Don't let all of the people says the markets are soft get you down. People are always buying houses, so if you do it right that isn't a concern. Timing a real estate market is like timing the stock market, it's not a good idea. A down market is the least of your worries.
Given the right skills, training, outlook and cash, it is possible.
To start with, when you sell a house you lose about 7% right off the top in broker fees. So you need to minimize that. So go get your license and train to get your brokers license. That will significantly add to your bottom line and give you a good knowledge of the local market.
Then go get some training. To start with, get trained in lead-safe work practices. Then in plumbing and electric. A course on kitchen counters would also be a good idea -- maybe from Home Depot. Get the training you need.
Figure you won't make a profit on 100% of the houses and you need enough money to put one house on the market and start the next one. So figure you need enough money to do 3 houses at a time. This is money you can safely lose without hurting your family. You never want to be playing with money that you need.
You're talking non-owner-occupied houses and you don't have a track record, so figure you can borrow 75% of the price from a bank.
Who knows what the market is where you live, but let's figure you can buy a house for $100,000. So you need $50,000 plus closing costs, lets say $55,000. Now you want to put $20,000 into it. So you are up to $75,000. Now a wonderful person comes in and buys it for $150,000 and you've held it for 3 months -- pretty quick turn around.
This math is sort of off the top of my head, but here we go. Other might come to a different conclusion, but that's cool.
Expenses: Purchase $100,000 + $5000 closing cost + $20,000 repairs. New expenses: $1,500 interest and $2,000 taxes + 10,500 real estate commission +1,000 closing expense. Total Investment: $140,000
Sale price $150,000 - $140,000 expenses = $10,000 profit (for 3 months work)
I think the capital gains rate is like 20%, so you get $8,000.
So go look at houses in your area and run some numbers and see what it looks like. Tha'ts the only way to know.
Now two final points. First, for your house or for other homes, get trained on lead safe work practices. You've got kids and you don't want to harm them. Even working someplace else you could bring lead home on your cloths. Second, notice in this calc that the real estate broker made more money than your did. Having a real estate license will significantly increase your bottom line. "for sale by owner doesn't cut it".