95% of your 'range' is antenna height, yours and theirs, for everyday situations. Maybe more than that.
square root of antenna height in feet= high reliability range in miles. May get up to double this. Add result for height of your antenna, and result for their antenna height.
So, typical scanner installation, antenna on roof, 25 foot. Range, 5-10 miles. Their antenna, typically if local city install, 50-100 feet. Add (for 100 feet), 10-20 miles. Total, 15-30 miles. However, many cities, counties, etc, set up repeaters or remote base on the highest possible locations, to include local hills/mountains. If the antenna is at 400 feet, that's 20-40 miles. 1000 feet, 31-62 miles. On a local mountain, at 2500 feet, 50-100 miles.
Now, some radio systems are deliberately designed to be 'local', and use low level antennas, and low power, sometimes with many sites, but none of them high level. Those, you may not hear more than 5-10 miles away at best.
If you have true line of sight, power barely matters. I've talked to a space shuttle 150 miles away with a 4 watt HT, telescopic antenna, no problem. (except them dealing with all the OTHER people on channel trying to talk to them, that is)
Your antenna, and your feedline (don't ever use RG58. Not ever) are your critical components. You may find you need to add an FM trap to your feedline to prevent your front end being overloaded, and losing sensitivity, with an outside antenna, though.