Would you, if you had $3,500 of my money to spend? https://www.pcgs.com/cert/36626311 PCGS priceguide says $5,000. This exact coin sold by Stacks-Bowers for $2,100 in 2019, however.
I was admiring this one (5 grade points lower and $1,000 more) when my best numismatic friend offered me the one above.
Beautiful coin, but I think I'd look for one with a more traditional silver color (all personal preference, of course)
fwiw - Stacks' Bowers auction (Sydney F. Martin Collection continuation sale) on Aug 19 has over 30 Pine Tree shilling coins, many of which are small planchet. They're higher grade, but it can't hurt to see if you can snag one within your affordability zone before you commit to either of the 2 coins you're contemplating, assuming you can delay the need to buy. Not sure if the following link will work, but it was supposed to show the Pine Tree shillings in that upcoming auction using "Pine" as search term: https://auctions.stacksbowers.com/a...n-part-iv-lots-8001-8498?limit=96&search=Pine
Personally, I'd pass for a better struck example. I agree with @Jersey magic man too much detail missing from 4:00-7:00. In my thinking, if I'm buying an iconic coin like this, I'm going to be extremely picky and willing to wait.
If you can hold off for a little and find one with more detail,eye appealing,and more of a silver-ish pinta on it but not to shiny,it'll probably cost a little more but you'll feel much more happy every time you take a peak(good luck).
Your OP coin has missing detail due to weak strike and the NE Numismatics coin has missing detail due to flan/centering. When dealing with hammered coins I think those aspects have even more impact on desirability than numerical grade. I could see myself springing for one of them but your pickiness is something I aspire to.
Not sure how PCGS estimates their price guide values, but $5,000 seems a bit steep. There have been 12 sales at this grade since the start of 2019, and one of them is an extreme outlier at $18,000. If you remove this one from the group (must have been something particularly special about it), then the average of the rest over this time period is $3,475. I have zero experience with this type, but my guess would be that the asking price is right at fair market value. Unless I particularly liked the coin over others for some reason, I'd hold out for something else. I also don't have much experience paying for or negotiating the purchase of coins with price tags. I almost exclusively purchase coins from auctions as a matter of principle, as this keeps me the most comfortable in feeling like I'm paying the fair market price.
The small planchet Pine Tree Shillings were stuck on a screw press and are generally higher quality. I don't collect these coins by die variety, so this one might be something special in that regard. Even so, if a type coin is what you want, you can find this coin fully struck without a lot of trouble. I would pass. Here is the coin in my collection for the small planchet Pine Tree Shilling. I bought this coin back in the 1980s. I failed to get it in an auction, but bought it a couple of years later without knowing that. A year or so after that, I ran into the old auction catalog. I checked it out, and darn if wasn't the same coin with the "bird's nest" strike defect in the branches! I thought that this coin would grade EF-40, but PCGS called it VF-35. Here is a large planchet Pine Tree Shilling. This earlier type is more desirable, but also more expensive. And here is a Pine Tree three pence. These smaller pieces are rarer than the higher denominations, but not as popular. Therefore they sell for about the same price.
I always enjoy seeing coins you own. They are impeccable and beautiful. One of these days, I hope you start a thread containing JohnMilton's 20 (or 30 or 40 or 50) favorite coins, with photos, from your collections. Or you could start several threads to show your coins by type (even better!). I'll make sure to have several towels to mitigate my drooling when I see them (that's an ugly image to imagine, sorry).