Kissimmee Homes with Gated Amenities

Kissimmee Homes with Gated Amenities

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the thrill of adventure with the tranquility of suburban living. Nestled just minutes from the enchanting attractions of Orlando, Kissimmee is a sought-after destination for families, retirees, and everyone in between. With its warm climate, diverse community, and rich cultural heritage, this charming city offers a lifestyle that is as exciting as it is welcoming.

Kissimmee is renowned for its stunning natural landscapes, featuring beautiful lakes, lush parks, and an abundance of outdoor activities. Whether you’re exploring the scenic trails of Shingle Creek Regional Park or enjoying a day of fishing on Lake Tohopekaliga, the city’s outdoor offerings are sure to captivate nature lovers. Additionally, the area boasts a thriving dining scene, shopping venues, and entertainment options, ensuring that residents have everything they need right at their fingertips.

For those seeking a secure and luxurious living experience, Kissimmee offers an array of homes with gated amenities. These exclusive communities provide not only peace of mind but also a sense of belonging. Imagine coming home to a beautifully designed residence within a gated enclave, where you can enjoy community features such as swimming pools, fitness centers, and clubhouses. These homes are perfect for families looking for safety, as well as for individuals desiring a serene retreat after a day of adventure.

In Kissimmee, you don’t just find a house; you discover a home in a community that embraces the best of Florida living. Come and explore the possibilities that await you in this enchanting city!

Newest Kissimmee Homes with Gated Amenities

5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code

Where else can you live in Florida feeling like you are on Vacation everyday?! Resort style pools, Lazy River, Water Playground, Fitness Center, Restaurant & Club House, Pond and Pier and so much more! Those are just the amenities; lets talk about this 5 Bedroom & 5 Bath with a private garage in paradise. You have enough space for the family and some including a theatre area for all to enjoy. Subtle taste of Disney throughout the home and a very nice size kitchen for all to gather. Don't want to stop the fun from the community pool? Well bring it home since you'll have your very own private pool and patio area to enjoy. Its spacious, its clean and comes completely furnished as you see it all you need is the key to make it yours. You can enjoy this home as little or as much as you'd like as short term rental is allowed as well as long term if you'd choose. Want the best of both worlds? Why not leave your vehicle stored in the garage and some personal items in your very own, owners closet's throughout the house. Having too many options is never a bad thing when you either way you are making the right choice. Schedule your next appointment today!

9025 Rhodes Street, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code

*PRICED TO SELL* Welcome to the resort-style community of Bellalago! This beautifully maintained 3-bedroom, 2-bath home with a 2-car garage offers the perfect combination of comfort, style, and value. The open-concept floor plan is ideal for entertaining, featuring a spacious kitchen overlooking the living and dining areas, while the private primary suite provides a relaxing retreat with a walk-in closet and en-suite bath. Located in one of Kissimmee's most desirable gated communities, Bellalago offers exceptional amenities including multiple resort-style pools, fitness centers, tennis and basketball courts, walking and biking trails, playgrounds, a private boat ramp and lift with direct access to Lake Tohopekaliga, fishing pier, clubhouse, on-site restaurant, and year-round community events. This home is an incredible opportunity for buyers looking for exceptional value in Bellalago. Don't miss your chance—schedule your private showing today!

