Rolling Oaks Ph 5 Homes with Maintenance Free Community Extras

Rolling Oaks Ph 5 Homes with Maintenance Free Community Extras

Welcome to Rolling Oaks Phase 5, a serene and inviting subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This charming community is designed for those who seek a perfect blend of comfort, convenience, and a touch of nature, making it an ideal place to call home.

Rolling Oaks Phase 5 boasts an array of beautifully crafted homes that cater to various lifestyles and preferences. Each residence is thoughtfully designed with modern finishes and spacious layouts, ensuring that every family can find their perfect sanctuary. One of the standout features of this community is the maintenance-free living it offers. Residents can enjoy the luxury of a hassle-free lifestyle, as the community takes care of all exterior maintenance, allowing you to spend more time enjoying the beautiful Florida sunshine and the vibrant neighborhood.

In addition to the maintenance-free extras, Rolling Oaks is strategically located near an array of amenities. From shopping centers, dining options, and recreational parks to top-rated schools, everything you need is just a stone's throw away. For those who crave adventure, the community's proximity to Orlando's world-famous attractions, including theme parks and entertainment venues, provides endless opportunities for fun and excitement.

Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Rolling Oaks Phase 5 offers a welcoming atmosphere and a community spirit that is hard to find elsewhere. Come discover your dream home in this enchanting subdivision, where comfort and convenience meet the beauty of Florida living!

Newest Rolling Oaks Ph 5 Homes with Maintenance Free Community Extras

$1,349,000
8 Beds 9 Baths Rolling Oaks Ph 5 SubDv. 34747 Zip Code
JUST REDUCED $50,000! NOW IS THE TIME! Kick back and embrace the laid-back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot Head Place. Wrapped in carefree Key West charm, this home delivers sun-splashed interiors, coastal hues, and a relaxed, barefoot-friendly layout that makes every day feel like vacation. Out back, your private pool and spa overlook tranquil water views, creating the ultimate setting for lazy mornings, afternoon floats, and sunset cocktails with a soundtrack of good vibes (NEW POOL HEATER FEB 2026). The open living spaces flow effortlessly for easy entertaining, while spacious bedrooms provide a calm, salt-air escape after long days of fun and sun. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, including the highly anticipated Universal Epic Universe, and SeaWorld Orlando, this home offers the best of both worlds—action-packed adventures by day and laid-back island living by night. Whether you’re chasing thrills, fireworks, or unforgettable family memories, you’ll love coming home to your own private oasis where the pace slows, the music softens, and relaxation takes center stage. Designed for both personal enjoyment and short-term rental success, this home captures the essence of island living with a splash of luxury. Just steps from resort amenities, dining, and entertainment, it’s a place where worries drift away, flip-flops are the dress code, and life moves at a perfectly unhurried pace. Multiple tropical pools with cabanas, lounging areas, and full food & beverage service. Island-inspired restaurants, poolside bars, and casual spots all within walking distance. The St. Somewhere Spa offers massages, facials, body treatments, and salon services. Find your latitude, adjust your attitude, and come home to a true five-o’clock-somewhere lifestyle—complete with lake views, poolside living, and pure Margaritaville Magic! Sale is contingent upon Buyer entering into a property management agreement with Vstays Property Management and assuming and honoring all existing future reservations/bookings.

3052 Parrot Head Place, Kissimmee

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