Debian 6 (Squeeze) repositories originally froze Wine at version 1.0.1, an outdated release lacking DirectX enhancements and modern Windows API compatibility. Because official WineHQ .deb binaries were not available for Squeeze, compiling Wine 1.5 directly from source is the cleanest path to modernization.
1. Install Build Dependencies
Use apt-get build-dep to fetch all required development headers:
apt-get update
apt-get build-dep wine -y
2. Download and Compile Wine
Fetch the source tarball and compile cleanly:
cd /usr/src
wget http://downloads.sourceforge.net/project/wine/Source/wine-1.5.25.tar.bz2
tar -jxf wine-1.5.25.tar.bz2
cd wine-1.5.25
./configure
make
make install
Verify installation:
wine --version