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TRUSTED BY CHESHIRE, CT HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon159
    Verified window services reviews

Top-Rated Window pros in Cheshire - Updated Nov 2026

Avatar for The Highland Window Company LLC
The Highland Window Company LLC
4.9(
158
)
New Windows - 6 +New Windows - Multiple

Serving Cheshire, CT and surrounding areas

Approved

In business since 2003

Free estimates

Emergency services offered

"I can’t speak highly enough of Marc Cowan. He installed new windows for me 14 years ago. Recently one window got broken and needed to be replaced. He did replace it for me without cost. He and his crew are gentlemen. Jane O."
Vinyl Siding Replacement
Sun Room Conversion
Window, Siding, Door, Gutter Replacement
Triple Casement Replacement
Vinyl Siding Replacement

+50

Response time8 hrs
17 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Natural Cleaning Crew, LLC
Natural Cleaning Crew, LLC
5.0(
76
)
Window Cleaning

Serving Cheshire, CT and surrounding areas

Approved

In business since 2016

Free estimates

Credit card accepted

"Mike is very personable and an excellent worker! He washed my windows and paid close attention to detail! He did an EXCELLENT job! My windows are sparkling clean and spotless!"
Exterior and Interior Window Cleaning
Before Window Sills and Tracks Dirty
After Window Sills and Tracks Clean
Window Cleaning - Water Fed Pole
Window Cleaning

+20

Response time3 hrs
Response rate89%
Recommended by98%of homeowners
Avatar for Action Windows & Siding LLC
Action Windows & Siding LLC
4.6(
30
)
New Windows - 6 +New Windows - 2New Windows - 3-5+9 more

Serving Cheshire, CT and surrounding areas

Approved

In business since 2006

Free estimates

Warranties offered

"I cannot say enough positive things about Action windows. From the informative and non-pushy sales person to the incredible installation crew, it was a very positive experience. The price for the high quality windows was very competitive and fair. The installation crew was on time and very considerate. I work from home and they really worked around me. The cleaned up everything"
CCSU
Arch Windows
Specialty Windows
Commercial Windows
Conservatory in Avon

+7

Response time2 days
Response rate100%
10 neighbors recently requested a quote
Avatar for Valerie Spencer Interiors LLC
Valerie Spencer Interiors LLC
5.0(
90
)
Hardware, Latches & Tracks (Window) - Repair or ReplaceWindow Frame - RepairWindow Well Covers - Install or Repair

Serving Cheshire, CT and surrounding areas

Approved

In business since 2007

Free estimates

Warranties offered

"Great!! Brian accomplished a very professional job on door lock and window shade installations. Very efficient and pleasant to do business with. Offers such a wide variety of handymen services, I would definitely consider his services for other projects as well. Nice workmanship!"
Additional Photos
Additional Photos
Response time1 day
1 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for Nu Face of CT, LLC
Nu Face of CT, LLC
4.5(
243
)
New Windows - 6 +New Windows - 3-5

Serving Cheshire, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2004

Free estimates

Warranties offered

"We had windows replaced and could not be happier! Brad and Rick from NuFace were very professional and courteous. Their work is second to none! They worked non-stop even when it started raining. They took out and discarded the old windows. They installed the new windows, calking and flashing. My wife was pleasantly surprised at the beautiful job that was done. We recommend Brad, Rick and NuFace to EVERYONE that is looking to have new windows installed!"
 Before
 1
 crown molding
Contemporary Kitchen - Wood Black Black Leather Office Chair On Wheels
Transitional Kitchen - Cozy Gray Dining Table Counter Top Attached To Kitchen Island

+186

Response time9 hrs
5 neighbors recently requested a quote
Recommended by81%of homeowners
Avatar for DiGiorgi Roofing & Siding Inc
DiGiorgi Roofing & Siding Inc
4.6(
202
)
New Windows - 3-5New Windows - 6 +

