It is located near very affluent suburbs.Property B is in great shape structurally but pretty outdated inside.

In addition, DMM seems to be outdated and a rarely used method to acquire deals.Any suggestions on how I can find these deals?

It's because buyer demand for value growth along with rent growth long term tends to be in the more desirable areas.The low end areas buyers many times purchase hoping for high cash flow only to land problem tenants that don't pay and wear down already old and outdated properties.

It’s outdated but maybe I can just list it as-is after fixing the pool?

It’s outdated but maybe I can just list it as-is after fixing the pool? 

Its slightly outdated but still clean.Not sure what to do.

The units and buildings were out-dated and neglected, but the location was unbeatable.

But for our market, and because we don’t have the desire too, we will be buying a house in good shape, but outdated.

by February 15th (or around that date since Feb had 29 days).Its now March 2nd.And now that my timing is off, I'm confused about what will happen to their lease end/move-out date: I had to give them 30 days notice before the end of the lease and not having done so will cause them to occupy the unit past their original lease end date (March 15th).Additionally, if I understand the wording of my lease correctly, if tenant remains in unit after lease ends and without renewing the lease, the "lease" defaults to a month to month...Exact timeline for everything is clearly confusing to me since I missed the date for sending a lease-termination notice... 

Most likely means you are in a transactional relationship or using a CPA that uses an outdated hourly billing model.