Rolling Oaks Townhomes for Sale

Rolling Oaks Townhomes for Sale

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within beautiful Osceola County. This charming community is designed for those who appreciate a blend of tranquility and convenience, making it an ideal place to call home. With its lush greenery and serene surroundings, Rolling Oaks offers residents a peaceful retreat while being just minutes away from the vibrant attractions of Central Florida.

The townhomes for sale in Rolling Oaks are a perfect blend of modern design and comfortable living. Each unit boasts spacious floor plans, featuring open-concept layouts that seamlessly connect living, dining, and kitchen areas, ideal for both relaxation and entertaining. Large windows allow natural light to flood in, creating a warm and inviting atmosphere. Many townhomes also come equipped with contemporary finishes, private patios, and community amenities, ensuring that every resident enjoys a lifestyle of comfort and convenience.

Living in Rolling Oaks means you’re just a short drive from the world-renowned theme parks, shopping centers, and dining options that Kissimmee has to offer. Whether you’re exploring the magical realms of Walt Disney World or indulging in a shopping spree at local boutiques, you’ll find that everything you need is right at your fingertips.

With its perfect blend of community spirit and proximity to urban conveniences, Rolling Oaks is not just a place to live; it’s a place to thrive. Discover your dream townhome today and experience the enchanting lifestyle that awaits you in this delightful neighborhood!

Newest Rolling Oaks Townhomes for Sale

2971 Castaway Lane, Kissimmee
$360,000
3 Beds ⋅ 3 Baths ⋅ A12120779 MLS
Calling all investors: This unit is already generating income!! Turnkey, fully furnished 3BR/3 BA townhome in highly desirable Margaritaville Resort Orlando. Located just minutes from Disney, this property is already operating as a successful short-term rental with management in place or option to self-manage. Features include an open floor plan, 1 FULL BED & BATH on 1ST FLOOR, quartz countertops, tile flooring, and included linens, housewares, and decor. Resort amenities include multiple pools, fitness center, spa, restaurants, live music, water park, and free shuttles to theme parks. HOA covers cable, internet, landscaping, daily trash pickup, pest control, and 24/7 security. Ideal as an investment property, vacation home, or primary residence in one of Orlandos top resort communities. .

2971 Castaway Lane, Kissimmee
2910 Castaway Lane, Kissimmee
$299,900
3 Beds ⋅ 3 Baths ⋅ A12116572 MLS
Welcome to this beautifully appointed 3-bedroom, 3-bathroom villa in the highly desirable Margaritaville Resort Orlando, just minutes from Walt Disney World! Offering a sought-after floor plan, peaceful views of lush green space, and a prime location just a short stroll from the neighborhood pool, this charming villa perfectly combines comfort, style, and the relaxed Florida lifestyle. Step inside to discover a bright and airy interior featuring soaring ceilings, abundant natural light, and an inviting open-concept design ideal for both everyday living and entertaining. Expansive sliding glass doors seamlessly connect the spacious living and dining areas to a private outdoor patio, creating the perfect setting to unwind and enjoy Florida's beautiful weather. Thoughtfully selected finishes include elegant wood-look tile flooring, quartz countertops, beautiful wood staircases, and a stylish kitchen that opens effortlessly to the main living space. A private owner's closet offers additional convenience and secure storage. Whether you're searching for a full-time residence, a personal vacation getaway, or an income-producing investment, this versatile villa offers exceptional possibilities. The property is currently not enrolled in a rental program, yet short-term vacation rentals are permitted, giving future owners the flexibility to enjoy the property personally or take advantage of its vacation rental potential. Beyond the villa, discover the vibrant tropical atmosphere and exceptional amenities of Margaritaville Resort Orlando, one of Central Florida's most popular resort destinations. Inspired by the laid-back charm of island living, this gated community offers beautifully landscaped grounds, multiple resort-style swimming pools, restaurants, bars, a fitness center, a full-service spa, and scenic walking trails. Residents and guests can also enjoy nearby Sunset Walk, a lively entertainment district featuring an impressive selection of dining, shopping, live music, and year-round events. Island H2O Water Park adds another exciting recreational option just moments away. With beautifully maintained common areas, exterior and lawn maintenance services, and 24-hour gated security, ownership offers the convenience of a low-maintenance resort lifestyle. Ideally located near Walt Disney World, Universal Orlando, championship golf courses, premier shopping, and countless dining and entertainment destinations, this property presents a wonderful opportunity to own a piece of paradise in the heart of Central Florida.

2910 Castaway Lane, Kissimmee
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