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Find Roofers in Chestertown

Avatar for Roofing Pups, Roofing & Siding
Roofing Pups, Roofing & Siding
4.7(
68
)
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%
234 neighbors recently requested a quote
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Avatar for Home Genius Exteriors
Home Genius Exteriors
4.9(
1,218
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairMetal Roofing - Repair+3 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%
2628 neighbors recently requested a quote
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Avatar for Power Home Remodeling
Power Home Remodeling
4.3(
886
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Repair - For Business+18 more

Serving Chestertown, MD and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 1992

Free estimates

Warranties offered

"Excellent!!! Great work !!! They have done 2 big jobs for us (roof & windows); we were happy with both results."
Fresh Curb Appeal
Full Home Remodel - Siding, Windows, and Gutters
Fresh Curb Appeal
Full Home Remodel - Siding, Windows, and Gutters
Fresh Curb Appeal

+31

36 neighbors recently requested a quote
Recommended by92%of homeowners
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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+25 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 2002

Free estimates

Warranties offered

"The roof was replaced and looks great. The crew was very prompt, did a great job, and left a very clean work site."
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%
47 neighbors recently requested a quote
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Avatar for Roofing Solutions
Roofing Solutions
4.5(
6
)
Asphalt Shingle Roofing - Install or Replace - For BusinessFlat, Foam or Single Ply Roofing - Repair- For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace- 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%
12 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
4 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

"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 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 ReplaceWood Shake or Composite Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+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%
55 neighbors recently requested a quote
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Avatar for Canales Service, LLC
Canales Service, LLC
4.7(
117
)
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

"The crew showed up on time, worked quietly and efficiently and left the area better than it was. Our new roof is beautiful and expertly installed. Erick is fair and honest . Pricing was competitive. I would trust him with any other work I might need."
New Roof Installation
New Roof Installation
New Roof Installation
Roofing project
Roof replacement

+12

Response time1 day
Response rate86%
109 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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FAQs for roofing projects in Chestertown, MD

Maintaining your soffit is essential. You must inspect it twice yearly to catch any clear signs of deterioration. Look for cracks, mold, rotted wood, sagging sections, chipped paint, or missing boards. If these issues are detected, contact a professional immediately to repair or replace the damaged soffit and protect your home’s structural integrity.

To maintain your fascia boards and soffits, inspect them regularly to protect your roof and home's structure. Clean your gutters to remove debris and prevent moisture buildup. Repaint any damaged sections to keep moisture at bay. Upgrading drip edges and vents improves airflow and dispels moisture efficiently, helping you avoid severe damage and costly repairs.

While installing a new soffit over an existing soffit isn't common, it may be necessary in some older homes. If removing the original soffit could damage delicate structures, a professional might recommend installing the new soffit without complete removal. Always consult a qualified professional to assess the condition and ensure this method is safe and effective.

When hiring someone for soffit and fascia repair, choose a specialist with proven roofing and gutter systems expertise. A knowledgeable contractor will thoroughly inspect your home and provide a straightforward repair or replacement plan. Check online reviews and ask for references to ensure you receive high-quality service that delivers lasting results and strong protection for your home.

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.

See all articles