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TRUSTED BY CHESTERTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon125
    Verified roofing services reviews

Verified Reviews for Roofing pros in Chestertown, MD

*The Angi rating for Roofing companies in Chestertown, MD 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 Chestertown, MD 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 July 04, 2025

Find Roofers in Chestertown

Avatar for Roofing Pups, Roofing & Siding
Roofing Pups, Roofing & Siding
4.7(
71
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Chestertown, MD and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 1994

Free estimates

Credit card accepted

"Informative and friendly first meeting, complete with detailed photos of the entire roof and an explanation of the process, followed by 1-day installation of a new roof, with excellent workmanship and a hardworking crew."
Roof Install
ROOFING PUPS
ROOFING PUPS
ROOFING PUPS
PROJECTS

+4

Response time1 day
Response rate93%
189 neighbors recently requested a quote
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Avatar for Home Genius Exteriors
Home Genius Exteriors
4.9(
1,233
)
Asphalt Shingle Roofing - RepairInspection - RoofingFlat, Foam or Single Ply Roofing - Repair+4 more

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2004

Free estimates

Emergency services offered

"The staff at Home Genius were very knowledgeable and friendly. Our roof was installed sooner than expected and looks amazing. Best looking roof on our street! Definitely recommend Home Genius if you’re in need of a new roof."
WINDOWS
WINDOWS
WINDOWS
WINDOWS
SIDING

+73

Response time4 hrs
Response rate93%
2862 neighbors recently requested a quote
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Avatar for Spicer Bros. Construction Inc.
Spicer Bros. Construction Inc.
4.6(
78
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+26 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 2002

Free estimates

Warranties offered

"From beginning to the very end, AWESOME! On time for the estimate and on time for the scheduled installation day. Every membership the staff was friendly, knowledgeable, patient with all with questions. The roof replacement was done quickly and cleanup was thorough. We are very happy."
Additional Photos
A sleek new shower with white simulated tile walls and chrome fixtures.
Additional Photos
Additional Photos
A beautiful new walk in shower installed with grab bars, shelves, a shower seat, and stylish black fixtures.

+9

Response time1 day
Response rate100%
43 neighbors recently requested a quote
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Avatar for Roofing Solutions
Roofing Solutions
4.5(
6
)
Metal Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair - For Business+8 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 2019

Free estimates

Emergency services offered

"Have been working with Roofing solutions for a couple of years on multiple projects. Every project has been finished quickly and smoothly."
What We Do...
What We Do...
What We Do...
What We Do...
What We Do...

+64

Response time5 hrs
Response rate98%
15 neighbors recently requested a quote
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Avatar for New Castle Constructs, LLC
New Castle Constructs, LLC
4.9(
31
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Repair - For BusinessFlat, Foam or Single Ply Roofing - Repair+2 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 2023

Free estimates

Credit card accepted

New Castle Constructs is 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.

Roof Replacement
Roof Replacement
Roof Replacement
5 neighbors recently requested a quote
Recommended by83%of homeowners
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AML Top Quality Construction
4.6(
27
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or Replace

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2009

Free estimates

Emergency services offered

"THE ROOF WAS REPLACED QUICKLY AND EFFICIENTLY WITH NO WASTE OF MATERIAL OR TIME. THE CLEAN-UP WAS TOTAL AND THEY LEFT ME NOTHING TO DO BUT ENJOY MY HARBOR BLUE ROOF. I HAVE RECEIVED MANY COMPLIMENTS. ONE SUGGESTION IS: SIGNAGE FOR AML WAS NOT PUT ON THE LAWN. THANK YOU CASEY AND YOUR PLEASANT WORKMEN."
Response time2 days
6 neighbors recently requested a quote
Recommended by70%of homeowners
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Avatar for Complete Exteriors, LLC
Complete Exteriors, LLC
4.6(
68
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessWood Shake or Composite Roofing - Install or Replace+1 more

