You can definately do it yourself im working an a whole .6 mile easement to unkept undeveloped land atm. The quotes on laying and leveling have been astronomical like 35k-50k rough estimates. Pricing materials to.. The cost to do it myself came between 3500-5k thats too much equity loss to pay laborers 12$ sqft or more. As for the drainage meet it half way... you dont have to know every nook that it naturally flows because you are terraforming.. you need to identify where you dont want it and intercept and redirect with a french drain style drain.. if it must run across the road.. cut a pass and use heavy metal grating to just drive over. Or several.. you dont want a river if you can avoid it smaller few inch wide grates are better. Go along side the road if you can.. ive even considered digging it very deep an wider to catch a bit of power to heat the road in steep grades for weather by may stick to the solar powered pads i bought. It was a doozey at first my 4x4 couldnt get up as it was without a few hours of me manually filling packing and leveling where anything but a jeep could go an it all turned out swell.. a sledge, shovel and few bags of materials tho would take far to long to do it all that way haha. My dad is a logger so i have access to very heavy offroad logging equipment with blades and such so that cuts my costs down a good bit. I would exhaust every options for paying to maintain and develop tho.. the whole project will cost me under 30k in materials. An the value in equity should be well into 6 digits when shes done.. labor eats equity alive.
