Appropriate for a high-tech City, there are many digital mapping options. Listed below are some of my favorite ways that I view Seattle (while sitting at my desktop!)
1) Redfin gives you a birds-eye view of Seattle with great aerial photography. It is a very easy (and FUN) site to navigate. I should also note that Anna is a listing agent on the site.
2) Next up is Google Maps. There is no need to bother with Mapquest or Yahoo Maps anymore. Once again, Google has done it right. The site is a lot of fun and I especially like that you can zoom around with the arrow keys on your keyboard. While you’re at it, try doing a local search on something you like to visit (I did Bakery). I ended up with all the local bakeries around my house! UPDATE: On their march of progress, google added satellite imagery. Kottke gives a great description of how this is not necessarily a new technology (mapquest had this ability at least 4 years ago), it is just implemented much better!
3) If you really want to get down to details, check out the on-line GIS maps provided by the City of Seattle. This site is wickedly powerful in that you can see property information for EVERY residential property in the City all via a convenient (albeit slow) interface (no more trips down to the public library for “public” information). It includes previous sale information for each property… Not that I’ve done this :), but it can also be used to “remember” the name of a neighbor. As long as they are the owner of the house, then their name will show up on their parcel data.
4) The City of Seattle puts out a great bike map. I went ahead and ordered a free hard-copy version of these maps, and I use it regularly.
5) Seattle Neighborhoods. Did you know that the City has published exact boundaries for each of the Neighborhoods in Seattle? Very cool reference!
UPDATE: I’ve built a program called gHomes to my site. It is a great way to search for your next Seattle or Eastside home.