Rolling Oaks Homes with Clubhouse Community Features

Rolling Oaks Homes with Clubhouse Community Features

Welcome to Rolling Oaks, a charming subdivision located in Kissimmee, FL. This peaceful community is nestled in the heart of Osceola County, offering residents a serene and picturesque setting to call home.

Rolling Oaks is a hidden gem in Kissimmee, known for its well-maintained homes and lush greenery. The neighborhood boasts a variety of property types, including single-family homes and townhouses, ensuring there is something for everyone in this lovely community.

One of the standout features of Rolling Oaks is its clubhouse community, providing residents with access to exclusive amenities and social gatherings. Whether you're looking to relax by the pool, stay active in the fitness center, or host events in the clubhouse, this community has it all.

Living in Rolling Oaks means enjoying a peaceful lifestyle while still being close to all the conveniences and attractions that Kissimmee has to offer. From shopping and dining to entertainment and outdoor recreation, residents of Rolling Oaks have everything they need right at their fingertips.

If you're looking for a welcoming community with a true sense of belonging, look no further than Rolling Oaks in Kissimmee, FL. Come discover the beauty and tranquility of this lovely subdivision and find your perfect home in this idyllic neighborhood.

Newest Rolling Oaks Homes with Clubhouse Community Features

$615,000
3 Beds 2 Baths Rolling Oaks SubDv. 34747 Zip Code O6421843 MLS Active Status
**Rare waterfront cottage in Margaritaville Resort Orlando!** One of the few cottages in the community with a premium direct waterfront location, this beautiful 3-bedroom, 2-bath home offers breathtaking water views from both private balconies and a lifestyle unlike any other. **Unlike heavily rented vacation homes, this residence has been privately enjoyed and carefully maintained**, giving it a like-new feel without the wear and tear often associated with short-term rental properties. Whether you're looking for a primary residence, vacation home, or investment property, this home is eligible for short-term rentals and can easily be placed into the resort's rental program if desired. Inside, you'll find numerous upgrades, including tile flooring throughout, an open-concept floor plan, a durable metal roof, quartz countertops, stainless steel appliances, and beautifully designed living spaces that are both stylish and functional. The thoughtfully selected coastal décor perfectly complements the home's character and inviting atmosphere. The spacious kitchen opens seamlessly to the living and dining areas, creating the perfect space for entertaining family and friends. One of the home's most desirable features is its two private waterfront balconies—one on each level—where you can enjoy peaceful water views, your morning coffee, or spectacular Florida sunsets. Margaritaville Resort Orlando offers an exceptional resort lifestyle with multiple resort pools, a fitness center, live entertainment, shopping, dining, Island H2O Water Park, and the vibrant Promenade at Sunset Walk featuring restaurants, bars, boutiques, and year-round entertainment. Located just minutes from Walt Disney World and Orlando's other world-famous attractions, this rare waterfront property offers an outstanding opportunity as a primary residence, second home, or income-producing investment.

8117 Surf Street, Kissimmee

Start Your Search
board logo

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,