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TRUSTED BY BISHOPVILLE, MD HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon521
    Verified roofing services reviews

Top-Rated Roofers in Bishopville - 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 Bishopville, 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

56 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 Bishopville, 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%
80 neighbors recently requested a quote
Avatar for Ocean Waves, LLC
Ocean Waves, LLC
4.7(
30
)
Roof - Clean

Serving Bishopville, 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 Spicer Bros. Construction Inc.
Spicer Bros. Construction Inc.
4.6(
78
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+12 more

Serving Bishopville, MD and surrounding areas

Approved

In business since 2002

Free estimates

Warranties offered

"I was really impressed with the experience working with Spicer Brothers for a new roof on a home built in 1994 that has hardly seen any improvements. Every step from the estimator through the installation went smoothly. When I met Dwayne on the job he was friendly, informative and helpful. His crew worked steadily and were finished well ahead of the estimated completion time. The new roof looks great and knowing the materials and workmanship that went into the installation I know I can rest easy for years to come."
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%
41 neighbors recently requested a 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 Bishopville, 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%
15 neighbors recently requested a quote
Avatar for Erie Home
Erie Home
4.5(
75
)
Asphalt Shingle Roofing - Install or Replace

Serving Bishopville, 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

9 neighbors recently requested a quote
Recommended by89%of homeowners
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Showing 1-10 of 159
Roofing FAQs, answered by experts

The best material to sheath a roof will depend on your budget and if you require the strength of more robust materials. For most homes, the added strength is unnecessary, and oriented strand board, or OSB, makes sense. It’s inexpensive and robust enough for most roof types. Another popular but slightly more expensive option is plywood.

Here are a few tips on how to choose a roofer:

  • Get everything in writing

  • Ask for insurance, license, and bond, then verify them

  • Check their reviews 

  • Ask for recommendations

  • Get multiple quotes

You’ll also want to watch out for any red flags like:

  • Pushy sales tactics

  • Not willing to show necessary documentation

  • Bad gut instincts

Yes, replacing a roof is always a good investment if the current one is in poor condition. Not only will it preserve the structural integrity of the home, but it can also add value at the time of sale. The average return on investment for a new roof is between 48% and 61%. Prospective buyers are also more likely to purchase a home with a recently replaced roof since that means they won’t need to worry about that expense in the near future.

A chimney liner is typically easier to install by pushing it down through the chimney with the help of a rope. Depending on your fireplace and the type of liner, installing it by pushing it up through the chimney could work, but operating from the top down is usually the best option.

The level of underlayment’s water resistance will depend on the type of underlayment. The most popular underlayment, felt, is water-resistant, but it can’t withstand long direct exposure to rain or the elements. 

Synthetic underlayment is more waterproof, but asphalt is the only fully waterproof type of underlayment.

The Bishopville, MD homeowners’ guide to roofing services

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