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10 Best Roofers in Woodbury, CT

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Written By David Cusick

Last Updated April 2024

Your roof insulates your home and protects you from the elements, but caring for it isn't always simple. Damage to the roof of your Woodbury home can lead to water damage, loss of energy efficiency, or pest infestations.

Whatever your circumstances are, there's a local roofing professional who understands and can help solve the problem. Use our guide to discover the right roofers in Woodbury.

Top 10 Best Roofers in Woodbury

Erie Home

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121 Dudley Town Rd Unit F, Bloomfield, CT 06002 (860) 358-9240 eriehome.com

Quality customer service

Free inspections

Transparent project updates

Services Offered

Metal roofs
Asphalt roofs
Roof repair
Replacement

ENTERPRISE HOME IMPROVEMENT LLC

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1795 Baldwin St, Waterbury, CT 06706 (860) 852-6574 enterpriseroofingsiding.com

Quality customer service

Preventive services

Free inspections

Customer education

Transparent pricing

Services Offered

Flat roofs
Replacement
Skylights
Ventilation
Roof repair
Metal roofs
Quality inspection

Weathertite Sales, LLC

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550 Main St S, Bethlehem, CT 06751 (203) 528-4727 weathertitesales.com

Free inspections

Quality customer service

Transparent pricing

Honors appointment windows

Customer education

Services Offered

Skylights
Roof repair
Dormers
Replacement
Quality inspection

BEST WAY SIDING & ROOFING LLC

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1523 Baldwin St, Waterbury, CT 06706 (203) 527-8149 bestwayroofingllc.com

Free inspections

Quality customer service

Locally owned

Transparent pricing

Customer education

Services Offered

Quality inspection
Replacement
Asphalt roofs
Roof repair

Armor Shield Exteriors | CT Roof Replacement Contractors & Residential Roofers

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15 Falls Ave, Oakville, CT 06779 (203) 527-5338 armorshieldroof.com

Reputation for timeliness

Free inspections

Preventive services

Transparent project updates

Customer education

Quality customer service

Transparent pricing

Services Offered

Quality inspection
Replacement
Roof repair

Diamond Roofing Specialists, Inc.

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99 Brookside Rd, Waterbury, CT 06708 (203) 754-7884 diamondincct.com

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Free inspections

Transparent pricing

Customer education

Quality customer service

Preventive services

Services Offered

Flat roofs
Replacement
Quality inspection
Asphalt roofs
Roof repair

My Home Solutions LLC

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20 Eagle St, Waterbury, CT 06708 (203) 800-6373 ctroofandsiding.com

Customer education

Quality customer service

Transparent pricing

Honors appointment windows

Free inspections

Services Offered

Replacement
Roof repair
Flat roofs
Quality inspection

PAOLINO ROOFING

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463 Congress Ave, Waterbury, CT 06702 (203) 721-1442 paolinoroofing.com

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Customer education

Preventive services

Transparent project updates

Transparent pricing

Quality customer service

Services Offered

Roof repair
Replacement

JMP Contractors LLC

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206 Edin Ave, Waterbury, CT 06706 (203) 841-6826 jmpcontractors.com

Honors appointment windows

Transparent pricing

Free inspections

Quality customer service

Transparent project updates

Customer education

Services Offered

Replacement
Quality inspection
Roof repair

Roofing Contractor of Southbury

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1301 Georges Hill Rd Suite 1, Southbury, CT 06488 (475) 250-2495 roofingcontractor-southburyct.com

Transparent pricing

Customer education

Free inspections

Preventive services

Quality customer service

Services Offered

Replacement
Roof repair
Skylights
Quality inspection
Flat roofs
Today's Homeowner Ranking Methodology

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:

  • 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 a New Roof Cost in Woodbury?

For a project as big as roof replacement, price matters. Below is the usual price range to replace a roof on a 1,500 square foot home in Woodbury. We also compare costs for common roofing materials.

How To Choose a Roofing Company

Installing a new roof is a major home improvement project that can cost upwards of twenty thousand dollars out of pocket. It’s crucial to do your research and find the best company for the job. Here are the key factors to consider when choosing a roofer.

