Consider the following map of roads below. Each of the $5$ roads are labeled. On any given day, each road is open independently of the others with probability $1/3.$ 
$\textbf{My first question:}$
What is the probability, on any given day, a person can walk from point $A$ to point $B$?
My initial thought was to just add the probabilities $$\mathbb{P}(R_{1})\mathbb{P}(R_{4}) + \mathbb{P}(R_{2})\mathbb{P}(R_{5}) + \mathbb{P}(R_{1})\mathbb{P}(R_{3})\mathbb{P}(R_{5}) + \mathbb{P}(R_{2})\mathbb{P}(R_{3})\mathbb{P}(R_{4}). \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ (1)$$
This comes out to $\frac{8}{27}.$ However, for some reason, I feel like I am double counting something.
$\textbf{My second question:}$
Given that a person can walk from point $A$ to point $B$, what is the probability that road number $3$ is open?
This kind of gives me Bayes' Rule vibes. Let $Y$ be the event that it is possible to walk from point $A$ to point $B.$ Let $T$ be the event that road number $3$ is open. We have $$\mathbb{P}(T\mid Y)=\frac{\mathbb{P}(Y\mid T)\mathbb{P}(T)}{\mathbb{P}(Y\mid T)\mathbb{P}(T)+\mathbb{P}(Y\mid T^{C})\mathbb{P}(T^{C})}. \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ (2)$$
Plugging in $\mathbb{P}(R_{3})=1$ to expression $(1)$, $\mathbb{P}(Y\mid T)$ becomes $\frac{4}{9}.$ If it is possible to walk from point $A$ to point $B$ given road number $3$ is closed, then $\mathbb{P}(Y\mid T^{C})= \mathbb{P}(R_{1})\mathbb{P}(R_{4}) + \mathbb{P}(R_{2})\mathbb{P}(R_{5}) = \frac{2}{9}.$ Plugging in these values, equation $(2)$ simplifies to $\frac{1}{2}.$
Again, I do not know why, but I feel my work is colossally wrong. Anyone want to give it a second look?
Thanks in advance!

You're right, you're double-counting in the sense that the events whose probabilities you're adding in $(1)$ aren't mutually exclusive.
In $(1)$, you want $\mathsf P((R_1\cap R_4)\cup(R_2\cap R_5)\cup(R_1\cap R_3\cap R_5)\cup(R_2\cap R_3\cap R_4))$. You can evaluate this using inclusion–exclusion as
\begin{eqnarray*} &&\mathsf P((R_1\cap R_4)\cup(R_2\cap R_5)\cup(R_1\cap R_3\cap R_5)\cup(R_2\cap R_3\cap R_4))\\ &=& \mathsf P(R_1\cap R_4)+\mathsf P(R_2\cap R_5)+\mathsf P(R_1\cap R_3\cap R_5)+\mathsf P(R_2\cap R_3\cap R_4)-\mathsf P((R_1\cap R_4)\cap(R_2\cap R_5))\\ &&-\cdots-P((R_1\cap R_4)\cap(R_2\cap R_5)\cap(R_1\cap R_3\cap R_5)\cap(R_2\cap R_3\cap R_4))\\ &=& 3^{-2}+3^{-2}+3^{-3}+3^{-3}-3^{-4}-3^{-4}-3^{-4}-3^{-4}-3^{-4}-3^{-5}+4\cdot3^{-5}-3^{-5}=\frac{59}{243}\;, \end{eqnarray*}
and likewise for the probabilities you need to apply Bayes's rule in $(2)$.
Edit:
Actually, your calculation in part $2$ suggests an easier way to calculate the probabilty in part $1$. This is $\mathsf P(Y)$, the denominator in part $2$, and we don't need the full inclusion–exclusion machinery to evaluate that:
\begin{eqnarray*} \mathsf P(Y) &=& \mathsf P(Y\mid T)\mathsf P(T)+\mathsf P(Y\mid \overline T)\mathsf P(\overline T) \\ &=& \mathsf P((R_1\cup R_2)\cap(R_4\cup R_5))\mathsf P(R_3)+\mathsf P((R_1\cap R_4)\cup(R_2\cap R_5))\mathsf P(\overline{R_3}) \\ &=& \left(1-\left(1-\frac13\right)^2\right)^2\cdot\frac13+\left(1-\left(1-\left(\frac13\right)^2\right)^2\right)\cdot\frac23 \\ &=& \frac{25}{81}\cdot\frac13+\frac{17}{81}\cdot\frac23 \\ &=& \frac{59}{243}\;, \end{eqnarray*}
in agreement with the previous result.