Rolling Oaks Homes with Security Community Extras

Welcome to Rolling Oaks, a charming subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. Rolling Oaks offers an idyllic retreat for families and individuals seeking a blend of comfort, convenience, and community spirit. This picturesque neighborhood is characterized by its lush green landscapes, tree-lined streets, and beautifully designed homes that provide an inviting atmosphere for residents.

One of the standout features of Rolling Oaks is its commitment to safety and community well-being. With a dedicated security presence and gated access, residents can enjoy peace of mind knowing their homes and families are protected. This secure environment fosters a strong sense of community, where neighbors become friends and families can thrive.

The homes in Rolling Oaks are thoughtfully designed to cater to a variety of lifestyles. From spacious single-family residences to charming townhomes, there’s something for everyone. Many properties boast modern amenities, open floor plans, and private outdoor spaces perfect for entertaining or unwinding after a long day.

Residents of Rolling Oaks also benefit from a prime location, with easy access to local shopping, dining, and entertainment options. Plus, the proximity to major highways makes commuting to nearby attractions, including the magical Walt Disney World, a breeze.

Whether you’re looking for a starter home, a place to raise a family, or a serene retirement retreat, Rolling Oaks is a community that truly embodies the spirit of Florida living. Come and discover the warmth and charm of Rolling Oaks—your dream home awaits!

$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

Rolling Oaks Homes with Security Community Extras

Newest Rolling Oaks Homes with Security Community Extras