Ok hedge apple will be a quick (free) start, next is grasses and shrubs. These are a natural progression in re-forestation. If you have room, no till about 1 or 2 acres in field corn, and just let it go fallow, then the next year move over and do it again and just leave the first fallow. Pines (like loblolly) grow quickly (for trees) as does sassafras. Wild blackberries and honey suckle provide low cover and foods and grow and spread well. The honey suckle will need some structure like an old fence, or some fence posts or similar.
Get a piece of graph paper, and "build" your property there first, then plant. What state are you in? I am in Sebree, Ky, and if we are close enough I can share some trees from my property.