Rolling Oaks Ph 5 Homes with Restaurant Community Features

Rolling Oaks Ph 5 Homes with Restaurant Community Features

Welcome to Rolling Oaks Phase 5, a vibrant and inviting subdivision nestled in the heart of Kissimmee, Florida, within the charming Osceola County. This community offers an exceptional blend of serene living and modern convenience, making it the perfect place to call home.

Rolling Oaks Phase 5 is characterized by its beautifully designed homes that cater to a variety of lifestyles. Whether you’re a growing family, a first-time homebuyer, or looking to downsize, you will find a home that suits your needs. The architecture is a delightful mix of contemporary and traditional styles, providing a warm and welcoming atmosphere throughout the neighborhood.

One of the standout features of Rolling Oaks Phase 5 is its community-oriented approach. Residents enjoy access to a range of amenities, including beautifully landscaped parks, walking trails, and recreational facilities that encourage an active lifestyle. But what truly sets this subdivision apart is its proximity to a variety of dining options. The community is home to several delightful restaurants, offering everything from casual bites to fine dining experiences. This makes it easy for residents to enjoy a night out without having to travel far from home.

Living in Rolling Oaks Phase 5 means embracing a lifestyle of convenience, comfort, and community. With easy access to major highways, shopping centers, and entertainment options, you’ll find that everything you need is just a stone’s throw away. Explore the charm of Kissimmee and discover why Rolling Oaks Phase 5 is the perfect place to create lasting memories with family and friends. Come home to Rolling Oaks, where community meets comfort!

Newest Rolling Oaks Ph 5 Homes with Restaurant Community Features

2 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code

FULLY FURNISHED AND IMMACULATE!!! This Margaritaville Resort beauty is amazing and has the Ethan Allen Furniture Package. Your back patio has a PERSONAL HOT TUB. With 2-bedrooms, 2.5-baths, it is the perfect blend of luxury, comfort, and unforgettable full-time or vacation living. iIT HAS NEVER BEEN RENTED!! Inside you'll find an inviting open-concept floor plan with upgrades throughout, including wood-look ceramic tile flooring, over- and under-cabinet lighting, and custom backsplash and island kickplate tiling in the kitchen. The open living area has in-ceiling speakers, a Klipsch soundbar, Samsung Frame TV, and a queen sleeper sofa for extra guests. Each of the two spacious bedrooms has a large flat screen TV and its own private ensuite bathroom, providing comfort and privacy for owners and guests alike. The primary suite has a walk-in closet and its own balcony for morning views and coffee, and the second bedroom also has its very own balcony as well, making it the perfect place to unwind while enjoying breathtaking views. Your back patio is designed for ultimate outdoor living. You can enjoy the tranquil park views or relax in your very own hot tub. Your patio area is ideal for entertaining or relaxing after a day at work or the fun day at the parks with a patio table, chairs and sun loungers, giving you endless possibilities to create your own private oasis. Whether you’re looking for a luxury vacation home, investment property, or a personal retreat, this rare offering delivers the best resort-style living just minutes from world-class attractions, dining, and entertainment. Sunset Walk is located within the resort and is filled with a ton of restaurants, a movie theater, live entertainment, and more. The resort also has H20 Waterpark and a ton of retail which is ALL walkable from this home. HOA and The Fins Up Club cover daily trash removal, internet, cable, phone, pest control, landscaping, free resort shuttle, shuttle to parks, resort pools, and fitness center.

3009 Sea Plane Lane, Kissimmee

1 Beds ⋅ 1 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code

LOCATION! LOCATION! LOCATION! This spectacular, FULLY FURNISHED home is not only centrally located and with in 20 mins of all Disney Parks, but it is also perfectly located within the resort, just feet away from the amenitities including the pool, spa abd fitness center. It features tile flooring and ceiling fans throughout. It is a 1 story, 1 bedroom and 1 bath fully furnished cottage, beautifully themed, bright and colorfully decorated. The kitchen opens seamlessly to the main living area, making it perfect for entertaining or vacation hosting. The back patio includes a table and 4 chairs as well as 2 sun loungers, Margaritaville is a pet-friendly community, which also features Barkaritaville, a great dog park. The monthly HOA covers high-speed internet, cable, phone, daily doorstep garbage pickup, professional landscaping, and pest control. The Fins UP Beach Club gives you access to enjoy full access to world-class resort amenities including 7 resort pools, a fitness center/gym, an internal resort shuttle, and free transportation shuttles directly to the local theme parks. This unique resort setup is highly walkable, situated just steps from Island H2O Water Park and Sunset Walk’s vibrant mix of restaurants, bars, live music, Target, Ulta and more. Centrally located with lightning-fast access to Disney, Universal, SeaWorld, and Gatorland, this property is a premier choice for a primary residence, second home, or lucrative vacation investment.

3054 Pirate Way, Kissimmee

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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Corey Lott

As a Native Floridian, and with 23 years of experience in Real Estate sales, 13 Years as a Broker, I pride myself in consistently providing exemplary services that I provide my clients. I guide you through the process of selling or buying your NextHome, and make that experience a positive outcome that helps you reach your goals! When you hire me, I am your confidant, your trusted partner, leading you through the sale or purchase of your NextHome with diligence, care, and persistence, as your advocate throughout the transaction and for years to come! I am a Florida Native, a career educator, a Master’s Degree in Leadership, and a Seasoned Real Estate Broker for over 20 years. Coverage Area includes all of Central Florida, Palm Beach, Broward, St. Lucie, Martin, as well as Miami-Dade. My brokerage is a member of Orlando Regional Realtor Associations covering 19 counties, Lake-Sumter, and Beaches MLS.

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Eric Stalnaker - Realtor

Eric-Stalnaker

I’m here to make your real estate journey not just smooth, but truly rewarding. Whether you’re buying your first home, upgrading, or investing, you deserve an agent who leads with honesty, patience, and care—and that’s exactly what I bring to the table. As a retired elementary school teacher, I know the value of trust, courtesy, and commitment. Just as I once guided my students with dedication, I now guide my clients with that same steady hand—always taking the time to listen, explain, and go the extra mile. With me, you’ll never feel rushed or pressured. Instead, you’ll have a trustworthy partner who ensures you’re informed and confident every step of the way. From navigating the market to negotiating the best deals, I’ll always put your needs first—and our relationship will never end at the closing table. Let’s build more than a transaction. Let’s build a partnership rooted in trust and care. I’d be honored to help you find your place to call home—reach out today, and let’s begin this exciting journey together.

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Shannon Bass

Looking for an agent who is both committed to your needs and capable of delivering results? Your search ends here - I am a full-time agent who provides top-notch service. With a strong work ethic and a focus on my clients' best interests, I work alongside a team of skilled professionals who know how to get the job done. As a NextHome agent, I prioritize #humansoverhouses and am excited to demonstrate my abilities to you.I am passionate about real estate for a variety of reasons! The excitement of buying or selling a property, the challenge of negotiating deals, the opportunity to help people find their dream homes or investments, and the satisfaction of seeing a project through from start to finish in a constantly changing and dynamic industry are just a few!I serve the Central Florida area specializing in Lake, Sumter, Marion, and Citrus counties. I live in Grand Island, Florida and enjoy helping my friends and neighbors find their next home, first home, or sell their current home! Not ready to buy? I can also help you find a rental!

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