Here's my experience with with the L4400HST. They are an economical no frills tractor that can be had for close to your budget. More important is that the L series is capable of taking care of your property in an efficient manner.
I have a 10 acre property with about 8 acres in pasture and the remaining is lawn. It's mostly open and fairly flat.
Some observations after a season of using my tractor: 1) I use a 72" brush hog to mow the pasture. The
L4400 breezed right through it in a timely manner with plenty of power. 2) I used my tractor for several projects requiring movement on the lawn--R4 tires did not damage anything. As with any tractor, you have to be judicious about wet lawns and turning. 3) I reworked my driveway (150') and parking area, moving and spreading about 45 tons of gravel. Once again, the
L4400 performed very well. Also, moving around in tight areas wasn't a problem.
I don't use my tractor to mow my lawn, as I have a riding mower to do that chore. However, you could easily use a finish mower behind the tractor if you are talking a large area.
Some may say the L series is overkill, but having more power is better than not enough. Finally, you have to be happy with the tractor you ultimately end up with--nothing is worse than a tractor that can't do all the current AND future jobs you will encounter. Good luck, hope these real world observations help. Mike.