Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features

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 beautiful Osceola County. This vibrant community offers an ideal blend of comfort, convenience, and a touch of nature, making it the perfect setting for families, retirees, and everyone in between.

Rolling Oaks Phase 5 is known for its inviting atmosphere and well-maintained homes, all governed by thoughtful deed restrictions that ensure a harmonious living environment. These guidelines help maintain the aesthetic appeal of the neighborhood, allowing residents to enjoy a picturesque setting with beautifully landscaped yards and charming architectural designs.

As you explore this delightful community, you’ll find a variety of homes that cater to different lifestyles and preferences. Whether you’re searching for a cozy single-family home or a spacious residence for a growing family, Rolling Oaks Phase 5 has something for everyone. The community is designed with families in mind, featuring ample green spaces, parks, and walking trails that encourage outdoor activities and foster a sense of community.

In addition to its scenic beauty, Rolling Oaks Phase 5 boasts a prime location, providing easy access to local amenities, shopping centers, and top-rated schools. Residents enjoy the convenience of nearby dining options and entertainment venues, while the stunning natural landscapes of Central Florida are just a stone's throw away.

Come discover the charm of Rolling Oaks Phase 5, where community spirit and comfortable living create an exceptional quality of life. Your dream home awaits in this captivating Kissimmee neighborhood!

Newest Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features

$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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