You can (and should) define a command doing the work, rather than explicitly set all those commands for each chapter.
My idea is to define a \chapterfigure command that has one optional argument and two mandatory ones; the optional argument and the first mandatory one are used for \includegraphics, while the final argument contains the caption.
The command steps the chapter counter, so the number for the figure will be correct; after the figure the counter is stepped back, so when \chapter is processed, the chapter number will be right; then we patch \memendofchapterhook so that it steps the figure counter (that would have been reset to zero by \chapter) and redefines itself to its previous value (usually nothing, but one never knows). Similarly, we issue \insertchapterspace, then redefine it to simply redefine itself to its previous value, so when the command is called by \chapter it does nothing else than putting us back to the original situation.
For a chapter without a facing figure, just issue \chapter by itself. A label for \chapterfigure should be in a trailing optional argument, to reflect the syntax of sidecaption; so
\chapterfigure[<options for includegraphics>] % optional
{<graphic file name>} % mandatory
{<caption>} % mandatory
[<label>] % optional
Here's a complete example
\documentclass{memoir}
\usepackage{xparse}
\usepackage[demo]{graphicx}
\NewDocumentCommand{\chapterfigure}{O{} m m o}{%
\insertchapterspace
\cleartoevenpage{\thispagestyle{empty}}
\stepcounter{chapter}
\begin{figure}[p]
\IfNoValueTF{#4}
{\begin{sidecaption}{#3}}
{\begin{sidecaption}{#3}[#4]}
\includegraphics[#1]{#2}
\end{sidecaption}
\end{figure}
\addtocounter{chapter}{-1}
\let\keptmemendofchapterhook\memendofchapterhook
\renewcommand{\memendofchapterhook}{%
\stepcounter{figure}%
\keptmemendofchapterhook
\let\memendofchapterhook\keptmemendofchapterhook}%
\let\keptinsertchapterspace\insertchapterspace
\renewcommand\insertchapterspace{%
\let\insertchapterspace\keptinsertchapterspace}%
}
\begin{document}
\frontmatter
\tableofcontents
\listoffigures
\mainmatter
\chapterfigure[width=5cm,height=3cm]{somepic}
{A caption for this figure}
% Here's how to call it if there's a label
%\chapterfigure[width=5cm,height=3cm]{somepic}
% {A caption for this figure}[chapfig:one]
\chapter{A title for this chapter}
Some text
\begin{figure}[htp]
\centering
\includegraphics{xyz}
\caption{A caption to see it has the correct number}
\end{figure}
Some text
\end{document}

\addtocounter{chapter}{-1}is one key I didn't know yet. The second key, still missing in this solution, is how to add the space between figures of different chapters in the lof. memoir adds\addvspace{10pt}to the lof in\@chapterusing\insertchapterspace. That is tricky because it has to be executed earlier, but it should not be duplicated. Any idea how to solve this, too? :) – MiB Oct 12 '13 at 23:17\stepcounterinstead of\refstepcounter? I don't understand the difference, I only read that \refstepcounter changes the current \ref value, whatever that means... – MiB Oct 13 '13 at 09:03\refstepcounterwe also set the current label, which is not needed here. – egreg Oct 13 '13 at 09:38sidecaptionarg. Very smart, thank you very much! I will have to get used to this redefining commands to restore the old command :) – MiB Oct 13 '13 at 09:58