Please help my windsor!!

Is it a solid motor? Rings still sealing? Get a re-ring kit, port your own heads, cam, intake, headers, exhaust, carb. That should eat up 1500 pretty quick. Keep it on the mild side or you will need converter, if auto, and rear gears. Big gears and street tires are a waste. If you do slicks, big gears are cool, but not in the budget.