I have a visual element MyButton with a custom renderer implemented for iOS.
Shared:
namespace RendererTest
{
    public class MyButton: Button
    {
        public Color BoundaryColor { get; set; }
    }
    public static class App
    {
        public static Page GetMainPage()
        {    
            var button = new MyButton { Text = "Click me!", BoundaryColor = Color.Red };
            button.Clicked += (sender, e) => (sender as MyButton).BoundaryColor = Color.Blue;
            return new ContentPage { Content = button };
        }
    }
}
iOS:
[assembly:ExportRenderer(typeof(MyButton), typeof(MyButtonRenderer))]
namespace RendererTest.iOS
{
    public class MyButtonRenderer: ButtonRenderer
    {
        public override void Draw(RectangleF rect)
        {
            using (var context = UIGraphics.GetCurrentContext()) {
                context.SetFillColor(Element.BackgroundColor.ToCGColor());
                context.SetStrokeColor((Element as MyButton).BoundaryColor.ToCGColor());
                context.SetLineWidth(10);
                context.AddPath(CGPath.FromRect(Bounds));
                context.DrawPath(CGPathDrawingMode.FillStroke);
            }
        }
    }
}
When pressing the button, the red boundary should become blue. Apparently the renderer does not notice the changed property. How can I trigger a redraw?

(This example is for iOS. But my question applies to Android as well.)
First, turn you BoundaryColor into a bindable property. That's not required, firing INPC event is enough, but then you can bind to it:
public static readonly BindableProperty BoundaryColorProperty =
    BindableProperty.Create ("BoundaryColor", typeof(Color), typeof(MyButton), Color.Default);
public Color BoundaryColor {
    get { return (Color)GetValue (BoudaryColorProperty); }
    set { SetValue (BoundaryColorProperty, value); }
}
then, in your renderer:
protected override void OnElementPropertyChanged (object sender, PropertyChangedEventArgs e)
{
    base.OnElementPropertyChanged (sender, e);
    if (e.PropertyName == MyButton.BoundaryColorProperty.PropertyName)
        SetNeedsDisplay ();
}
                        Two modifications were required:
Call OnPropertyChanged within the setter of the BoundaryColor property:
public class MyButton: Button
{
    Color boundaryColor = Color.Red;
    public Color BoundaryColor {
        get {
            return boundaryColor;
        }
        set {
            boundaryColor = value;
            OnPropertyChanged();  // <-- here
        }
    }
}
Subscribe to the event within the OnElementChanged method of MyButtonRenderer:
public class MyButtonRenderer: ButtonRenderer
{
    protected override void OnElementChanged(ElementChangedEventArgs<Button> e)
    {
        base.OnElementChanged(e);
        Element.PropertyChanged += (s_, e_) => SetNeedsDisplay();  // <-- here
    }
    public override void Draw(RectangleF rect)
    {
        // ...
    }
}
Note:
It seems to be important to subscribe within OnElementChanged and not the constructor. Otherwise a System.Reflection.TargetInvocationException is raised.
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