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 that perfectly blends the tranquility of suburban living with the excitement of nearby attractions. Rolling Oaks is renowned for its stunning homes that showcase the delightful Key West architectural style, characterized by vibrant colors, spacious porches, and lush landscaping. These homes exude a relaxed coastal vibe, inviting you to unwind and enjoy the beauty of Florida living.

As you stroll through the tree-lined streets of Rolling Oaks, you'll be captivated by the unique charm of each residence. The Key West style homes are designed with open floor plans, high ceilings, and large windows that allow natural light to flood in, creating a warm and welcoming atmosphere. Many of these homes feature inviting outdoor spaces, perfect for entertaining or enjoying a peaceful evening under the stars.

Residents of Rolling Oaks benefit from a tight-knit community atmosphere, with friendly neighbors and a variety of amenities at your fingertips. Enjoy leisurely walks in the nearby parks, or take a short drive to the world-renowned attractions of Orlando, including theme parks, shopping centers, and dining options that cater to every taste.

Whether you're seeking a permanent residence or a vacation home, Rolling Oaks offers an idyllic lifestyle that captures the essence of Florida. Discover your dream home in this enchanting subdivision, where the laid-back charm of Key West architecture meets the vibrant spirit of Kissimmee. Welcome to your new beginning in Rolling Oaks!

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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