His main home appears to have been a four-bedroom house in Parker, Colorado which he purchased in 2005 for $1.34 million. The home is in a community called Timbers and sits on 1.5 acres of land. Outside the home there is a seating area, patio, bar and fire pit. Inside the home has all the usual luxurious features like a a wine room, gourmet kitchen and great room with massive fireplace. Bachelor-friendly details include a billiard room with a complete wet bar, home theater, a poker room and a bathroom that features a urinal facing a poster of Marilyn Monroe. This home is listed at $1.675 million.
Cutler also owns a five acre property in Elizabeth, Colorado that is for sale for $699,900.
Gallery: Jay Cutler in Colorado