Two or three at a time

Side by side

You pick them. We don’t score them, and nothing here adds up to a winner.

All nine, same order for everyone, whether you’re holding one or three.

Just Downtown Orlando so far. All of this is true of it on its own — pick one more and the same questions get asked of both.

So what is it actually like?

Downtown Orlando

The old money and the loud part

Orlando's oldest blocks: brick streets in Winter Park, bungalows in College Park, and a downtown that empties out at six and fills up again at nine. You are paying for walkability and shade, and there is not much of either left unclaimed. The trade is space — a Winter Park bungalow is a Winter Garden garage.

How do you get around?

Downtown Orlando

Six SunRail stations

Maitland, Winter Park, AdventHealth, LYNX Central, Church Street and Orlando Health — more than the rest of this map put together.

SunRail, sunrail.com/schedules · read 25 August 2026

What does it cost, and how long is the drive?

Downtown Orlando

$505,000 median asking

across 766 live listings

Median asking price of live MLS listings we can place in the area, refreshed nightly. Not a value estimate, and never a verdict on where you should look.

The drive is the half we still won’t touch: our map is a drawing rather than a survey, and a drive measured on a drawing is not a fact.

What’s actually there?

How many pages we hold in a part of town is a fact about us, not about the place.

What would annoy you about living here?

Downtown Orlando

Walkable blocks cost what walkable blocks cost, much of the housing stock is genuinely old, and event nights turn the surrounding streets into a car park.

And what’s coming?

Downtown Orlando

The Canopy — announced, as of Aug 20.

The dates and the sources →

Want the whole of one of them?

Everything about Downtown Orlando

Hold a different set up?

The same questions, asked of each, from the same sources. When any of it changes, this changes with it.

How we decide what you see →