A few thing about this one.
I'm not going to talk about texturing because this obviously isn't the final.
While the concept is great, I like the houses you made. Looks very similar to the ones you were aiming for (looks more of a thing to put in prefabs or for visual attraction). However, Straight up, this in no way, at the time being, can be a legitimate day-to-day map like Viaduct or Harvest (if this was what you were planning for). To me this looks like a bunch of copy/pasted houses. (however if you did each one yourself, I apologies)
If you were aiming to make this map a nice KOTH map, you are missing quite a few vital features. For one, it simply is way too large. KOTH maps tend to be way smaller and have nice borders around them. The main part of the battle tends to be in the middle (near the control point) With this map, the action will probably be taking place around one house. Another thing is that it needs more detail. The road is simply way too wide, and there is way to much of it. This reminds me of the mario cart servers where you basically get top score of you go sniper.
The houses also look very badly proportioned in relation to the map. Take a look at Mountainlab (TF2 Control point map):
As you can see, the entrances to the house are very large, the entrances to this house are very small, and limit the entrance to 1 player; very incontinent for players. If you were aiming for a nice KOTH map I'd suggest something along the lines of this.
There would be one house, there the top would contain a control point. The bottom would have spawns coming out of the bottom of the house (like garages) and it would be on a cliff. There would be stair access up, and easy rocket jumping access. Would be a great pyro/jumper map.
IF you were aiming for a fun, RTD, fooling around server, this also would require some work. The space, again, is too wide. Shortren the road, map size could stay the same, and ADD VARIETY TO THE MAP! Obviously people want maps that could be re-playable and fun. Add fun rooms, a gallery of some kind, maybe just a place to fool around and not kill anyone. Maybe some kind of mini-games, teleports, anything! Something has to be added. Make sure to make a fun border around it (doesn't have to be too complicated) along with an appropriate skybox.
Finally make sure to add aesthetic things like custom posters / textures and all that good stuff.
I will end this with a rating people might consider 'low', but I will defiantly be looking out for a v2, or something completely different. Don't look at this as offensive, look at this as something you can use to make yourself better at mapping! :)