Apps similar to Calligraphy include Monodraw. It's paid, but MonoSketch and Ascii Generator 2 are free. Other options are Playscii, ASCII Art Paint, ASCII Art Maker and Letterpress ASCII. You can choose from more than 10 Diagram Editors like Calligraphy for Windows, Linux, Mac, the web and self-hosting.
Charaster is a browser-based editor for ASCII grahics and art. It provides a robust set of raster-style editing tools such as Line, Rectangle and free-hand drawing tool; all configurable by specifying the character, color and styling to use while drawing.
Versatile Unicode, ANSI & ASCII Art editor for the Linux/Unix/macOS terminal, with animation, 256 color support and custom themes.
