Top-rated roofers.

Get matched with top roofers in Pawling, NY

Enter your zip and get matched with up to 5 pros

Need a pro for your roofing project in Pawling, NY?

Select your specific project to find the pro for you.

TRUSTED BY PAWLING, NY HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon516
    Verified roofing services reviews

Verified Reviews for Roofing pros in Pawling, NY

*The Angi rating for Roofing companies in Pawling, NY is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.

*The HomeAdvisor rating for Roofing companies in Pawling, NY is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.

Last update on May 28, 2026

Find Roofers in Pawling

Avatar for Luna Siding & Roofing
Luna Siding & Roofing
4.7(
288
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

Serving Pawling, NY and surrounding areas

Approved

In business since 2005

Free estimates

Emergency services offered

"The work started on time and they finished both the roof and new gutters all in one day. The work quality was excellent . I defiantly plan on calling them next year when having new siding installed. Everyone was friendly and worked hard . Very happy with our new roof ! Thank you Luna Roofing !"
Protection First
Make repairs
Ice and Water Shield and Underlayment
Completed Job
Protective Fiberboard Underlayment

+67

Response time12 hrs
Response rate91%
4 neighbors recently requested a quote
Request Quote
Avatar for Nelson's Roofing
Nelson's Roofing
4.6(
171
)
Asphalt Shingle Roofing - RepairRoof - CleanFlat, Foam or Single Ply Roofing - Repair+9 more

Serving Pawling, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2001

Free estimates

Emergency services offered

"Nelson s Roofing (Port Chester NY) Really wonderful roof, yard, stairs, balcony, walkway, driveway, leaves cleaning. Excellent response time, thank you."
Response time7 hrs
Response rate92%
32 neighbors recently requested a quote
Request Quote
Avatar for Xterior Solutions
Xterior Solutions
4.7(
316
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Pawling, NY and surrounding areas

Approved

In business since 2011

Free estimates

Emergency services offered

"Great experience. Professional crew, communicative, and I am satisfied with the new roof and skylights. Thank you!"
The arial before view of the roof
Before
Before
Roof Replacement
Before

+100

Response time6 hrs
Response rate100%
88 neighbors recently requested a quote
Request Quote
Avatar for Elite Home Exteriors, LLC
Elite Home Exteriors, LLC
4.7(
70
)
Asphalt Shingle Roofing - Install or Replace

Serving Pawling, NY and surrounding areas

Approved

In business since 2018

Free estimates

Warranties offered

"Frank was professional and a man of his word. He said the roof would take two days to replace and it did. There were no hidden costs or fees. The outside of the house was covered with tarps. THE NEW ROOF LOOKS GREAT,"
Certainteed Dutchlap Vinyl Siding / GAF Roof
After - Roof and Siding
Before - Roof and Siding
Cedar Impression - Front View
Cedar Impression - Left View

+3

Response time1 day
Response rate92%
Recommended by96%of homeowners
Request Quote
Avatar for Certified Roofing
Certified Roofing
5.0(
8
)
Asphalt Shingle Roofing - Install or Replace - For BusinessFlat, Foam or Single Ply Roofing - Repair- For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace- For Business+6 more

Serving Pawling, NY and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"They installed a new roof for us in 2018 they are very professional with a great staff and finished on time!"
Metal roof cleaning
Metal roof repair
Metal roof repairs
Metal roof repairs
Roof coating

+21

Response time10 hrs
11 neighbors recently requested a quote
Recommended by37%of homeowners
Request Quote
Avatar for INFINITY ROOFING CORP
INFINITY ROOFING CORP
5.0(
7
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceInspection - Roofing+26 more

Serving Pawling, NY and surrounding areas

Approved

In business since 2008

Free estimates

Emergency services offered

"Roof replacement and quote was very specific. Happy with end results!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+18

Response time1 day
17 neighbors recently requested a quote
Recommended by85%of homeowners
Request Quote
Avatar for Max Home Improvement
Max Home Improvement
5.0(
18
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+9 more

Serving Pawling, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2013

Free estimates

Warranties offered

"I highly recommend Max Home Improvements. They explained every step, removed old roof and put beautiful new one! Were professional and cleaned up everything, no mess. Showed me samples so I picked the color. I am extremely pleased with the final outcome See before ugly brown roof after beautiful black roof They did all the siding and porch work as well"
Metal roof and Asphalt
Asphalt roof systems
Asphalt roof systems
Asphalt roof systems
Asphalt roof systems

