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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
16 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

"I would give Mike 10 stars if I could! He is meticulous. No detail left undone. Punctual, courteous, friendly, professional. My windows look amazing - better than I expected my older windows could look. This is definitely the beginning of a yearly relationship."
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%
1 neighbors recently requested a quote
Avatar for Action Windows & Siding LLC
Action Windows & Siding LLC
4.6(
30
)
New Windows - 6 +New Windows - 3-5New Window - Single+9 more

Serving Cheshire, CT and surrounding areas

Approved

In business since 2006

Free estimates

Warranties offered

"Second time hiring Action windows and I wish I could hire them for everything. Where it counts us if you have an issue and how it's handle. Small. Problem was handled asap and they even sent manufacturer out right away to repair it. Said they would do it themselves if necessary. Wonderful superb company to work with. You won't be sorry. I look forward to siding next with Action windows and siding."
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

"Very well!! Brian did a great job installing 4 custom blinds in my home. Brian measured the rest of our widows and offered sound advice on how to accurately order blinds for them. I highly recommend Brian for his handyman services."
Additional Photos
Additional Photos
Response time1 day
1 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for Goodman Building Company, LLC
Goodman Building Company, LLC
5.0(
39
)
New Window - SingleNew Windows - 2New Windows - 3-5+1 more

Serving Cheshire, CT and surrounding areas

Approved

In business since 2011

Free estimates

Offers commercial services

"We hired Mike last fall for a major project of removing 26 large multi-sized contemporary windows, and to replace them with new construction windows. A massive and daunting task when considering the scope of the project. He and his proficient work crew did an exemplary job finalizing the project beyond our expectations. We appreciated his ongoing communication, professional skills, attention to detail, the cleanliness of the worksite, and respect for our home. He completed the project, within the budget, which was a fair and competitive price and in a timely manner. Mike takes pride in his work, and no corners are cut. We recently rehired Mike to replace 3 multi-paneled sliding glass doors with stationary side panels which was also done equally well. We would highly recommend Goodman Builders to anyone seeking professional work, a knowledgeable, skilled, and respectful work crew, and value for your dollar."
New Front Entryway
New Front Entryway
New Front Entryway
New Front Entryway
Milford Home Renovation

+149

Response time2 days
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

"The replacement of windows went smoothly and efficiently. No issues. Excellent job cleaning up and listening to my concerns. Highly recommend Joe and company."
 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
6 neighbors recently requested a quote
Recommended by81%of homeowners
Avatar for DiGiorgi Roofing & Siding Inc
DiGiorgi Roofing & Siding Inc
4.6(
202
)
New Windows - 6 +New Windows - 3-5

Serving Cheshire, CT and surrounding areas

Approved

In business since 1933

Free estimates

Emergency services offered

"Excellent , Excellent, and Excellent  from the sales personnel Al Vestro, office , and work people  Jeff and helper.  Digiorgi    professionalism from start to finish! including clean up!!
The basement windows are super ,air tight, easy open!
Now my basement is protected from old window air leakage especially with the harsh New England winter weather we have been experiencing!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+33

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

The disadvantages of putting plastic over your windows are that they are time-consuming to install and don’t always have the aesthetic that you may be looking for. The plastic is lightweight and not at all sturdy, so if you have kids or pets, the plastic can rip easily, meaning you’ll need to replace it often. It also doesn’t allow for the freedom of window movement that window film or shades offer. The single advantage that plastic window coverings have is that they are inexpensive and can be simple to install.

You can add any type of window to a brick house, so long as the window has proper support. Windows with wider openings and windows in brick walls will need a lintel to support the extra weight above the window frame. A lintel is a support beam that distributes the weight from above evenly around the window.

Wood windows will help keep an old home's charm, but they are more expensive and harder to maintain. Vinyl or fiberglass windows offer the best benefits in terms of durability and ease of care while still somewhat blending into the look and feel of an older home.  If the vinyl or fiberglass looks too out of place, consider adding shutters or something similar. The cost of plantation shutters is about $2,990, but the charm they bring to a home is unmatched.

Because egress windows are meant for emergency exiting and entering, they need to be an accessible size. The smallest an egress window is allowed to be is 15 inches in width and height, with an opening of around 4 square feet.

Yes, replacing windows can boost your home’s resale value by improving its curb appeal, energy efficiency, and comfort. The return on investment (ROI) varies depending on the types of windows you install, but most homeowners see an ROI of around 60% to 70% of the cost of the window installation, according to the Remodeling 2024 Cost vs. Value Report. 

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.