I'm also concerned that you won't enjoy much appreciation.

I guess they enjoy empty rentals...Find another one quick- so it's not on your credit for the next landlord to see.

This is my favorite option so far, however they appear to be extremely hard to find near Annapolis and the few that are on the market are priced in the $600K-$900K region.Cons: If I did find one, it would probably require me to drive 30-45 minutes to commute to work and enjoy none of the benefits of living close to Annapolis. 

If you enjoy making lots of money I'd suggest the DC area. 10 of the richest 20 counties in America are in the area which means often that even mediocre jobs have good pay.Now we do have higher taxes, and high housing costs...but the taxes are easy to deal with when you make a lot, and the housing is actually pretty reasonable when measured against incomes and is thus more affordable than places like Boston, NYC, Seattle.

It's not time to retire, it's a time to begin building your next endeavor!

And the FHA 203k loan will fix it all up and things will be peachy keen.Get it renovated and rent the second unit for $1800/month via services such as free internet and the location not to mention it is a 2 bedroom.After a year move back with my parents and rent the first unit for $1800-$2000 since it will have the yard.Make a nice ROI and look for more investment properties while possibly enjoying life since I don't really buy much and the only primary debt I have is college loans.

You will enjoy it!

In joint tenancy, the parties enjoy the right of survivorship.

It's really good to know that somebody is putting together local resources to make STR hosting a more easily achieved endeavor.  

The property can't be enjoyed by the public , as stated that the purpose of P-2 zoning is for public enjoyment, preserving a natural resource or view etc