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TRUSTED BY WHALEYVILLE, MD HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon514
    Verified roofing services reviews

Top-Rated Roofers in Whaleyville - Updated Nov 2026

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

52 neighbors recently requested a quote
Recommended by95%of homeowners
Avatar for Economy Restoration, LLC DBA Economy Roofing & Restoration
Economy Restoration, LLC DBA Economy Roofing & Restoration
4.3(
35
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Repair - For Business

Serving Whaleyville, MD and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"Highly recommend Economy Roofing & Restoration! The entire process was smooth from start to finish. The team was professional, knowledgeable, and easy to work with. Communication was great throughout the project, and they made sure everything was done right. The crew showed up on time, worked efficiently, and did a great job cleaning up afterward. It’s hard to find a company that genuinely cares about its customers and the quality of its work. I wouldn’t hesitate to recommend Economy Roofing to anyone needing roofing, siding, gutters, or restoration work!"
Roof Replacement During Install
Finished Product
Chimney Flashing
Chimney & Step Flashing
Rear Elevation Finished Product

+3

Response time1 day
Response rate90%
97 neighbors recently requested a 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

1 neighbors recently requested a quote
Recommended by100%of homeowners
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%
11 neighbors recently requested a quote
Avatar for Erie Home
Erie Home
4.5(
75
)
Asphalt Shingle Roofing - Install or Replace

Serving Whaleyville, MD and surrounding areas

Approved (Corporate)

In business since 1976

Free estimates

Credit card accepted

Erie Home Basement Solutions is a division of Erie Home?a national leader in home improvement since 1976. We have long been known for offering industry-leading solutions to our customers? most pressing needs, and our basement waterproofing, foundation repair, and crawl space services are no exception. When it comes to protecting your home against structural problems, why put the project in anything less than the most capable of hands? At Erie Home Basement Solutions, we provide the effective repair services and personalized service you need to have complete peace of mind.

Drain Tile Install
Drain Tile Install
Drain Tile Install
Drain Tile Install
Drain Tile Install

+20

10 neighbors recently requested a quote
Recommended by89%of homeowners
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Roofing FAQs, answered by experts

While you technically can add a roof over shakes or shingles, it’s not a good idea. Roofing over existing roofing creates a moisture barrier underneath the new roof and since the trapped material is wood, you can expect a moisture problem. While you could get away with installing a new roof over asphalt or steel, wooden roofs should be removed, new underlayment installed, and the new roof installed over that. Also, the extra weight would add strain to your roof structure.

Most roof leaks occur where shingles meet or where there are sealants or seams in the materials. This is common around skylights and at any point there is a break in the roof such as corners and edges. Roofing materials are incredibly strong and resistant when overlapping, but any change in that can cause gaps where water can enter.

No, cool roofs are not suitable for all climates. Cool roofs are very good at reflecting solar heat, so they’re suitable for homes in warm or hot climates. However, they’re not good at retaining heat, so they’re not suitable for homes in cold climates.

The ridge is the horizontal line where two sloping roof sections meet at the top, forming the highest point of the roof. A hip, on the other hand, is the external angle formed where two roof sections meet and slope downward toward the walls, typically at a lower angle than the ridge. The ridge runs horizontally along the peak and the hip runs diagonally from the peak to the roof's edges.

Copper roofing works well in all kinds of climates, but it’s ideal in humid climates because it naturally repels fungus, moss, and algae. This makes it one of the best roofing options for Cape Cod homes in the Northeast, as well as homes in the humid southern states and snowy northern states. That said, copper is vulnerable to thermal expansion. If you live in a climate that has extreme temperature changes, your contractor will need to consider this during the installation process.

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.