Rolling Oaks Homes with Key West Architectural style

Rolling Oaks Homes with Key West Architectural style

Welcome to Rolling Oaks, a captivating subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This charming community is a haven for those seeking a blend of tranquility and modern living, making it the perfect place to call home.

Rolling Oaks is renowned for its stunning Key West architectural style homes, which exude a vibrant coastal charm that is both inviting and timeless. These beautifully designed residences feature bright pastel colors, spacious porches, and lush landscaping, creating a picturesque setting that captures the essence of Florida living. With open floor plans and abundant natural light, each home is thoughtfully crafted to provide comfort and style, making them ideal for families, retirees, or anyone looking to embrace the laid-back lifestyle of Central Florida.

The subdivision is conveniently located near an array of amenities, including shopping centers, dining options, and recreational facilities, ensuring that residents have everything they need just moments away. Additionally, Rolling Oaks is in close proximity to the world-famous theme parks, offering endless entertainment and adventure for families and visitors alike.

Nature enthusiasts will appreciate the nearby parks and nature preserves, providing opportunities for hiking, biking, and enjoying the beautiful Florida weather. With a strong sense of community and friendly neighbors, Rolling Oaks is more than just a place to live; it’s a lifestyle choice.

Discover the enchanting lifestyle that awaits you in Rolling Oaks, where Key West charm meets the vibrant spirit of Kissimmee. Your dream home is just a visit away!

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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