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 scenic Osceola County. This charming community offers a perfect blend of tranquility and modern living, making it an ideal haven for families, retirees, and anyone seeking a serene lifestyle just moments away from the vibrant attractions of Central Florida.

Rolling Oaks is a gated community, ensuring peace of mind for its residents with 24/7 guard access. As you enter this exclusive enclave, you’ll be greeted by beautifully landscaped grounds and a welcoming atmosphere that fosters a strong sense of community. The homes here are thoughtfully designed, featuring spacious layouts, modern amenities, and elegant finishes that cater to diverse tastes and lifestyles.

Residents of Rolling Oaks enjoy access to a range of community features, including lush parks, walking trails, and recreational facilities, perfect for outdoor enthusiasts and families alike. The community's strategic location allows for easy access to major highways, making commutes to nearby attractions like Walt Disney World, Universal Studios, and downtown Kissimmee a breeze.

With its combination of safety, community spirit, and proximity to some of Florida's most beloved destinations, Rolling Oaks is more than just a neighborhood; it’s a lifestyle. Whether you are looking to settle down or invest in a vacation home, Rolling Oaks awaits with open arms, ready to welcome you to your new sanctuary in sunny Florida. Come experience the charm and warmth of Rolling Oaks 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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