Those that suggested "it might work"...evidently don't have a lawn and no nothing about drainage. The reason there's lawns in front of homes is because there's soil under them and water drains away after the grass takes what it can use. Since there is no possible way concrete or rubber, or plastic, or anything else that you try to substitute to rid the place of water, then there's no way to grow grass on them. If you want a lawn, then commit yourself...break the concrete up, remove it, and replace with good soil. Then use either sod or seed. If you wish to not remove the concrete, might I suggest you invest in a look-a-like grass---much like they use on baseball fields. It looks real, can be cut to measure and you wont need to buy another seed of grass...ever. There is only the problem of cost....it does cost a prety penny....and an even duller dollar. There's many dealers in this product so choose wisely.

Just get straight glyphosate - it doesn't have to be RoundUp specifically and there are less expensive brands of this herbicide on the market (Ferti-lome sells a product called Killzall that is less than half the price of the equivalent concentration and size of RoundUp). If you do go with the RoundUp, just select the Weed and Grass Killer - no need for any other additions to the mix. As I noted previously, you may very well need several applications and it is suggested to allow at least 2 weeks after the last treatment before reseeding. And it is too early to reseed - too hot and too dry for most northern, cool season grasses to germinate well. Generally, the ideal time for fall seeding is early fall - September to early October, depending on your specific climate. And any cool season turf grass blend recommended for your area is fine. Most independent garden centers - not the box stores - will have blends that are appropriate for your area.

The wood looks pretty rough. If it is just in need of a good cleaning/restaining/sealing...I would do that. Otherwise, wait and see what you decide after you have lived with it for a bit.

I see 2 or 3 burning needs. One is get a bag of mortar and a trowel and start teaching yourself how to construct masonry stonework. Kill two birds with one stone by picking up all the rock laying around the yard, and by building something wonderful out of all that free material. Another need is a general cleanup of low limbs, scrub brush and weeds. Define beds and mulch them. And the biggest need of all is find a low groundcover that works in your area and start installing it. Most groundcovers can be easily propagated so once you get going, a huge amount of ground can be covered in a relatively short period of time, for low cost (with DIY labor.) And, of course, before you build or plant anything, create a plan so you know that you're putting things in the right places.