Planning Your Dream Retirement Near Disney World

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Planning Your Dream Retirement Near Disney World

Retirement is a significant milestone in life and many of my customers celebrate it by immersing themself in the enchanting world of Disney. With its youthful charm and countless attractions, Disney World in Orlando, Florida, offers a unique retirement experience that combines fun, relaxation, health some unique work options, and a touch of magic. In this article, we’ll explore the joys and benefits of planning your retirement near Disney World, from the abundance of leisure activities to the welcoming community and exceptional healthcare facilities. 

For many of my buyers, living near Disney has been a lifetime goal since their first visit to the parks as a child. And, many follow their own children to the Disney area when they obtain jobs at the parks. (check out below for some of the over 55 properties we have available)

Related – Top 5 Orlando Communities to Live Near Walt Disney World

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Retiring near Disney World means having unparalleled access to a vast array of amusement parks, including the iconic Magic Kingdom, Epcot, Disney’s Hollywood Studios, and Disney’s Animal Kingdom. From thrilling rides to live shows, there’s something for everyone, regardless of age. Imagine being able to explore the attractions at your leisure, attend character meet-and-greets, and experience the spectacular firework displays whenever you please, and some of my buyers see fireworks at night from my house. Maybe you could too???


Retirement near Disney World opens up a world of endless entertainment possibilities. In addition to its entertainment offerings, the Orlando area boasts a plethora of educational opportunities. From art classes to language courses, historical tours to culinary workshops, there’s always something new to learn and experience. Embrace your curiosity and embark on a journey of lifelong learning near the magical world of Disney.  Many of my customers visit Disney regularly whether for a concert at EPCOT, Dining at Disney Restaurants, or visiting their local mall, Disney Springs.

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Choosing to retire near Disney World means becoming part of a vibrant and diverse community of like-minded individuals. Whether you join a retirement community or settle in one of the charming neighborhoods nearby, you’ll be surrounded by fellow Disney enthusiasts who share your passion for the Disney Magic. Engaging in community activities, social clubs, and events will help foster new friendships and connections, ensuring a fulfilling and enjoyable retirement experience. You can choose one of the several communities near Disney World. I think there is often a stigma to Over 55 communities. Many offer Golf, swimming, exercise classes, and activity centers, and all of these are well-used.  It’s not simply daily visits to Disney but it having great activities at home as well.

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Beyond the theme parks, the Orlando area offers a wealth of recreational activities for retirees. Enjoy a round of golf at one of the many world-class golf courses, go fishing in the nearby lakes for example Lake Louisa State Park in Clermont, Lake Apopka, Lake Minneola, or The Butler Chain of Lakes in Windermere, or take leisurely strolls through beautiful conservation area of Celebration, Bok Tower and Winter Garden (just to name a few).  Oakland, Winter Garden, and Apopka are all home to the West Orange Trail which stretches through these communities and offers patches for running and cycling.

Many of my customers purchase homes along the West Orange trail to take advantage of all it offers.  The warm Florida climate allows for outdoor pursuits year-round, making it an ideal location for retirees seeking an active lifestyle.  My customers often send me pics from their visits north with the captions like:  “Thanks for getting me out of this.” LOL

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When it comes to retirement planning, access to quality healthcare is of paramount importance. Fortunately, the Orlando area is home to numerous top-notch healthcare facilities, including hospitals, specialized clinics, and senior care centers. Retiring near Disney World ensures that you’ll have access to excellent medical care and specialized services, providing peace of mind for you and your loved ones.

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Once becoming established in their new home, many of my buyers, especially in Over 55 communities like Four Seasons and Palms at Serenoa gravitate to the Parks for work.  The parks are both fun and come with perks.  Salaries have risen and the Parks are open to seniors as Disney appreciated Cast members with professional experience.  An additional PERK of being employed at Disney is free passes to the parks!  For a true Disney fan getting employee discounts at the hundreds of shops can be literally price-less.  Many of my customers buy all their gifts at the employee pricing offered before the holidays. Disney World provides a plethora of employment opportunities suitable for retirees with diverse skill sets and interests. Here are a few examples:

  • Guest Services: Retirees can utilize their interpersonal skills by working in guest services, greeting visitors, answering questions, and providing helpful guidance.
  • Retail and Merchandise: Disney World offers an extensive range of shops and boutiques, providing opportunities for retirees to work in retail, assisting guests with purchases, and creating magical shopping experiences.  Hospitality and Food Service: Retirees can immerse themselves in the world of culinary delights and hospitality, working in restaurants, food stalls, or even as servers during special events. Tour Guides: Retirees with a passion for storytelling and knowledge of Disney World’s history and attractions can work as tour guides, sharing fascinating insights with visitors.
  • Entertainment: For those retirees who enjoy performing arts, Disney World offers roles in live entertainment, parades, or character appearances, bringing joy and smiles to children and adults alike.  Disney World is constantly seeking out talented and mature individuals to become Cast Members.
Disney World 50th Anniversary Decorations Completely Removed from Cinderella Castle

Cinderella isn’t the only one who can have a castle. Your castle is waiting for you! Don’t wait too long. If the clock strikes midnight your realtor might sell it to someone else who wants to be Cinderella’s neighbor!  One of the things my buyers have pointed out is, if they purchase a home in an older community, the buyers are more established in their routine. Joining a new community (and there are 3 within twenty minutes to Disney World) you it’s like the first year of high school. Everyone is wide-eyed and ready to meet new people. 

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Retiring near Disney World offers a unique and extraordinary experience for those seeking a retirement filled with joy, adventure, and a touch of magic. With its abundance of leisure activities, welcoming community, excellent healthcare facilities, and countless opportunities for personal growth, Orlando provides an ideal setting for an unforgettable retirement journey. So, whether you’re a lifelong Disney fan or simply looking for an extraordinary retirement destination, consider planning your retirement near Disney World and prepare to embark on a new chapter of enchantment and happiness.

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Here is a look at some of the over 55 properties we have available:

Our good friend Victor Nawrocki shared this very helpful article with us.

Victor is the official Realtor of the Chip and Company Website & Podcast! So if you are thinking about relocating to Florida, reach out to Victor and let him help you! Just fill out the form here and he will be in touch.

Did we mention he is a HUGE Disney Addict as well? He likes to do lives streams from available homes and communities in the Disney World area on his Youtube Channel so check him out!

Finally, If you’re “just looking” visit Victor on Facebook for more details or follow him at DisneyatYourDoorStep.com


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Chip is the owner, editor, and writer of Chip and Company. When he is not writing about Disney News or Planning Tips, you will find him counting down the days to his next Disney Vacation.
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