Yes.
1st scenario: A spacecraft orbiting the Sun at Earth distance vs. Pluto distance, shedding its orbital velocity
The orbital velocity decreases with distance, according to the following formula, where $r$ is the orbital radius, and $\mu$ is the mass parameter (it's just a shorthand we use)
$$v_{circular} = \sqrt{\frac{\mu}{r}}$$
The orbital velocity at Earth distance is 30 km/s, at Pluto it's 4.7 km/s. Shedding this velocity to fall straight down is clearly easier at Pluto distance.
(we don't quite need to fall straight down, we can still have some horizontal velocity as the Sun is not a point, but it doesn't change the qualitative answer)
2nd scenario: A spacecraft orbiting the Sun at Earth distance vs. Pluto distance, shedding its orbital velocity, but this time a little smarter
If falling into the Sun was easier when farther away, why don't we first try to go farther out then? Turns out that's a little bit more efficient.
You can't get farther away than escaping the Solar system. If you do that, and you "at infinity" so to speak is crawling away at basically 0 velocity, you can just make a tiny burn with the rocket engine to turn around and fall back into the Sun.
So how much does it cost to escape?
Escape velocity can be calculated in the following way:
$$v_{escape} = \sqrt{\frac{2\mu}{r}} = \sqrt{2}\cdot v_{circular}$$
We are already travelling at circular velocity, so the extra velocity change needed is $v_e - v_c \approx 0.41 v_c$
Crashing into the Sun from Earth distance now costs only 12 km/s, and from Pluto distance 1.9 km/s. Which one is cheaper didn't change, since we multiplied by the same constant (0.41)
3rd scenario: But what if the Earth and Pluto are still there?
If we start from the surface of (or an orbit around) these locations, the calculation has an extra step, as we have to escape their gravitational field first.
After escaping Pluto, we would want to have solar system escape velocity, and this we know is 1.9 km/s larger than the speed Pluto is travelling at. We want this at a sufficiently large distance from Pluto, so let's call it $v_{\infty}$
The following equation is what we use to reach a target velocity after escaping:
$$v^2 = v_{\infty}^2 + v_e^2$$
or
$$v = \sqrt{v_{\infty}^2 + v_e^2}$$
Escape velocity at the surface of Pluto is 1.2 km/s, so calculating the $v$ above gives us a required burn of 2.3 km/s.
2.3 km/s is not enough to even get into low Earth orbit, and it's not even enough to escape Earth when starting from orbit.
It's thus easier to reach the Sun from Pluto than from Earth.