Windsor is a great "small town" that generates good cashflow with moderate chances of appreciation (relative to the CT Market)Granby even a smaller town feel than Windsor, rentals are in high demand and rent prices are high.

The bank will demand this. 

But then again, that threw interest rates into the ground (I think the fed overreacted), however lenders are now increasing rates by 50 - 100 bps to curb demand.. 

Rents are decent and demand continues to grow.

My thought initially was that low rates are keeping the real estate market afloat and prices stable, but now lenders are increasing rates to curb demand.

I ended up getting a ton of demand and found what looks like will be a great tenant at $1095 + $25 a month pet rent for her one cat with only some paint touch-ups, some new recessed lights, and a new sink.

@Christopher Olsen Make a spreadsheet of the MSA trends over the past 10 years like: vacancy, job growth, population growth, job diversity, supply & demand, taxes. 

In my opinion, Hagerstown is one of the best places to invest in Maryland for Cashflow due to the price per unit and demand for rentals. 

Section 8 tenants have certain demands since the market rate tenant pool is not very reliable.

For example if you grew up in Hopkins you would likely know every part of the city and whats improving and declining.Your market is the twin cities area and the demand for rental housing, price to rents, and future trends.You need to know your city and what they expect from landlords and the costs involved in compliance.Neighborhoods are not the same block by block some have good demand blocks and others have undesirable blocks.Knowing your block would be understanding that the houses in a certain part of the neighborhood are In high demand because of the walking trail, proximity to transportation, or a school boundary, planned light rail, etc.