I think any of us who have owned airplanes and property dream of walking out the door to our airplanes. But sometimes it's just not practical. Many years ago, Wife 1 and I bought a piece of ground north of Laramie, with the plan of building a home there, and of course, I started planning a strip. At the time, I was partners in a TR182, so first I did some calculating using that airplane's capabilities. Flying it alone and light, I knew that I could easily get it down and stopped in 1000', and I could get it off the ground in less than 1500' on all but the hottest days. But load it up, fill the tanks, fill the seats, add luggage, and at gross it took a little more runway to get down and stopped, but a whole lot more to get off, especially on a warm day with the DA hovering around 9500'. I had 1460' total to work with, and it was obvious that on family trip days, I'd have to hop it over to the Laramie airport solo and pick up the family there, for us to safely depart. Some really warm days, the airplane would have to stay parked. Even in my most optimistic dreams, that was a pretty squeaky situation.
I honestly think that's your situation. It may seem hard to compare to what I was facing, but although you wouldn't have the high DA problems, you have less space and much less airplane capability in a C-140. I think it's a super little airplane, but 1000' just isn't enough to get off safely, consistently.
I don't know what would solve your problem. My problem was solved with a divorce and she got the property. That probably extended my lifespan for a couple of reasons!
Cary