, embrace the Reunion lifestyle. Each residence at The Crescent at Reunion includes a Reunion Resort Club membership, connecting owners to an exceptional resort experience featuring three signature golf courses designed by legends Arnold Palmer, Jack Nicklaus, and Tom Watson, a five-acre water park with a lazy river, more than 8 resort pools, tennis and pickleball courts, fitness facilities, and outstanding dining. Set within a gated community with international appeal, The Crescent offers a place to relax, connect, and enjoy Florida living at its finest. Monthly membership dues fees apply. MODEL UNIT NOAH: Phase 1 is complete, with Noah model residences currently available. First- and second-floor options are available; please contact the listing agent for current inventory and pricing. Please confirm the current schedule and model home location with the listing agent. Private tours are also available, and showings of specific available units can be coordinated during your visit. Please contact the listing agent prior to submitting an offer to confirm availability and obtain offer instructions and required developer documents.

7456 Excitement Drives Unit 102, Kissimmee
1560 Corolla Court, Reunion
$1,999,000
8 Beds ⋅ 8 Baths ⋅ Reunion Ph 2 Prcl 1 & 1a SubDv. ⋅ 34747 Zip Code
Sweeping panoramas of emerald golf course greens, shimmering water, and the iconic Reunion Grande on the horizon create a breathtaking backdrop for this exceptional 8-bedroom luxury retreat at Reunion Resort, aptly named “Dream View.” With captivating scenery that can be enjoyed from the home's beautiful outdoor living spaces, contemporary elegance, exceptional entertainment, and luxurious accommodations come together to create a truly special escape. Inside, crisp tile floors, striking architectural details, and designer finishes create a sophisticated yet welcoming atmosphere. The sleek modern kitchen features an oversized black quartz island, six-burner gas range, double ovens, and integrated cabinetry, flowing seamlessly into spacious living and dining areas with expansive sliding glass doors and a custom bar. Six beautifully appointed suites offer luxurious accommodations, including a convenient first-floor suite ideal for guests who appreciate additional privacy or the ease of avoiding stairs. Upstairs, two of the suites open onto private balconies with sweeping golf course and water vistas stretching toward the iconic Reunion Grande, creating an idyllic setting to enjoy the tranquility of dawn or the soft glow of dusk. Adding a touch of magic for younger guests, two imaginative themed bedrooms bring Frozen and Marvel adventures to life with custom bunk beds and a slide. Entertainment continues with a fully equipped games room and dedicated upstairs movie theater with projection screen and surround sound. Outdoors, the private pool with sun shelf and spillover spa invites endless relaxation, complemented by a summer kitchen and breathtaking views that are equally enchanting by day and night. Spend sun-filled afternoons admiring the lush fairways and sparkling water, then unwind in the spa as evening falls and the illuminated Reunion Grande creates a magical backdrop across the landscape. Offered fully furnished and turnkey, this established vacation rental offers an appealing opportunity for personal enjoyment and rental income potential. An active, transferable Reunion Club membership provides access to three signature golf courses designed by Palmer, Watson, and Nicklaus, a multimillion-dollar water park, resort pools, tennis and pickleball, miniature golf, fitness facilities, and an impressive selection of dining venues. All this within the gated 2,300-acre Reunion Resort, just minutes from Walt Disney World and Central Florida's world-famous attractions. Discover the views, experience the luxury, and imagine the possibilities — schedule your private showing of “Dream View” today!

1560 Corolla Court, Reunion
4021 Venetian Bay Drive Unit 103, Kissimmee
$195,000
3 Beds ⋅ 2 Baths ⋅ Venetian Bay Village Condo Ph 1 SubDv. ⋅ 34741 Zip Code
INVESTOR ALERT! INCOME-PRODUCING PROPERTY! Excellent investment opportunity in the desirable Venetian Bay Villages resort-style community in Kissimmee! This 3-bedroom, 2-bath condo is ALREADY RENTED FOR $1,800 MONTHLY, GENERATING $21,600 IN ANNUAL GROSS RENTAL INCOME! Major improvements include REPLACED HVAC SYSTEM, WATER HEATER, AND ELECTRICAL PANELS, offering added value and peace of mind! Enjoy outstanding rental flexibility, from short-term stays with a 7-day minimum to annual leases, subject to association requirements. This 24-hour guard-gated community features multiple swimming pools, a clubhouse, fitness center, tennis and basketball courts, and playgrounds. PRIME LOCATION NEAR ALL MAJOR CENTRAL FLORIDA THEME PARKS, INCLUDING WALT DISNEY WORLD, UNIVERSAL ORLANDO, AND SEAWORLD! Just minutes from The Loop shopping center, restaurants, entertainment, and major highways. IMMEDIATE RENTAL INCOME, MAJOR UPGRADES, AND EXCELLENT INVESTMENT POTENTIAL! Don't miss this opportunity!

