I would think that Montgomery would be a safe bet due to the military base being there.

I plan to retire from the military in about two years, but will probably stay in Alaska until my kids graduate high school.  

These types of homes around here would cost $150k and have the best schools and possibly could get tenants from the several military bases, increasing tenant accountability. .....Is this line of thinking good, and will it likely provide better tenants and a better overall success?

If it is one lease, I would expect that military orders would be grounds for the termination of the lease.

I am currently in the military and my wife and I have begun the journey in real estate also.  

Wow I thought so many military bases and housing.

Lots of military there (USAF) I recall...If the single families don't pencil out well, see what the 2-4 units are going for in your area.Best of luck!

Straight out of high school I served in the military and then spent the past 10 years working in IT.I have finally reached a point where I’m tired of working for the corporate industry on a limited salary while doing nothing for my retirement.For the past year I’ve been watching house flipping shows and decided I wanted to give it a try.Six months ago I bought my first house with a 203k loan that I’m currently living in so I could get some experience.I paid $167,500 for the house and took out $35,000 with the 203k.The house was a probate that had been abandoned for 5 years.Half the house was on a concrete slab that had sunk about 4” in the middle and it was completely outdated.We removed 2 load bearing walls to open up the kitchen, knocked out the back wall, built a new subfloor, and put up a 4 panel sliding glass door to let in some sun light.We installed porcelain tile in the kitchen, stainless steel appliances, new cabinets and quartz counters as well as recessed lighting.We fixed the foundation problems by mudjacking to raise the floors and carpeted the back 3 rooms that sat on top of the slab.As you can imagine we ran through the $35,000 quickly.The 2 bathrooms are still outdated and the house needs new siding.After the renovation we had it reappraised (per the 203k loan agreement) and they said it was worth $215,000.About 3 months after the renovation I attended a 3 day Fortune Builders seminar and come to a realization I probably could have saved about $20,000 if I had systems and processes to follow before I purchased the house.After listening to BP podcasts and hear other people’s experiences I’m quite fortunate I didn’t lose money.This sums up my real estate investing experience.

I am currently working in the federal sector being a military veteran, I am still looking to find my road to success.

Both are very popular places for US military members to rent and usually stay for 2-3 years.