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10 best roofing companies in Cheshire, Connecticut
Alex HawkinsHome improvement writer
Alex Hawkins is a writer for USA TODAY Homefront. He has worked on consumer surveys with over 5...
Updated Aug. 5, 2024
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We've ranked the top 10 roofing companies that operate within 50 miles of Cheshire. We base our ranking off average customer ratings weighted against the number of reviews. For more information, check out our full methodology.
Cheshire, Connecticut's icy winters and hot summers can take a major toll on roofs. Professional roofers have the skills to repair leaks, replace shingles, replace and reinforce your roof to prevent additional problems down the line. Some additionally provide siding replacement, gutter installation and related services.
Roofing companies must register with the Connecticut State Department of Consumer Protection to carry out roofing work in Connecticut. You can verify a roofer's license using the registration lookup portal.
Find the best roofing company for you in Cheshire
Check the ratings of roofers on platforms, such as the Better Business Bureau (BBB) and Google Reviews before choosing one. Pick a company with a rating higher than 3.5 out of 5 stars.
Erie Home
Services offered
Highlights
- Quality customer service
- Free inspections
- Transparent project updates
BEST CONNECTICUT ROOFING LLC
Services offered
Highlights
- Quality customer service
- Reputation for timeliness
- Transparent project updates
- Free inspections
Skyway Roofing
Services offered
Highlights
- Transparent pricing
- Quality customer service
- Free inspections
- Honors appointment windows
- Customer education
BEST WAY SIDING & ROOFING LLC
Services offered
Highlights
- Locally owned
- Quality customer service
- Free inspections
- Customer education
- Transparent pricing
V. Nanfito Roofing & Siding
Services offered
Highlights
- Transparent pricing
- Free inspections
- Honors appointment windows
- Quality customer service
- Customer education
DiGiorgi Roofing & Siding, Inc.
Services offered
Highlights
- Quality customer service
- Customer education
- Transparent project updates
- Transparent pricing
- Free inspections
A1 Home Improvement LLC
Services offered
Highlights
- Quality customer service
- Free inspections
- Transparent pricing
- Customer education
- Reputation for timeliness
Armor Shield Exteriors | CT Roof Replacement Contractors & Residential Roofers
Services offered
Highlights
- Preventive services
Brown Roofing
Services offered
Highlights
- Transparent pricing
- Customer education
- Quality customer service
- Free inspections
ENTERPRISE HOME IMPROVEMENT LLC
Services offered
Highlights
- Preventive services
More providers
Below are additional roofing companies that didn’t make our top picks based on their distance, ratings or service offerings.
Villwell Builders
United Home Experts
Artisan Building and Remodeling LLC
Built Right Home Solutions
What is the cost of installing a new roof in Cheshire?
If the time has come to install a new roof, carefully consider your options for materials Every option differs in expense, life span and resilience. Metal, concrete and slate are some of the toughest roofing materials on the market.
In Cheshire, installing a metal roof costs an average of $17,371 for a 2,000-square-foot home. The national average for a metal roof is $17,521 for a 2,000-square-foot home*.
*Local costs were determined using RSMeans project estimates combined with local labor costs from the Bureau of Labor Statistics and cost data from home improvement stores. We also interviewed homeowners from around the country to validate local costs.
How to save money on roof installation in Cheshire
Installing a new roof can be expensive, but the following measures can help you reduce costs.
- Check your homeowners insurance: Homeowners insurance usually covers roof repairs caused by damage from fires, storms, fallen trees and certain other hazards. Check the exact coverage details and limits of your policy.
- Compare quotes from multiple sources: Compare the rates and services offered by several roofing contractors in Cheshire. This helps you make an educated decision.
- Conduct routine roof maintenance: After finishing your roof replacement, you should focus on regular inspections and maintenance on your roof. The timely identification and repair of minor issues can help prevent them from escalating into pricey problems.
- Invest in preventive measures: Consider investing in preventive measures such as adding extra insulation or improving ventilation to reduce future repair needs and energy costs.
- Schedule roofing services during good weather if possible: Contractors may offer discounts or be more willing to negotiate prices during off-season or less busy times. Avoid booking repairs during rainy or snowy seasons as bad weather may raise the cost.
What are the signs that you need a new roof?
You may need to contact a roofer if you see the following signs:
- Water in your attic: The insulation in your attic should be dry, and your roof shouldn't have visible gaps. If you see gaps, you have a problem and likely need repair services. If you live in a cold climate with ice and snow, you should check for ice dams along your eaves, which mean improper insulation or heat loss through the roof deck. If you see sizable icicles or icing in your gutters during winter, it’s a sign you may need a roof inspection.
- Curled shingles: Shingles that are missing, curled or broken allow moisture into your roof, which can cause structural issues through rotting in the rafters and decking.
- Discoloration: You likely have a leak if you find moisture stains or dark discoloration on the undersides of your decking or rafters.
