I grew up in Ossining and still reside in the Ossining school district. Ossining is the fictional home of the Draper Family from the AMC Series Mad Men, and is also home of both Sing Sing Prison (the origin of the phrase "up the river" from the old gangster movies) and Maryknoll Catholic Mission. It is about 35 miles north of Mid Town Manhattan, and beat Houston, TX to the punch by electing an openly gay mayor several years ago. It was a wonderful place to grow up and I am proud to call it home.
70 homes sold in the village thus far in 2009, compared to 78 during the same time period in 2008. Prices are also down, with the median price of $387,000 in 2009 compared to $416,000 in 2008.
Overall, $387,000 is down considerably from the 2005 median peak of $443,000. There are 64 active listings now, putting the current inventory of homes at about 11 months worth of available properties. Given the quality of life you can enjoy here, with prices this low Ossining is probably one of the best bargains in Westchester County going in to 2010.