You might as well assume that $\mathrm{Ann}_R(R/I)=0$ since if $S=R/\mathrm{Ann}_R(R/I)$ then $R/I\cong S$ as $R$-modules if and only if $S/(I/\mathrm{Ann}_R(R/I))\cong S$ as $S$-modules.

So now the question is whether you can have a ring $R$ and a non-zero left ideal $I$ such that $R/I\cong R$.  Equivalently can there be $r\in R$ such that (i) $\mathrm{ann}_R(r)=I\neq 0$ and (ii) there is some $s\in R$ with $sr=1$; if $\varphi\colon R/I\to R$ is the isomorphism then take $r=\varphi(1+I)$ and $\varphi(s+I)=1$. To further rephrase we want an element $r$ of $R$ that is a right zero-divisor and a right unit. 

This is indeed possible. Here is one example: let $R$ be the $\mathbb{C}$-linear endomorphisms of the polynomial ring $\mathbb{C}[X]$ and let $r$ be the element of $R$ given by multiplication by $X$. It is easy to construct a left inverse for $r$ (in fact one can easily find infinitely many). But if $x$ is the element of $R$ that sends a polynomial to its constant term viewed as the constant polynomial then $xr=0$. 

**The punchline** If you just wanted to pull a rabbit out of a hat you could simply say that for $R=\mathrm{End}_{\mathbb{C}}(\mathbb{C}[X])$ and $r\in R$ given by $r(f)=Xf$, $I=\mathrm{ann}_R(r)\neq 0$ and there is an isomorphism of left $R$-modules $R\to Rr\cong R/I$ given by $x\mapsto xr$. (Moreover $\mathrm{Ann}_R(R/I)=0$).