Properties For Sale in Kissimmee

Welcome to a truly unparalleled luxury estate, nestled on 5 acres of serene privacy. This custom-built masterpiece, completed in 2009, boasts an impressive 11,138 square feet of meticulously designed living space, where every detail has been thoughtfully curated for the discerning homeowner. A...

Discover a premier investment opportunity in Reunion Resort’s esteemed Bear’s Den community. This custom-designed, ten-bedroom home combines luxurious style, flexible layout, and top-tier amenities, making it ideal for turnkey short-term rentals, corporate retreats, or upscale vacations. Impr...

Unmatched Luxury & Rental Performance in Reunion’s Prestigious Bear’s Den Club! Experience the ultimate in resort-style living in one of the most exceptional vacation rental homes in all of Reunion Resort. This exceptional 7-bedroom residence is positioned on a rare oversized homesite with n...

RARE 9 BEDROOM ***Only 4 years Old. Luxury, Legacy and Lifestyle greet you at the private “Bears Den” gate at Reunion Resort. Once inside you will be met by this stunning 9 bedroom 8 ½ bath Reunion Resort Membership property that is equally inviting and LARGE enough to accommodate families with ...

One or more photo(s) has been virtually staged. This home can be purchased with NO INCOME VERIFICATION needed! This property is not just a home — it’s an experience, a destination, and an incredibly powerful income-producing asset all wrapped into one unforgettable opportunity. Built in 2020 and ...

Experience the pinnacle of resort living and high-yield investment potential at 7936 Jacks Club Court, a stunning 6-bedroom, 6.5-bathroom masterpiece located within the prestigious Bear’s Den enclave at Reunion Resort. Meticulously designed to sleep 14 guests, this fully furnished villa serves as...

Exceptional opportunity to acquire a high-income potential property in the exclusive Bear’s Den at Reunion Resort. This 6-bedroom residence is ideally configured to accommodate large groups, making it perfectly suited for short-term rental performance. Located within one of Central Florida’s m...

Welcome to this stunning and well-maintained 12-bedroom, 11-bathroom fully furnished home located in the highly desirable Veranda Palms community! This exceptional property is the perfect opportunity for a primary residence or vacation home. Designed with comfort and functionality in mind, the h...

Stunning 14-bedroom, 11-bathroom corner villa in the heart of Kissimmee! Fully furnished and turnkey, this property features a private pool and spa, 16 Smart TVs, and an expansive open living area with tile floors, large windows overlooking the covered lanai, and a modern dining space with contem...

Reunion Resort Escape: 9BR Whitemarsh Cove Villa—Pool, Theater, & Disney Thrills! To all Investors —welcome to 7638 Whitemarsh Way, your slice of paradise in gated Whitemarsh Cove at Reunion Resort. Nine bedrooms, ten baths, bright open floor plan and vibes—massive living space, chef’s kitch...

Kick back and embrace the laid-back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot Head Place. Wrapped in carefree Key West charm, this home delivers sun-splashed interiors, coastal hues, and a relaxed, barefoot-friendly layout that...

One or more photo(s) has been virtually staged. Come see this rare David Weekley Richmond Model home located in the picturesque town of Celebration, Florida. This spacious home welcomes you onto a charming front porch, built for friends, family, and neighbors to visit as they enjoy a sip of lemon...

Experience luxury and performance in this stunning Reunion Resort home located on one of the community’s deepest lots with panoramic views of the Jack Nicklaus Golf Course. This property stands out as a high-producing short-term rental with strong financial performance and an active Reunion Resor...

One or more photo(s) has been virtually staged. Welcome to your dream Oasis!! This exceptional custom home built in 2020, has been designed with every comfort and convenience in mind. Located on a 5-acre lot in the desirable Happy Trails community, you will be impressed from your first glimpse of...

This 2022-built residence offers a rare scale of 12 bedrooms and 11.5 bathrooms , spanning 4,831 square feet of heated living space. Located in a gated community with short-term rental eligibility , the property features a pond-view lot with a private heated gunite pool and integrated spa.The int...

**7 Bedrooms | 8.5 Bathrooms | Lakefront Living at Its Finest** Welcome to your dream home on the lake! This stunning 7-bedroom, 8.5-bathroom house just hit the market and it's everything you've been looking for. Sitting right on the water, you'll enjoy gorgeous sunsets from your backyard ever...

Welcome to 308 Southfield Street, a show-stopping luxury vacation estate located inside the exclusive Encore Resort at Reunion — one of Central Florida’s most sought-after short-term rental communities. Built in 2020 and spanning an impressive 6,351 square feet, this fully furnished 13-bedroom, 1...

This 2022-built residence offers a rare scale of 12 bedrooms and 11.5 bathrooms , spanning 4,831 square feet of heated living space. Located in a gated community with short-term rental eligibility , the property features a pond-view lot with a private heated gunite pool and integrated spa.The int...

Under contract-accepting backup offers. ***NOW OFFERING CREDIT FOR RATE BUYDOWN OR CLOSING COSTS***- SOLD FULLY FURNISHED!! Discover modern elegance and refined luxury in this custom 2021 estate, nestled in the exclusive, lakefront community of Bellalago. Spanning 4,895 sq ft, this 7-bedroom, 5-b...

Under contract-accepting backup offers. PONTOON BOAT NOW INCLUDED! Welcome home to your private water front tropical paradise in guard gated Bellalago with access to Lake Tohopekaliga of the famed Kissimmee chain of lakes including East Lake Toho, & Lakes Cypress & Kissimmee. From the minute you ...

Experience luxury, space, and unforgettable entertainment in this stunning home located in Solara Resort. Perfectly designed for family enjoyment or a high-performing short-term rental, this residence blends elegant style with immersive fun. A grand foyer opens to a spacious open-concept layout i...

Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Exquisite Luxury Residence in Celebration's Coveted Island Village. Perfectly positioned on a premium corner lot, this meticulously maintained lux...

Style + Income Opportunity. This 7-bedroom 2025 home in Solara Resort is fully furnished and ready to generate income from day one. Designed for short-term rentals, with an open floor plan, modern kitchen, and private pool with barbecue, modern and new decor, it will truly be excellent for use an...

Discover the ultimate in luxury living and investment at this fully furnished 11-bedroom, 10.5-bathroom vacation home located in the amazing Encore at Reunion Resort, just minutes from Walt Disney World. This stunning residence features a gourmet kitchen with premium appliances, spacious open-...