1910 Goblet Cove Street, Kissimmee

4 Beds ⋅ 4 Baths ⋅ Cumbrian Lakes Resort Ph 3 SubDv. ⋅ 34746 Zip Code

Virtually Staged. Short Sale. One or more photos have been virtually staged. Welcome to this beautiful home located in the exclusive gated community of Cumbrian Lakes, one of Kissimmee's most sought-after neighborhoods for short-term vacation rentals and investment properties. This spacious home features an open-concept floor plan, making it ideal as a primary residence, vacation home, or income-producing investment property. The heart of the home is the well-appointed kitchen, featuring stainless steel appliances, a large breakfast island, and seamless flow into the living room, dining area, and covered lanai—creating the perfect space for entertaining. Step outside to your private screened pool, where you can relax and enjoy Florida's year-round sunshine. High ceilings fill the home with abundant natural light, while the split-bedroom floor plan provides added privacy. The garage has been professionally converted into a climate-controlled living space with air conditioning and heating, adding approximately 440 square feet of additional living area—ideal for a game room, home office, fitness room, or flexible living space. The spacious primary suite offers direct access to the lanai and pool and features an en-suite bathroom with a garden tub, separate walk-in shower, and walk-in closet. Bedrooms two and three share a Jack-and-Jill bathroom, while the fourth bedroom is conveniently located near another full bathroom. An additional half bathroom and an outdoor poolside shower provide extra convenience for family and guests. The covered lanai includes a ceiling fan and lighting, making it the perfect place to enjoy outdoor living throughout the year. Lawn maintenance is included in the HOA fee, offering added convenience and low-maintenance ownership. Ideally located just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld Orlando, shopping, dining, major highways, and the SunRail station, this property offers exceptional convenience and accessibility. Cumbrian Lakes is a highly desirable gated community that allows short-term rentals, making it an outstanding opportunity for investors seeking strong rental potential or buyers looking for a vacation home in the heart of Central Florida. Don't miss this exceptional opportunity to own a property in one of Kissimmee's premier vacation rental communities!

4806 Cumbrian Lakes Drive, Kissimmee

1 Beds ⋅ 1 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code

Beautiful freshly painted and well-maintained 1-bedroom, 1-bath condo with a bonus room, the unit is located in the gated, resort-style community of Villa del Sol, with controlled access through the Envera system. The unit is in the first floor with direct access to parking. This unit has been fully renovated with laminate flooring throughout the entire unit. The bedrooms has spacious walk-in closets. The community buildings have recently been updated with a modern exterior color palette and is very well maintained. Amenities include a clubhouse, fitness center, two swimming pools, on-site laundry facilities, car wash area, BBQ/picnic areas, playground, tennis courts and much more. Excellent opportunity for primary residence or investment. Located near to the Loop Mall with very close access to the Osceola Parkway, 192, 4-17, I-4, Restaurants, parks and attractions. Unit is VACANT. Move-in ready.

2208 Antigua Place Unit 914, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Compass Bay Unit 1 SubDv. ⋅ 34746 Zip Code

Newly furnished and equipped 3 bedroom, 3 bath townhome in Compass Bay, with a 4-year-old A/C. Three full baths is unusual for this price point and a real advantage for both long-term and short-term rental demand. Compass Bay is one of the more versatile communities in the area — live in it full time, lease it long term, or run it as a short-term rental. The gated community has mature landscaping and a pool close to the unit, and the resident mix is a healthy blend of full-time owners and short-term guests, so it doesn't feel like a transient complex. The unit is currently operating as an Airbnb where its a guest favorite and top 10% of eligible listings based on ratings and reviews. All furnishings — over $15,000 worth, purchased new — convey with the sale. Proximity to the parks adds steady rental pull for owners who want to keep it as an income property. Whether the goal is a primary residence, a long-term rental, or a vacation rental with furnishings already in place, this one is ready to go from day one.

3087 Seaview Castle Drive, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Heritage Key Villas Ph 1 & 2 SubDv. ⋅ 34744 Zip Code

Check out this modern open floor concept townhouse. You will be welcome by a freshly painted interior featuring 3 bedrooms and 2.5 baths. This layout is ideal for family and friends to gather. The kitchen features an island (with granite counter top), pantry, and plenty of cabinet space. The living area has a sliding door that leads to a screened patio with no rear neighbors. All bedrooms are located on the second lever, adding additional privacy to the family. The master bedroom features an en-suite bath, and built-in closet. Another full bathroom is located on the second floor for your convenience. You will love the gated community of Heritage Key. There are plenty of amenities including a clubhouse, pool table, beach volleyball, playground, pool & spa to name a few. This convenient location offers easy access to 192, shopping, and dining. You will be only minutes to the fast growing area or NeoCity, Silver Spurs Arena, and FL Turnpike. Carpets are 2 years old and have just been steamed clean; faucets in bathrooms sinks have just been replaced. See it today!

