Rolling Oaks Homes with Gated Community - Guard Community Features

Rolling Oaks Homes with Gated Community - Guard Community Features

Welcome to Rolling Oaks, an enchanting subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community offers an idyllic blend of comfort, security, and convenience, making it the perfect place to call home.

Rolling Oaks is a gated community, providing residents with peace of mind and a sense of exclusivity. With a dedicated guard at the entrance, you can rest assured that your safety is a top priority. This secure environment fosters a welcoming neighborhood atmosphere, where families can thrive and neighbors become friends.

The homes in Rolling Oaks are designed with modern living in mind, featuring a variety of architectural styles and spacious floor plans that cater to diverse lifestyles. Whether you're seeking a cozy family home or an elegant retreat, you'll find a perfect match among the stunning properties available. Many homes boast inviting outdoor spaces, ideal for entertaining or simply enjoying the beautiful Florida sunshine.

As a resident of Rolling Oaks, you’ll have easy access to an array of amenities and attractions. Enjoy the nearby shopping, dining, and entertainment options that Kissimmee has to offer, including the world-renowned theme parks that are just a short drive away. Outdoor enthusiasts will appreciate the proximity to lush parks and recreational areas, perfect for weekend adventures.

Experience the charm and security of Rolling Oaks, where community spirit thrives and every day feels like a vacation. Discover your dream home today in this captivating Kissimmee neighborhood!

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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