+75

Response time1 day
Response rate94%
56 neighbors recently requested a quote
Request Quote
Avatar for King Quality Roofing and Siding
King Quality Roofing and Siding
4.5(
18
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+10 more

Serving Pawling, NY and surrounding areas

Approved

In business since 1988

Free estimates

Emergency services offered

King Quality Roofing and Siding is proud to be a locally owned and operated business that has been serving the community since 1988! With years of experience and unmatched expertise, we can help with any and all of your roofing and siding needs. Since opening our doors we have built our business on providing customers with the highest quality products and craftsmanship, at a fair price. You can count on our team to be timely, tidy, and when the job is done, that you will be 100% satisfied with the work completed. Let us show you the King Quality difference, get in touch today!

North Babylon Home After
North Babylon Home Before
Jeff and Crew
Beach house Shake Shingles
Beach house Shake Shingles

+1

Response time1 day
611 neighbors recently requested a quote
Recommended by80%of homeowners
Request Quote
Avatar for Overstate Roofing Services Inc.
Overstate Roofing Services Inc.
4.3(
62
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairSealant for Roof - Apply+11 more

Serving Pawling, NY and surrounding areas

Approved

In business since 2025

Free estimates

Emergency services offered

"I have to commend these guys and the job they did with my roof. I had a partially collapsed roof from the snow and ice buildup on my roof. I needed the repair done urgently and withing budget. I got may quotes on the job with some outrageous bidding to be honest. Overstate gave me a fair price and told me exactly what needed to be done. Within a week the job was completed and my home is leakproof again."
Roof replacement
Roof replacement
1376 neighbors recently requested a quote
Recommended by1%of homeowners
Request Quote
Inside Out Home Improvements, LLC
5.0(
14
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairHeating Cable for Roof - Install+2 more

Serving Pawling, NY and surrounding areas

Approved

In business since 2016

Free estimates

Emergency services offered

"We had a new Trex deck installed & new roof The work done was phenomenal! Jodi answered all questions promptly and Joseâ & his brother did an exceptional job. Would definitely recommend them to everyone."
Response time12 hrs
Response rate89%
Recommended by100%of homeowners
Request Quote
...
Showing 1-10 of 338
Roofing questions, answered by experts

Whether or not the terms of your roofing estimate are negotiable depends on the contractor. Some professional roofers will be willing to budge on labor fees to some extent, while others will simply walk away from the potential work rather than lower their fees. In most cases, it’s best not to negotiate the terms, as lower labor charges could lead to your contractor cutting corners. Material costs aren’t negotiable, but you could purchase them yourself to try to save on delivery fees and markups.

Underlayment exists under your tile roof. It helps protect your home by acting as a secondary water barrier. Often, when roof tiles fall off, underlayment that's in good condition can temporarily keep water from getting into the home. However, immediate replacement of missing tiles is crucial to avoid additional roof damage. 

The lifespan of asphalt shingles is typically between 15 and 30 years, depending on the type of shingle and other factors. Standard 3-tab shingles have the shortest lifespan, around 10 to 15 years. Architectural shingles last longer, averaging 20 to 25 years. Luxury or designer asphalt shingles are the most durable, with a lifespan of 40 years or more. Climate, installation quality, and regular maintenance also play a significant role in how long your shingles will last. Signs that they need replacement include granule loss, bald spots, and roof leaks.

Skipping the installation of a drip edge or gutter apron can lead to significant water damage. Without this component, water is more likely to seep under roofing materials or leak behind gutters, damaging the fascia, soffits, siding, and even the interior of your home, such as the attic. Over time, this moisture can cause rot, mold, and deterioration. In colder climates, a missing drip edge also increases the risk of ice dams, which can lead to expensive repairs. A drip edge is an essential part of a roof's drainage system, and some local building codes may even require its installation to protect the home from water damage.

During the framing process, builders connect the roof to the walls with materials, including metal connectors, plywood panels, and wood blocks. These roof-to-wall connections are important and provide weatherproofing, noise and temperature insulation, protection against pests, and home integrity. The type of connector and method used will vary, depending on your home’s construction and needs, and each has pros and cons in terms of cost, noise insulation, longevity, and reliability. Talk with your home or roofing contractor about the best connectors for your roof and walls, and what they recommend for your home.

The Pawling, NY homeowners’ guide to roofing services

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

See all articles