Top-rated roofing installation & roof repairers.

Get matched with top roofing installation & roof repairers in Middletown, NY

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Roofing installation & roof repairers in Middletown

Avatar for Fortified Roofing
Fortified Roofing
4.6(
57
)

Serving Middletown, NY and surrounding areas

In business since 2001

Free estimates

Emergency services offered

"Roofing company showed early and ready to go. There was a crew of 10 skilled workers. Roof was replaced in a timely fashion. Very professional and highly organized. Recommend this company and would use them again if needed."
Recommended by84%of homeowners
Avatar for Surf & Turf Roofing
Surf & Turf Roofing
5.0(
24
)

Serving Middletown, NY and surrounding areas

In business since 2007

Free estimates

Emergency services offered

"Tyler & Jeremy were great! Jeremy was very thorough when he showed up to take a look at our gutters. He did a full video inspection to show what was wrong with our old gutters. He was very knowledgeable and answered any questions we had. Tyler was great with communication and kept us in the loop with the install and if we had any questions, he was able to answer them I would recommend using Surf & Turf to all my friends and family."
Recommended by100%of homeowners
Avatar for Roof Renew Pros LLC
Roof Renew Pros LLC
4.9(
60
)

Serving Middletown, NY and surrounding areas

In business since 1995

Free estimates

Warranties offered

"I wanted my roof to look better and needed someone to kill off some moss, lichens and darkening stains on the roof. The crew did a great job. Very professional. Cleaned up perfectly at the end. I really appreciate they used non-chlorine bleach to kill all growths. Living on a lake, it was very important to me that they not add any phosphates or chlorine to the lake water. They even patched a roof leak! I would heartily recommend Roof Renew Pros."
Recommended by96%of homeowners
Avatar for Hi Tech Contracting & Restoration Corp
Hi Tech Contracting & Restoration Corp
5.0(
30
)

Serving Middletown, NY and surrounding areas

In business since 2003

Free estimates

Emergency services offered

"I had them to redo my whole roof 1.5 year ago and I found a piece of shingle fell off recently. I contacted the owner and they stood behind their work and promise. He quickly scheduled a follow-up and sent his team to fix it in a short period of time. In these days you can easily find any contractors do the work and work away with your money. However once the job is done, you will never see them again when there are any issues. This will not happen to Hi Tech Contracting as they are professional, responsible and trustworthy. Highly recommended!"
Recommended by96%of homeowners
Avatar for Gunner Roofing
Gunner Roofing
4.7(
59
)

Serving Middletown, NY and surrounding areas

In business since 2018

Free estimates

Emergency services offered

"Gunner Roofing We used Gunner to replace shingles. They told us that if we upgraded the skylight to one that is solar powered we would get a tax credit of 30% of the entire job, a savings of over $2000. We weren't planning to replace the skylight but the numbers made sense. When we filed our taxes for that year we learned that the skylight they used did NOT qualify for the tax credit. They mislead us to spending an extra $2,500 on the job. When I called to complain I left a message but no one ever returned my call. This is after they didn't do a good job on the roof and it took them months to come back and fix the leaks they caused. STAY AWAY!! Show less"
Recommended by93%of homeowners
Avatar for AK Gatsios Inc
AK Gatsios Inc
5.0(
60
)

Serving Middletown, NY and surrounding areas

In business since 1996

Free estimates

Warranties offered

"Alkis is a true professional! He was responsive when we had a roof leak. Ultimately, we decided to replace the roof and are happy with the new roof. We've referred him to several family members and friends and all have been totally satisfied!"
Recommended by98%of homeowners
Avatar for McLeod Brothers Inc
McLeod Brothers Inc
4.7(
34
)

