Rolling Oaks Homes with Gated Amenities

Rolling Oaks Homes with Gated Amenities

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and anyone seeking a serene lifestyle close to the excitement of Orlando.

Rolling Oaks is renowned for its beautifully designed homes, each reflecting a commitment to quality and comfort. With a variety of architectural styles, prospective homeowners can find the perfect fit for their tastes and needs. The subdivision boasts an array of spacious floor plans, ensuring ample room for family gatherings and entertaining friends.

One of the standout features of Rolling Oaks is its gated amenities, providing residents with peace of mind and a sense of security. The gated entrance adds an extra layer of privacy, allowing you to enjoy the serene surroundings without worry. Inside the community, you’ll discover lush landscaping, well-maintained common areas, and inviting recreational facilities, perfect for leisurely strolls or weekend barbecues with neighbors.

Living in Rolling Oaks means you’re just a stone’s throw away from the vibrant attractions of Kissimmee, including shopping, dining, and outdoor activities. Plus, the proximity to major highways makes commuting to Orlando’s world-famous theme parks and entertainment options a breeze.

Discover the charm of Rolling Oaks, where your dream home awaits in a community that feels like a retreat. Experience the perfect blend of comfort, security, and convenience in this delightful Kissimmee neighborhood. Welcome home!

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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