4021 Venetian Bay Drive Unit 103, Kissimmee
7465 Gathering Loop, Reunion
$3,500,000
10 Beds ⋅ 11 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 3 SubDv. ⋅ 34747 Zip Code
**PROPERTY HAS AN ACTIVE REUNION RESORT MEMBERSHIP AVAILABLE*** Welcome to beautiful Reunion Resort! This high-end CUSTOM home built by Liberty Partners Development promises an exceptional level of luxury and sophistication. Situated on a premium oversized pie-shaped lot along the Tom Watson Signature Golf Course, this masterpiece is sure to impress! Excellent golf views looking right at the 3rd green of the Watson course. Location is phenomenal located on Gathering Loop which is a quiet road shared by only 11 other homes. Not only does this home come with a large pool of its own, but also, sits right next to one of the 12 community pools in the resort! It features an impressive layout with 10 bedrooms, 10 full baths, and 2 half baths. This home also has multiple CUSTOM THEMED BEDROOMS including a SECRET ROOM that you will have to find yourself! Every room has its own bathroom so EVERYONE will be comfortable! Upstairs you can't miss the THEATER ROOM! Perfect for unforgettable movie nights with the family! This home was tastefully decorated with a professional / designer furnishing package, making it rental-ready to hit the ground running from a booking standpoint! This home has enormous gathering areas making it perfectly suited for short-term rentals or as a grand personal residence. The highlight of this home is undoubtedly the outdoor space. The expansive pool area is designed to impress, featuring a private pool with a spillover spa, perfect for soaking up the Florida sun or enjoying a relaxing evening under the stars. The sun shelf splash pad area provides a safe and fun spot for the little ones to play, while adults can unwind in the spa, taking in the breathtaking views overlooking the lush greens of the golf course. For those who love to entertain, the outdoor summer kitchen and bar offer the perfect setup for BBQs and al fresco dining. The patio, with seating for 13, is ideal for enjoying a leisurely meal while taking in the serene surroundings. Rejuvenate in the gym, offering a serene escape to relax your muscles and enhance your wellness routine! This lot is 83ft wide in the pool area which is much larger than the typical homesite as most are 50ft wide. Lots like this one that have more width in the back are sought after and are becoming more and more rare as we go. Having extra width in the back allows for larger pool areas and amenities. The design emphasizes tall ceilings and exquisite finishes, ensuring unparalleled comfort and style for those with upscale tastes. This home represents a unique opportunity to own a piece of luxury in one of Florida's most sought-after locations. The Resorts Proximity To All The Major Theme Parks Especially Disney World Being Just 2 Exits Away, Makes This Vacation Community A Top Choice For Visitors Of All Ages. If You Are Looking To Take A Few Golf Swings While On Your Vacation You Can Take The Challenge On Any Of The 3 World Class Championship Golf Courses Designed By Arnold Palmer, Tom Watson And Jack Nicklaus That Are Located On Site. Hungry?, Why Not Step Into One Of The 5 Onsite Restaurants That Go From Hamburgers At The Cove To Fine Dining At Eleven And Everything In Between. There Are 12 Pools In The Community Including Multimillion Dollar Water Park With Lazy River & Water Slide.

7465 Gathering Loop, Reunion
8849 Corcovado Drive, Kissimmee
$680,000
9 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2b SubDv. ⋅ 34747 Zip Code
WATER VIEWS, RESORT AMENITIES & YOUR OWN PRIVATE POOL! Welcome to this 9-bedroom, 6-bathroom fully furnished home in the highly desirable gated resort community of Windsor at Westside. With plenty of room to gather, entertain, and unwind, this home captures the Florida vacation lifestyle. Enjoy beautiful water views from your private heated pool and spa, complete with a BRAND-NEW HEATER for year-round enjoyment. Beyond your backyard, Windsor at Westside offers an impressive selection of resort-style amenities, including clubhouses, a resort pool, water park, fitness center, and more. Whether spending the day poolside or exploring the community amenities, there is something for everyone to enjoy. Discover the space, setting, and resort lifestyle that make this home stand out. Schedule your private showing today!

8849 Corcovado Drive, Kissimmee
4526 Alberto Circle, Kissimmee
$275,000
3 Beds ⋅ 3 Baths ⋅ Bellavida Ph 1 SubDv. ⋅ 34746 Zip Code
Welcome to this beautiful townhome located in the gated community of BellaVida in Kissimmee! This 3-bedroom, 2-bathroom property offers approximately 1,295 square feet of living space and features a functional layout, a kitchen with an eating area, walk-in closets, and a private patio with a fenced outdoor area. The community offers a swimming pool and 24-hour gated security, providing added convenience and peace of mind. Ideally located near shopping, restaurants, major roadways, and Central Florida's world-famous attractions, including Walt Disney World. Whether you're looking for a primary residence or an investment opportunity, this property is worth exploring. Schedule your showing today!

