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TRUSTED BY CHESTERTOWN, NY HOMEOWNERS

  • Average homeowner rating star icon4.2
    Average homeowner rating
  • Verified reviews icon57
    Verified roofing services reviews

Find Roofers in Chestertown

Avatar for Home Evolution Roofing LLC
Home Evolution Roofing LLC
4.7(
273
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - Repair+2 more

Serving Chestertown, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2000

Free estimates

Warranties offered

"They did an excellent Job 1 day job replacing my roof, installing a rubber part on my roof and re-pointing my chimney. They are extremely professional, they ensured that all the debris ensuring all the nails and residuals were cleaned up around the house. I highly recommend them for any roofing job you may have. Michael's crew came in 1 day (between 8am till around 6:30) replaced the roof cleaned up and did a wonderful job."
ROOFING
ROOF & SIDING
ROOF & SIDING
Response time7 hrs
Response rate100%
8 neighbors recently requested a quote
Avatar for Home Evolution Roofing
Home Evolution Roofing
4.5(
552
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - Repair+1 more

Serving Chestertown, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2005

Free estimates

Warranties offered

"First our salesman Vincent was very considerate and temporarily fixed our roof until they were able to come and replace our roof. He also advised us on small loan companies to help pay for the new roof. They came to replace the roof earlier than they originally thought. Everyone we dealt with was very professional. We are very happy without beautiful new roof."
Roof Replacement in Ballston Spa NY
Roof Replacement in Niskayuna NY
Roof Replacement in Glenmont NY
Roof Replacement in Slingerlands NY
Roof Replacement in Athens, NY

+20

Response time7 hrs
Response rate92%
59 neighbors recently requested a quote
Avatar for Spaulding Construction
Spaulding Construction
4.7(
14
)
Asphalt Shingle Roofing - Install or Replace

Serving Chestertown, NY and surrounding areas

Approved

In business since 2019

Customers say: True professional

We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer’s needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.

Crown point build
Crown point build
Crown point build
Crown point build
Crown point build

+14

8 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for King Quality Roofing and Siding
King Quality Roofing and Siding
4.5(
19
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+10 more

Serving Chestertown, 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
824 neighbors recently requested a quote
Recommended by80%of homeowners
Roof Maxx
4.5(
6
)
Asphalt Shingle Roofing - RepairRoof - CleanSealant for Roof - Apply+4 more

Serving Chestertown, NY and surrounding areas

Approved

In business since 2024

Free estimates

Credit card accepted

"They explained to me that they may not be able to help me. The roof was pretty dirty With Pete Moss so they cleaned the roof and realize that the roof was too far gone for the service and they didnâ  t even charge me for the roof cleaning to my surprise . I would definitely recommend this company. they were on time, courteous, and very respectful. Definitely suggest using this company."
Response time4 days
71 neighbors recently requested a quote
Recommended by66%of homeowners
Avatar for Elite Contracting
Elite Contracting
4.4(
7
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+21 more

Serving Chestertown, NY and surrounding areas

Approved

In business since 2016

Free estimates

Emergency services offered

"They installed a gorgeous new roof for us. The whole crew was very professional and courteous. Having once worked for a roofing company, I checked the quality of the installation and I can say that I couldn't find anything that wasn't done exactly how it should have been done! Highly recommend this roofing company in Albany NY."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+1

Response time2 days
Response rate100%
23 neighbors recently requested a quote
Avatar for Gregg Construction
Gregg Construction
4.3(
13
)
Flat, Foam or Single Ply Roofing - Repair- For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace- For Business

Serving Chestertown, NY and surrounding areas

Approved

In business since 2001

Free estimates

Offers commercial services

We are committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade, combined with ability, is what makes us true professionals. Above all, we are watchful of our customers' interests and make their concerns the basis of our business

Gregg Construction
Recommended by91%of homeowners
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Roofing questions, answered by experts

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.

Asphalt shingles have varying thicknesses across the length, so failing to stagger shingles from one row to the next will leave you with bulges and bumps if the thicker sections stack on top of each other. Not only is this unappealing, but it increases the risk of water intrusion. Stagger each new row by 6 inches to avoid this issue.

An insulated garage benefits from roof vents to ensure proper ventilation and prevent moisture buildup. Insulation can trap moisture in the garage, especially during temperature fluctuations, and roof vents play a crucial role in expelling the moisture in the air. Including roof vents promotes air circulation, preventing condensation and enhancing overall air quality.

The best roof replacement type depends on your budget and your particular climate, as well as your personal aesthetic. But in general, asphalt shingles are the best roof replacement type for homeowners looking for durability at a budget-friendly price. Asphalt shingles are the most common roofing material—cost-effective, easy to install, lightweight, and the perfect choice for handy homeowners.

Complete house winterization goes above and beyond the list we created above. In addition to everything listed, full house winterization also includes:

  • Performing a home energy audit.

  • Preparing your deck and patio for winter.

  • Learning how to start a snowblower.

  • Replacing smoke detector batteries.

  • Installing outlet gaskets.

  • Installing storm doors.  

The Chestertown, NY homeowners’ guide to roofing services

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