We did it! Illinois $430k 6.25%
HCOL in northern Chicago suburbs. 1800 sqft. 800+ credit score, 20% down. Listed at $495k, reduced to $475k. We got it for $430k after 2 months with no offers. Reasons this worked out for us:
Saw a house over our budget and put in a lowball when we heard there hadn't been any offers in 2 months (don't be afraid to put in a lowball offer... your realtor should also present any offer you want to make).
House needs some immediate repairs and some fixes/updates that aren't as immediate. The day after close we're paying for;
--New roof
-- Minor foundation cracks
-- Refinishing damaged hardwood floors
-- Windows (doing these sort of piecemeal as needed)
-- Removal of unsafe fireplace and skylight
-- Paint
-- Various cosmetic issues
--New fridge
-- Realtor bought us a dryer as a closing gift (we've been working with them for 2 years)
We didn't ask for anything despite flags on inspection (inspector said he'd buy the house and just fix it up if it were him). Getting into our top-choice neighborhood was worth eating these costs for us, but the number of issues explains why the house wasn't selling at their listed price. Many houses in this area sell move-in ready or get bought "low" (for the area) and flipped or rented out. We're planning to live here for decades, so it's worth the investment to us.