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 vibrant Osceola County. This charming community is not just a place to live; it’s a lifestyle choice that embraces the beauty of Florida’s natural landscape while offering modern conveniences and a warm, welcoming atmosphere.

Rolling Oaks is known for its stunning homes that blend contemporary designs with classic Florida architecture. Each residence is thoughtfully crafted, featuring spacious floor plans, lush landscaping, and, most notably, private pool amenities that invite you to bask in the sunshine year-round. Imagine stepping out into your own backyard oasis where you can unwind in the sparkling waters of your pool, host family gatherings, or simply enjoy a serene evening under the stars.

The subdivision is conveniently located near an array of local attractions, shopping centers, and dining options, making it easy to enjoy the best that Kissimmee has to offer. Whether you’re exploring the enchanting theme parks, indulging in retail therapy, or savoring delicious cuisine at local eateries, you’ll find that Rolling Oaks provides the perfect balance of tranquility and accessibility.

With a strong sense of community and a variety of amenities, Rolling Oaks is an ideal place for families, retirees, and everyone in between. If you’re looking for a home that offers both comfort and leisure, complete with your own private pool, look no further than Rolling Oaks – where your dream Florida lifestyle awaits!

Newest Rolling Oaks Homes with Pool Amenities

$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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