Compromise hf
Looks can be deceiving. I wouldn't call your QTH urban by any stretch, lol.
I have a HF rig that i haven't bothered to attempt to connect because there's no space for a decent antenna. I live in a dense urban area, have no mature trees on my lot, and can't get the minister of the Interior to ok anything resembling an antenna on the outside of the house. I've thought of stringing a dipole or something up in the rafters of the attic but that thought isn't very comforting. So there it sits, waiting for the day that I have the space to get it online. I can only say I wish I had your neighbors.
I feel your pain. I live in an apartment, but have access to a small garden. The landlord turned his head to the 2 concrete base masts I have erected for an 18' 10m and 2m/70cm verticals (10' and 20' up, respectively), but running wire for HF is a challenge. There is no way I can attach wire to the house and a wire in my single tree would be too much.
There is a wood fence that runs around my yard and into my upstairs neighbo'rs yard with a straight 78' run that is 6' high on the yard side, but varies from 8' to 10' on the street side (there is a drop on the other side).
ANYTHING I do here is a compromise solution and I will never work the world from this location, but I decided to try running wire along the top of the wood fence as stealth as possibe. I tried a GSRV JR and it worked on 20m, but only on 20m. I really wanted 40 and 80 as well. I tried an OCF "Windom" design, but it was just too long and winding it around the fence proved unworkable.
I found an end-fed from EFAB Antenna Solutions, the EFAB-MAX. It's 66' long and comes built with the electronics sealed in a box. I secured the box to a post, rand out the length along the top of the fence, made a quick coax choke (per instructions), and hooked up the PL259. I did add 1 counterpoise wire along the bottom of the fence.
It works...not great, but it gets me on the air. I have an internal tuner that will load 160 through 10 easily. I regularly check into a 40m net here on the east coast with no problem. I have made 20m contacts regularly into Europe and the Caribbean.
I know everyone says end-feds suck and are not much better than a dummy load, but this one at least gets me on the air. It is not optimal, but it is the best I can do for my situation.
Can you find a discreet 66' run?
Just in case, here's their site.
End Fed Antennas
73
'shrink