10 Best Window Replacement Companies in Cheshire, CT

More than 380 people have received a free quote in the last 60 days.

Last Updated: February 25, 2025

Whether you're making significant home repairs or simply need a change, upgrading your windows is a great plan. Your windows play a crucial role in your home's value and its energy efficiency. Old or damaged windows can cost you in electric bills — about an extra $553 a year in Cheshire. The Department of Energy estimates that about 30% of your home’s heat or cool air could be lost through your windows. Picking the best company for you is an important decision. That's why we've created this list of the top window installers in Cheshire.

Advertisement This site receives compensation from some of the companies featured in this listing, which may impact where and how products appear. When you click "Get Quote," you will be connected with partners who may contact you with information related to your inquiry. This listing doesn't feature all companies, products, or offers that may be available.
Top Pick
4.1/5
  • Great quality
  • Free assesment
  • Timely Service
Most Customizable
4.0/5
  • Holds high customer ratings
  • Offers energy-efficient products
  • Provides a lifetime labor warranty
Best Customer Service
4.0/5
  • Award winning company
  • Products made in the US
  • Knowledgeable sales representatives

Top 10 Best Window Replacement Companies in Cheshire

Advertisement This site receives compensation from some of the companies featured in this listing, which may impact where and how products appear. When you click "Get Quote," you will be connected with partners who may contact you with information related to your inquiry. This listing doesn't feature all companies, products, or offers that may be available.

Renewal by Andersen of Long Island

Renewal by Andersen of Long Island Logo

Our Rating

User Rating

2029 New Hwy, Farmingdale, NY 11735 (631) 843-1713 renewalbyandersen.com

Free assessment

Educational website

Price transparency

Good customer service

Services Offered

Window replacement/installation
Bay windows
Double-hung
Glass doors
Skylights

Power Home Remodeling

Power Home Remodeling Logo

Our Rating

User Rating

60 Commerce Dr Suite 150, Trumbull, CT 06611 (203) 659-4843 powerhrg.com

Timely service

Good customer service

Price transparency

Free assessment

Services Offered

Energy-efficient options
Window replacement/installation

Smithtown Window Replacement and Doors

Smithtown Window Replacement and Doors Logo

Our Rating

User Rating

43 Landing Ave, Smithtown, NY 11787 (631) 646-2386 smithtownwindowsdoors.com

Educational website

Energy-efficient windows and doors

Good customer service

Free assessment

Family-owned and operated

Price transparency

Weekend availability

Services Offered

Energy-efficient options
Double-hung
Vinyl frames
Bay windows
Window repair
Metal frames
Tempered glass
Glass showers
Custom window designs
Storm/impact windows
Wood frames
Glass doors
Fiberglass frames
Triple pane glass
Window replacement/installation

Melville Window Replacement

Melville Window Replacement Logo

Our Rating

User Rating

560 Walt Whitman Rd, Melville, NY 11747 (631) 710-7533 melvillewindowreplacement.com

Timely service

Price transparency

Good customer service

Free assessment

Educational website

Services Offered

Vinyl frames
Custom window designs
Metal frames
Window replacement/installation
Glass doors
Bay windows
Window repair
Fiberglass frames
Triple pane glass
Wood frames
Double-hung
Energy-efficient options
Tempered glass

Glass Doctor

Glass Doctor Logo

Our Rating

User Rating

354 Smithtown Blvd, Ronkonkoma, NY 11779 (631) 619-6711 glassdoctor.com

Good customer service

Membership plans for glass repair

Educational website

Home and auto glass

Price transparency

24/7 emergency service

Services Offered

Glass showers
Energy-efficient options
Window repair
Mirrors
Custom glass
Glass doors
Window replacement/installation
Glass repair

Pro Quality Home Improvements Inc.

Pro Quality Home Improvements Inc. Logo

Our Rating

User Rating

1120 Little East Neck Road, West Babylon, NY 11704 (631) 393-6812 proqualityhomeimprovements.com

Good customer service

Free assessment

Small business

No-interest financing

Price transparency

Educational website

Timely service

Free in-home consultation

Services Offered

Bay windows
Energy-efficient options
Window repair
Skylights
Glass doors
Window replacement/installation

Clinton Glass

Clinton Glass Logo

Our Rating

User Rating

221 E Main St, Clinton, CT 06413 (860) 664-3711 clintonglassct.com

Educational website

Price transparency

Free assessment

Good customer service

Services Offered

Glass doors
Glass showers
Mirrors
Glass repair
Window replacement/installation
Custom glass
Metal frames
Energy-efficient options

Window Depot USA of Southern CT

Window Depot USA of Southern CT Logo

Our Rating

User Rating

5726 Main St STe 2a, Trumbull, CT 06611 (203) 309-6027 windowdepotsouthernct.com

Educational website

Good customer service

Free assessment

Timely service

Price transparency

Services Offered

Triple pane glass
Glass doors
Energy-efficient options
Bay windows
Window replacement/installation
Vinyl frames
Double-hung

