First let me preface my comments with, "I am not a realtor". In addition, I relocated from Albany, NY about 6 years ago and purchased a home just over three years ago. It depends on whether you want something in the city or outside the city limits, more country. Either way, it is a community that is trying hard to remake itself. IBM had a major facility in this area and after it closed (many years ago), the community took a hit. Property values are reasonable and there are many of your popular chain stores (Home Depot, Walmart, Barnes & Noble, Bed, Bath & Beyond, etc). In addition to your normal chain grocery stores, a wonderful family owned market called Adams. Great place to buy produce and garden supplies. Like any community there is one area of the city where you might not want to purchase property. Off Broadway and some of the surrounding side streets but again, there is an effort to improve these areas. Uptown Kingston is very historic and a fun place to poke around with some lovely restaurants. The lower area is called the "Roundout" and it is situated on the Roundout Creek. Also very historic and some lovely old homes just waiting to be loved. Several restaurants and small shops to browse around and some are located on the waterfront. There are several small surrounding communities and one in particular (Port Ewen) has Hudson River properties. I rented a condo (Riverview) there for two years before I purchased a home and you would be 15 minutes from the major shopping areas. Some folks absolutely love living in the condos,no maintenance just unlock the door and walk in and a swimming pool maintained by the staff. But I wanted my own home, hence the move. People in this area are very welcoming and community minded so it is a nice place to settle. Just do your homework before you buy. How much time do you have to spend at your second home? Do you want to spend your time working on the yards and home or would you rather come here and just relax and enjoy the area. Good luck.