I live in Crestwood. I doubt you could get the permits to build your own house in DC. Maybe some people could correct me. It would be possible to buy an older run down house and renovate it.
One major feature of Crestwood is it's connection to Rock Creek Park. Going south Blagden Ave drops you at Beach Dr and Broad Branch. North you wind through Carter Baron parking lot to Joyce Dr. and end up at Beach and Military Rd. There are also trails, that access the park from Crestwood.
You could have your MC travel south on Beach Dr/Rock Creek Parkway to the Four Seasons in Georgetown.
Here is the neighborhood web site with quite a good history section.
Crestwood History — Crestwood - Washington, DC