Drew Bledsoe & Maura Bledsoe – Oregon, Estimated $6.95 Million

Drew Bledsoe is most remembered for winning the Super Bowl XXXVI with the New England Patriots. He first became a professional quarterback in 1993 and he eventually retired by 2007. Photographed above is the cool mansion that once belonged to Bledsoe. One of the best parts of the mansion is the pool in the backyard which is like a pool from a high-end resort. The mansion was placed on the market in 2013 but as of 2018, no one has bought it yet. Its asking price is estimated to be $6.95 million. During the 2018 AFC Championship Game, Bledsoe was the Patriots’  honorary captain.