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Before and After Pictures from Cheshire
Cheshire, CT Residential Roof Replacement

Cheshire, CT Residential Roof Replacement

Before After
Cheshire, CT Residential Roof Replacement Cheshire, CT Residential Roof Replacement

Out of the 22 types of roofing shingles from Owen's Corning that we have to offer, this Cheshire, Connecticut resident went with the Quarry Gray. This color really brought out the color of the home itself, to give this home a cleaner look after their old shingles needed to be replaced. The customers had a worn-out roof and needed a replacement as soon as possible. After careful evaluation of this home's roof, we indeed needed to get started immediately. The customer was very pleased with the end result, and that is because We Do it Right at Weathertite!



Before After


Cheshire, CT Home with New Siding Installation

Cheshire, CT Home with New Siding Installation

Before After
Cheshire, CT Home with New Siding Installation Cheshire, CT Home with New Siding Installation

Cheshire, CT homeowner called about his old sidings! We came in and gave his home a remodel that was well needed. The customer chose mastic russet red shingles for his siding. 

Company Awards
Owens Corning Platinum Awards for Excellence 2019
This award recognizes excellence in overall system selling performance for America's #1 most trusted and recognized roofing brand. This... [Read more]
Select Shingle Master
Weathertite Systems LLC has achieved CertainTeed's highest credential and therefore is authorized to operate and represent itself as a SELECT... [Read more]
CertainTeed Award
Ranked Top 10 CertainTeed Installer in 2007... [Read more]
More Awards

Cheshire, CT Best Roof Repair and Roof Installation Contractor

Joel, Fausto and his working roofers were outstanding working men!...
Happy Customers Surrounding Cheshire, CT
Work Requests

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Reviews From Cheshire
Testimonials From Cheshire
You lived up to your high reputation. I have nothing but praise!
Testimonial by Ramamurti S. from Cheshire, CT
We were totally impressed! and the roof looks great!!
Testimonial by Nancy W. from Cheshire, CT
Please with our total expreience with Weathertite Systems, LLC.
Testimonial by Thomas P. from Cheshire, CT

Certified roofing contractor serving Cheshire, CT

Weathertite Systems, LLC is a full-service roof restoration and roof replacement company serving Cheshire, CT, and surrounding cities and towns. With over a decade of experience helping Connecticut homeowners with all of their home exterior renovations, we are familiar with the area's common roofing problems and we know the best solutions for lasting results. If you need roof repairs or a roof replacement that will keep your home's interior safe and dry for the long-term, Weathertite Systems, LLC's roofing services are perfect for you! We are an Owen's Corning Platinum Preferred home improvement contractor with an A+ rating with the Better Business Bureau, and we have access to the best materials, warranties, and roofing products in the industry.

Has your roof been threatened by serious storm damage, fallen debris, rotting, or the general wear and tear of age? Weathertite Systems, LLC offers roof leak repair, storm damage repair, wood rot repair, and more to ensure that your roof is functioning to the best of its ability. Don't hesitate to schedule a consultation and roof inspection with our highly trained roofing technicians! We go above and beyond local code requirements to guarantee the best possible quality for your roof.

We provide complete roof installation if you need to replace your badly damaged roof or are interested in adding value to your property through a high-quality roof replacement. Choose from our extensive selection of roofing types, including:

  • Asphalt shingles
  • Energy efficient shingles
  • Solar shingles
  • Wood shingles/shakes
  • Composite roofing
  • Flat roofing
  • Rubber roofing

We also offer replacement roofs for property managers who need commercial roofing services such as asphalt shingle roofing, modified bitumen roofing, and EPDM/rubber roofing.

Weathertite Systems, LLC is your expert deck and siding company in Cheshire, CT

If you need siding repair, siding replacement, or a brand new siding installation, Weathertite Systems, LLC offers both residential and commercial siding services throughout the Cheshire, CT area. Our siding options include vinyl siding, aluminum siding, cedar siding, fiber cement siding, and stone/brick veneer siding. When you're looking for a siding contractor, why settle for less than the best? All of our certified siding installers are thoroughly trained on industry-approved siding installation methods as well as siding repair services. Our excellent track record of customer satisfaction has earned us a trusted reputation as the best professional siding company in the Cheshire area, and our siding installations will add both function and style to your home!

We can also upgrade your home's exterior with a new deck design and installation. Deck installation will provide you with a comfortable outdoor area that's perfect for spending warm days or enjoying a cookout! We also offer deck handrails in a variety of styles and materials to help you add safety and a custom appearance to your new deck.

Upgrade your home's aesthetic with our beautiful window replacements

Are you ready to transform your home with a fresh new look? Weathertite Systems, LLC's replacement windows will not only increase your home's aesthetic appeal, they will also add protection against the outside elements while helping you save on your heating and cooling costs. We use certified Energy Star rated materials and energy-efficient glass that will stay durable and low-maintenance for years to come. By swapping out your old, drafty windows with our weatherproof, energy-efficient window installations, you can make your home more comfortable while saving money! We offer a comprehensive selection of window styles and materials, as well as custom shapes and sizes so you can choose the perfect fit for your home.

Window replacement types:
  • Bay and bow windows
  • Casement windows
  • Double-hung windows
  • Picture windows
  • Sliding windows
  • Aluminum windows
  • Fiberglass windows
  • Vinyl windows
  • Wood windows

Gutter contractor providing Cheshire with gutter installation and more

Weathertite Systems, LLC also provides a variety of gutter services including gutter installation and gutter replacement services using a wide range of quality materials. We also are proud to offer some of the best gutter protection around with Gutter Helmet by Weathertite Systems. Gutter Helmet by Weathertite Systems lets you keep debris out of your gutters while still letting water in.

