Vinyl double-hung windows
The most popular Milwaukee choice: low maintenance, well insulated, and budget-friendly. Both sashes tilt in for easy cleaning. Available with double or triple-pane low-E glass for the coldest rooms.
Learn moreENERGY STAR low-E vinyl and fiberglass windows, U-factor 0.27 or lower for Wisconsin winters, air-sealed at every opening so the drafts actually stop. Double-hung, casement, bay, and picture. Free in-home estimate and financing. Wauwatosa-based since 2020.

A new window only saves energy if the gap around it is sealed. In Milwaukee, the draft you feel is usually air leaking between the old frame and the rough opening, not through the glass. Generations Roofing & Remodeling installs ENERGY STAR low-E windows and air-seals every opening. Here is what we install.
The most popular Milwaukee choice: low maintenance, well insulated, and budget-friendly. Both sashes tilt in for easy cleaning. Available with double or triple-pane low-E glass for the coldest rooms.
Stronger than vinyl and far more stable through Wisconsin's temperature swings, with very little expansion and contraction. A premium, long-life frame for exposed or large openings.
Crank-out sashes that seal tightly against wind-driven rain and give an unobstructed view, ideal over a kitchen sink or on a windy lake-facing wall.
Add light and space with a bay or bow, or frame a view with a large fixed picture window. We handle the framing, flashing, and trim so it is weather-tight.
Double-pane low-E with argon hits the Northern-zone U-factor of 0.27 or lower; triple-pane goes further for noise and the coldest exposures. We help you match glass to each room.
Insert replacement when the frame is sound; full-frame when there is rot or air leakage, so we can re-flash and re-insulate the opening and stop the draft at the source.
A stuck lock or a single cracked pane can be a repair. But fogged glass, drafts, and rot mean the window has failed, and no amount of caulk brings back a blown seal. Use the checklist, then let us confirm it free, in your home.



Every opening is measured to the eighth of an inch and installed air-tight, because a sloppy gap undoes a great window. Generations Roofing & Remodeling prices it per opening, in writing, and most projects install in one to three days.
We measure each opening, check for rot and air leakage, and bring frame and glass samples so you compare options room by room.
Choose vinyl or fiberglass, double or triple-pane, full-frame or insert. You get a per-opening written price with financing options.
Replacement windows are built to your exact openings, so a precise measure means a tight, draft-free fit. We schedule once they arrive.
Old windows out, openings re-flashed and foamed, new windows set level and square, then sealed and trimmed inside and out.
We haul the old windows, clean the glass, and walk every opening with you, plus register your manufacturer warranty.
Generations Roofing & Remodeling installs replacement windows out of 2222 N Mayfair Rd in Wauwatosa, serving Milwaukee County and the inner suburbs from the lakefront to the Zoo Freeway corridor.
Response window measured from our Wauwatosa HQ. We install across Milwaukee County; cities below link to local exterior service.
Milwaukee replacement windows run about $450 to $1,200 each installed for vinyl double-hung, and $900 to $1,800 for fiberglass, casement, or large specialty windows. A whole-house project of 10 to 15 windows usually lands between $6,000 and $18,000. Full-frame replacement and triple-pane glass cost more but fix rot and add comfort.
| Window | Installed each | Frame | Best for |
|---|---|---|---|
| Vinyl double-hungLow-E double-pane, the Milwaukee standard | $450 – $900 | Vinyl | Most rooms, best value |
| Fiberglass / casementStronger frame or tight wind-seal crank-out | $900 – $1,500 | Fiberglass / vinyl | Exposed walls, big openings |
| Bay, bow, or pictureSpecialty units with framing and flashing | $1,200 – $1,800+ | Vinyl / fiberglass | Light and views |
Slide the number of windows and pick a type.
Vinyl double-hung · 12 windows
Ballpark only. Size, glass package, and full-frame vs insert affect the final price. A free in-home estimate is exact.
Replaced thirteen single-pane windows. The difference in draft and street noise is night and day, and the crew finished in two days.
They air-sealed every opening with foam, not just stuffed insulation. Our upstairs bedrooms finally hold heat, and they were honest about full-frame where we had rot.
The casement windows over the sink seal so tightly we stopped feeling the lake wind. Clean install, matched the trim perfectly.
Real Milwaukee County homes made warmer and quieter with ENERGY STAR low-E windows, air-sealed at every opening.




