Rolling Oaks Homes with Key West Architectural style

Rolling Oaks Homes with Key West Architectural style

Welcome to Rolling Oaks, a charming subdivision nestled in the heart of Kissimmee, Florida, within the scenic Osceola County. This picturesque community offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

Rolling Oaks is known for its stunning homes that embody the delightful Key West architectural style. With their vibrant colors, inviting porches, and elegant metal roofs, these residences exude a warm, coastal charm that transports you to a tropical paradise. Imagine sipping your morning coffee on a spacious front porch, surrounded by lush landscaping and the gentle sound of palm fronds swaying in the breeze.

The subdivision is designed with a sense of community in mind, featuring well-maintained streets, friendly neighbors, and ample green spaces for outdoor activities. Families will appreciate the proximity to excellent schools, parks, and recreational facilities, while those seeking adventure will find themselves just a short drive away from the world-renowned attractions of Orlando, including theme parks, shopping, and dining.

Rolling Oaks is not just a place to live; it's a lifestyle. Whether you're looking for a cozy retreat or a vibrant community atmosphere, this subdivision offers the best of both worlds. Experience the beauty and warmth of Key West-style living right here in Kissimmee, where your dream home awaits amidst the enchanting landscapes of Florida. Come and discover why Rolling Oaks is the perfect place to call home!

Newest Rolling Oaks Homes with Key West Architectural style

$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

Start Your Search