I work in Bedford (Katonah, Cross Rvr), Pound Ridge, The Salems, Somers (all of Northern Westchester from Chappaqua to Brewster, and CT. Depending on your price point, you should have a large selection to choose from in any of these towns. You are correct in thinking that as time goes on more and more inventory will come on. Houses are selling in various price points. Under 600k there is strong activity: I listed a house in that last month just under 600k and it will be signed in a contract shortly. I have another at 899 that is available and others upwards of 1.5 mil that are also available. Look until you have seen enough to know EXACTLY where you want to live, then focus on that spot until your dream house comes on, and you will succeed.