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Other than twice a year, I do not think you would be providing a tenant "quiet enjoyment" of the property. In my opinion, I think an inspection prior to winter (to check furnaces and replace furnace filters and air ducts, etc) would be a good time to start. Additionally, possibly in the spring, right before the main thaw (to check for possible leaks in roofing, etc). Other than that, I do not inspect any property unless I have obtained a reason to. For example, I live in a 4 unit property and I recently had a kitchen sink supply hose leak. I notified the tenants that I would be checking their units as well to make sure none of them had a similar issue. I think they actually felt safer that when I noticed an issue in my unit that I was smart enough to make sure they didn't have damage as well. Basic preventative maintenance can always be used to gain entry, but as stated above, more than a few times a year could be considered infringing on their right to "quiet enjoyment" of the property they pay to use. The only other time that an inspection might be conducted, below the radar, could be to maintain the smoke and carbon monoxide detectors. Check the batteries and make sure they are in working order.
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