The Squealer is Bush Hog's low cost line. It is light duty and without a roller bearing tail wheel.
Still, in my area, that one would probably bring $650 - $750 at this time of year.
Two weeks ago I watched a new, unused Land Pride 5' cutter sell at auction for around $2300. I had priced the same model at the same dealer where the auction was held the prior week. I could have bought a different, yet identical, model with warranty for $1800.