Rolling Oaks Homes with Gated Community - No Guard Community Features

Rolling Oaks Homes with Gated Community - No Guard Community Features

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the charming Osceola County. This vibrant community is a hidden gem, offering a perfect blend of tranquility and convenience, ideal for families, retirees, and everyone in between.

Rolling Oaks is a gated community that boasts an inviting atmosphere, providing residents with both privacy and peace of mind. Although it is a no-guard gated community, the serene environment ensures that you can enjoy the beauty of nature while feeling secure in your surroundings. The lush landscaping, mature trees, and well-maintained common areas create a warm and welcoming ambiance that is hard to resist.

The homes in Rolling Oaks are designed with comfort and style in mind. Ranging from cozy single-family residences to spacious family homes, each property reflects a commitment to quality and craftsmanship. With a variety of architectural styles and layouts, you are sure to find the perfect fit for your lifestyle. Many homes feature modern amenities, open floor plans, and beautiful outdoor spaces, making them ideal for entertaining or simply unwinding after a long day.

Residents of Rolling Oaks enjoy easy access to nearby shopping, dining, and recreational opportunities. With Kissimmee's attractions, parks, and vibrant community events just a stone's throw away, you'll never run out of things to do. Whether you’re taking a stroll through the neighborhood or exploring the local hotspots, Rolling Oaks offers a lifestyle that is both enriching and fulfilling.

Come discover the charm of Rolling Oaks, where your dream home awaits!

Newest Rolling Oaks Homes with Gated Community - No Guard Community Features

$615,000
3 Beds 2 Baths Rolling Oaks SubDv. 34747 Zip Code
**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