Osceola Homes with Gated Amenities

Osceola Homes with Gated Amenities

Welcome to Osceola County, Florida – a vibrant gem nestled in the heart of Central Florida, known for its stunning landscapes, rich history, and an abundance of outdoor activities. With its close proximity to the world-famous attractions of Orlando, Osceola County offers a unique blend of suburban tranquility and urban excitement, making it an ideal place to call home.

One of the standout features of this beautiful county is its diverse range of housing options, particularly homes with gated amenities. These properties offer not just luxury and privacy, but also a sense of community that is hard to find elsewhere. Imagine driving through a beautifully landscaped entrance, knowing that your home is nestled within a secure environment. Gated communities in Osceola County often come equipped with top-notch amenities such as resort-style pools, fitness centers, walking trails, and clubhouses, providing residents with an unparalleled lifestyle.

Whether you're looking for a family-friendly neighborhood or a serene retreat, Osceola County has something for everyone. The area boasts excellent schools, a variety of shopping and dining options, and a plethora of recreational activities, including parks, lakes, and golf courses. Plus, with easy access to major highways, commuting to nearby cities is a breeze.

In Osceola County, you’re not just buying a home; you’re investing in a lifestyle that embraces both comfort and convenience. Discover the charm of gated living in this picturesque region and start your journey to finding the perfect home today!

Newest Osceola Homes with Gated Amenities

$3,195,000
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
$170,000
3 Beds ⋅ 2 Baths ⋅ Teka Village Ph 1 SubDv. ⋅ 34772 Zip Code
Welcome to 4424 Brave Lane, a beautifully updated 3-bedroom, 2-bath home offering 1,196 heated square feet in the gated 55+ community of Teka Village. Built in 1991 and thoughtfully updated, this home offers comfortable Florida living with many of the major improvements already completed. Step inside to find NEW FLOORING, NEW WINDOWS, UPDATED PLUMBING, and newer appliances. The HVAC is approximately 5 years old, while the METAL ROOF and gutters add even more value. The spacious primary suite features a large private bath with a walk-in shower. Enjoy the Florida lifestyle from the SCREEN-ENCLOSED FLORIDA ROOM, a great additional space for morning coffee, entertaining or simply relaxing. A 1-car carport plus EXTRA PARKING provides added convenience, and the INSULATED STORAGE ROOM/WORKSHOP WITH ELECTRICITY offers excellent space for hobbies, projects, tools and additional storage. Teka Village is a GATED 55+ COMMUNITY known for its active and social atmosphere. Community amenities include a CLUBHOUSE, LARGE COVERED AND HEATED POOL, FITNESS/EXERCISE AREA, SHUFFLEBOARD, GATHERING AND GAME AREAS, along with a variety of activities and opportunities to socialize. Residents can also enjoy RV, BOAT AND CAMPER STORAGE and golf-cart-friendly living. Conveniently located near the FLORIDA TURNPIKE, with easy access to shopping, dining and medical services, Teka Village offers the perfect combination of community, convenience and an active Florida lifestyle. With 3 BEDROOMS, NUMEROUS UPDATES AND GREAT AMENITIES, this home is ready to welcome its next owner!

4424 Brave Lane, St Cloud
$175,000
2 Beds ⋅ 2 Baths ⋅ Terra Condo SubDv. ⋅ 34741 Zip Code
Welcome to this charming 2 bedroom, 2 bathroom condo in the heart of Kissimmee! Featuring tile flooring throughout, this home offers a bright, open, and airy feel that’s easy to maintain. Relax on the screened in balcony, the perfect spot to enjoy your morning coffee or unwind at the end of the day. The spacious primary suite provides plenty of room for your furniture and includes a private en-suite bathroom. For added peace of mind, the A/C system was recently replaced. Residents can enjoy the community swimming pool and convenient on site laundry facilities. Ideally located near Lynx bus lines, shopping, banks, hospitals, restaurants, and a variety of local attractions, this condo offers comfort, convenience, and an unbeatable location. Don’t miss this opportunity, call today and start living the Florida lifestyle!

