Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features

Welcome to Rolling Oaks Phase 5, a charming subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This picturesque community is the perfect blend of modern living and serene surroundings, making it an ideal place for families, retirees, and everyone in between.

Rolling Oaks Phase 5 is characterized by its beautifully designed homes, each reflecting the unique tastes of its owners while adhering to community standards. With deed restrictions in place, residents enjoy a well-maintained neighborhood that exudes pride of ownership. These thoughtful guidelines ensure that the aesthetic integrity of the community is preserved, creating a welcoming atmosphere for all.

One of the standout features of Rolling Oaks is its lush landscaping and inviting green spaces. Residents can take advantage of walking trails, parks, and playgrounds, perfect for afternoon strolls or weekend picnics with family and friends. The community fosters a sense of belonging, with neighbors often coming together for events and gatherings.

Conveniently located, Rolling Oaks Phase 5 offers easy access to major highways, shopping centers, and dining options, ensuring that everything you need is just a short drive away. Whether you’re looking for a cozy family home or a peaceful retreat, Rolling Oaks Phase 5 is the ideal choice for those seeking a vibrant lifestyle in a beautifully maintained environment.

Discover the charm and community spirit of Rolling Oaks Phase 5—where your dream home awaits amidst the natural beauty of Kissimmee!

$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

Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features

Newest Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features