- Mildew or mold Powdery mildew and mold is never a good sign. These can signify roof leaks and damage your health and home.
- Rust: Severe rust can lead to warping, curling or holes in your flashing or fasteners. This undermines your home's weatherproofing and structural integrity.
- Visible sagging: A visibly sagging roof is a warning sign that your roof could collapse. Reasons for sagging include dense clay tiles, overwhelmed drainage, mechanical equipment, excess insulation or concrete pavers. Moisture and severely warped sheathing can also reduce your roof's ability to drain and shed precipitation, leading to ponding water, which makes the problem worse.
What are common roofing issues?
Your roofing system is going to have problems at some point. Carrying out routine inspections allows you to find issues before your roof needs major repairs.
The most common roofing issues you may encounter while carrying out your own inspection include the following.
Damaged shingles
Damaged shingles is one of the most common roofing problems. The typical life span of asphalt shingles is 20–30 years. However, harsh weather, wind, rain and ultraviolet radiation over time can lead to erosion and cracking or lifting. Damaged or missing shingles let moisture seep in, potentially causing structural decay, mold and leaks.
Flashing failures
Flashing—the metal sheets around a roof's joints, vents and dormers—redirects snowmelt and runoff away from vulnerable seams and transition points. Improperly fitted or deteriorated flashing can become a common pathway for water to get into your home. Check for flashing failure when you see drips from ceilings that align with flashing seams, leaks coming from joints, moisture stains, peeling paint, or sagging areas.
Leaks
Roof leaks develop when sealed joints, such as seams and flashing, shift and open gaps for water intrusion. Early identification and repair prevent mold growth and decay.
Poor insulation
Poor attic insulation can lead to extreme hot and cold temperatures in your home, resulting in leaks, damaged rafters, mold growth, ice dams and higher energy costs. Ensuring your attic insulation is appropriate for the local climate reduces energy use and utility bills.
Standing water
Pooling water occurs when water can't drain from your roof properly due to debris or low spots. This causes standing water after storms. Moisture saturation and roof rotting can occur if not cleared within 48 hours. It also puts significant weight stress and could indicate a need to replace your roof surface to fix the slope or drainage. Clear away debris frequently and make sure there's proper drainage to prevent these issues.
How long are roofs supposed to last?
A roof's life expectancy depends on climate, installation quality, roof material and maintenance, with proper installation being most important.
The typical life span of asphalt shingles is 20–30 years. Architectural shingles are on the higher end at 25–30 years, while traditional three-tab shingles usually last 15–20 years. Wood shingles, shake roofs and slate last 20–25 years on average, but they tend to be susceptible to mold, rot and insect damage.
Most metal roofs last 40–70 years or more. Concrete roofs generally last 50 years or up to a century with proper maintenance. A slate roof can last for over a century if properly maintained.
Facts about Cheshire
Average Rainfall Summer
Average Rainfall Winter
Average Daily Sunlight
Best roof repair for you
Experts Ready to Help
How long are roofs supposed to last?
A roof's life expectancy depends on climate, installation quality, roof material and maintenance, with proper installation being most important.
The typical life span of asphalt shingles is 20–30 years. Architectural shingles are on the higher end at 25–30 years, while traditional three-tab shingles usually last 15–20 years. Wood shingles, shake roofs and slate last 20–25 years on average, but they tend to be susceptible to mold, rot and insect damage.
Most metal roofs last 40–70 years or more. Concrete roofs generally last 50 years or up to a century with proper maintenance. A slate roof can last for over a century if properly maintained.
How to save money on roof installation in Cheshire
Installing a new roof can be expensive, but the following measures can help you reduce costs.
- Check your homeowners insurance: Homeowners insurance usually covers roof repairs caused by damage from fires, storms, fallen trees and certain other hazards. Check the exact coverage details and limits of your policy.
- Compare quotes from multiple sources: Compare the rates and services offered by several roofing contractors in Cheshire. This helps you make an educated decision.
- Conduct routine roof maintenance: After finishing your roof replacement, you should focus on regular inspections and maintenance on your roof. The timely identification and repair of minor issues can help prevent them from escalating into pricey problems.
- Invest in preventive measures: Consider investing in preventive measures such as adding extra insulation or improving ventilation to reduce future repair needs and energy costs.
- Schedule roofing services during good weather if possible: Contractors may offer discounts or be more willing to negotiate prices during off-season or less busy times. Avoid booking repairs during rainy or snowy seasons as bad weather may raise the cost.
Our methodology for selecting roof repair companies
The Homefront Local team employs a proprietary scoring algorithm that evaluates companies based on key factors you value, such as average customer review ratings and trustworthiness indicators. Our method for determining trust involves a comparative analysis of the number of reviews a company receives compared to its local competitors. This leads to companies that have earned more trust from your local community being awarded a higher score. We review national roofing companies against our full roofing methodology. We score roofing companies based on service options, reputation, additional services and customer satisfaction.
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