Rolling Oaks Homes with Gated Community - Guard Community Features

Rolling Oaks Homes with Gated Community - Guard Community Features

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the beautiful Osceola County. This tranquil community offers a perfect blend of suburban charm and modern convenience, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle.

Rolling Oaks is a gated community, providing residents with an added layer of security and peace of mind. With 24-hour guard access, you can enjoy the comfort of knowing that your home is protected while you relax and enjoy all that this vibrant neighborhood has to offer. The lush landscaping and well-maintained common areas create an inviting atmosphere that welcomes you home.

The homes in Rolling Oaks boast a variety of architectural styles and sizes, catering to diverse tastes and lifestyles. Whether you're looking for a cozy single-family home or a spacious residence for a growing family, you'll find an array of options to suit your needs. Many homes feature modern amenities, open floor plans, and beautiful outdoor spaces, perfect for entertaining or enjoying the warm Florida sunshine.

Beyond the gates, residents of Rolling Oaks can take advantage of the nearby attractions that Kissimmee is known for. From world-class dining and shopping to recreational parks and thrilling theme parks, there’s something for everyone just a short drive away.

Experience the charm of Rolling Oaks, where community, security, and convenience come together to create the perfect place to call home. Discover your dream home in this enchanting subdivision today!

Newest Rolling Oaks Homes with Gated Community - 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

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