The oldest overall watch I have is a pocket watch. It's a Waltham from 1886. It's a keywind and works perfectly. It is a cheapo model with a nickel case, but that in turn seems to have worked in its favor with age, as it looks great. The oldest wristwatch is another Waltham I believe from the late 40s. It also works and is in really good shape. The oldest ones I actually wear are a few Seiko 6139 auto chronographs. The oldest is a 1970. None have sentimental value, but are ones I enjoy having in my collection. I don't know the actual value of them. The two Waltham watches came from an antique show. The pocket watch I gave $75 for it and the wristwatch was $20. The Seikos came from online watch dealers. I don't remember exactly what I paid, but the most was around $150. I do know the prices have gone crazy since and they would cost quite a bit more now. I never carry pocket watches, but like collecting them. I also don't wear the Seikos that much, but do on occasion. I like them a lot for their looks and being older auto chronographs. They also deviate from my normal style of watch i gravitate towards, which are divers and chronographs with external bezels.
The oldest overall watch I have is a pocket watch. It's a Waltham from 1886. It's a keywind and works perfectly. It is a cheapo model with a nickel case, but that in turn seems to have worked in its favor with age, as it looks great. The oldest wristwatch is another Waltham I believe from the late 40s. It also works and is in really good shape. The oldest ones I actually wear are a few Seiko 6139 auto chronographs. The oldest is a 1970. None have sentimental value, but are ones I enjoy having in my collection. I don't know the actual value of them. The two Waltham watches came from an antique show. The pocket watch I gave $75 for it and the wristwatch was $20. The Seikos came from online watch dealers. I don't remember exactly what I paid, but the most was around $150. I do know the prices have gone crazy since and they would cost quite a bit more now. I never carry pocket watches, but like collecting them. I also don't wear the Seikos that much, but do on occasion. I like them a lot for their looks and being older auto chronographs. They also deviate from my normal style of watch i gravitate towards, which are divers and chronographs with external bezels.