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Best siding pros near Chestertown, MD

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TRUSTED BY CHESTERTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon55
    Verified siding services reviews

Top-Rated Siding pros in Chestertown - Updated Nov 2026

Avatar for Spicer Bros. Construction Inc.
Spicer Bros. Construction Inc.
4.6(
78
)
Vinyl Siding - Install or Completely ReplaceMetal Siding: Install or Completely ReplaceMetal Siding: Repair or Partially Replace+4 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 2002

Free estimates

Warranties offered

"We ended up seeking 4 quotes for a small job, Had lost a few shingle due to recent high winds on a 16 yr old roof. One contractor
from Berlin, refused to travel 30 mi to quote unless we guaranteed we were going to contract.  Two others looked at the roof, took
measurements, but one never gave us a quote, and the other was $8000.
.One week later, Spicer Bros installed the roof. Brian Spicer, Kevin (field supervisor) and all the crew were extremely professional.
HIGHLY RECOMMEND!!
"
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%
37 neighbors recently requested a quote
Avatar for Complete Exteriors, LLC
Complete Exteriors, LLC
4.6(
69
)
Vinyl Siding - Install or Completely ReplaceWood or Fiber-Cement Siding - Install or Completely Replace

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 1999

Free estimates

Warranties offered

"Complete Exteriors just replaced the vinyl siding on my house. Mike provided a detailed estimate at a very reasonable price. The foreman on the job, Douglas, discussed each phase of the work with me on a daily basis and his crew completed the job in four days. My wife and I are extremely pleased with the results, and will definitely use the firm again should the need arise."
Shingle Replacement
Shingle Replacement
Shingle Replacement
Shingle Replacement
Shingle Replacement

+10

Response time1 day
Response rate94%
63 neighbors recently requested a quote
Avatar for Canales Service, LLC
Canales Service, LLC
4.7(
118
)
Vinyl Siding - Repair or Partially ReplaceWood or Fiber-Cement Siding - Repair or Partially ReplaceMetal Siding: Repair or Partially Replace

Serving Chestertown, MD and surrounding areas

Approved

In business since 2018

Free estimates

Credit card accepted

"Fantastic roof job. Very careful- we have not found a single nail in our yard, flowerbeds were covered and they were careful not to damage them.. Fast- Erick showed up the day I called for a quote, and then the day of service they were in by 7:30 and out by about 3:30. Very fair price- 3 got three quotes and Erick's was the lowest but offered exact same service. Good- the roof looks great, flashing well done, everything even and smooth. Would definitely recommend them. The only lesson I learned? And this is just an FYI, nothing to do with Canales- If you have stuff in your attic, I recommend covering it with a tarp. The old asphalt roof grit falls in the old nail holes and makes a mess."
New Roof Installation
New Roof Installation
New Roof Installation
Roofing project
Roof replacement

+12

Response time1 day
Response rate86%
94 neighbors recently requested a quote
Avatar for G&H Contractor Services, LLC
G&H Contractor Services, LLC
4.9(
14
)
Vinyl Siding - Repair or Partially Replace

Serving Chestertown, MD and surrounding areas

Approved

In business since 2015

Free estimates

Warranties offered

We value honesty and integrity and will treat your home improvement project as if it were our own. We offer a wide range of roofing expertise and experience to meet the specific needs of our clients. We specialize in a variety of roofing, to include asphalt shingle, traditional tile, natural slate, flat, foam, or single-ply. We pride ourselves on the quality of our work and offer a 2 year warranty on our services.

new cabinetes
paint
floor install
repair b-window
roof

+8

Response time2 days
Response rate86%
4 neighbors recently requested a quote
AML Top Quality Construction
4.6(
27
)
Wood or Fiber-Cement Siding - Install or Completely ReplaceWood or Fiber-Cement Siding - Repair or Partially 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
4 neighbors recently requested a quote
Recommended by70%of homeowners
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Siding FAQs, answered by experts

Traditional clapboard siding, particularly with panels made from wood, is not a significant insulator on its own. However, you can keep your home cooler in summer and warmer with "insulated clapboard siding," which is a type of vinyl clapboard siding with a built-in foam insulation. Consult a local siding contractor to determine whether insulated siding is right for your home.

Yes, siding orientation can affect a home’s resale value, but in what way and by how much really depends on the prospective buyer. For instance, some buyers prefer the more modern appearance that vertical siding offers, so having it can increase your home’s value in their eyes. However, other buyers prefer the classic, more common appearance of horizontal siding, so having vertical siding can decrease your home’s value in their eyes. 

A brick exterior for your home has many advantages over other types of siding. While brick siding and veneer are more expensive, they’re also durable, long-lasting, and weather-resistant. Brick siding is aesthetically appealing, and can help to increase the value of your home. It’s also easy to maintain brick siding.

Before applying paint to exterior surfaces, filling any cracks or gaps with caulk is essential. Sealing them with a combination of caulk and paint prevents moisture from damaging the paint or decaying the underlying material. You want to ensure the caulk you purchase can be painted over or that you opt for a caulk the same color as the paint.

Concrete log siding can last several decades, from 30 to 50 years or more, as long as you keep up with proper maintenance. Luckily, concrete log siding is much lower maintenance than typical types of wood siding, so you’ll also have fewer expenses during that time. To keep your concrete log siding in good shape, you’ll simply need to reseal it every two to five years. Confirm with your manufacturer to determine how often to reseal.

The Chestertown, MD homeowners’ guide to siding services

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