2080 Heritage Key Boulevard, Kissimmee

8 Beds ⋅ 5 Baths ⋅ Storey Lake 2 50 Resort SubDv. ⋅ 34746 Zip Code

Turnkey and fully furnished, this impressive 8-bedroom, 5-bathroom vacation home is located in the highly desirable Storey Lake Resort—just minutes from Walt Disney World, Disney Springs, shopping, dining, and Orlando's top attractions. With over 4,300 square feet of thoughtfully designed living space, the home features an open-concept floor plan, two spacious primary suites, a large loft, and a private screened pool and spa, making it ideal for large groups and vacation guests. Whether you're expanding your portfolio or searching for a second home that generates income, this property offers outstanding short-term rental potential in one of Central Florida's premier resort communities. Owners and guests enjoy world-class amenities, including a lazy river, water slides, resort-style pools, fitness center, mini golf, sports courts, playgrounds, and a tiki bar. Don't miss this opportunity to own a high-demand vacation home in one of Orlando's most sought-after resort destinations.

4536 Target Boulevard, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Bellalago Ph 4p SubDv. ⋅ 34746 Zip Code

Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in the gated, resort-style community of Bellalago. Rich wood cabinetry and warm granite countertops anchor the well-appointed kitchen, complete with stainless steel appliances, a built-in microwave, and ample cabinet and counter space for effortless meal prep. The open-concept living and dining areas are finished with easy-care tile flooring throughout and flow naturally toward a wall of sliding glass doors that frame tranquil water views. Step outside to an oversized screened lanai, fitted with dual ceiling fans, offering the perfect setting for outdoor dining or simply unwinding while taking in the lake breeze. The spacious primary suite impresses with a spa-like en-suite bath featuring a soaking garden tub tucked beneath a wall of windows, a separate glass-enclosed shower, and dual vanities topped in granite with abundant cabinet storage. Beyond the home itself, residents enjoy Bellalago's full slate of resort amenities, including a guard-gated entrance, clubhouse, on-site restaurant, fitness center, multi-pool aquatic center, waterpark, tennis courts, fishing piers, boat ramp, and scenic nature and bike trails, all just minutes from shopping, dining, and the area's world-famous attractions.

3817 Golden Feather Way, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Solivita Ph 07a SubDv. ⋅ 34759 Zip Code

Step into this beautiful BOCA RATON model with its SERENE CONSERVATION VIEWS, watch the wild life in your backyard from the privacy of your own Lanai. This home offers WORRY FREE living as a NEW ROOF was installed in 2025, NEW HVAC installed in 2022 & NEW HOT WATER HEATER in 2017. This original OWNER has meticulously maintained & loved this home with its 8 FOOT DOORS & SLIDERS, CUSTOM window treatments, 5 1/4 INCH baseboards & interior drywall with its ROUNDED corners. The KITCHEN has rich wood UPPER CABINETS & LOWER cabinets offer convenient PULL-OUT DRAWERS. Enjoy your morning coffee in the BREAKFAST NOOK with lovely BAY WINDOWS, kitchen affords spacious PANTRY closet, STONE COUNTERS, kitchen ISLAND and extended BAR/COUNTER that opens onto the GREAT ROOM with accent pendant lighting. This 2 BEDROOM, 2 BATHROOM with versatile DEN home offers a wonderful sough after OPEN FLOOR PLAN. The rear SCREENDED (26.4 x 10.0) LANAI is accessed via Sliding glass door where you can appreciate nature, while entertaining family & friends. The PRIMARY BEDROOM is quite spacious & can access the Lanai as well. The ENSUITE BATHROOM affords a large WALK-IN CLOSET, RAISED VANITY with DUAL SINKS, private WATER CLOSET & WALK-IN SHOWER. BEDROOM 2 is conveniently located next to the HALL BATHROOM for convenience. The DEN is located off the foyer area and has DOUBLE DOORS for privacy. The LAUNDRY room features Washer/Dryer, separate UTILITY SINK & UPPER CABINETS for ADDITIONAL STORAGE. The garage has a scuttle with a easy to access PULL-DOWN ATTIC LADDER designed for safety. This homes exterior is well landscaped, has a sprinkler system (maintained by the HOA), front & rear GUTTERS & DOWNSPOUTS, brick paved driveway & walkway to the FRONT COVERED ENTRY. SOLIVITA is a PREMIER 55+ COMMUNITY with resort style living for ACTIVE ADULTS. Two Golf courses, 14 Pools, Dog Park, Kids Playground, Pickleball, Tennis, Softball diamond & OVER 200 clubs for all your social interaction with friends. The HOA maintains the LANDSCAPING & IRRIGATION systems for the common areas as well as individual homesites, FIBER Optic Internet & TV service. MANNED 24hour SECURITY GUARD located at all gates & AUTOMATED GATE ACCESS for residents via license plate reader & POLK County Sheriff provide private mobile patrol detail. Hospital, Banks, Pharmacy, Restaurants, Sprouts Grocery store & other shopping is located just outside the MAIN SOLIVITA GATE in the Poinciana Lakes Plaza. Schedule a showing & start living the "SOLIVITA LIFE" today.