Serving Middletown, NY and surrounding areas

In business since 1895

Free estimates

Warranties offered

"Vinny and his team at McLeod Brothers were fantastic to work with. Our new home had its original wood shake roof (100 years old) with 4 layers of asphalt shingles layered on top. Vinny was extremely communicative, honest, and diligent - he stopped by the site almost every day to check-in. His team was incredibly efficient and very hard working. With a complete roof removal and installation there is always going to be some debris around the home (old roofing and nails), but his team did an incredible job of cleaning up. Vinny's team also installed new gutters and copper valleys - again, top notch work from them. I highly recommend using Vinny and his team for your roofing needs."
Recommended by91%of homeowners
Avatar for Alexander Home Improvement Corp
Alexander Home Improvement Corp
5.0(
24
)

Serving Middletown, NY and surrounding areas

In business since 2000

Free estimates

Warranties offered

"My name is Karen G. Alexander Home Improvement just installed a new roof on my home. Alex was very professional in explaining the entire process. His crew was extremely efficient and courteous and truly did a quality job. I was very impressed with the whole operation and am already getting compliments from the neighbors about my beautiful new roof."
Recommended by100%of homeowners
Avatar for Exterior Pro Builders, Inc.
Exterior Pro Builders, Inc.
5.0(
10
)

Serving Middletown, NY and surrounding areas

In business since 2017

Free estimates

Emergency services offered

"I’m so pleased to recommend Exterior Pro Builders. They were thoroughly professional and on top of every detail of my re-roofing job. I chose to use hand split cedar shakes on my tall 18th century gambrel-roofed house. The challenges of the house and the materials were no problem for Exterior Pro Builders. They got everything right regarding underlayments, fasteners and flashing. And they took time with even the fine details. I never had such a happy experience with a building contractor. Just hire them!"
Recommended by90%of homeowners
...
Showing 1-10 of 1169
FAQs for roofing installation & roof repair projects in Middletown, NY

An average Cape Cod roof-raising project requires approximately two to three months from start to finish. The timeline depends on several variables, including weather conditions, contractor availability, material delivery schedules, and the specific complexity of your home's structure. The process involves multiple phases, including demolition, framing, roofing, window installation, and interior finishing. Working with an experienced contractor who provides a detailed timeline can help set realistic expectations for the project duration.

While most Cape Cod homes can accommodate roof-raising modifications, each house requires individual structural assessment. Older homes may need foundation reinforcement or wall strengthening before supporting additional weight. Factors like the existing roof framing system, load-bearing wall placement, and overall structural integrity all influence feasibility. A qualified structural engineer should evaluate your specific property before proceeding with design plans. Additionally, local zoning ordinances may restrict maximum building height or architectural modifications in certain neighborhoods.

Temporary relocation is highly recommended during a Cape Cod roof raising project. The construction process involves removing portions of your existing roof, exposing interior spaces to potential weather damage, and creating significant noise and dust. Most homeowners find temporary accommodations for the two to three-month construction period, with relocation costs ranging from $2,000 to $6,000, depending on your housing choices. If staying with family or friends isn't possible, budget for short-term rental or extended-stay hotel expenses as part of your overall project cost.

Consider roof raising when you experience severely limited headroom throughout the second floor, find yourself constantly stooping under sloped ceilings, or have minimal usable floor space due to low ceiling heights. Other indicators include inadequate natural light, poor ventilation, and difficulty accommodating standard furniture in upstairs rooms. Simple renovations can improve an attic's appearance, but cannot create additional headroom without structural modifications. A complete roof-raising project makes more sense than cosmetic renovations if you're seeking genuine second-floor living space rather than just storage improvements.

Begin your search by seeking contractors with specific experience in Cape Cod structural modifications and dormer additions. Request detailed portfolios showing similar completed projects and ask for references from previous clients with comparable work. Verify that potential contractors hold appropriate licenses and insurance coverage and understand local building codes relevant to roof raising. Interview multiple candidates, comparing price quotes and their communication style, project approach, and proposed timeline. The ideal contractor should demonstrate a thorough understanding of Cape Cod architectural characteristics and structural requirements.

The Middletown, NY homeowners’ guide to roofing installation & roof repairs

From average costs to expert advice, get all the answers you need to get your job done.