Rolling Oaks Homes with Pool Amenities

Rolling Oaks Homes with Pool Amenities

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the charming Osceola County. This serene community is a hidden gem, offering residents a perfect blend of tranquility and accessibility to the vibrant attractions that Central Florida is renowned for.

Rolling Oaks boasts a diverse array of beautifully designed homes, each exuding charm and warmth. One of the standout features of this community is the abundance of properties that come complete with inviting pool amenities. Imagine spending lazy afternoons lounging by your private pool, soaking up the Florida sun, or hosting delightful gatherings with family and friends in your own backyard oasis. The poolside lifestyle here is not just a luxury; it’s a way of life.

Beyond the individual homes, Rolling Oaks is surrounded by lush landscapes and scenic views, making it an ideal setting for outdoor enthusiasts. With nearby parks, walking trails, and recreational facilities, residents can enjoy an active lifestyle while staying connected to nature. Plus, the location offers easy access to major highways, shopping centers, dining options, and, of course, the world-famous attractions of Walt Disney World and Universal Studios, ensuring that adventure is always just around the corner.

Whether you’re a first-time homebuyer, looking to relocate, or seeking a vacation home, Rolling Oaks presents a unique opportunity to embrace the Florida lifestyle. Come discover the charm of Rolling Oaks and find your dream home with a pool that perfectly complements the sunny days of Kissimmee!

Newest Rolling Oaks Homes with Pool Amenities

8117 Surf Street, Kissimmee
$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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