On later maps the buildings' footprints are shown more clearly - probably more accurately, as they are in different places - and the property has visibly shrunk as parcels were sold off. On this map from 1920 (note: rotated 90 degrees counter-clockwise from the one above), you can see that Allen Street has been renamed Overington Street. There is also a semi-circular drive approaching the back of the house from Pilling Street. Earlier maps show an L-shaped drive that came off Leiper Street to the front of the house. In fact, the house's address was 4606 Leiper Street. The other visible (square) building on the property is the stable.
There are not too many pictures of the house itself. The earliest I've ever seen is in Harris's book. I have reproduced it here, hopefully not in violation of copyright. I assume that it must be an early photograph because the trees around the house appear quite young, and in later photos the columns on the porch are white.
Here is a picture I had of the house, showing the driveway up to the front. It is probably not much later than the one above, based again on the trees and the appearance of the porch.
And here is one we've had hanging on our wall for years. On the back it lists all the babies that were born in the house, ending with my grandmother's uncle William Overington III in 1910. My grandmother wasn't born in the house but she was the last child to be raised there.
Here is a much later photograph showing the drive off Pilling Street, visible in the second map:
And here are two more pictures of the front of the house. Apparently the driveway remained in the front but does not appear to be paved, which may be why it was not drawn onto later maps.
This picture is from the "big snow" one year:
A much earlier photograph of my grandmother's grandmother and her sister on the porch of the house, showing the doorway:
This photo appears to be of some kind of theater group but in any case it's a better angle to show the porch and doorway:
Here my grandmother is a baby, being held by her mother on the porch (ca. 1925-26):
And finally, my grandmother's mother as a girl at the pump by the stable. This is the only photograph I know of that has the stable in it.
I apologize for all the time-skipping in this post but I thought this arrangement would be best for showing the house.
Oaklands was in disrepair by the time my grandmother came along. I am not sure when it happened, but I suspect it was in the 1930s that the property was sold to the city or some such body, which subsequently leveled the house and turned the lot into Overington Park.