Rolling Oaks Homes with Pool Community Features

Rolling Oaks Homes with Pool Community Features

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community is a hidden gem, offering a perfect blend of tranquility and modern living, making it an ideal place for families, retirees, and anyone looking to enjoy the Florida lifestyle.

Rolling Oaks is renowned for its stunning homes, many of which feature private pools, providing residents with a refreshing oasis right in their backyards. Imagine soaking up the sun on a warm Florida day, hosting barbecues with friends, or enjoying quiet evenings by the water—all just steps from your door. The spacious layouts and thoughtful designs of these homes ensure that you have ample space to relax and entertain.

The community itself is designed with convenience and comfort in mind. Residents of Rolling Oaks enjoy access to beautifully landscaped common areas, walking trails, and parks, perfect for leisurely strolls or family outings. The friendly neighborhood atmosphere fosters a sense of belonging, making it easy to meet neighbors and create lasting friendships.

Located just a short drive from the excitement of Orlando, Rolling Oaks offers the perfect balance of peaceful suburban living while being close to world-class attractions, shopping, and dining. With top-rated schools and easy access to major highways, this community is perfectly positioned for both work and play.

If you’re searching for a home that combines comfort, style, and a vibrant community spirit, look no further than Rolling Oaks in Kissimmee. Your dream home awaits!

Newest Rolling Oaks Homes with Pool 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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