My most expensive would be my Tod's Besonville in Ink Blue (996), Tod's D Bag in White (700), Chloe Edith in Chocolate Brown (700),my Botkier Sasha Duffle in Black (700) and the LV Speedy 30 (650 with tax and shipping from ELux)
Both Tod's and the Edith were on sale. I have other bags in the 500-600 range, but the ones above were my most expensive. And I ADORE them!!!
Haven't broken the $1000 threshold yet!