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 1999

Free estimates

Warranties offered

"Efficient and effective communication; great service; replaced roof and did an excellent job' very pleased, would sue again."
Shingle Replacement
Shingle Replacement
Shingle Replacement
Shingle Replacement
Shingle Replacement

+10

Response time1 day
Response rate94%
67 neighbors recently requested a quote
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Avatar for Canales Service, LLC
Canales Service, LLC
4.7(
118
)
Asphalt Shingle Roofing - RepairMetal Roofing - RepairAsphalt Shingle Roofing - Install or Replace - For Business+8 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 2018

Free estimates

Credit card accepted

"I am a commercial contractor, and I had a roof emergency which turned into a nightmare,! These guys are great, dependability, integrity, trustworthy, and above all Great workmanship and professionalism. Cannot say enough about Eric, he is a great guy and does what he says and keeps his standards high. I will definitely use them again for other projects and recommend them to anyone looking to cut to the chase and hire a professional contractor at an affordable price."
New Roof Installation
New Roof Installation
New Roof Installation
Roofing project
Roof replacement

+12

Response time1 day
Response rate86%
104 neighbors recently requested a quote
Request Quote
Avatar for Economy Restoration, LLC
Economy Restoration, LLC
4.1(
28
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair - For Business

Serving Chestertown, MD and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"Jason is a great asset to the company. They did all that was promised and more. completed the new roof in a timely manor. did many repairs and corrected existing errors in roof. Very satisfied. Would most definitely recommend."
Roof Replacement During Install
Finished Product
Chimney Flashing
Chimney & Step Flashing
Rear Elevation Finished Product

+3

Response time1 day
Response rate90%
26 neighbors recently requested a quote
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Avatar for East Coast Roofing Systems, LLC
East Coast Roofing Systems, LLC
4.1(
7
)
Wood Shake or Composite Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace+4 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 2021

Free estimates

Emergency services offered

"They were very nice and stood behind a free inspection of my roof. I would call them again if I have any future needs."
Birdseye Before
Home Frontage Before
Birdseye After
Home Frontage After
Home Side After

+32

Response time8 hrs
Response rate91%
1 neighbors recently requested a quote
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Showing 1-10 of 291
Roofing questions, answered by experts

No, you should not close or cover your gable vents in the winter. While it might seem logical to block cold air, heating your home creates hot air that rises and can cause condensation in the attic. If the vents are covered, this moisture becomes trapped, creating an ideal environment for mold and mildew. Keeping the gable vents open ensures proper ventilation, which helps dry out the attic, maintain even temperatures, and prevent moisture-related damage.

Metal roofs have a bad reputation for being loud, even if that's not necessarily true—it's usually only thin tin or sheet metal roofs that are loud during storms. Stone coating adds a layer to the metal that severely cuts down on any noise from rain. In many ways, stone-coated steel roofs are quieter than your average, run-of-the-mill asphalt shingle roof.

A chimney liner is typically easier to install by pushing it down through the chimney with the help of a rope. Depending on your fireplace and the type of liner, installing it by pushing it up through the chimney could work, but operating from the top down is usually the best option.

You can install solar panels on a metal roof, but it will require some additional thought and care versus a traditional asphalt shingle roof. That’s because heat dissipates off a metal roof differently than asphalt or wood, so you may need to space the panels further from the roof. However, a pro can help you with the details and provide a safe and effective installation.

Metal roofs have a reputation for being noisy, but with proper installation and adequate insulation, they are not significantly noisier than shingle roofs. The type of metal used can affect the sound level; for instance, steel roofs are typically noisier than slate or asphalt tiles but quieter than aluminum. While some people find the sound of rain on a metal roof pleasant, you can take steps to reduce the noise. Installing a thicker underlayment, adding insulation between the roof and the house, or using acoustic tiles can effectively muffle the sound. The gauge (thickness) of the metal roofing can also contribute to sound dampening.

The Chestertown, MD homeowners’ guide to roofing services

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

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