This is one possible direction to explore.
Think like an architect/engineer/designer. Rather than looking at the pieces, look at the whole and the pieces will fall into place.
I am assuming you have a document that has the widths of the sidewalks/driveways, and other constraining features. Or the ability to go to site to get measurements.
For the purposes of this example I used a radius of 10ft for the center feature to scale the image then picked other radii from the start point.
1 - Pick center point of the circle and set a point. (CentralPoint fc)
2 - Create the linear walkways. (WorkLine fc steps 1 & 2) Step 1 built the primary lines running through center point. Step 2 built from Copy Parallel in editing tools
3 - Build out your circular areas based on radius from central point. (WorkPoly fc steps 1-7)
4 - Build the section polygons (WorkPoly fc step 8 )
5 - Convert the step 4 polygons to lines (WorkPoly8toLine fc Step 1) Some cleanup was required since the breaks did not happen at angle points. You may want to duplicate the lines on the splits between the inner and outer sections for step 6 since the two areas have differing numbers of splits.
6 - Divide lines appropriately for plots in section (WorkPoly8toLine fc Step 2)
7 - Connect the dots (WorkPoly8toLine fc Step 3) to create plot dividing linework.
8 - Build your plot polygons (Plot fc) - I goofed on step 6 so there is a -999 plot in the area.
The gdb was created in Pro 3.2.2 with the Create File Geodatabase tool set to ver 10.0 so hopefully earlier versions of Pro can read it...
This is one possible direction to explore.
Tom