Middletown, CT Roofing Contractors

Henderson Roofing offers expert roofing services for residential and commercial properties in Middletown, CT. Our team delivers high-quality craftsmanship, durable materials, and reliable customer service to guarantee your roof stands up to Connecticut’s unpredictable weather. Contact us for a free roofing quote today!

middletown ct roofing contractors
Our Location:

135 Boston Post Rd,
East Lyme, CT 06333

00.0 Miles from Middletown, CT

Call Us:

860-351-6068

Local Roofing Services in Middletown, CT

*Emergency Roofing Services for Middletown, CT* 

Contact Henderson Roofing at (860) 532-6521 for emergency roofing solutions in Middletown, CT.

If you or someone else is in immediate danger, call 911.

Our High-Quality Roofing Materials

Why Choose Henderson Roofing

  • Dedicated Service since 2000

    Over two decades of excellence in exterior home remodeling, serving communities in RI and CT with unwavering commitment and professionalism.

  • Local Expertise

    Our deep understanding of the region's unique climate and architectural styles ensures solutions tailored to your home’s specific needs and the local environment.

  • Lifetime Warranty Coverage

    We stand behind our work with comprehensive lifetime warranties to provide peace of mind and long-term protection for your investment.

  • Customer Satisfaction Guarantee

    Your complete satisfaction is our top priority. We aren’t finished until you’re thrilled with the results, demonstrating our dedication to quality and service.

Reviews for Our Roofing Services in Connecticut Hundreds of 5-Star Reviews

Lori M
We highly recommend Henderson Roofing!

Great company! We are so pleased with the job they did re-flashing our chimney and adding layers of waterproofing material under our shingles around that area. Feel confident our home is now protected from storms! All done at a reasonable price as we'll! We hi...

Great company! We are so pleased with the job they did re-flashing our chimney and adding layers of waterproofing material under our shingles around that area. Feel confident our home is now protected from storms! All done at a reasonable price as we'll! We highly recommend Henderson Roofing!

Grace R
You are a top-class organization!

I had the best experience with Henderson Roofing! From the initial phone call, to the inspection, to the scheduling to the day of -- everyone was so professional. They have amazing customer service - something I feel has been lacking lately. One day roof in...

I had the best experience with Henderson Roofing! From the initial phone call, to the inspection, to the scheduling to the day of -- everyone was so professional. They have amazing customer service - something I feel has been lacking lately. One day roof installation, and the team was here for almost 12 hours -- cleaning as they installed. Left everything so tidy! Thank you Dale, Tim and the entire crew from Henderson Roofing. You are a top-class organization!

Silas N
Outstanding experience from start to finish.

Outstanding experience from start to finish. Ben came out and took a consultative approach in making sure we got what we wanted. He was patient with us throughout the entire process as we considered different shingle styles/colors and gutters, and was quick ...

Outstanding experience from start to finish. Ben came out and took a consultative approach in making sure we got what we wanted. He was patient with us throughout the entire process as we considered different shingle styles/colors and gutters, and was quick to follow up and answer questions. Ben gets 5 stars as a sales rep. The team was on-site within a few weeks of placing the order and they had the roof stripped and shingled same day. Their cleanup crew left our property as if they’d never been there. Spotless. The Henderson internal support, Kyle, sent us updates and photos throughout the day, along with a final photo gallery with close-ups. This was an outstanding experience throughout and it’s no surprise that Henderson Roofing has nearly 5 stars with hundreds of satisfied reviewers.

Rick Cass
We LOVE Henderson!

We LOVE Henderson! Over the past few years they have completed several projects for us: New roof, beautiful new siding, and 9 windows (not to mention a fabulous Anderson back door with built in mini-blind!). This is the place - call Dale V at Henderson today!

Mary D
I would highly recommend Henderson roofing!

What a great job! My roof looks awesome, done in an efficient manner, workers were professional and took care to clean up after the day was over! I would highly recommend Henderson roofing! They answered all my questions before, during and after the project! Thank you!

Donna M
The roof looks great!

Henderson Roofing was a pleasure to deal with from start to finish. They met with us shortly after we contacted them, and quickly gave us an estimate. They completed the job as scheduled and did a great job cleaning up. Everyone was pleasant and professional. ...

Henderson Roofing was a pleasure to deal with from start to finish. They met with us shortly after we contacted them, and quickly gave us an estimate. They completed the job as scheduled and did a great job cleaning up. Everyone was pleasant and professional. And the roof looks great! Highly recommend.

Roofing contractor reviews

Roofing Costs in Middletown, CT

The average roof replacement cost in Middletown is approximately $6,724 - $16,557. The final cost of your roof replacement project will depend on the square footage of your roof, the steepness and architecture of your roof, and the roofing material you choose.

Middletown Roofing Costs by Material

Roof TypeAverage Cost in Middletown, CT
Asphalt $6,724 - $16,557
Metal $20,172 - $49,671
Cedar Call for quote
roofing costs in middletown ct

We're Roofers That Finance in Middletown

A roof is a major investment, and Henderson Roofing makes it more affordable with flexible financing options. We offer competitive payment plans that allow homeowners and businesses to secure the roofing services they need without financial stress. Contact us today to learn more about our financing solutions.

Roof Financing Options

roof financing in middletown ct

Do I Need a Permit for Roof Construction in Middletown? 

Yes, a building permit is required for new roof construction and roof replacement projects in Middletown. Don’t worry - Henderson Roofing will take care of the permitting process for you.

Contact the City of Middletown for Permitting Questions: 

  • City Hall: 245 deKoven Drive, 2nd Floor, Middletown, CT 06457
  • Phone: (860) 638-4870

Roofing Trends in Middletown, CT

Middletown’s rich architectural history and diverse housing styles influence roofing trends in the city. A notable landmark, the Samuel Wadsworth Russel House, features a historic slate roof that highlights the durability and aesthetic appeal of premium roofing materials. Many homeowners are choosing architectural shingles, metal roofing, and energy-efficient solutions to balance tradition with modern performance. Whether you’re preserving a historic home or upgrading to a more durable roofing system, Henderson Roofing has the expertise to meet your needs.

roofing trends in middletown ct