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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 canโ€™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

"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

"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 ย from the sales personnel Al Vestro, office , and work people ย Jeff and helper. ย Digiorgi ย  ย 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

Awning windows are just like hopper windows except that they open the opposite way. Instead of opening inward, awning windows open outward with a hinge at the top. This creates a mini-awning within your window frame, which is where the name comes from. Hopper windows, on the other hand, open inward with a hinge at the bottom.

Bay windows and garden windows differ in both size and window angle. Garden windows are smaller than bay windows and extend from the house at 90-degree angles, creating a box-like shape. Bay windows, often much larger than garden windows, consist of three windows set at 25- to 45-degree angles to jut out from your home.

Fiberglass and wood windows last the longest, with lifespans of up to 45 years or more with proper maintenance. Wood windows are more expensive than vinyl and aluminum windows, but they’re 10% to 20% less expensive than fiberglass windows. Repairing and restoring wood windows is also easier than with fiberglass windows, so they’re considered the more durable option overall.

The type of casement window you have depends on where the hinges are located, the number of sashes, the style, and how the windows open. Single casement windows are popular casement windows that use a handle or crank to open. If you have two casement windows side by side, you likely have double casement windows. 

Windows that swing inward can tip you off to having in-swing casement windows, while windows that open from the bottom and swing outwards are top-hinged. If you can open your windows by pushing them outwards like a door, you may have a type of push-out window.

Window security film won’t prevent break-ins or stop your window from shattering from impact during extreme weather like hurricanes or tornadoes. However, applying security film is relatively inexpensive, and it can make breaking into your home significantly harder—often hard enough to deter burglars entirely—and keep your window from shattering on your floor after impact. For these reasons, window security film is often a worthwhile investment that helps protect your property.

The Cheshire, CT homeownersโ€™ guide to window services

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