Every year I inevitably run into a bunch of these antique moulding planes. I should get smarter on them so I know if they're worth buying or not to re-supply to collectors. I know that some are, and I know they're marked, but I don't know what names to look for.
Collectors.... Good luck. Like most, its finding who is looking for what at the moment. I had a friend buy a couple of planes he knew a collector was looking for. Turns out he had just upgraded, these were his "discards". Apparently awkward moment when he tried to sell them to him at the next show.
Without carrying a book with you, its hard to keep track of the rare or valued brands that might be a big score. (A Guide To The Makers of American Wooden Planes, 4th Edition*) Not all the rare ones are marked. Like you can ID a socket by its looks, some plane guys can too. Not me.
Most of the moulding planes are lucky if they can get $15 on the open market anymore (fleas etc), so if you can grab them for <$5 might be worth it. In decent shape, un modified, with blade, correct wedge, and undamaged sole
they will occasionally go for more. Fancy woods like Ebony will add to the value.
For my uses, I don't buy the fancy shapes, I stick to squares (rabbets and dadoes), and simple curves (beads, half rounds, hollows and rounds etc). None of this ogee, reverse ogee, grecian etc for me, so I don't know the market that well.
Here is a page showing some common shapes, there are many more
https://www.mvr1.com/Ohiowoodenplanes.html
If you can get matched pairs (Tongue and groove by the same mfg in the same size) they are often worth more. That second box might have matched sets in it, as the widths on a few, and the wedge shape, seem to match. A set of hollows and rounds is a great find, especially if they all match, and the previous owner is the same on all of them. Some collectors go nuts for them. (I found a set at an estate sale, and found 10 pairs, and 2 solos, at opposite ends of the set, missing 1 #1 and 1 #12. I had to pull out six other moulders out of the chest before I realized I was on to a full set.)
There are great users, brands like Ohio, Sandusky etc that made tons, and small brands like Chapin, Barton, Varvill, and really small like Arrowmamett, Sym, Pond etc. Then you add in the European mfgs like Goldenberg, LaChappelle, Braun.....
I am approaching 100 of them, and I look at quality of build, and ability to put back to work, rather than brand, when I buy. But I am not planning to flip.
The bench planes are a harder market still, as they are really equaled or surpassed by standard metal bench planes for working. For these, quality of the sole / mouth is king in my book. Those that looked like they rolled in the mud would have to be pretty special to get me to get out my wallet. To be useful, the mouths must be pretty tight (when the blade is installed correctly), the iron and wedge must be somewhat appropriate, and no huge splits in the ends. The handle must be comfortable. Again, brands are all over the map. I have a ~20 vintage ones, and they are either odd configurations (razee jack), extra dense, or really big or small. I have one which is about #4 sized, which has a grip made special for right handed people. Who could pass it up for $10? I think I've only paid over $30 for a few, mostly big ones or oddballs, like a double ended mitre shooting plane.
The armed plane in the back is a **** shoot as a user. That style, with the threaded arms, are especially fragile. Parts are often not interchangeable between planes, especially the threads, but sometimes the irons are odd shaped. The type with wedged arms are less fragile, but less cool, and a bit harder to set up to use. Anything with brass might add a few dollars, Ivory tips etc will add $$$.
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https://toolsforworkingwood.com/store/item/AP-GAWP