280 Indian Wells Avenue, Kissimmee

5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code

Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

7564 Marker Avenue, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Wyndham Palms Ph 3 SubDv. ⋅ 34747 Zip Code

Do you visit Orlando so much that it simply makes more sense to own a vacation home there? Do you often stay at hotels and Airbnbs and wish you had more of a "home" feel to enjoy your stay? If you answered yes to any of these.....then 2220 Wyndham Palms Way in Kissimmee could be your next home away from home! Securely located in a 24-hour guard-gated community, this fully furnished home has just undergone a very successful renovation and is now ready for its new owners. Once across the threshold you can instantly appreciate the sellers have done for you; starting with a 100% updated kitchen that includes new quartz countertops, new cabinetry, new hardware, floating shelves and updated appliances, making this an entertainer's dream. New laminate flooring leads you from the entryway and throughout the entire home, leaving not one stitch of carpet to walk on or worry about cleaning. A two-way split floor plan creates additional privacy, with the primary bedroom located on the right side of the home, tastefully updated with custom woodwork and sconces that flank the brand new bedroom set. Your hotel-like en-suite bathroom does not fall short in any way; and has matching quartz and cabinetry as the kitchen and secondary bathroom. Three other generously sized bedrooms are on the opposite side of the home, each with its own brand new bedroom set and serviced by its own, very well-updated bathroom. A thoroughly outfitted game room includes a billiards table, games for your guests, as well as its own private TV. If you're ready to enjoy the Florida sun, this stunning back patio and pool area will not disappoint! Tea lights set the backdrop for movie night by the pool, where you can create endless memories with your friends and family, and have guests leaving 5 stars after their stay. > BRAND NEW FURNITURE | 100% UPDATED KITCHEN & BATHROOMS | LAMINATE FLOORING THROUGHOUT | 2018 ROOF | 2021 HVAC | 2024 POOL PUMP | 2020 POOL HEATER | 2022 WATER HEATER | < UP TO 70% OCCUPANCY & POTENTIAL NOI OF $35,000+. Don't you deserve to own a piece of the Florida sunshine in 2026?

2220 Wyndham Palms Way, Kissimmee

5 Beds ⋅ 4 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code

Virtually Staged. Stunning LAKEFRONT estate on an oversized .44-acre premium lot in the resort-style, guard-gated community of Bellalago. Nestled directly along the shores of Lake Tohopekaliga on the scenic Kissimmee Chain of Lakes. This home has "WOW" factor and offers exceptional waterfront living and access to one of Central Florida’s most iconic lake systems. This beautifully maintained home offers a multi-generational floor plan featuring 5-bedrooms, 4-bathrooms as well as a dedicated office and offers high end upgrades throughout. The first-floor features 4 bedrooms, 3 bathrooms, and an office, while the spacious upstairs bonus room serves as a 5th bedroom with an en-suite full bath. Gorgeous wood flooring, a fully fenced backyard, and an expansive screened patio with a summer kitchen and jacuzzi. This home is perfect for entertaining. The sellers have replaced all bedroom carpeting, installed engineered wood on the stairs, and refreshed the handrails with new spindles for a refined look. The kitchen impresses with newly upgraded granite countertops, a stylish backsplash, and added cabinetry including a 9'6"×24" white shaker cabinet. Lighting has been modernized with new pendants and a chandelier, complemented by a new sink and spray faucet. Additional updates include fresh interior paint, a charming barn door in the laundry room, premium wood pantry shelving, and custom closet organizers, including a redesigned primary closet with wood shelving and rods for enhanced storage. Bellalago offers a true resort-style experience along the scenic shores of Lake Toho, known for its world-class bass fishing. Community amenities include multiple pools, fitness center, lakeside clubhouses, on-site dining, tennis and basketball courts, walking trails, and a private boat ramp with direct lake access. Families enjoy the water park and zero-entry pool, while residents appreciate 24-hour security. CABLE AND INTERNET ARE INCLUDED! This home is a must see!

1511 Gateway Lane, Kissimmee

Start Your Search