Serving Cheshire, CT and surrounding areas

Approved

In business since 1933

Free estimates

Emergency services offered

"Everything from first contact with the office staff to set up the appointment to when the installers left was a completely positive experience!
Office schedulers found us an evening appointment around our work schedules and were very friendly.
Al Vestro, our salesman, contacted us prior to arrival, and even showed up early once checking if we were available.  He carefully went over the options, and didn't try to "upsell" at all.  He explained that a higher sun-filtering glass was available, but generally not needed in New England.  Also mentioned the option of "divided lites" to go on the outside of the window to retain the original look of the sash bars, and advised if we had a historic home it would be required but since we had just a "normal" home, it would mean more difficult cleaning without a lot of real difference in look.  I appreciated his honesty in showing the options without the hype to sell the more expensive options.  He recommended the best option for our home and neighborhood.  Also, there was no pressure to sign the contract right then and there.  He provided the estimate at the time of the inspection and then left it up to us to decide and get back to them if we wanted to proceed.  He also explained the financing options with their financing company and we opted for the one year same as cash option so we didn't have to write a check for the deposit.  Much easier option! Al estimated 8-10 weeks between when we signed the contract and when the windows would be installed.  This put us at about a week or so after Thanksgiving.  Not ideal, but we wanted them in for the winter.
Once we signed the contract, David DiGiorgi called and set up the appointment to measure the windows.  My husband was home that day, and said he was very punctual, friendly and professional.   
David called earlier this week and said the windows were ready and set up a day for the installation - which was today.  Nov. 6th, at least  three weeks earlier than expected!  it couldn't have worked out better, considering we are having a warm spell with temps in the 70's today (New England, early November - go figure!)
 
We were told the installers would be at the house at 8:30.  The first truck arrived at 8:20 and all the installers were on site by 8:30.  We took care to move things away from the windows before they arrived so they could get right to work.  I did not take things off the walls because we were told we would not have to.  But they had to do some heavy deconstruction work to get the old windows out and the guys took the collectible plates off the dining room walls so they wouldn't fall and break.  I so appreciated that care and thoughfulness.
They started the actual work around 8:45 and were done installing all 9 windows by 1:00.  They cleaned up everything, and other than a little dirt on the kitchen counter, and of course the new windows, you would not have known we had any work done.  It was spotless - cleaner even than it was when they arrived!
While it is very early to really judge if they are sealed well, we carefully looked at all the windows and can see no gaps in the seals.  
I am more than satisfied with the whole experience with DiGiorgi.  They may not be the cheapest contractor out there, but I found their customer service and workmanship to be top notch.  I will definitely use them again when it comes time to replace the other 9 windows and the roof.  And I have no hesitation recommending them to anyone looking for quality products and workmanship, and professional, easy to deal with people for their next home improvement project.
"
Additional Photos
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+33

Response time3 days
Response rate100%
21 neighbors recently requested a quote
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Windows FAQs, answered by experts

Consider adding sash locks to your windows to fix drafty windows if you don't currently have any. Sash locks in double-hung and single-hung windows help to create a tight seal when windows are shut.

While some homeowners are under the impression that triple-pane windows can help to reduce sound, the truth is that triple-pane windows will not be much quieter than double-pane windows since having a third pane doesn’t make much difference in sound transmission. If you’re looking to reduce sound, you should consider installing laminated glass windows.

Water leakage through window openings is much more common in older homes, but it can also create issues with window frames that are improperly installed. If left unattended, water buildup can cause damage to surrounding fixtures, lead to harmful mold, and compromise the architectural integrity of your home. The potential damage that a water leak poses makes investing in weather- and water-proofing your window frames entirely worthwhile.

Yes, you can enlarge windows in a brick house. Your masonry contractor will need to cut away exterior brick to make space for the larger window, and you may also need to consult a structural engineer to make sure the window is properly supported inside the frame of the house.

Yes, triple-pane glass windows cost more than double or single-pane windows. You’ll eventually get that money back in energy savings. Depending on how much you pay for the installation, you could recoup your costs in 10 to 20 years. Triple-pane windows have extra layers of glass, which improve insulation and help save money in long-term heating and cooling costs.

The Cheshire, CT homeowners’ guide to window services

From average costs to expert advice, get all the answers you need to get your job done.