Weathertite Systems, LLC is the roofing company and home improvement expert you can depend on for roof repair, roof installation, siding replacement, window installation, deck replacement, and more. Contact us today for a free cost estimate in Cheshire, CT, or areas nearby!

Case Studies From Cheshire
After the storms, this customer in May, had some problems with his Cheshire, CT roof.
The homeowners called Weathertite Systems after noticing leaks in their home.
Peter needed new windows installed in his home in Cheshire. His old windows have become damaged and broken throughout the years. It was a tough job,...
Job Stories From Cheshire, CT
Vinyl Siding - Cheshire, CT

The following was completed to a home in Cheshire, CT:

First, we:

Removed the vinyl siding from around the perimeter on the two bedroom windows on the unit and discarded the lineal channels and save the vinyl siding

Removed the two windows and discarded

Cleaned the areas 

Next, we:

Installed two new white, harvey, classic, new construction, double hung windows to the areas removed

Installed new white exterior lineal channels around the perimeter on the two newly installed windows

To complete the job, we:

Re-installed the vinyl siding to the area removed

Removed all debris



Roof Repair in Cheshire, CT

The following materials were used to complete the job for Paul B. in Cheshire:

  • Landmark Moire Black
  • Shadow hip & ridge Moire Black
  • Starter strip-certainteed swiftstart
  • Shinglevent airvent II 4’
  • Polyglass polystick IR-XE
  • Plain generic 15lb felt 4sq
  • 1 1/4” coil nails
  • 3-4 pipe collar-alum
  • Lead 50lb 14”
  • F5-1/2 aluminum premium drip white

Aside from the materials used, the job went very smoothly and Paul was pleased with the final outcome!

Rain Gutter Installation in Cheshire, CT

Lorraine contacted our office regarding her current gutter system.  We completed the following for her:

  • Remove and haul away old gutter system
  • Install new white .032 seamless gutters
  • Install new white leaders and elbows
  • Add one new leader with elbows rear of home by back deck
  • Add diverter at valley above rear deck
  • Install white gutter guards on all gutters
  • Install gutter guard end caps
  • Clean up and haul away all debris

Lorraine was pleased with the appearance and safety of her new gutter system!

Chimney Repair - Cheshire, CT

The following was completed for Carolyn of Cheshire’s home:

  • Chop off the washcap from the left chimney located on the main roof section on the home
  • Grind the chimney down to the upper roof line 100%
  • Blow out all joints
  • Clean all debris
  • Repoint the chimney down to the upper roof line 100%
  • Paint the washcap ricks with Acrylic-60
  • Apply a washcap
  • Waterproof the entire chimney down to the lower roof line
  • Remove all debris

The above work completed the chimney repair job for Carolyn and she was pleased with the outcome.  She was left with a quality chimney that looked brand new!

Gutter Installation - Cheshire, CT

Gutter Installation in Cheshire!  Jim B. called regarding his gutter system and suggested he have one of our associates come take a look and take some measurements.  After inspection, a date was set to begin work and the following took place:

  • Install 9 sections of new 5” white 0.32 seamless gutters with elbows, leaders, and miters
  • New gutters to be added to east side of home
  • Roofing crew to remove gutters
  • Leaders to be left on home.  Gutter crew to remove them
  • Clean up and haul away debris

Jim was pleased with the work we completed and was happy that he can finally not worry about his gutters!  They would last him for years.

Work Requests From Cheshire, CT
Vicinity of South Brooksvale Road in Cheshire
Hi - we're looking to side our home (currently it is painted). We're looking to do this this spring and would love a quote. thank you, Jill
Vicinity of Higgins Road in Cheshire
I need an estimate for vinyl siding.
Vicinity of Broadview Road in Cheshire
Replacing original windows, would like to possibly keep existing casings and limit interior wall damage. We would like to also add one double window in place of an existing single window.
Vicinity of East Gate Drive in Cheshire
I need gutters on a gazebo.
Vicinity of Cornwall Ave in Cheshire
Looking for roof and gutter estimate, heard the coupon offer on radio
Vicinity of in Cheshire
With the recent storm on March 2nd, a small branch fell through backyard shed roof and punched a hole. My shingles too have gotten very old and need replacement. Shed needs siding and gutter repair.
Vicinity of Horton Avenue in Cheshire
In 2009 or 2010 I believe we had gutter helmet installed in our home; we now have some dents on the cover and most recently have a dent that is right below a gutter downspout causing it to get under the shingles and water seeped into a room in our 2nd floor. I am interested in someone coming out as soon as possible to first address the location where the water is coming in and inspect the dent and surrounding portions of the gutter helmet. In addition I'd like for you to take a look at the roofing right where that location is as well in case it needs to be repaired
Vicinity of Worden Circle in Cheshire
Maintenance free home siding and trim. I heard Azek siding was the way to go?
Vicinity of Comerce Court in Cheshire
Looking for metal handrails
Vicinity of South Meriden Road in Cheshire
I have helmet gutters but I get ice dams and large ice build up on gutters
Vicinity of Nutmeg Place in Cheshire
Vicinity of BROADVIEW RD in Cheshire
Hello I would like to get a quote to clean gutter for my raised ranch home at above address. Please email me back at your earliest convenience. Thank you.
Vicinity of WORDEN CIRCLE in Cheshire
Looking for a quote for new gutters with 2nd floor protection from leaves and debris.
Vicinity of Avon Blvd in Cheshire
Leaking 'venting' skylight. Want to replace with a fixed skylight. I need to pull molding but the internal measurement of the light shaft is 27" x 44".
Vicinity of Deepwood Drive in Cheshire
Roof leaking
Vicinity of Ted's Court in Cheshire
A panel of vinyl-siding near roof (gable?) to be fixed also check if gutters are fine