@HeadScratcher i did not read everything what you wrote but i think i understand you very well.
This is how i would proceed:
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Install an image on sd card, enable ssh by addign a file named ssh to the boot partition
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start the rpi find its ip with wireshark.
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As Windows user i install xmoba https://mobaxterm.mobatek.net/ and http://www.sftpnetdrive.com/
xmoba for ssh connection terminal and sftp file browser to browse files on your rpi
additional sftpnetdrive to include your pi´s drive to your windows explorer and enable you to edit them in windows. -
Also on your windows host install VScode with openhab extension. With this you will edit the files which are on the rpi.
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Connect to rpi with ssh by xmoba
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Install openHAB / Java if it is not included in the image.
1.Start with an easy tutorial for reading temperatures of your pi. But read the 433Mhz example first as it tries to explain how everything works together.
OpenHAB Exec Binding explained in detail on 433MHz radio transmitter example
Openhab2 RPI System Temperature and DS18B20 OneWire Chart with persistence
The people from openhab are great people and have accomplished a nice environment, but for the documentational part they somehow can’t understand that this long growing environment is not selfexplaining and unexperienced user have to be fetch from where they are. As it is stated on https://docs.openhab.org/index.html you may help to improve the documentation!
But good look with that.
Try to figure out the basics and ask in the forum when you stuck mostly there is someone willing to guide, which would not be neccessary if the documentation would be somehowe better to grasp.