4526 Alberto Circle, Kissimmee
8949 Candy Palm Road, Kissimmee
$389,990
5 Beds ⋅ 4 Baths ⋅ Paradise Palms Resort Ph 2 SubDv. ⋅ 34747 Zip Code
Fully furnished 5-bedroom, 4-bathroom townhome with a private screened-in pool in Paradise Palms Resort! Located at 8949 Candy Palm Road in Kissimmee, this two-story property offers 2,024 square feet of living space in a guard-gated resort community near Walt Disney World. Whether you’re looking for a Central Florida vacation retreat or exploring a potential vacation rental property, this home offers space, convenience, and resort-style amenities. The open-concept living and dining areas connect to a well-appointed kitchen featuring stone countertops, stainless steel appliances, and a breakfast bar. One of the home’s standout features is its uniquely themed bedrooms, each designed to create a special and memorable vacation experience. From the magical world of Frozen to the adventures of Star Wars and the charm of Paris, every bedroom offers its own distinctive atmosphere, adding an extra touch of fun and excitement for guests of all ages. A first-floor bedroom provides flexibility for guests who prefer fewer stairs. Four full bathrooms and an interior laundry room with washer and dryer make the layout especially practical for group stays. Step outside to a private screened-in pool and covered patio—an inviting setting for morning coffee, afternoon swims, or relaxing after a day at the theme parks. Beyond the home, Paradise Palms Resort offers a heated community pool with waterfalls, waterslide, splash pad, and hot tubs, as well as a clubhouse, movie theater, arcade, fitness center, playground, and sports courts. On-site dining and marketplace amenities add to the resort experience. Conveniently situated in West Kissimmee near US Highway 192, the community provides access to shopping, restaurants, and everyday essentials, with Walt Disney World 16 mins away. Offered fully furnished, this townhome may suit buyers seeking personal vacation use or a property to evaluate for short-term rentals.

8949 Candy Palm Road, Kissimmee
2902 Windmill Drive, Kissimmee
$295,000
3 Beds ⋅ 3 Baths ⋅ Tapestry Ph 2 SubDv. ⋅ 34741 Zip Code
WELCOME TO YOUR DREAM HOME, located in the beautiful gated community of TAPESTRY. This immaculate home features: 3 bedrooms, 2.5 Bathrooms, 2 car garage, nice kitchen with hard wood 42'' cabinets, stainless steel appliances and granite counter tops, spacious loft and lanai on second floor, ceramic tile on first and second floor and carpet only on stairs. Community offers resort-style amenities: Beautiful club house, big pool with a splash park and water slide, play ground areas, sports field, walking trails, fitness center, dog park, gated with 24 hr security guard. Centrally located, only a few minutes to restaurants, shopping, hospitals, the theme parks and easy access to major roadways.

2902 Windmill Drive, Kissimmee
531 Pebble Beach Drive, Davenport
$640,000
8 Beds ⋅ 5 Baths ⋅ Stoneybrook South North Prcl Ph 1 SubDv. ⋅ 33896 Zip Code
EXCEPTIONAL GOLF COURSE VIEWS | FULLY FURNISHED 8-BEDROOM VACATION HOME WITH PRIVATE POOL & SPA! Welcome to resort-style living in the highly sought-after ChampionsGate community! Perfectly positioned overlooking the championship golf course, this impressive 8-bedroom, 5-bathroom vacation home offers the ideal combination of space, comfort, and entertainment. Fully furnished and thoughtfully designed to accommodate up to 22 guests, this property is perfectly suited as a luxury vacation retreat, second home, or short-term rental investment. Step inside to discover a spacious, open-concept floor plan featuring elegant tile flooring, generous living and dining areas, and a beautifully appointed kitchen complete with quartz countertops, stainless steel appliances, an oversized island, and plenty of space for gathering. Sliding glass doors seamlessly connect the main living area to the covered lanai, where a screened-in, heated private pool and spa create the perfect setting for relaxing, entertaining, or simply enjoying the beautiful Florida weather and scenic golf course views. The first floor features a primary suite and an additional guest bedroom, offering convenience and privacy. Upstairs, multiple spacious bedrooms provide comfortable accommodations for family and guests, including three creatively themed bedrooms inspired by Harry Potter, Star Wars, and Toy Story. A generous loft offers additional gathering space, while an oversized bonus room has been converted into another spacious bedroom. The garage has also been transformed into a dedicated game room, providing even more entertainment for guests of all ages. THE CHAMPIONSGATE RESORT LIFESTYLE! Ownership provides access to the incredible amenities at both the Oasis Club and Retreat Club, delivering a true vacation resort experience. The Oasis Club features a spectacular resort-style pool, lazy river, thrilling waterslides, splash area, tiki bar, on-site dining, fitness center, movie theater, and recreational activities. The Retreat Club offers an additional resort-style pool, water attractions, and more opportunities to relax and enjoy the Florida sunshine. Whether spending the day poolside or enjoying the many family-friendly amenities, there’s something for everyone! Located within a 24-hour guard-gated community, the HOA includes lawn maintenance, cable television, high-speed internet, and daily valet trash service, making ownership and vacation rental operations even more convenient. Ideally situated just minutes from Walt Disney World, Orlando’s world-famous attractions, premier shopping, restaurants, and entertainment, ChampionsGate continues to be one of Central Florida’s most desirable vacation home destinations. Whether you’re searching for your own Florida getaway or an investment opportunity in a premier vacation rental community, this home delivers the space, amenities, and location to make it happen. Schedule your private showing today and experience the ChampionsGate lifestyle! Live Like a Champion!

531 Pebble Beach Drive, Davenport
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