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 tranquility and convenience, making it an ideal haven for families, retirees, and everyone in between. Rolling Oaks is renowned for its beautifully designed homes, many of which feature private pools, allowing residents to enjoy the warm Florida sun right in their backyards.

As you stroll through the tree-lined streets of Rolling Oaks, you’ll be captivated by the stunning architecture and well-maintained landscapes that define this community. The homes here boast spacious layouts, modern amenities, and a variety of styles to suit diverse tastes. Whether you’re looking for a cozy family home or a luxurious retreat, Rolling Oaks has something for everyone.

One of the standout features of this community is its inviting pool-centric lifestyle. Imagine hosting summer barbecues by your own sparkling pool or enjoying peaceful evenings under the stars with friends and family. The pool area serves as a central hub for social gatherings, fostering a sense of camaraderie among neighbors.

In addition to the beautiful homes, Rolling Oaks is conveniently located near shopping, dining, and recreational activities. With easy access to major highways and attractions, residents can enjoy the best of both worlds—serenity at home and excitement just a short drive away.

Discover the charm of Rolling Oaks, where your dream home awaits, complete with the perfect poolside oasis!

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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