1034 Plantation Drive Unit D4, Kissimmee
$749,900
8 Beds ⋅ 5 Baths ⋅ Stoneybrook South North Prcl Ph 1 SubDv. ⋅ 33896 Zip Code
Experience the perfect blend of spacious vacation living, resort-style amenities, and investment potential in this beautifully furnished 8-bedroom, 5-bathroom home, built in 2019 and offering 3,909 square feet in the sought-after Stoneybrook South at Champions Gate community. The bright, open-concept layout features stylish tile flooring throughout the main living areas, a striking accent wall in the living room, and a well-appointed kitchen with crisp white cabinetry, stainless steel appliances, modern pendant lighting, and a spacious breakfast bar with seating—ideal for casual dining and gathering with family or guests. Glass sliding doors extend the living space outdoors to a private screened-in oasis featuring a brick-paver patio, swimming pool, and integrated spa, creating the perfect setting for relaxing after a day at the theme parks or entertaining guests. Designed with vacation living in mind, the home offers an impressive custom Las Vegas–themed game room complete with a billiards table and decorative chandeliers, providing a fun and memorable entertainment space. The spacious bedroom layout includes a convenient first-floor primary suite with a dual-vanity bathroom and soaking tub, while the eight-bedroom configuration provides plenty of room for large families, multiple guests, or rental groups. Turn-key furnishings, a private pool and spa, themed entertainment space, and generous living accommodations make this property an especially attractive choice for those seeking a vacation home or short-term rental opportunity. Residents and guests of Stoneybrook South at Champions Gate enjoy 24-hour guard-gated security and access to the impressive Oasis Clubhouse, featuring a lazy river, water slides, splash park, fitness center, tennis and volleyball courts, on-site dining, and championship golf. Ideally located just minutes from Walt Disney World®, major theme parks, restaurants, shopping, and entertainment, this home offers an exceptional combination of comfort, recreation, and location for enjoying the best of Central Florida.

561 Pebble Beach Drive, Davenport
$379,900
3 Beds ⋅ 2 Baths ⋅ Springlake Village SubDv. ⋅ 34744 Zip Code
Welcome to this AMAZING Waterfront home in the highly desirable GATED community of Springlake VillageHome. This home Offers an OPEN Floor Plan that consists of 3 Bed and 2 Bath. The home features include new roof, newer AC, large bedrooms, a spacious kitchen, island space and vaulted ceilings. This Home has an outstanding water view with a private lanai —a perfect spot to unwind and enjoy the fresh air while admiring the water view. Located in a beautiful neighborhood with amenities that include a fitness center, club house, pool, tennis court, playground, picnic area and within driving minutes from Orlando International Airport, Lake Nona Medical City, Theme Parks, Schools, etc. Call now to schedule your showing!!!!

3807 Wood Thrush Drive, Kissimmee
$419,950
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
$340,000
3 Beds ⋅ 2 Baths ⋅ Championsgate Condo 3 Ph 24 & 25 SubDv. ⋅ 33896 Zip Code
Luxury 3 Bedrooms & 2 Bathrooms Condo on second floor. Fully furnished! . The one car garage converted into a Game Room. All three bedrooms are located on the second floor. The foyer opens up to the kitchen, dining, and spacious family room. There is also a covered patio perfect for relaxing and enjoying the scenic community. Introducing the Champions Club at Champions Gate! Located very close to The Omni's Golf Club, these New Homes provide ample space while offering scenic views of the surrounding lakes and golf course, Champions Gate will also with premier Clubhouse with Pools, Gym, Restaurant and more conveniently close by. Located just minutes away from Walt Disney World, the Omni Hotel and Resort, International Drive, and I-4, where residents and visitors of the Champions Club can play. Community also counts with Tennis courts.

979 Splash Shot Place, Davenport
$588,900
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
$196,800
3 Beds ⋅ 2 Baths ⋅ Club Cortile Ph 06 Condo SubDv. ⋅ 34746 Zip Code
This End Unit is on the 2nd floor, the 3 bedroom, 2 bathroom condo with a screened balcony is Fully Furnished, Ready Move In! It is located in the professional managed beautiful "Club Cortiile" Gated community which has many amenities including a large inground pool, spa, tennis court, playground, and much more. The area is close to the entrance of world most well-known theme park: Walt Disney World, which offers both business and entertainments convenience. Sam's Wholesale Club is just around the corner in walking distance from the community, nearby shopping plazas full of named fast food chains, restaurants and specialty stores. Wal-Marts stores are on both east and west sides within 3 miles distance, Target, Marshall Depts. and Publix Supermarket are all around the corners which provide many employment opportunities. This area is in the convenience of all major expressways (417 Greenway, Osceola Parkway) and highways (Hwy 192, 535) which leading to Kissimmee/Orlando business districts and east/west coasts!

