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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

Avatar for Callaway Corporations LLC
Callaway Corporations LLC
4.7(
24
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace+5 more

Serving Bishopville, MD and surrounding areas

Approved

In business since 2009

Free estimates

Emergency services offered

"Katherine, you don't even know and I certainly can’t express how amazing every person of the Callaway Construction Company has been from the first day of receiving the initial call to set up the estimate, the crew, to this message I received from you to finish business. This entire experience has been like no other and that is something to be proud of as an employee of the company and as the owner of the business. I can tell you I'm terrible at getting multiple estimates because as a business owner I believe that if you give me a price for the work requested then that is the price I shall pay for your skill, experience and your word that you are going to follow through and perform exactly as you sold it to me and I can say that Mr Callaway has exceeded in every way my expectations of being a stand up and replicable business owner. I was not present during any of the delivery of materials or construction and I had not one worry in the world because I can tell you every neighbor had given me one update after another and expressed to me everyday how amazing the entire project was going, and I could feel genuine happiness with every word they spoke through messages and phone calls. As I finally arrive in Delaware a week after construction of the new roof I’m met one by one by surrounding neighbors in excitement for me to see the roof and to hear my thoughts. I would give this business a hundred starts and that would times by 10 if the neighbors that contacted me with positive feedback would all leave a review. I highly recommend Callaway Construction for all your construction needs. Katherine is the most amazing person and a true delight to work with. This project consisted of a new roof being built over an existing flat roof. Materials included trusses, metal roofing panels, soffit, siding, etc."
After!
Barn Rehab
Before!
Barn Rehab
Barn Rehab

+53

Response time2 days
7 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%
73 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

"Pete and his team did an outstanding job from the moment they arrived until the final clean-up. What a hard working team! Pete did a great job communicating with me prior to the job and updating me throughout the day during the job. We love our new roof and the quality job! We were impressed with the clean up...not a single piece of trash was left behind!! I would highly recommend Pete and his team for any roofing job and would be pleased to serve as a reference to any potential future clients of Spicer Brothers."
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%
38 neighbors recently requested a quote
Avatar for Clean Power Wash
Clean Power Wash
4.8(
85
)
Roof - Clean

Serving Bishopville, MD and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

"Clean Power Wash did an excellent job from initial estimate through to the end of the job. They arrived promptly and cleaned everything beyond what I had expected, especially old grime and debris on my roof and spider webs around windows and screens. Other cleaners had not cleaned these off. I got an extended package - house, roof, sidewalks and driveway - and the price was reasonable. I highly recommend this company and their personnel. Thank you for your professionalism and your great work!"
Brick neighborhood sign being cleaned
Backyard Fireplace After
Backyard fireplace Before
Sidewalk Cleaning
Deck Staining

+18

Response time8 hrs
Response rate86%
5 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
Avatar for True North Contracting, LLC
True North Contracting, LLC
4.4(
26
)
Asphalt Shingle Roofing - Install or Replace

Serving Bishopville, MD and surrounding areas

Approved

In business since 2015

Free estimates

Customers say: Quick response

"Brian was wonderful, the crew showed up the NEXT day! they hd enough shingle left over from a previous job that they upgraded the shingles. Crew was wonderful and very appreciative of the tip We gave them. Highly recommend them"
Response time2 days
3 neighbors recently requested a quote
Recommended by95%of homeowners
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Roofing FAQs, answered by experts

The cost to replace a roof typically ranges from $8,700 to $22,000, with a national average of around $9,200. The total cost depends on the size of your roof and whether you need a full replacement or can simply place new shingles over the old ones. A full replacement, which is necessary if the roof is several decades old or has multiple layers, is more expensive. This process involves tearing off the old roofing materials, inspecting and repairing the underlying structure, and then installing the new roof.

As long as your solar panels are properly installed without damage to your roof, they will not shorten the roof’s life span. Solar panels can act as a cover or barrier to your roof and help block external elements, such as debris, heat, and UV rays. Reduced exposure to the weather can extend your roof’s life.

While the terms are often used interchangeably, wood shakes and wood shingles have notable differences, primarily in their manufacturing and appearance. Wood shingles are machine-cut on both sides, resulting in a smooth, thin, and uniform product. In contrast, wood shakes are typically hand-split or sawed on only one side, giving them a more textured, natural, and rustic appearance. Due to these manufacturing differences, shakes are generally thicker, heavier, and less uniform than shingles. They are also more expensive. Homeowners seeking a more rustic aesthetic often choose shakes, while those preferring a more uniform look may opt for shingles. Both are installed in an overlapping pattern to create a durable, weather-resistant roof.

Yes, you should seal and cap an unused chimney to protect it from damage. Sealing the structure helps prevent moisture damage, which can lead to issues like cracks, spalling, efflorescence, and damaged mortar joints. Capping the chimney is also crucial to prevent blockages, damage from invasive critters, and downdrafts, while still allowing for proper air ventilation to manage moisture. For the best results, consult a chimney professional to select the right type of chimney or flue cap for your home. It's also wise to continue with annual chimney inspections to maintain the structure's integrity.

If you need to replace the roof over your attached garage, a roofing contractor can perform what is called a partial roof replacement that only affects garage roofing. However, it's important to keep in mind that only replacing a portion of your roof creates a situation where your roofing has two different lifespans. You will also miss out on the opportunity for a full roof warranty. In some cases, having two different roofs on your home could increase risks for leaks. When replacing the roof on a detached garage, homeowners have the option to make the project bigger by upgrading their home roof alongside their garage roof. However, this isn't necessary if your home has a newer, properly functioning roof. It is better to try to match the new garage roof to your home's existing roof instead.

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.