@Stacy Weng I had a condo in Fair Oaks that I bought in 2003 and I did the same thing. Moved out and rented it for a couple years. I was able to sell it tax free because I lived in the property 3 of the previous 5 years.
It doesn't sound like you're in that situation. You'll owe capital gains tax on the profit. I think the first thing you should do is investigate a 1031 exchange. That would mean you'd need to identify a buy and hold property that you can use those funds towards acquiring. If you go that route, flipping would be out of the question.
I'm not a tax professional and I've never done a 1031 exchange, so you should check with an accountant and a 1031 specialist. There are very specific rules you need to follow, so research them before you do anything.
I'm also contemplating investing in the Shenandoah area including Winchester. I've only been investing in the midwest so far and there are definite pros and cons I need to weigh.