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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

Find Roofers in Chestertown

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

43 neighbors recently requested a quote
Recommended by92%of homeowners
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
2 neighbors recently requested a quote
Recommended by83%of homeowners
AML Top Quality Construction
4.6(
27
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2009

Free estimates

Emergency services offered

"Casey and his crew have been my go-to team over the last 10years and on several projects, from complete rehabs from roofing. soffits and fascia, outside, to the new kitchen and baths inside! My wife especially LOVES the screened -in porch they added on to our family home, and she's fussy about the quality of work to say the least. They have traveled far and wide across the Eastern Shore and even rehabbed a rental for me in Dover! Good work is hard to find nowadays, but Casey and crew clean up after themselves daily, and most importantly are REASONABLE in their rates !"
Response time1 day
6 neighbors recently requested a quote
Recommended by70%of homeowners
Avatar for Canales Service, LLC
Canales Service, LLC
4.7(
117
)
Asphalt Shingle Roofing - RepairNatural Slate 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 rate85%
111 neighbors recently requested a quote
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Roofing questions, answered by experts

The most important thing to remember when laying shingles is to work from the bottom of the slope to the top. This leaves you with a top overlap that directs runoff from one row to the next until it reaches the eave for disposal. You should also make sure you follow the manufacturer's instructions and the local building code for nailing patterns and frequency so all of your hard work stays put through varying weather conditions.

Yes, an underlayment is required for metal roofs, especially when installed over an indoor residential living space. This underlayment acts as a protective barrier between the metal roofing and the roof deck. Common materials include tar, asphalt felt, or woven synthetic polymers. Depending on local building codes, existing shingles in good condition may also suffice. A quality underlayment is crucial as it provides protection against water intrusion, improves energy efficiency through insulation, helps absorb sound, and ultimately extends the lifespan of your roof.

Many states require roofers to be licensed, and some states don’t mandate licensing. You can use Angi’s state licensing tool to check if a roofing company holds the proper licensing for your area. A licensed roofing contractor will provide reliable roof installation service, leading to a reduced risk of leaks in the future, which can be expensive to repair. Paying more for a licensed roofer upfront often means paying less over time.

A new roof may improve insulation and ventilation problems that can lead to ice dams, but it’s not a solution for preventing them. All roofs are susceptible to the conditions that cause ice dams, so it’s best to invest your money into insulation and gutter management solutions rather than a new roof if you don’t need a replacement yet.

While the terms are often used interchangeably, wood shakes and wood shingles have notable differences, primarily in their manufacturing and appearance. Wood shingles are machine-cut on both sides, resulting in a smooth, thin, and uniform product. In contrast, wood shakes are typically hand-split or sawed on only one side, giving them a more textured, natural, and rustic appearance. Due to these manufacturing differences, shakes are generally thicker, heavier, and less uniform than shingles. They are also more expensive. Homeowners seeking a more rustic aesthetic often choose shakes, while those preferring a more uniform look may opt for shingles. Both are installed in an overlapping pattern to create a durable, weather-resistant roof.

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.