If you are considering a move to Orlando, you are not alone. Thousands of families, students, and professionals relocate here every year in search of sunshine, opportunity, and a community that feels both welcoming and vibrant. But with so many neighborhoods to choose from, it can feel overwhelming to figure out which place you should call home.
That is where Maitland stands out. This beautiful, historic city just north of downtown Orlando offers something truly special. It feels established, peaceful, and thoughtfully planned, while still being close to everything that makes living in Orlando exciting. From its lakes and parks to its art museums and local restaurants, Maitland has a character that is both inviting and full of life.
At Wemert Group Realty, we have walked alongside thousands of families who were moving to Orlando, and we see time and time again how Maitland becomes a favorite. It is the kind of place where neighbors wave to each other, kids play outside, and people build long lasting connections. If you are beginning your Orlando relocation journey, we would love to help you explore Maitland and discover whether it might be the right fit for your next chapter.
Lifestyle and Community
Maitland’s lifestyle is one of the biggest reasons people fall in love with it. It is peaceful enough to feel like a true neighborhood, yet alive with arts, culture, and local charm. Living in Orlando means having many options, but Maitland stands out because you can enjoy a slower pace without sacrificing access to shops, dining, and activity.
This community has a rich arts foundation with places like the Art and History Museums of Maitland, which host workshops, exhibits, and community events that celebrate creativity. If you walk around the Lake Lily area on a Sunday morning, you will find families strolling through the Maitland Farmers Market, enjoying pastries, fresh flowers, and local produce.
Our team loves the little things that make Maitland feel like home. Grabbing coffee at Foxtail Coffee Co.. Weekend brunch at Luke’s Kitchen and Bar. Picnics at Lake Lily. Evening walks past charming mid century homes. The steady hum of community life is something you feel instantly, especially if you are relocating from a busier city or a colder climate.
Economy and Job Market
One of the biggest motivators behind moving to Orlando is the strong, growing job market. Orlando continues to expand its influence in technology, hospitality, healthcare, simulation, education, aerospace and financial services. Many major employers are located just a few minutes from Maitland, including downtown Orlando offices, Winter Park medical centers, and corporate hubs along the I-4 corridor.
Because of its central location, Maitland is ideal for professionals who want a calm residential setting with a short commute. Whether you work in tech, nursing, finance, engineering, hospitality, or higher education, living in Maitland gives you convenient access to hundreds of job opportunities across Central Florida. For entrepreneurs and remote workers, the area also offers co-working spaces, business resources, and a supportive community that values innovation and connection.
Education and Family Life
Families love Maitland for its combination of excellent schools, community resources, and safe, established neighborhoods. The schools here are part of the respected Orange County Public Schools system, offering advanced programs, arts education, and STEM opportunities.
You will find several beloved education options nearby, including:
- Park Maitland School
• Orlando Science School
• Dommerich Elementary School
• Rollins College just minutes away in Winter Park
Beyond academics, Maitland is filled with family friendly activities. The Maitland Public Library offers story time, classes, and workshops. The community centers host camps and after school programs. And parks like Lake Lily and Maitland Community Park are everyday gathering places for parents and kids.
Recreation and Lifestyle
One of the best parts of living in Orlando is the endless list of things to do, and Maitland sits right in the middle of some of the area’s most enjoyable experiences. Whether you love outdoor adventures or prefer cultural activities, you will always find something that fits your lifestyle.
Maitland offers easy access to:
- Lake Lily Park
• Maitland Community Park
• The Winter Park Chain of Lakes
• The Scenic Boat Tour
• Local art museums and theaters
You are also only a short drive from Orlando’s world famous attractions like Universal Orlando Resort and Walt Disney World, as well as beautiful beaches on both coasts.
Many people moving to Orlando worry about the balance between constant tourism and everyday peace, but Maitland offers the perfect middle ground. You can enjoy the entertainment whenever you want, but you always come home to quiet streets, close neighbors, and beautiful green spaces.
Real Estate and Cost of Living
Maitland’s real estate market is one of the most appealing in Central Florida because it offers a wide range of housing styles in well loved, established neighborhoods. You will find everything from mid century modern homes and newer construction townhomes to lakefront properties with incredible views. Many families are drawn to the quiet neighborhoods lined with mature trees, while others appreciate the convenience of condo communities that are perfect for downsizing or investing. Compared to many major U.S. metro areas, the cost of living in Orlando is more affordable, especially for those relocating from California, New York, New Jersey, or Chicago. Maitland provides exceptional long term value because of its location, school zones, and steady demand.
At Wemert Group Realty, our team guides buyers through every detail that matters. We help you understand neighborhood trends, home values, commute patterns, school options, and the hidden gems only locals know about. Whether you are searching for walkability, water views, or a peaceful suburban setting, we are here to help you navigate your Orlando relocation with confidence and clarity.
Insider Tips and Local Voices
Real insight often comes from the people who already live here, and their experiences say far more than any data ever could. “What surprised me most about Orlando was how peaceful Maitland feels. It is close to everything, but still feels like a true neighborhood.” Another local shared, “I love evenings around Lake Lily. You can grab dinner at Luke’s, walk the trails, and just enjoy the quiet. It is simple, but it is special.” Our agents hear sentiments like this often. “When clients tour Maitland with us, they instantly feel the charm. They can picture themselves living here.” Many of the things locals enjoy most are the simple moments: coffee at Foxtail Coffee, brunch at Luke’s Kitchen and Bar, date nights in nearby Winter Park, weekend market visits, relaxing walks around Lake Lily, or taking advantage of the quick access to downtown Orlando for concerts and sporting events.
These everyday experiences are what make living in Orlando feel both lively and grounded, and what make Maitland small enough to feel intimate while offering everything you need.
If you are thinking about living in Orlando, Maitland is a community filled with warmth, character, and opportunity. Whether you are looking for peaceful streets, strong schools, outdoor beauty, or convenient access to Orlando’s best experiences, Maitland offers a place where you can settle in and truly feel at home.
We would love to help you feel at home here. If you would like a personalized Orlando relocation guide, neighborhood insights, or a private Maitland tour, connect with our team anytime. We are here to walk with you through every step of your move.
