Cottage Grove, WI 53527

Exterior Contractors in Cottage Grove, WI

We have completed 114 jobs in Cottage Grove at 109 different addresses — which is to say almost every one was a different household rather than the same few properties over and over. Village subdivisions and Town acreage, houses and the garages, shops and barns behind them.

Aerial view of a two-story home with a new gray architectural shingle roof installed by The Exteriors Company

Cottage Grove Roofing

Tear-off and replacement, storm damage repair, and leak diagnosis on asphalt, metal, and flat systems. Wisconsin freeze-thaw cycles are hard on roofs — most of what we replace failed at the flashing and ice dam line, not in the field.

  • Full replacement — architectural shingle, standing seam metal, TPO
  • Repairs — leaks, ice dam damage, missing shingles, flashing failures
  • Ventilation correction — the reason most Madison roofs fail early
  • Insurance claims — we meet your adjuster and handle supplements
Installer setting a new Pella replacement window into a prepared wall opening

Cottage Grove Windows & Egress

Full-frame and insert replacement in vinyl, fiberglass, and clad wood. In a Wisconsin winter the payback shows up on the January gas bill — we’ll tell you honestly whether your existing units are worth keeping.

  • Full-frame and pocket/insert installs
  • Egress windows for basement finishing
  • Rotted jamb and sill repair
Two-story home with new lap siding and a covered front porch

Cottage Grove Siding

Fiber cement, engineered wood, vinyl, and steel. We pull the old course back far enough to check sheathing and house wrap — cupping and buckling are usually a moisture problem, not a siding problem.

  • Full re-side and partial replacement
  • Rotted sheathing and trim repair
  • House wrap and flashing correction
Seamless gutter and downspout installed along a roof eave

Cottage Grove Gutters & Drainage

Seamless aluminum formed on site, oversized 6″ runs, and guard systems. Most ice dam calls we take are a gutter and ventilation issue combined — worth fixing together rather than one at a time.

  • Seamless 5″ and 6″ aluminum
  • Guard and screen systems
  • Downspout and drainage rerouting
Collapsed deck on the back of a two-story home after storm damage

Cottage Grove Storm & Hail Damage

Same-day emergency tarping, a free HAAG-certified documented inspection, and we meet your adjuster on the roof so nothing gets missed. After a storm, two things matter — stopping active damage now and getting a fair, fully documented insurance claim.

  • Same-day emergency tarping & board-up across Dane County
  • Free documented inspection with photos and a written report
  • Insurance claim support — we meet your adjuster on site
Crew installing underlayment and ice and water shield during a full roof replacement

Cottage Grove Emergency Exterior Services

When exterior damage can’t wait, our team is ready to help. We provide fast, dependable solutions for urgent roofing, siding, window, and storm-related issues to help protect your home from further damage.

  • Emergency roof repairs and leak protection
  • Storm, wind, and hail damage repairs
  • Siding and exterior damage
  • Window and door damage
  • Temporary protection and damage prevention

Local conditions

There are two Cottage Groves

A Village and a separate Town sharing a name and a ZIP code. Which one you are in changes the work, the permit and the price.

The Village

Subdivisions, sidewalks, full basements

Two-story family homes built mostly from the 1990s onward on full basements. Conventional rooflines, builder-grade materials, and flat lots that drain poorly. The dominant jobs here are end-of-life builder packages and egress windows for finished basements.

The Town

Acreage, outbuildings, private systems

A separate municipality with the same name and the same ZIP. Larger lots, a house plus a detached garage or shop, frequently a pole barn, and private well and septic. Roughly everything about the work changes — materials, permit authority, access, and where the water is allowed to go.

Metal panel

The material most roofers skip

Outbuildings are usually clad and roofed in exposed-fastener steel panel. It fails at the fasteners long before the steel goes, which means a leaking barn roof is frequently a re-screwing job rather than a replacement. Most residential roofing companies do not offer it at all. When a panel run peels back in wind, we offer emergency barn and shop roof repair the same day.

109 addresses

What that number means

We have completed 114 jobs here across 109 different addresses — almost no repeats. That is 109 separate households in one ZIP code rather than a handful of properties we keep going back to.

Why one contractor

The property is the job, not the house

Most homeowners hire a roofer, then a siding company, then somebody for gutters — and all three quote the house and ignore the barn.

The property, not the house

On a Town property the house is one of three or four structures. Quoting only the house is how homeowners end up with a new roof and a barn that still leaks.

Insurance covers the outbuildings

Homeowners policies carry a separate limit for detached structures. One contractor documenting the whole property is the difference between a complete claim and half of one.

Drainage is a whole-property question

Where roof water goes affects the foundation, the basement and on acreage the septic field. That spans roofing, gutters and grading, and it gets solved when one company is looking at all of it.

Doing buildings together costs less

Setup, staging and disposal shared across the house and the outbuildings. Quoted a year apart, the same work costs more and will not match.

One contract, one warranty

When the roofer blames the siding crew and the siding crew blames the roofer, you are the one holding the leak. Our 25-year workmanship warranty covers the whole envelope.

One permit conversation

Village or Town, house or outbuilding, we establish who issues what before work starts rather than after.

Permits & code

Village or Town — we establish it first

The Village of Cottage Grove and the Town of Cottage Grove are separate municipalities sharing the 53527 ZIP. The permit authority is not the same, and outbuildings may need their own. We sort it before work starts.

Permit required for reroof

Yes

Village addresses

Village of Cottage Grove

Town addresses

Different authority

Outbuildings

May need their own

Who files it

We do

Ice barrier at eaves

Required

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Cottage Grove questions

Answered By The Exteriors Experts

The whole exterior. Roofing, siding, windows, gutters, soffit and fascia, and storm restoration across all of it — and on a Cottage Grove property that includes the detached garage, the shop and the barn, not just the house.

No — our shop is at 2117 S Stoughton Road in Madison, a short drive west. What that buys you is the same crews and project managers on every job rather than subcontracting. We have completed 114 jobs here at 109 different addresses, which is close to no repeat work at all.

They are two separate municipalities with the same name sharing the 53527 ZIP code. The Village is the built-up area with subdivisions; the Town surrounds it with larger rural properties. It matters because the permit authority is different, and because the work on an acreage property with outbuildings is genuinely different work. We check which you are in at the estimate.

Yes, including metal panel roofing and siding. It is different from residential work — different fasteners, different closures, different failure modes — and a lot of residential roofing companies do not offer it. On a Town property we would rather quote the whole place at once.

Most homeowners policies include a separate limit for other structures, typically a percentage of your dwelling coverage. You are paying for it whether or not you use it. If a storm damaged your house, the outbuildings took the same hail and belong in the same claim.

Yes, and it is one of the most common jobs we do in Cottage Grove. Cutting the foundation opening, setting the window and installing a well sized and drained to code. If a basement finish is anywhere in your plans, price the egress before anyone frames a wall — it is far easier then.

Yes. Low-slope and flat systems including EPDM, TPO and modified bitumen, metal panel work on agricultural structures, plus siding and envelope work on commercial and multi-family properties.

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