I think BaseCamp and HomePort use Mass Storage Mode only, just like GarminExpress. Therefore, they won't see old Garmin-mode devices. However, MapSource and WebUpdater can use both Mass Storage and Garmin/preboot modes.
The DataCard reader should be detected in Windows' DeviceManager under "GARMIM Devices". I don't actually recall using one in any 64-bit Windows version however all other old Garmin non-MSM devices i've used recently have worked fine in Win 10 and 11 64-bit, e.g. SteetPilots 320c, 2610 and 2720 just late last year. Maybe the DataCard readers are particularly sensitive to the OS type but if it shows in DeviceManager as "This device is working properly" under "Properties/General" and with the correct Driver loaded, then MapSource should work properly with it. I can't do a 64-bit test for you myself because i no longer have access to any DataCard reader.
To test an old OS, someone you know will have an old dusty but working 32 bit PC kicking around i bet. Or you may be able to load XP_32 on either a VM or directly to a small partition of your Lenovo and dual boot it, depending on the motherboard. If kept light, XP_32 can run cleanly on only 2 GB of space or even less.
You can also try using the DataCard inserted into your GPSMAP 276c connected to the Lenovo to see if MS works with it under 64-bit. MapInstall should then also see it connected like that:
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