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Painting a Street Scene, in Stages

Finished oil study of a street corner with a Starbucks and shop fronts

Here is an oil study I did of a street corner, photographed at each stage so you can see how the process works. The key idea: one of the biggest mistakes I see is thinking you draw it once and then carefully fill it in, like a coloring book. That’s not how I paint or teach. Each layer is a refining layer — correcting, adding to, and changing what’s already on the canvas.

When I was an art student — and still now, wandering the galleries at the Met — I always look for clues about how a painting was built, what stages went into it. So here are mine.

Stage one: a loose block-in of the street scene, large shapes only
Blocking in. Details may be indicated but nothing is fixed. After the placing stage, my mind is on the larger forms.
Stage two: the street and shopfronts become more defined, a pedestrian sign is added
Take what's down, look at it critically, refine. The street gets more defined in shape and color; the shops next to the Starbucks on the corner sharpen up; the pedestrian sign goes in.
Stage three: more refinements and detail across the scene
More refinements, a few more details. This was meant as a sketch, so I wasn't after a high degree of finish — just enough to carry the visual impression.
Stage four: the corner becomes the focal area, cast shadows and traffic light detailed
The corner around the Starbucks becomes the true focal area. The traffic light gets more detail, along with the cast shadows of the buildings behind the shops.
Stage five: the finished street scene study before signing
The finished piece before I signed it — a few more trees around the focal area, lettering on the other shops, a small accent here, a highlight there.

If you want to learn to build a painting this way, the free lessons are here.

Common questions

How is an oil painting built up in stages?
It starts with a loose placing/blocking-in stage focused on the large forms, with nothing fixed. Each following stage looks critically at what's already down and refines it — sharpening shapes and color, adding detail, and pushing the focal area — until the picture reads the way you want.
Should you finish the drawing before you start painting?
No. Treating the drawing as final and then filling it in carefully, like a coloring book, is one of the most common beginner mistakes. The placing stage is a starting point you keep adjusting; every later layer corrects and changes what came before.