Which Oblivion house will give me the fastest time from fast travel to chests?

Solution 1:

You could always look up a mod that adds a house. There are very nice houses, some even add quests. Some make live even more easier but most (at least the ones i tried) are right next to you when using the fast travel map marker.

Here is a list of a couple house mods since it was asked for. There are hundreds out there, most with there own marker on the map. Try to find one that suits your flavor or get them all.

Lady stone villa

On a steep overlook of the sea, northwest of Anvil, majestically perches The Lady Stone Villa. This is a luxurous home filled with tasteful comforts. Though a bit isolated, Anvil can be seen from the patio on the upper deck, where you can entertain guests in the evening. A hot bath awaits the tired traveler, and there is a pot of stew when you are ready for dinner. Relax by the fountain and enjoy the view of the sun setting over the sea.

The Possum Lodge

Hidden in the Great forest, just off the gold road sits Possum Lodge. It was built thirty years ago (3E 403) by an infamous serial killer who sought refuge in the Great forest from his bounty...but don't worry, he's dead!

Hunters Lodge

Adds a small cabin/retreat near the ayleid ruin of Bawn, somewhere around Bravil. Perfect for hunters to take refuge and have some rest after chasing down deers. The owner had to leave Cyrodiil and left it for someone worthy to take.

http://oblivion.nexusmods.com/mods/43586/?

Carahs Caravan

Enjoy the carefree living like Gypsies have for hundreds of years, away from the noisy confusion of dirty, crowded cities. Moonlight reflecting off the White Rose river enhances the mood while you dine by a cheerful fire each evening. Your only neighbors are the animals of the forest when they happen to wander past.

Mages sky house

This mod adds a new player's house to the skies of Niben Bay (east of the city of Bravil).

Solution 2:

I always used Rosethorn hall, it is a slightly shorter walk and huge advantage against the waterfront house is that you don't need to go to another area for the shops (the less loading screens the merrier :)). This advantage counts for all houses outside the imperial city. However, it is the most expensive house to buy (25,000 gold).

I think, the houses with the shortest walk distances are the Bruma house and Arborwatch (Chorrol). Easiest to buy is the Bruma house.

Worst choise is probably the Leyawiin house, or Benirus Manor.