"Entry Doors. Storm Doors. Interior Doors. Yeah, we got 'em"

The Right Choice

Steel. Fiberglass. Wood. Choosing the right door at the right price can bewilder. You have so many options when shopping for an entry door that it’s often confusing. In addition to construction, you’ll need to consider the many hardware options and finishes. The experts at Teeters will help you choose. We have no vested interest in which brand you choose — our only concern is your satisfaction.

A Job Done Right

The experts at Teeters take great pride in helping you wade through what can be a confusing task: choosing the right door system for your home and your budget. We work closely with you to weigh all of the available options, comprehensively explaining the benefits and features of each, and helping you select the ideal door for your needs.

But even the finest quality doors’ looks and performance can be compromised by improper installation. At Teeters, certified installers take extra time and extra care to ensure that your door is installed properly. You can relax knowing that your beautiful new door will work properly and protect for years to come.

Fiberglass Doors

Fiberglass doors are a customer favorite. They’re extremely durable and resist dents. They don’t absorb moisture, so they never warp or rot. Insulated fiberglass doors are extremely energy efficient. They can be stained to look like natural wood or painted to match your home’s interior and exterior decor.

Wood Doors

Give your home classic beauty with a new wood door. You’ll want to buy only a quality wood entry door, such as those Teeters represents. These finer manufactures use higher quality wood veneers and preservative treatments to offer lasting performance with minimum maintenance. While lower quality doors often have issues with rotting, warping, and bowing.

Steel Doors

Economical, energy efficient and fire resistant, steel replacement doors offer you a nearly maintenance-free entry that’s truly secure. New options let you choose whether you prefer the look of stained or painted steel. Be aware of the quality and thickness of the steel used to manufacturer your door. Steel thickness is rated in gauges, with lower numbers representing a thicker, better quality door. Less expensive doors are typically .24 to .26 gauge steel, while higher quality doors will be manufactured in .20 gauge steel.

Source: www.teetersconstruction.com

HistoricalFindings Photo: Exterior door detail,Joseph P. Kinnerary U.S. Courthouse,Columbus,Ohio
Home (HistoricalFindings)

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Maybe exterior walls

Doors, but can also be interior.
If it needs siding, the price will be different. Especially with exterior door, and also trimming around door.
Material, about $1000, rough estimate. With siding, could cost a bit more.
The framing, raw labor is only 1 day work, for 2 people, or even 1 person, if you already have the floor worked out (you didn't mention that part).
Drywall is about $20 per 32 square feet, finished. 10 * 40 /32 approx 14 sheets. which is about $300, cheap.
Siding labor, just a day or 2 (with the door, etc). $300 for 2 days for many free-lancers

Get "rope" caulk and door sweeps

Rope caulk is this rubbery gray stuff you can cram into the cracks around your windows and remove in the spring. You can also by vinyl v-seals that will be more permanent. Both are cheap.
The edges and bottom of exterior doors leak as well-- door sweeps and foam weatherstripping help a lot.
Insulating the joist pockets-- where the floor joist meets the outside wall, atop the foundation-- is a huge improvement.
All of the above will cost you $20 or so and take 5 hours to complete.

Beware inexpensive (interior???) French Doors.

You got some good advice: re-framing to handle your idea would be non-trivial and expensive. Installing a door beneath the existing header would be much simpler!
In addition::: Wife had a contractor replace an exterior door w/ a French Door. I'm sure it was a Home Depot special and that sucker is completely rotten after just a few years! I suspect (but can't know) it was an interior door and couldn't handle the rain. It's a mess!
So when you select a door (or have one built), clearly specify how/where it will be used and get a long warranty for exterior use. There's a lot of labor involved in installing a new door - squaring everything up, trimming (sometimes), mortising hinges, installing locksets & striker plates, priming & painting, weatherstriping, etc - so don't...

OK, here's some ideas: exterior

In general, what gives it that 80's look is the lack of detail...not a conscious eschewing of detail for aesthetic reasons, but as a way to keep costs down, which is why it almost looks like an apartment/condo building; designed to be built cheap and maximize profits.
Some of the stuff like no eaves would be very expensive to change...the siding isn't so much of an issue to getting the craftsman-ish look you want as the fact that there's NO trim to speak of like corner boards or around the windows...those would go a long way towards giving it more character and softening the commercial look of it

Fortune Brands Home & Security Inc (FBHS) news: Fortune Brands Home ..  — Seeking Alpha
.. is engaged in home and security products with companies focused on the design, manufacture and sale of products in Kitchen & Bath Cabinetry, Plumbing & Accessories, advanced material windows & entry door Systems, and security and storage products.

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