Generally, if you're talking about across-the-frame, has the higher line on MTF charts, test-chart type sharpness, then telephotos and primes will tend to beat out wider lenses and zooms--particularly in the corners.

That doesn't mean you can't find individual cases where that doesn't hold true (e.g., Canon's EF 70-200 f/2.8L IS USM II can pretty much hold its own or beat the EF 135mm f/2L USM on test charts).

So, my vote, if given this list as a hypothetical, would be the 85. But it would also be very very far from my first choice for a streetshooting lens--especially on a crop body--because sharpness ain't everything. How a lens performs with test charts, and how it performs in your hands are two different things. And what many newbs, seduced into the endless rounds of hairsplitting spec-poring test-chart pixel-peeping online discussions don't get is that sometimes sufficiency is more than enough.

You don't need the sharpest lens evah to get a great photograph. You just need a good lens and a decent amount of photographer skillz/imagination/vision.

Overall, while I commend your curiosity about lens performance and focal length, I'd also say that you're analyzing the which-lens-to-buy question from the wrong point of view. Image quality is fine and well. But cost, size/weight, usability, field of view, stabilization, focus speed/accuracy/performance, and build quality could take equal precedence in your deliberations.

For street shooting, I'd go with a 35 to 50 equivalent fast prime, because when I street shoot, those are the "most comfortable", most discrete, and best lenses for the way that I shoot. And I know they'll typically be sharp enough for my needs and print sizes.

What you need, afford, or may find important as a lens feature can and will differ from my priorities. You're not me. But it's always a group of factors, not just sharpness, or bokeh, or whatever the current hand-wringing fetish of anguish on DPReview is these days :).

Generally, if you're talking about across-the-frame, has the higher line on MTF charts, test-chart type sharpness, then telephotos and primes will tend to beat out wider lenses and zooms--particularly in the corners.

That doesn't mean you can't find individual cases where that doesn't hold true (e.g., Canon's EF 70-200 f/2.8L IS USM II can pretty much hold its own or beat the EF 135mm f/2L USM on test charts).

So, my vote, if given this list as a hypothetical, would be the 85. But it would also be very very far from my first choice for a streetshooting lens--especially on a crop body--because sharpness ain't everything. How a lens performs with test charts, and how it performs in your hands are two different things. And what many newbs, seduced into the endless rounds of hairsplitting spec-poring test-chart pixel-peeping online discussions don't get is that sometimes sufficiency is more than enough.

You don't need the sharpest lens evah to get a great photograph. You just need a good lens and a decent amount of photographer skillz/imagination/vision.

Overall, while I commend your curiosity about lens performance and focal length, I'd also say that you're analyzing the which-lens-to-buy question from the wrong point of view. Image quality is fine and well. But cost, size/weight, usability, field of view, stabilization, focus speed/accuracy/performance, and build quality could take equal precedence in your deliberations.

For street shooting, I'd go with a 35 to 50 equivalent fast prime, because when I street shoot, those are the "most comfortable", most discrete, and best lenses for the way that I shoot. And I know they'll typically be sharp enough for my needs and print sizes. So, if I were shooting a crop dSLR, I'd probably go for something like the EF-S 24mm f/2.8 STM (pancake lens!), or 35/2 of some persuasion. But that's me. You're not me.

What you need, afford, or may find important as a lens feature can and will differ from my priorities. But it's always a group of factors, not just sharpness, or bokeh, or whatever the current hand-wringing fetish of anguish on DPReview is these days :).