2806 Club Cortile Circle Unit B, Kissimmee
$295,000
3 Beds ⋅ 2 Baths ⋅ West Lucaya Village SubDv. ⋅ 34747 Zip Code
"LOCATION, LOCATION, LOCATION" Beautiful Location with 24/7 access to the community with electronic gate code, 24/7 private surveillance with vehicle security ,cameras with TV'S screens monitoring in the community , FULLY FURNISHED!!! *3 BED / 2 BATH* Townhome nestled in a premium location at the sought-after VACATION COMMUNITY * WEST LUCAYA RESORT*. This home offers LAMINATE VINYL FLOORINGS throughout all common living and wet areas on main level, for easier cleaning and maintenance. The KITCHEN is equipped with 32" UPPER CABINETRY, GREY GRANITE COUNTERTOPS and STAINLESS STEEL APPLIANCES such as side-by-side refrigerator, range, microwave and dishwasher. The carpeted MASTER SUITE features spacious BATHROOM with granite counters, bath tub, double vanity and walk-in closet. Upstairs, BEDROOMS 2 and 3 share the 2nd BATHROOM and it is where the LAUNDRY is conveniently located and include Smarts TV's in all beds and Living Room. The community offers a CLUBHOUSE equipped with FITNESS ROOM, BUSINESS CENTER, CONVENIENCE STORE, PLAY ROOM with flat screen TVs and games, community pool with spa. The external maintenance, landscaping, INTERNET and CABLE TV are INCLUDED on HOA. Walking distance from US192, close to shops, restaurants, groceries and attractions, West Lucaya Resort is within 10 minutes from Disney Parks, Margaritaville Resort and different shopping places. There are no restrictions one short-term or long -term. IT IS CURRENTLY LEASED FOR $2,150 MONTHLY, WITH A SECURITY DEPOSIT OF $4,300, EQUIVALENT TWO MONTHS RENT. THE CURRENT LEASE EXPIRES ON MARCH 31, 2027. MOTIVATED SELLER DON'T MISS THIS OPPORTUNITY.

8927 Shine Drive, Kissimmee
$698,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to your ultimate vacation retreat, ideally located just 5 miles from Walt Disney World in the highly sought-after Windsor Hills Resort! This beautifully maintained 6-bedroom, 4-bathroom pool home offers the perfect combination of comfort, entertainment, and resort-style living, making it an excellent choice as a second home or high-performing short-term rental investment. The property has been meticulously cared for and features numerous significant upgrades, including luxury vinyl plank flooring throughout (2022), upstairs A/C (2020), downstairs A/C (2022), pool heater (2021), pool motor/pump (2023), pool safety fence (2023), and dishwasher (2026). The home also features a durable tile roof, offering added longevity and value. The main level includes a bedroom and full bathroom, ideal for guests or multi-generational living. Upstairs, you'll find two spacious suites plus three themed guest bedrooms, providing plenty of room for family and vacation guests. The garage has been converted into a fun-filled game room, creating additional entertainment space for all ages. Step outside to your private screened-in pool, the perfect place to relax and enjoy the Florida sunshine. The HOA fee includes lawn service, daily valet trash pickup, internet, and basic cable. Windsor Hills offers outstanding resort amenities, including 24/7 manned gated entry, a resort-style clubhouse and community pool, sports courts, putting green, and more. Conveniently located just minutes from Disney theme parks, major Central Florida attractions, dining, shopping, championship golf courses, airports, and Florida's famous beaches, this is an exceptional opportunity to own a turn-key vacation home in one of Central Florida's most desirable resort communities.

2536 Holtrock Street, Kissimmee
$399,000
3 Beds ⋅ 2 Baths ⋅ Forest Edge SubDv. ⋅ 34741 Zip Code
Prime location, Gated community, close to the major highways and shopping centers, Minutes away from the loop,, New AC 2021, 3/2 with bonus room on second floor, enjoy the big patio located on the back, which overlooks the volleyball court.

3511 Maple Ridge Loop, Kissimmee
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