How to Paint a Complex Street Scene in Watercolour
Discover how to simplify perspective, light and shadow to create confident sketches and expressive paintings.
One of the biggest challenges facing every artist is standing in front of a beautiful street scene and wondering where to begin.
Whether you’re sketching in a bustling French village, an Italian piazza or a quiet English high street, it’s easy to become overwhelmed by the sheer amount of detail. Every building has dozens of windows, chimneys, signs, drainpipes and rooflines competing for your attention.
Many beginners make the same mistake—they start drawing individual windows before they’ve established the structure of the scene.
The result is often a drawing that feels distorted and a painting that loses its sense of depth.
In this tutorial Simon demonstrates the simple process he uses on every painting holiday to reduce even the most complicated street scene into manageable shapes. By concentrating on perspective first, then light and shadow, you’ll discover that complex scenes become surprisingly straightforward.
The full demonstration is shown in the video below, followed by a step-by-step breakdown that you can refer back to whenever you’re painting.
Watch the Complete Tutorial
Prefer reading while you paint?
Continue below for the complete step-by-step guide with photographs from each stage of the demonstration.
Why Complex Street Scenes Feel So Difficult
Most artists don’t struggle because they can’t draw. They struggle because they don’t know what to ignore.
Our brains try to record every window, roof tile, chimney and flower pot. Instead of looking at the large shapes, we focus on hundreds of tiny details.
The secret is learning to simplify.
Rather than drawing fifty windows, Simon begins with only a handful of large geometric shapes that establish the structure of the village. Once these are correct, the details almost add themselves.

Screenshot
Initial drawing guide and reference photo to print out.
Step 1 – Simplify the Scene into Shapes

Start by identifying the largest building shapes and the direction of the perspective before thinking about any architectural detail.
Everything begins with observation.
Simon ignores the doors, shutters and chimneys and concentrates only on the largest masses. The road, rooflines and skyline immediately establish the composition while the perspective lines ensure everything sits naturally together.
Getting this stage right makes every later decision much easier.
Step 2 – Add the First Watercolour Wash

The first washes establish the overall mood without worrying about detail.
Test your colours on a scrap paper before applying
Transparent washes of sky (Cerulean blue), warm stone and soft earth colours (yellow ochre, burnt sienna) immediately establish the atmosphere of the village.
At this stage everything should remain light and fresh. It’s much easier to darken a painting later than to recover lost highlights.
Step 3 – Establish the Main Shadows

Large shadow shapes immediately create depth and direction.
Rather than painting individual buildings, Simon thinks in terms of connected shadow masses.
These larger shapes immediately suggest the direction of the sunlight and begin to create the illusion of three-dimensional form.
Step 4 – Build the Contrast

Large shadow shapes immediately create depth and direction.
A second layer of washes develops the contrast throughout the painting.
Notice that Simon still avoids painting every architectural feature. Instead, carefully placed darker values allow the eye to interpret much of the remaining detail automatically.
Step 5 – Add the Final Details

Only now is it time to introduce selective architectural detail.
Windows, doors and small architectural features are added sparingly.
Rather than drawing everything, Simon carefully chooses where detail will attract the viewer’s eye while allowing other areas to remain beautifully simplified.
This creates a much stronger composition than trying to paint every single element.
Step 6 – The Finished Painting

A finished watercolour created through careful simplification rather than excessive detail.
By concentrating on the biggest shapes first, establishing accurate perspective and gradually building layers of colour and shadow, the finished painting captures the atmosphere of the village without becoming overworked.
The finished result feels loose, confident and full of light.
Common Problems This Tutorial Will Help You Solve
Many artists experience the same frustrations when painting buildings and street scenes.
This tutorial demonstrates practical ways to overcome them.
My Perspectives look wrong
Learn how to establish the main perspective before adding any detail.
I don’t know where to start
Discover how reducing the scene to simple shapes removes the feeling of being overwhelmed.
My paintings become overworked
Learn how to simplify detail while still creating convincing architecture.
My shadows look flat
See how to build strong tonal contrast using connected shadow shapes.
I get lost in the details
Understand where to focus your attention and what can safely be left out.
My street scenes don’t have depth
Use perspective together with carefully planned light and shadow to create convincing three-dimensional paintings.
Materials Used
- Studio Artway A4 sketch pad. 300gsm paper
- Winsor and Newton Watercolour paints
- Cerulean Blue, Yellow Ochre, Burnt Sienna, Ultramarine Blue, Alizarin Crimson, Payne’s Greay
- Round brushes: 12, 8 and 4.
- 2B technical Pencil
Final Thoughts
Learning to paint street scenes isn’t about drawing every brick and roof tile.
It’s about recognising the essential structure of the scene and allowing the viewer’s imagination to complete the rest.
Every successful painting begins with simplification.
Once you’ve mastered that skill, perspective becomes easier, light becomes more believable and your paintings become more confident and expressive.
Whether you’re painting a French village, an Italian hill town or your own local high street, the same principles apply.
Watch More Watercolour Tutorials
If you enjoyed this demonstration, explore our growing collection of tutorials covering perspective, composition, colour mixing, light and shadow, sketching techniques and painting on location.
Or, if you’d like to learn alongside Simon in person, take a look at our small-group painting holidays across France, Morocco, Spain and beyond, where you’ll practise these techniques in some of Europe’s most inspiring locations.