Rolling Oaks Homes with Pool Community Features

Welcome to Rolling Oaks, a charming subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This delightful community is designed for those who appreciate a blend of relaxation and recreation, making it the perfect place to call home.

Rolling Oaks boasts a variety of beautiful homes, many of which feature private pools that invite you to bask in the Florida sun. Imagine stepping out of your back door to your own oasis, where you can unwind after a long day or host unforgettable gatherings with family and friends. The allure of poolside living is just one of the many perks of residing in this vibrant community.

Beyond the stunning homes, Rolling Oaks is known for its family-friendly atmosphere and community-oriented vibe. Residents enjoy well-maintained common areas, lush landscapes, and an array of amenities that enhance the lifestyle here. Whether you’re taking a leisurely stroll through the tree-lined streets, enjoying a picnic in the park, or engaging in friendly conversations with your neighbors, Rolling Oaks fosters a sense of belonging.

Conveniently located near major highways, shopping centers, and recreational facilities, Rolling Oaks offers easy access to everything Kissimmee has to offer. From thrilling theme parks to serene natural landscapes, residents can experience the best of Florida living right at their doorstep.

If you’re searching for a community that combines comfort, convenience, and a touch of luxury, look no further than Rolling Oaks. Your dream home awaits in this idyllic subdivision, where every day feels like a vacation!

$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

Rolling Oaks Homes with Pool Community Features

Newest Rolling Oaks Homes with Pool Community Features