I cannot install Matplotlib on Mavericks 10.9. I have the following error message telling me freetype cannot be built:
    ============================================================================
    Edit setup.cfg to change the build options
    BUILDING MATPLOTLIB
                matplotlib: yes [1.3.1]
                    python: yes [2.7.6 (default, Apr  9 2014, 11:48:52)  [GCC
                            4.2.1 Compatible Apple LLVM 5.1 (clang-503.0.38)]]
                  platform: yes [darwin]
    REQUIRED DEPENDENCIES AND EXTENSIONS
                     numpy: yes [version 1.8.1]
                  dateutil: yes [dateutil was not found. It is required for date
                            axis support. pip/easy_install may attempt to
                            install it after matplotlib.]
                   tornado: yes [tornado was not found. It is required for the
                            WebAgg backend. pip/easy_install may attempt to
                            install it after matplotlib.]
                 pyparsing: yes [pyparsing was not found. It is required for
                            mathtext support. pip/easy_install may attempt to
                            install it after matplotlib.]
                     pycxx: yes [Couldn't import.  Using local copy.]
                    libagg: yes [pkg-config information for 'libagg' could not
                            be found. Using local copy.]
                  freetype: no  [The C/C++ header for freetype2 (ft2build.h)
                            could not be found.  You may need to install the
                            development package.]
                       png: yes [pkg-config information for 'libpng' could not
                            be found. Using unknown version.]
    OPTIONAL SUBPACKAGES
               sample_data: yes [installing]
                  toolkits: yes [installing]
                     tests: yes [nose 0.11.1 or later is required to run the
                            matplotlib test suite]
    OPTIONAL BACKEND EXTENSIONS
                    macosx: yes [installing, darwin]
                    qt4agg: no  [PyQt4 not found]
                   gtk3agg: no  [Requires pygobject to be installed.]
                 gtk3cairo: no  [Requires cairo to be installed.]
                    gtkagg: no  [Requires pygtk]
                     tkagg: yes [installing, version 81008]
                     wxagg: no  [requires wxPython]
                       gtk: no  [Requires pygtk]
                       agg: yes [installing]
                     cairo: no  [cairo not found]
                 windowing: no  [Microsoft Windows only]
    OPTIONAL LATEX DEPENDENCIES
                    dvipng: no
               ghostscript: no
                     latex: no
                   pdftops: no
    ============================================================================
                            * The following required packages can not be built:
                            * freetype
    Complete output from command python setup.py egg_info:
    ============================================================================
Edit setup.cfg to change the build options
BUILDING MATPLOTLIB
            matplotlib: yes [1.3.1]
                python: yes [2.7.6 (default, Apr  9 2014, 11:48:52)  [GCC
                        4.2.1 Compatible Apple LLVM 5.1 (clang-503.0.38)]]
              platform: yes [darwin]
REQUIRED DEPENDENCIES AND EXTENSIONS
                 numpy: yes [version 1.8.1]
              dateutil: yes [dateutil was not found. It is required for date
                        axis support. pip/easy_install may attempt to
                        install it after matplotlib.]
               tornado: yes [tornado was not found. It is required for the
                        WebAgg backend. pip/easy_install may attempt to
                        install it after matplotlib.]
             pyparsing: yes [pyparsing was not found. It is required for
                        mathtext support. pip/easy_install may attempt to
                        install it after matplotlib.]
                 pycxx: yes [Couldn't import.  Using local copy.]
                libagg: yes [pkg-config information for 'libagg' could not
                        be found. Using local copy.]
              freetype: no  [The C/C++ header for freetype2 (ft2build.h)
                        could not be found.  You may need to install the
                        development package.]
                   png: yes [pkg-config information for 'libpng' could not
                        be found. Using unknown version.]
OPTIONAL SUBPACKAGES
           sample_data: yes [installing]
              toolkits: yes [installing]
                 tests: yes [nose 0.11.1 or later is required to run the
                        matplotlib test suite]
OPTIONAL BACKEND EXTENSIONS
                macosx: yes [installing, darwin]
                qt4agg: no  [PyQt4 not found]
               gtk3agg: no  [Requires pygobject to be installed.]
             gtk3cairo: no  [Requires cairo to be installed.]
                gtkagg: no  [Requires pygtk]
                 tkagg: yes [installing, version 81008]
                 wxagg: no  [requires wxPython]
                   gtk: no  [Requires pygtk]
                   agg: yes [installing]
                 cairo: no  [cairo not found]
             windowing: no  [Microsoft Windows only]
OPTIONAL LATEX DEPENDENCIES
                dvipng: no
           ghostscript: no
                 latex: no
               pdftops: no
============================================================================
                        * The following required packages can not be built:
                        * freetype
----------------------------------------
Cleaning up...
Command python setup.py egg_info failed with error code 1 in /private/var/folders/jj/0w0dd3n16jq4g5579g6c7h040000gn/T/pip_build_mc/matplotlib
Storing debug log for failure in /Users/mc/.pip/pip.log
I have followed the instructions here and here but it still doesn't work. This is a clean system install and I just installed Python with brew as well.
I had to install pkg-config with brew to fix it
    brew install freetype
    brew install pkg-config
'brew list' now reports:
    freetype    libpng      pkg-config
                        Use home-brew python to install Matplotlib. That finally fixed it for me:
brew tap Homebrew/python  # installs the Homebrew/python "tap"
brew install matplotlib   # install matplotlib with homebrew
More info here: https://github.com/Homebrew/homebrew-python
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