Rolling Oaks Homes with Gated Community - No Guard Community Features

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

One of the standout features of Rolling Oaks is its gated community, providing residents with an added sense of security and privacy. The community boasts a no-guard entrance, making it convenient for residents to come and go while still enjoying the benefits of a gated neighborhood.

Homes in Rolling Oaks are designed with modern amenities and spacious layouts, perfect for families looking to settle down in a comfortable and welcoming environment. With true community features, residents can enjoy shared spaces and facilities that promote a sense of togetherness and belonging.

Living in Rolling Oaks offers the best of both worlds - a peaceful retreat from the hustle and bustle of city life, while still being conveniently located near all the amenities and attractions that Kissimmee has to offer. From top-rated schools to shopping and dining options, residents of Rolling Oaks have everything they need right at their fingertips.

Come and discover the beauty and charm of Rolling Oaks, where luxury living meets the warmth of a tight-knit community. Experience the best of Kissimmee living in this idyllic subdivision - your perfect place to call home.

Newest Rolling Oaks Homes with Gated Community - No Guard 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

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