Top-rated roofers.

Get matched with top roofers in Whaleyville, MD

Enter your zip and get matched with up to 5 pros

Need a pro for your roofing project in Whaleyville, MD?

Select your specific project to find the pro for you.

TRUSTED BY WHALEYVILLE, MD HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon507
    Verified roofing services reviews

Verified Reviews for Roofing pros in Whaleyville, MD

*The Angi rating for Roofing companies in Whaleyville, 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 Whaleyville, 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 August 11, 2025

Find Roofers in Whaleyville

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 Whaleyville, MD and surrounding areas

Approved

In business since 2002

Free estimates

Warranties offered

"Pete arrived before his crew to look over the job. The crew arrived on time and started work promptly. The roof was finished a bit after noon and the job site was cleaned up. From start to finish they did an excellent job."
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%
46 neighbors recently requested a quote
Request Quote
Avatar for Roofing Solutions
Roofing Solutions
4.5(
6
)
Asphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair - For BusinessFlat, Foam or Single Ply Roofing - Repair- For Business+8 more

Serving Whaleyville, MD and surrounding areas

Approved

In business since 2019

Free estimates

Emergency services offered

"Good customer service. Manufacturer warranty is still incomplete."
What We Do...
What We Do...
What We Do...
What We Do...
What We Do...

+64

Response time5 hrs
Response rate98%
14 neighbors recently requested a quote
Request Quote
Callaway Corporations LLC
4.7(
24
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+5 more

Serving Whaleyville, MD and surrounding areas

Approved

In business since 2009

Free estimates

Credit card accepted

We offer financing and will deal directly with your insurance company if you need assistance.\n\nCallaway Corporations LLC offers a discount to first responders and veterans. With 20+ years of industry experience, we offer top-quality additions, decks, roofing, windows and doors, gutters, and more! Give us a call today! \n

21 neighbors recently requested a quote
Recommended by95%of homeowners
Request Quote
Avatar for Ocean Waves, LLC
Ocean Waves, LLC
4.7(
30
)
Roof - Clean

Serving Whaleyville, MD and surrounding areas

Approved

In business since 1998

Free estimates

Emergency services offered

"Eric and his crew were very professional, courteous, and answered any and all questions that we had. We highly recommend Ocean Waves to everyone who needs a soft wash process for their roof and or siding we also had our gutters cleaned as well. Living here in Ocean Pines our home is surrounded by trees and the amount of debris on our roof was phenomenal it all looks amazing now! Thank you so much! Ron & Robin"
5 Year Limited Warranty
Master Business Certification in Roof & Exterior
Before
Before & After
Ocean Waves LLC Safe No-Pressure Roof Cleaning

+13

Recommended by100%of homeowners
Request Quote
Avatar for Clean Power Wash
Clean Power Wash
4.8(
85
)
Roof - Clean

Serving Whaleyville, MD and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

"Work was done as promised and they showed up as scheduled. Property was left as neatly as they found it."
Deck 1 Before
Deck 1 after pressure wash.
Deck 1 Staining complete. Deep Mahogany color
Deck 5 Semi Transparent stain.
Deck 2 before

+26

Response time8 hrs
Response rate86%
11 neighbors recently requested a quote
Request Quote
Avatar for M&C GENERAL CONSTRUCTION LLC
M&C GENERAL CONSTRUCTION LLC
5.0(
6
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+6 more

Serving Whaleyville, MD and surrounding areas

Approved

In business since 2020

Free estimates

Credit card accepted

"Very professional, good price, excellent work, clean up was great. Highly recommend them. Thank you for a job well done.🙂"
Siding replacement
Roofing
Roofing
Roofing
15 neighbors recently requested a quote
Request Quote
Avatar for Von Marsh LLC DBA Eastern Shore Roofing and Remodeling
Von Marsh LLC DBA Eastern Shore Roofing and Remodeling
5.0(
3
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

Serving Whaleyville, MD and surrounding areas

Approved

In business since 2022

Free estimates

Emergency services offered

"Eastern Shore Roofing and remodeling is a company that was professional, punctual and extremely knowledgeable. They responded quickly to my calls, with clear communication. They provided competitive rates and did a great job. I highly recommend Eastern Shore Roofing and Remodeling to anyone looking for reliable, high-quality roofing and remodeling services."
Attention to detail.
Store Front Refresh
Response time1 day
Response rate100%
14 neighbors recently requested a quote
Request Quote
Avatar for COMPUTER TECHNICAL SERVICES FAST LLC
COMPUTER TECHNICAL SERVICES FAST LLC
4.6(
14
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Whaleyville, MD and surrounding areas

Approved

In business since 2001

Free estimates

Offers commercial services

"They got here at the right time, did a great Job and left everything clean when they finished"
Computer class
Greenhouse
Computer classes
Computer classes
Response time8 hrs
Response rate100%
1 neighbors recently requested a quote
Request Quote
...
Showing 1-10 of 171
Roofing questions, answered by experts

Tile and shingle roofs both have their pros and cons. In general, tile roofs are a larger upfront investment. In some cases, they can cost twice as much as shingles, but they last much longer and generally hold their value better than shingle roofs. Shingle roofs, on the other hand, are budget-friendly and quicker to install.

You can put new shingles over old shingles, but most municipalities only allow for two layers of shingles before you have to rip off the old roof and start fresh. In some areas, only a single layer of shingles is allowed due to the weight a bundle of shingles adds to your structure. In most cases, it’s a good idea to remove your old shingles before you install new shingles, especially if you suspect that a roof leak may have compromised the decking underneath.

In some cases, yes, you can put a second roof layer over architectural shingles, but it depends on your home’s structural stability and the local building codes where you live. Architectural shingles are thicker and heavier than standard asphalt shingles, so you may need structural reinforcement or a structural engineer’s inspection before proceeding. Additionally, some building departments don’t allow for two roof layers, regardless of the roof type. You should ask a professional if ripping the old roof off before installing the new one is the best option for you.

While a few icicles on your roof are standard, a large accumulation can be a sign of a bigger problem, such as poor insulation. This is particularly true if you are also dealing with ice dams. If you have numerous large icicles, it is recommended to have a roofing contractor diagnose potential insulation issues and create a plan to solve them.

Many insurance policies will not cover a roof with two layers of shingles. An additional layer of shingles increases the risk of various kinds of damage, and insurers typically won’t pay claims on a roof with an overlay. Adding a layer of shingles may even jeopardize your insurance coverage entirely, so check your policy to ensure you stay within coverage guidelines. 

The Whaleyville, 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