Properties For Sale in Kissimmee

Bear’s Den: Exclusive 10-Bedroom Investment in Reunion Resort Discover an unrivaled investment opportunity in Reunion Resort’s coveted Bear’s Den community. This custom-designed, ten-bedroom residence blends luxurious design, versatile layout, and premium amenities, making it an exceptional ch...

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...

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 forever stays or maybe just a long we...

REUNION RESORT MEMBERHIP PROPERTY. Luxury, Lifestyle and Legacy are just a few of the reasons why so many choose to own and enjoy the area’s most sought after community, Reunion Resort. Now imagine combining the Lure of Reunion and the Exclusivity of the “Community within the Community” the Bea...

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...

Experience modern luxury in this stunning 6-bedroom, 6.5-bathroom home, ideally situated in the exclusive Bear’s Den Club at Reunion Resort. Designed to accommodate up to 14 guests, this residence offers an expansive open-concept living and dining area with a fully equipped kitchen and breakfast ...

In the exclusive Bear’s Den community at Reunion Resort, this luxury Montecito floor plan residence offers an exceptional combination of refined design and strong vacation rental appeal. On a desirable corner lot, the home showcases elegant architectural details, a paver driveway, manicured lands...

This is a GREAT OPPORTUNITY to step into the Bear's Den in a FULLY FURNISHED residential home. It features 6 BR's that are spacious and offer En Suites in all bedrooms and either tile or Luxury Vinyl flooring throughout. The home features a finished MOVIE THEATER as well as Upstairs and Downsta...

WOW! Fun In Paradise Awaits You in this Spectacular Spacious Cottage w/Private Pool & Spa at Margaritaville Resort Orlando! This model features 8 bedrooms all with their own private ensuite bath. The first floor features two bedrooms a gourmet, fully-equipped kitchen with quartz countertops,...

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...

'EASY BREEZY' Cottage on Margaritaville Resort Orlando's 'TROPHY ROW'! EXTREMELY RARE OPPORTUNITY TO OWN ONE of the LARGEST WATERFRONT COTTAGES WITH POOL and SPA Plus Your Very Own ELEVATOR ($40k Upgrade)! Home is FULLY HANDICAP ACCESSIBLE. 4131-A Model, 8 Bedrooms, 8 Full Bathrooms and 1 Half Ba...

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...

**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...

**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 every ...

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...

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...

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...

ENCORE AT REUNION | TURNKEY LUXURY VACATION ESTATE WITH PROVEN INCOME — Built in 2018 and zoned for short-term rentals, this exceptional fully furnished 12-bedroom, 12.5-bathroom estate offers over 6,351 square feet of refined living space in one of Central Florida’s most sought-after resort comm...

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...

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 ...

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...

One or more photo(s) has been virtually staged. !!REUNION RESORT AND GOLF CLUB MEMBERSHIP INCLUDED!! Step into a world where indulgence meets elegance, where every detail has been carefully curated to deliver the ultimate lifestyle experience. Welcome to your JUST BUILT BRAND-NEW, 6-BEDROOM, 6.5-...

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-...

Welcome to an exceptional luxury retreat in Solara Resort, designed for comfort, style, and unforgettable memories. This stunning 9-bedroom home comfortably accommodates up to 19 guests and offers an elegant open-concept layout just minutes from Disney and Orlando’s world-famous attractions. The ...