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 offers a perfect blend of comfort, style, and convenience, making it an ideal choice for families and individuals alike who seek a serene yet engaging 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 basking in the Florida sunshine, hosting summer barbecues, or enjoying peaceful evenings by the water—all within the comfort of your own home. The poolside lifestyle here is not just a luxury; it’s a way of life that promotes relaxation and outdoor enjoyment.

The community itself is thoughtfully designed, boasting beautifully landscaped streets and a friendly atmosphere. Residents can take advantage of nearby parks and recreational facilities, perfect for afternoon strolls or weekend picnics. The proximity to local schools, shopping centers, and dining options ensures that everything you need is just a short drive away, making life in Rolling Oaks as convenient as it is enjoyable.

With its combination of inviting homes, community spirit, and leisure amenities, Rolling Oaks is more than just a place to live; it’s a place to thrive. Whether you’re diving into your private pool or exploring the vibrant local culture, you’ll find that Rolling Oaks is truly a hidden gem in Kissimmee. Discover the charm and warmth of this exceptional community—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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