Rolling Oaks Homes with Gated Amenities

Rolling Oaks Homes with Gated Amenities

Welcome to Rolling Oaks, an enchanting subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This picturesque community is a hidden gem that perfectly blends tranquility with modern living, making it an ideal choice for families, retirees, and anyone seeking a serene lifestyle.

Rolling Oaks boasts a selection of beautifully designed homes that cater to various tastes and preferences. Each residence is thoughtfully constructed, featuring spacious layouts, modern finishes, and lush landscaping that enhances the overall curb appeal. Many homes in this subdivision come equipped with state-of-the-art amenities, ensuring that comfort and convenience are always at your fingertips.

One of the standout features of Rolling Oaks is its exclusive gated amenities. Residents enjoy the peace of mind that comes with living in a secure, gated community, where safety is a top priority. The community is designed to foster a sense of belonging, with well-maintained common areas that invite neighbors to connect and socialize. Whether you’re taking a leisurely stroll through the beautifully landscaped pathways or enjoying a sunny afternoon at the community park, Rolling Oaks offers a lifestyle that emphasizes both relaxation and community spirit.

Located just minutes away from shopping, dining, and entertainment options in Kissimmee, Rolling Oaks provides the perfect balance of seclusion and accessibility. With its beautiful homes and inviting atmosphere, this subdivision is a wonderful place to call home. Discover the charm of Rolling Oaks and experience the best of Florida living today!

Newest Rolling Oaks Homes with Gated 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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