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I was in a similar situation a month ago when going for a new STI -- same reasons as you, needed more room.
If you want another Subie and don't have any accidents, go back to stock and use the guarantee trade in program, it is absolutely killer.
If you're okay with having a period where you won't have a car between selling privately and getting new one then I'd suggest going that route.
But keep in mind if your state allows trade in to lower taxes, you may potentially be looking at an extra grand on top of trade in value.
At time of trade in I had aftermarket OP, FP, CBE, wintertires, and springs on it. Except for noticing the tips, they never mentioned, asked or noticed the rest.
In my situation, after trade-in value and tax credit, I estimate that a private sale would've netted me maybe $1K more 1.5K tops but I couldn't be without a car and it saved me the hassle so it was worth it to me.
But yeah go around to a couple of dealerships, make sure their appraiser is available and just get a benchmark. Literally takes like 20 minutes.
Good luck!
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'13 BRZ (sold)
'17 STI
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