Maitland

Population19,356 (2022)
Incorporated1959

Kappy’s Subs in Maitland is a Step Back in Time

During the Great Depression, restaurant owners began to use retired train cars as micro-cafes. These cars were only big enough for a grill top and two staff members. A long bar with stools was the only seating. This became the...

Maitland overpass marks the old town of Mayo

Hidden under the busy flyover intersection of Maitland Boulevard and US 17-92 are the reminders of a small town that once thrived here around 140 years ago. Mayo Avenue betrays its secret. Rudolph Gustave Mayo (August 22, 1829 - December...

Maitland’s Lake Lily was known as John’s Hole

In the days before railroads penetrated the forest, let's call it 1859, only a few scattered families braved living in frontier Orange and Seminole County. Back then, along the lonely Orlando-Mellonville Road, not a single house could be found between...

Hollieanna Groves in Maitland serving customers since 1953

There aren’t many patches of Old Florida left in the busy Orlando metro area. But smack dab in the heart of Maitland’s commercial district, you’ll find this throwback: Hollieanna Groves. And boy, is it a gem! It is located on the bend in...