Home Services at The Home Depot

Home Services at The Home Depot Logo

Our Rating

User Rating

656 Reservoir Ave, Bridgeport, CT 06606 (203) 392-1123 homedepot.com

Free assessment

Good customer service

Educational website

Price transparency

Services Offered

Glass doors
Custom window designs
Bay windows
Window replacement/installation
Storm/impact windows
Energy-efficient options
Vinyl frames
Screen repair
Mirrors
Glass showers

Sears Window Replacement

Sears Window Replacement Logo

Our Rating

User Rating

5 Plain Ave, New Rochelle, NY 10801 (914) 243-1427 searshomeservices.com

Good customer service

Free assessment

Services Offered

Glass doors
Energy-efficient options
Storm/impact windows
Bay windows
Window replacement/installation
Double-hung
Vinyl frames
Today's Homeowner Ranking Methodology

Today's Homeowner looks at dozens of datapoints on window replacement companies to come up with our data-driven rankings. It's not possible for a company to pay for preferential treatment in our rankings. We look at the following key factors in determining who should top our list:

  • Company Experience
  • Real User Reviews
  • Company Reputation
  • Accreditations and Licenses
  • Service Area
  • Customer Service
Have questions about our methodology or company ratings? Reach out to FindAPro@TodaysHomeowner.com.

How Much Does Window Installation Cost In Cheshire?

Window installation and replacement costs vary based on several factors, including how difficult your windows are to access or install, the number and size of the windows, and the materials you choose. On average, homeowners in Cheshire should expect to spend about $290 per window*. Below are additional cost breakdowns. *Cost data based on sample pricing for window installation from multiple retailers and adjusted for local cost of living.

When To Replace Windows

Adding new energy-efficient windows can substantially enhance your home's comfort, value, insulation, noise reduction, and appearance. Clear indicators that it's time to invest in new windows include the following:

  • Cold air and drafts coming in through old, loose-fitting windows.
  • Inefficient and outdated window styles that detract from your house's curb appeal.
  • Windows that are hard to close, open, and lock properly due to wear and age.
  • Condensation issues, fogging between window panes, or rotting window frames letting in moisture.
  • High energy bills and a chilly house from poor window insulation.

How To Choose a Window Company

For a successful window replacement, you need to find an installer with proven expertise. Below, we cover the most important qualifications for selecting a window installer.

Experience

Look for highly-regarded local companies with a long track record of experience successfully installing all types of windows. These providers are more likely to understand Cheshire's climate and your requirements. Request references from recent clients to verify quality and experience.

Certifications

Choose companies that are certified by major window brands, and that have Fenestration and Glazing Industry Alliance (formerly AAMA) certification. Being certified indicates that they've gotten suitable training in installation best practices. Make sure installers are staff, not subcontractors, and confirm the technicians doing your job are certified.

Reputation

Spend time reviewing online feedback, checking the Better Business Bureau, and requesting local references. Review customer feedback to confirm that a company consistently does quality work and provides good service. Avoid companies with complaints of shoddy work or unfinished jobs.

Process

A reputable provider will give you a detailed project plan, detailed timeline, clear expectations, and an overview of all material and installation options. Avoid providers that offer vague quotes or timelines. Insist on continual contact throughout, so you aren't caught off guard once the work begins.

Warranties

Look into window installers that back their installations with warranties on materials and labor. This displays confidence in their work. Target companies that offer unlimited lifetime warranties that can transfer to new homeowners.

Materials

Make sure the window company offers windows that are built to last and top energy-saving window brands within your budget. Look for good energy ratings, design flexibility, and enhanced UV protection. Check that the window materials also include manufacturer warranties.

Frequently Asked Questions About Window in Cheshire, CT

The ideal time to install windows in Cheshire is when temperatures are moderate, generally in the spring or fall. This allows installers to do their work with less worry about extreme temperatures.

The best type of replacement window for your Cheshire home will depend on your home's age, as well as your style preference and budget. You'll want to consider the style of your home — such as if it's older — so your new windows match. Wooden windows can give a traditional look and appearance, while vinyl windows are more popular in more modern homes. Fiberglass-framed windows are also a popular choice, since they can be energy efficient and durable.

The most expensive windows are double-hung windows. They are more complicated than single-hung windows, which makes them more costly. Single-hung windows are the least expensive on the market. In terms of frames, aluminum and vinyl are the most affordable options.

The window installation process typically involves measuring and ordering the windows, prepping the area for installation, removing the old window, installing the new one, and sealing the frame. Depending on the kind of window being put in, additional steps might be needed.

Yes, most window companies offer financing options for their customers. Some installers provide low-interest loans, although you may not qualify if your income is on the higher end, while other companies provide special financing plans with agreements and conditions that vary depending on the project.

Window companies in Cheshire usually offer a range of services, including measuring and installing new windows, fixing existing windows, replacing window glass, and installing window treatments. They may also offer extra services such as weatherproofing or cleaning.

Other Cheshire, CT Home Services

Loading map...