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Best roofers near Chestertown, NY

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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

Top-Rated Roofers in Chestertown - Updated Nov 2026

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%
4 neighbors recently requested a quote
Avatar for Home Evolution Roofing
Home Evolution Roofing
4.5(
552
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairInspection - Roofing+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%
110 neighbors recently requested a quote
Avatar for King Quality Roofing and Siding
King Quality Roofing and Siding
4.5(
20
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+12 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
1992 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
28 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%
22 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

Emergency services offered

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.\nDon't replace your metal roof until you have us evaluate it. Most of the time we can Restore it!

Recommended by91%of homeowners
Avatar for Erie Home
Erie Home
4.4(
73
)
Asphalt Shingle Roofing - Install or Replace

Serving Chestertown, NY and surrounding areas

Approved (Corporate)

In business since 1976

Free estimates

Credit card accepted

Erie Home Basement Solutions is a division of Erie Home?a national leader in home improvement since 1976. We have long been known for offering industry-leading solutions to our customers? most pressing needs, and our basement waterproofing, foundation repair, and crawl space services are no exception. When it comes to protecting your home against structural problems, why put the project in anything less than the most capable of hands? At Erie Home Basement Solutions, we provide the effective repair services and personalized service you need to have complete peace of mind.

Basement Projects
Basement Projects
Basement Projects
Basement Projects
Basement Projects

+32

12 neighbors recently requested a quote
Recommended by92%of homeowners
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Roofing FAQs, answered by experts

Yes, many chimney professionals offer cap installations to prevent debris buildup and animal entry.

The average cost of a metal roof for a 2,000-square-foot home is $11,700, but your price can range from $12,000 to $90,000, depending on the number of stories you have, your roof design, and the specific metal you choose. Reach out to a metal roofing company to get an accurate estimate customized for your home.

If you’re building the roof trusses yourself, which isn’t recommended, it will be more affordable than buying pre-built trusses. Trusses cost more because they use the same amount of material, but you’ll also be paying for the labor, as well as the delivery to your home. However, if you’re having a contractor build the roof for you, then trusses will be less expensive, as the labor costs to build roof framing on-site will cost more.

Rain shouldn’t come in through your ridge vents unless your vents are damaged or the rain is accompanied by very high winds. Most ridge vents use flashing or baffling to keep out rain, snow, and debris. If your ridge vent isn’t baffled, rain is more likely to enter your attic, so ridge vents with baffles are a better choice in areas with regular rainfall.

Properly maintained roof decking can last between 20 and 30 years on average, though it varies based on a few factors. Mainly, the quality of roof decking materials and environmental conditions have the most impact on longevity. You can extend its lifespan by regularly inspecting your roof and making repairs as necessary.

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.