The Maitland Art Center's carved white walls and palms in Maitland, Florida
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Orange County, FL

Maitland, FL

A walkable Orange County city between Winter Park and downtown Orlando, built around its chain of lakes.

Photo: Lisadays, CC BY-SA 4.0 via Wikimedia Commons (cropped and resized)

Median price
$417K
Days on market
81d
Walk score
75

Data as of 2026-08-25.

Walk score data © Walk Score.

Maitland sits in Orange County, Florida, just north of Winter Park and a short drive from downtown Orlando. The city is organized around a chain of lakes, including Lake Lily, which anchors a small downtown core of shops, restaurants, and civic buildings.

The city carries a Walk Score of 75, reflecting a layout where many daily errands, dining spots, and park visits can be done on foot, particularly in and around the downtown and Lake Lily areas. Maitland Avenue and US-17-92 serve as the main commercial corridors, lined with a mix of local businesses, offices, and service retail. Residential streets branch off from these corridors into established neighborhoods with mature tree canopies.

Maitland has a long-standing identity as a center for the arts, home to the Maitland Art Center and the Enzian Theater, one of the few independent cinemas in the region.

What makes it distinctive

Things that move the needle.

Lake Lily Park

The park and surrounding lake form the social center of the city, hosting community events and everyday recreation.

Arts and Culture

The Maitland Art Center and Enzian Theater give the city a cultural identity distinct from typical suburban Orlando communities.

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Frequently asked

Common questions about Maitland.

Is Maitland, FL walkable?

Yes. Maitland has a Walk Score of 75, which means most errands can be completed on foot, especially near the downtown and Lake Lily areas.

Where is Maitland located?

Maitland is in Orange County, Florida, positioned between Winter Park to the south and Eatonville and Altamonte Springs to the north.

What is Maitland known for?

Maitland is known for its chain of lakes, its walkable downtown, and cultural institutions like the Maitland Art Center and the Enzian Theater.

Median price and days on market are calculated from active listings across the whole city named on the figure, or this place where no other city is named, and they are a snapshot from the "as of" date above. Any prices in the guide's text are editorial and can differ. Numbers shift constantly in active markets, for the most current view of any specific property, ask the agent we match you with. We aim for honest, not flattering.

Verify school zoning for your specific address with the school district. Property tax estimates assume primary-residence homestead and standard millage rates as of the publish date.