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TRUSTED BY POUND RIDGE, NY HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon530
    Verified roofing services reviews

Top-Rated Roofers in Pound Ridge - Updated Nov 2026

Avatar for Angus Theriault & Sons Inc
Angus Theriault & Sons Inc
5.0(
23
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Pound Ridge, NY and surrounding areas

Approved

In business since 1934

Free estimates

Credit card accepted

"I called for a repair to my daughter's roof. The room with the wet sheetrock has a cathedral ceiling with no attic access to determine the source of the leak. Steve inspected the roof section and suggested that the wetness was due to condensation. Vents were installed and small section of roof was replaced at a very reasonable cost. Steve always responded to calls and follow-up questions promptly, Very competent and obliging. A pleasure to work with,"
Additional Photos
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+5

11 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Perrys Roofing
Perrys Roofing
4.6(
79
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+25 more

Serving Pound Ridge, NY and surrounding areas

Approved

In business since 2008

Free estimates

Warranties offered

"I had a great experience with Perry's roofing. My roof has spung a leak and needed replacement. I had a precise, professional quote within 48 hours. Once we went ahead with Perry's, we had a team on site by the end of the week, and the work was done in 1 day. 24 hours after the installation was complete, we had one of the worst thunder storms of the season. The new roof held beautifully. When I go to do my next roofing job, I will be calling Perry's roofing first."
Roof replacement
Roof replacement
Roof replacement
Roof replacement
DaVinci Select Shake Tahoe Cedar Shakes 9-inch exp

+2

Response time2 days
Recommended by89%of homeowners
Avatar for Mighty Dog Roofing of Fairfield County
Mighty Dog Roofing of Fairfield County
5.0(
9
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Pound Ridge, NY and surrounding areas

Approved

In business since 2012

Free estimates

Emergency services offered

"Mighty Dog Roofing have such a high bar! We appreciate the amazing transparency and integrity throughout the whole procedure of our full roof replacement from beginning to end. The end result is a stunning and sturdy metal roof. Big shout out to Tom for making me understand the pros and cons between asphalt shingles and metal roofs. The drone superscan was also very cool!"
Additional Photos
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+7

2 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for New York Remodeling Corp.
New York Remodeling Corp.
4.7(
98
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

Serving Pound Ridge, NY and surrounding areas

Approved

Super Service Award Winner

In business since 1991

Free estimates

Customers say: Quality work

"Dave's team installed new sidings for my house 8 years ago and there is absolutely zero issue, even after so many years. That's why I contact Dave when it's time for roof replacement. Again I made the right call and Dave's team did excellent job in a professional way. They are hard working and dedicated to the job. I am very happy with the new roof and would definitely recommend Dave's team to neighbors and friends."
Hawthorne cedar impressio
Hawthorne cedar impressio
Hawthorne cedar impressio
Hawthorne cedar impressio
Hawthorne cedar impressio

+20

Response time4 hrs
Response rate92%
3 neighbors recently requested a quote
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Roofing FAQs, answered by experts

Using a staple gun to hang Christmas lights on your roof or shingles is not recommended. Puncturing your roof with staples can cause damage, leading to cracks, leaks, and exposure to the elements. Staples are also less reliable than other methods like roof clips. For a safer alternative that won't damage your roof, use shingle tabs.

Fall is generally considered the best time of year for roof repairs. The weather is temperate and typically drier, which makes for safer working conditions and fewer delays. The days are also still long enough to complete the work.

Spring is another good option and is a popular time for repairs to fix damage from winter storms. However, frequent rainfall can slow down progress. Spring may be a less busy season for roofers than fall.

Summer can also work for roof repairs, but extreme heat can make asphalt shingles too soft and difficult to work with.

In most cases and locations, roofs with a single layer of asphalt roofing shingles won't require roof removal before installing a metal roof. However, underlayment may be necessary on roofs with moderate shingle damage. Heavily damaged roofs or ones with multiple shingle layers will most likely require removal before a metal roof can go on.

Fall is widely considered the best time of year to replace a roof. The moderate temperatures are ideal for roofing crews to work and for new shingles to seal properly. Additionally, autumn weather is often drier, reducing the risk of weather-related delays compared to the rainier spring season.

While spring is also a viable option, the higher chance of rainfall can slow down the project. The main drawback to a fall installation is that it's the peak season for roofers, which can lead to higher prices and scheduling challenges.

To potentially save money, you could consider scheduling your roof replacement during the summer or winter off-seasons. However, both seasons have significant disadvantages. Extreme summer heat can make shingles too soft to handle, while winter's cold, snow, and ice can create dangerous working conditions and prevent shingles from sealing correctly, as they typically require temperatures above 40-45°F.

You can use silicone caulk around the upper lip of your roof vent boot to seal it temporarily, or you can slide a repair sleeve over the roof vent and old vent boot to stop air and water leaks temporarily. However, these aren’t permanent solutions, so you should always hire a professional to come out and replace the roof vent boot for a long-lasting fix and peace of mind.

The Pound Ridge, NY homeowners’ guide to roofing services

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