I know about grass!
First a POWERFUL metal bladed petrol strimmer. (With a nylon option)
Then a good raking - muscle or power according to means and mow properly.
If you have more less than half an acre of grass - a self-propelled petrol rotary mower, more and you'll need a good solid sit-on mower with a 1500cm cut path.
Make it a diesel one if you can stretch to it, and if you have lots of obstacles - trees paths etc., make it a rear eject and when you have the grass under control you can collect it straight into a trailer.
You may not think it is worth all that to start with, but it is what you will end up with! So do it first and save some of your dosh.