I live in a mobile home park. Google drove past the entrance to the park but never came inside.
They’ve been here in June 2009, September and October 2011 and pictures from all three visits are sort of mixed together, so when I went moving around in street view it abruptly changes from nice summer pictures to dark and dismal autumn pictures and back.
I live in an apartment building and while that picture was from '09, the building still looks mostly the same.
Oooh, ours has been updated! It shows the fence we had put up. The lawn must have just been mown too, so it looks lovely and tidy!
We move at the end of the month but there is no streetview for our new place as it’s down a private road, yay!
Summer time, probably 2012 based on what is in my front flower bed. It’s a wednesday because everyone has their recycle bin out at the curb. Middle of the day when most of the cars are gone.
My lawn looks a lot better now.
August 2013. Luckily, they must have come by right after I mowed - the lawn looks decent. We had a drought the end of last summer, and between August and September I maybe mowed twice.
The photo for my house is quite out of date (Apr 2011). It still shows the two pine trees in the front yard as nice and green. They died during the drought two years ago and we had them chopped down.
Last time I checked our house, the image was about six years old. It showed our old van, just barely visible in the back. I fly historic flags from our front porch, and it showed the Guilford Courthouse flag, which I don’t fly all that often: Guilford Courthouse flag - Wikipedia
They’ve done another pass and updated the view since, but last year it was highly personalized: my car parked in the drive, my kitty sitting in the window. All that was missing was me, waving.
I’ve lived in six (at least) houses that no longer exist, having been cleared away for freeways, strip malls, etc. in Seattle, Baton Rouge, Huntsville, Milwaukee, Nashville, and Portland ME. Also one in a city that has not yet been Streetviewed except for the numbered highways through the city.
Well, I can see my car in the parking lot out back, so it must have been within the past two years or so.
You can see the tacky foil on most of the west-facing windows and the air conditioner. Not much else to show that that’s my apartment.
My sexy orange motorcycle right out in front!
A childish part of me hopes that an ex-girlfriend googles my address and is all like “oooh!” 
It looks pretty much like it does now, except I don’t recognize any of the cars parked nearby, and there were two trees that have since died and been chopped down. (I’m yelling “timber!”)
The satellite view is recent, but uninspiring. I’m in a converted Edwardian house that looks like all of the other bajillion converted Edwardian houses in town, particularly from above.
The street view is from late last year, and as it happens, shows one of my housemates on the porch, rummaging through his pockets for his keys. Ha.
I was on a major street in my city a few weeks ago when the Google Street View van drove by. Not sure if it was actually taking pics at the time, but I’m going to check the images of that section of the street at least for the next six months or so to see if I show up.
I had a similar event within the past month or two. Funny feeling, eh?
It shows both vehicles and the mailman in the driveway.
It shows a big pile of woodchips at the end of the driveway (the house end), waiting for me to lay them alongside the driveway. We did this project in August 2011.
In fact, my calendar for that month shows the delivery date of the chips- Thursday, August 18. That weekend we went to the beach with some friends; when we do this both my wife and I drive, and in the picture neither of our cars are in the drive. Based on the angle of the sun, it was probably taken around 9-10 am either that Saturday or Sunday. Kooky.
The next weekend, as anyone on the East Coast will know, we got hit by Hurricane Irene. My friend got married that Saturday the 27th, the day it hit, so Friday night I was out there covering the pile of chips with a big tarp to keep them from getting blown away. Worked like a charm.
If it weren’t for the different potted plants by the entrance and parking garage door, it looks like Google could have been by my building today. Nothing very interesting about it at all.
At my old place, however, there is an SUV parked by the road. In its windows you can see the reflection of the Google car.
Oh no! There’s something in the sky over my childhood neighborhood! Run for your lives, people! We’re being invaded!
http://goo.gl/maps/n1VYm
They’d never actually come down my road, so the street view is from the highway that runs parallel to my street, about a block away. It’s not got anything interesting, just a house and some power lines that run along the highway.
Going to overhead view is better. It shows the forked dirt road off the edge of my street, instead of my house, but once I move down a bit, I can see my house. The trees indicate that it’s winter, and the car just off the driveway show it’s from at least a year ago, as we’ve since sold that thing for junk. Also, apparently no one was at home (save possibly me) as no other cars are present.