Zachary founded Generations Roofing & Remodeling in 2020 after watching homeowners pay for premium windows that still felt drafty, because the crew never sealed the rough opening. He lives in Wauwatosa and built the company around the install detail that decides comfort: measure tight, set level, and air-seal every gap.
No franchise, no anonymous subcontractors. We install ENERGY STAR low-E vinyl and fiberglass windows, do full-frame replacement where there is rot, and price every opening in writing.
A window's rating only matters if it is installed air-tight. We are DSPS-licensed and install to manufacturer and ENERGY STAR standards so the performance you pay for is the performance you get.
We spec low-E glass with argon fill to hit a U-factor of 0.27 or lower for Milwaukee's climate, with solar gain tuned for free winter warmth.
Each opening is measured to the eighth of an inch and the window set level, plumb, and square so the seals and balances work for life.
We foam and seal the gap between window and framing, the step that actually stops drafts, then flash it to keep water out.
When an opening has water damage, we replace to the rough framing and re-flash, rather than hiding the problem behind an insert.
We finish both sides cleanly and weather-tight, with matched trim and caulk, no gaps left for air or water.
Your windows carry a manufacturer warranty on frame, sash, and seal, plus our workmanship warranty on the install.
Most Milwaukee replacement windows run $450 to $1,200 per window installed for vinyl double-hung, and $900 to $1,800 for fiberglass, casement, bay, or large picture windows. A whole-house project of 10 to 15 windows typically lands between $6,000 and $18,000. Full-frame replacement costs more than insert (pocket) replacement but fixes rot and air leaks around the opening.
Insert (pocket) replacement sets a new window into the existing frame, which is faster and lower cost when the old frame is sound. Full-frame replacement removes everything down to the rough opening so we can inspect for rot, re-flash, and re-insulate, the right call when there is water damage, drafts, or you want to change the window size.
For Milwaukee's cold climate, look for an ENERGY STAR Northern-zone U-factor of 0.27 or lower, with a Solar Heat Gain Coefficient around 0.40 or higher to capture free winter solar warmth. Lower U-factor means better insulation. Double-pane low-E glass with argon gas fill hits these numbers; triple-pane goes further for the coldest, noisiest exposures.
If your windows are single-pane, drafty, fogged between the panes, or painted shut, replacement pays back in comfort, lower heating bills, and resale value, vinyl replacement windows recover roughly 65 to 70 percent of cost at resale. The biggest gains come from sealing the air leaks around old, failed windows.
Vinyl frames are the most popular Milwaukee choice, low maintenance, well insulated, and budget-friendly. Fiberglass frames cost more but are stronger and handle extreme temperature swings with less expansion. For glass, double-pane low-E with argon is the standard; triple-pane suits the coldest north-facing or street-facing rooms.
A typical Milwaukee whole-house window replacement of 10 to 15 windows takes one to three days. Most individual windows are removed and replaced in under an hour each, so your home is never open to the weather for long.
Yes, when the old windows were leaking. Replacing single-pane or failed double-pane windows with ENERGY STAR low-E units cuts drafts and heat loss. The exact savings depend on how leaky the old windows were and how well the new ones are air-sealed during install, which is where a proper full-frame or carefully foamed insert matters most.
Replacing all at once usually costs less per window because of a single mobilization and bulk pricing, and it gives a uniform look. Phasing is fine if budget requires it, prioritize the drafty, fogged, or street-facing windows first. We can quote both ways.
Double-hung windows have two sashes that slide vertically and tilt in for cleaning, the classic, versatile choice. Casement windows crank outward on a hinge, seal tightly against wind, and give an unobstructed view, great for hard-to-reach spots over a sink. Both are available in our ENERGY STAR lines.
Yes. New windows improve curb appeal, comfort, and energy efficiency, all of which buyers notice. Vinyl replacement windows are consistently among the better-returning remodeling projects, and they remove a common home-inspection flag.
Yes. We offer financing so you can spread the cost of a Milwaukee window project over monthly payments. Ask Alexis about current terms when you book your free in-home estimate.
We install quality vinyl and fiberglass replacement windows with ENERGY STAR-rated low-E glass and manufacturer warranties that typically cover the frame, sash, and glass seal. We bring options to your home so you can compare frames, glass packages, and price.
We measure every opening, check for rot and air leakage, and bring frame and glass samples so you compare options room by room. Per-window written price, financing, no pressure. Talk to Alexis Quesada, our project coordinator, who answers within two rings.
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Roofing · Siding · Windows · Remodeling · Southeast Wisconsin