  • Detailed written estimate: Trustworthy roofing companies will offer a comprehensive written estimate. This estimate should outline the complete work plan, materials needed, and total price without surprise costs. Steer clear of unclear bids, or ones that seem much too low or high.
  • Roofing materials and products: Quality roofing materials from top brands can withstand Woodbury's weather and endure years. Avoid contractors offering cheap or generic materials. Review shingle samples before deciding.
  • References and reviews: Vet companies thoroughly by verifying on review sites such as Google, Yelp, or the Better Business Bureau (BBB) that they have consistently positive feedback. Request recent local references from the company to learn more.
  • Warranties and guarantees: The best roofers provide strong guarantees from the shingle makers covering materials for 30+ years, together with at least a 5-year labor guarantee. Be cautious of companies with less robust coverage.
  • Responsiveness and communication: From quote to project completion, your contractor should maintain ongoing communication with you, respond to all questions, and handle any concerns.
  • Experience and credentials: Companies that have been in business for over 10 years show consistent quality and customer satisfaction. Before hiring, make sure the company has appropriate licenses, bonding, and insurance. Ask about professional certifications, such as those from the National Roofing Contractors Association.

Signs Your Roof Needs Repair or Replacement

While the average homeowner may not spend a lot of time thinking about their roof, a roof plays a vital role in keeping a home safe and secure. Be on the lookout for these signs that your roof might need professional attention.

Roof Age

Your roof's age and material are key factors. Asphalt shingles, the most common residential roofing material, typically last around 20–25 years before needing replacement. Schedule a professional inspection if your roof is approaching or past this lifespan to determine if full replacement is needed.

Leaks or Water Stains in Your Home

One of the most obvious signs of a roof issue is leaking. Stains on insulation, ceilings, and walls — or in your attic — usually indicate that water is seeping through worn or damaged shingles. Don't ignore small leaks, because even these can lead to mold growth and roof deterioration.

Exposed Roof Decking Underneath Shingles

If you can see your roof decking or sheathing material underneath your shingles, it means those shingles are severely curling or losing their seal and need replacement. Shingles should lie flat to prevent water from leaking into your home.

Cracked, Broken, or Missing Shingles

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 repair, replace any shingles that are no longer attached properly or have gaping holes.

Flashing Deterioration Around Roof Penetrations

Roof flashing creates a barrier against the elements around vents, valleys, chimneys, and other areas that penetrate your roof. If this metal flashing is cracked, peeling away from the surface, or otherwise deteriorated, it can allow leaks. Problems with roof flashing should be addressed promptly.

Sagging Roof Line

A structural problem can cause your roof to exhibit noticeable sagging or unevenness in slope. If you notice unevenness, get a roofing company to inspect it. An unsupported roof deck will only get worse without proper support.

Frequently Asked Questions About Roofing in Woodbury, CT

The best type of roofing material for your home in Woodbury will depend on factors such as your budget and how often you want to do maintenance.

Metal costs more but lasts longer, while asphalt will be cheaper up front but will require more maintenance. Wood roofs have better insulation than many other materials, which can be very beneficial in the winter.

Roofers who work under a general home improvement contractor must register with the Connecticut Department of Consumer Protection. Roofing contractors who do not work under a general contractor are not required to have a specific state license. You can also verify a general business license through the Department of Consumer Protection.

You can expect to pay around $470 for roof cleaning in Woodbury. Things like how many stories your house has, the extent of the issue, the material of your roof, and the size of your roof will all affect the final price.

The best time of year to have your roof replaced is spring or fall. If you try to schedule a project during the wintertime, cold weather in Woodbury could extend the working timeline.

There isn't one single best color for everyone, but you can find yours by weighing several factors. Your local climate is important to consider because roofs that are a lighter color reflect more heat than darker roofs, therefore keeping your home cooler. You should also consider what color and style your home is, along with your personal aesthetic preferences.

Generally, you should clean your roof about once a year, possibly more often if your property has a lot of trees. You might want to clean your roof more often if there's a buildup of leaves, moss, mildew, or mold.

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