Rolling Oaks Homes with Gated Community - Guard Community Features

Rolling Oaks Homes with Gated Community - Guard Community Features

Welcome to Rolling Oaks, a serene and inviting subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community offers the perfect blend of luxury and comfort, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat from the bustling city life.

Rolling Oaks is a gated community, providing residents with an added layer of security and peace of mind. With a dedicated guard on duty, you can enjoy your surroundings knowing that safety is a top priority. The meticulously maintained grounds and beautifully landscaped entryways create an inviting atmosphere that welcomes you home.

The homes in Rolling Oaks are designed with elegance and functionality in mind, featuring spacious layouts, modern amenities, and high-quality finishes. Whether you're looking for a cozy single-family home or a more expansive property, this subdivision has something to meet your needs. Many residences boast private backyards, perfect for outdoor gatherings, gardening, or simply enjoying the Florida sunshine.

Community amenities enhance the lifestyle at Rolling Oaks, with well-kept parks and recreational areas that encourage outdoor activities. Spend your weekends exploring nearby attractions, from the enchanting Walt Disney World to the vibrant shopping and dining options in downtown Kissimmee.

Experience the charm and tranquility of Rolling Oaks, where a secure, family-friendly environment meets the beauty of Central Florida living. Join this thriving community and make your dream home a reality!

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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