Rolling Oaks Homes with Key West Architectural style

Rolling Oaks Homes with Key West Architectural style

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community is a hidden gem, offering a serene escape while being just moments away from the excitement of Orlando’s attractions. The lush landscapes and friendly atmosphere make Rolling Oaks an ideal place for families, retirees, and everyone in between.

One of the standout features of Rolling Oaks is its stunning homes, many of which embody the enchanting Key West architectural style. These residences are characterized by their vibrant colors, spacious porches, and charming metal roofs, creating a tropical ambiance that instantly transports you to the sunny shores of the Florida Keys. The open floor plans and abundant natural light in these homes enhance the welcoming feel, making them perfect for both entertaining and everyday living.

Residents of Rolling Oaks enjoy a close-knit community with access to beautiful parks, recreational facilities, and a variety of shopping and dining options nearby. The area is also known for its excellent schools, making it an attractive choice for families looking to settle down.

Whether you're seeking a vacation home or a permanent residence, Rolling Oaks offers a unique blend of tranquility and convenience, all wrapped in the delightful charm of Key West architecture. Come explore the possibilities that await you in this lovely Kissimmee community—your dream home is just around the corner!

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

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