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Last Updated: February 25, 2025
Your roof protects you from the elements and insulates your home, but maintaining this important feature isn't always easy. Especially during the rainier months, the roof on your Cheshire home might be prone to damage.
No matter the issue, there's a roofing pro near you who can help solve it. Use our guide of Cheshire's top roofers to find the best one for your job.
Quality customer service
Free inspections
Transparent project updates
Services Offered
Our Rating
User Rating
No deposit required
Preventive services
Locally owned
Transparent pricing
Quality customer service
Reputation for timeliness
Free inspections
Customer education
Services Offered
Our Rating
User Rating
Customer education
Reputation for timeliness
Preventive services
Transparent project updates
Quality customer service
Transparent pricing
Free inspections
Services Offered
Our Rating
User Rating
Transparent pricing
Honors appointment windows
Preventive services
Free inspections
Customer education
Quality customer service
Services Offered
Our Rating
User Rating
Preventive services
Customer education
Quality customer service
Transparent project updates
Reputation for timeliness
Free inspections
Transparent pricing
Services Offered
Our Rating
User Rating
Honors appointment windows
Transparent pricing
Preventive services
Customer education
Transparent project updates
Quality customer service
Free inspections
Services Offered
Our Rating
User Rating
Quality customer service
Honors appointment windows
Transparent project updates
Customer education
Locally owned
Free inspections
Transparent pricing
Services Offered
Our Rating
User Rating
Transparent project updates
Quality customer service
Preventive services
Transparent pricing
Free inspections
Customer education
Services Offered
Our Rating
User Rating
Quality customer service
Customer education
Transparent pricing
Free inspections
Honors appointment windows
Services Offered
Our Rating
User Rating
Transparent project updates
Quality customer service
Customer education
Preventive services
Transparent pricing
Services Offered
Today's Homeowner looks at dozens of datapoints on roofers 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:
For a project as substantial as roof replacement, cost is important. Below is the typical price range to replace a roof on a 1,500 square foot home in Cheshire. We also compare costs for common roofing materials.
Roof installation is a large home improvement project that can cost tens of thousands of dollars. It’s crucial to do your research and find the best company for the job. Here are some important considerations for choosing a roofer.
Though most homeowners don't think about their roof every day, it provides critical protections for your home. Be attentive for these common signs that your roof may need professional inspection and repair.
The age and material of your roof are important. Asphalt shingles, the most common residential roofing material, typically last 20–25 years before needing replacement. If your roof is nearing or past this lifespan, have it evaluated to determine if full replacement is needed.
One of the clearest signs of roof trouble is water leaks. Stains on your walls, ceilings, or insulation, or in your attic likely indicate water seeping through damaged or worn shingles. Even small leaks can be an issue, as they can cause mold growth and further damage to your roof.
If you can see roof sheathing or decking under shingles, it shows that those shingles are considerably curling or losing their seal. This means it's time for replacement. Shingles should lie flat to prevent water from getting into your home.
Examine your shingles thoroughly from ground level or a safe ladder. Look for ones that are damaged or that are missing granules. Over time, storms can cause surface damage. To keep your roof in good shape, replace any missing shingles or ones that have gaping holes.
Roof flashing protects vents, valleys, chimneys, and other areas that pass through the roof. If the metal flashing is damaged, coming loose, or deteriorated, it can leak. Have any flashing problems fixed right away.
If you notice your roofline displaying signs of sagging or uneven slopes, it could be a sign of a problem with the structure that requires further inspection by a roofer. A sagging roof deck will worsen over time if not reinforced or replaced.
The best type of roofing material for your home in Cheshire will be determined by several factors, such as your budget and how often you're willing to do maintenance.
Asphalt is more budget-friendly, while options like metal are more expensive but last longer. You also might choose a material like wood for its environmentally friendly nature.
Roofers who work under a general home improvement contractor must register with the Connecticut Department of Consumer Protection. Roofing contractors who do not fall into this category are not required to have a specific state license. You can also verify a general business license through the Department of Consumer Protection.
Roof replacement typically takes between one and five days. This timeline might be influenced by factors like the weather in Cheshire, the accessibility of your roof, and its size. Be prepared for Cheshire's rainy weather to delay work.
The best time of year to have your roof replaced is fall or spring. If you try to schedule a project during the wintertime, cold weather in Cheshire could extend the working timeline.
Depending on which contractor you use, your home insurance may cover some roof replacement costs. Some insurance companies have preferred contractors. It may also be easier to have costs covered if the damage was due to a covered weather event, such as a severe storm. Speak with your home insurance company to learn whether they have any preferred contractors, and what costs can be covered.
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