Rolling Oaks Homes with Gated Community - Guard Community Features

Rolling Oaks Homes with Gated Community - Guard Community Features

Welcome to Rolling Oaks, an exquisite gated community nestled in the heart of Kissimmee, Florida, within the beautiful Osceola County. This charming subdivision is a perfect blend of elegance, security, and community spirit, making it an ideal place for families, retirees, and everyone in between.

Rolling Oaks is renowned for its stunning homes, each designed with attention to detail and modern living in mind. The community features a diverse range of architectural styles, from contemporary to classic designs, ensuring there’s a perfect fit for every taste. With spacious layouts, lush landscaping, and serene surroundings, residents enjoy a peaceful lifestyle while being just minutes away from the vibrant attractions of Kissimmee.

One of the standout features of Rolling Oaks is its gated access, providing residents with peace of mind and a strong sense of security. The community is monitored by a dedicated guard, ensuring that your home and loved ones are safe. This commitment to safety allows residents to fully embrace the community’s amenities, including walking trails, parks, and recreational areas, perfect for family gatherings and outdoor activities.

Rolling Oaks is also conveniently located near shopping, dining, and entertainment options, making it easy to enjoy everything Kissimmee has to offer. Whether you’re exploring the nearby theme parks or enjoying a quiet evening in your backyard, Rolling Oaks is a sanctuary that combines luxury living with the warmth of a close-knit community.

Discover your dream home in Rolling Oaks, where comfort, safety, and community come together in perfect harmony. Welcome home!

Newest Rolling Oaks Homes with Gated Community - Guard 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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