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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
8 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%
90 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(
79
)
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%
36 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%
12 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

10 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

A roof's lifespan can range from 15 to 200 years, with an average of 25 to 50 years, depending heavily on the material, quality of installation, maintenance, and local climate. Asphalt shingle roofs are common and typically last 15 to 30 years; three-tab shingles have a lifespan of about 20 years, while architectural shingles can last up to 30. More durable materials have longer lifespans: metal roofs last 30 to 100 years, clay and concrete can last 50 to 100 years, and slate roofs can last up to 200 years with proper care. Regular maintenance, such as cleaning gutters and replacing damaged shingles, is crucial for extending the life of any roof.

Tipping your roofer or their crew is not customary or expected, but it is always appreciated. It is entirely up to you whether you want to give them extra money for their work. If you feel they have done an exceptional job, a tip can be a nice gesture. As an alternative way to show appreciation, you can provide coffee, breakfast, drinks, or grab-and-go snacks like cookies or doughnuts.

Yes, roof ridge caps are a necessary part of your roof system. Your roof ridge cap is at the peak of your roof, where two slopes of your roof meet. Roof ridge caps seal the seam and help protect your roof from water and debris, and because they’re pre-bent and thicker, they’re more suited to the job than regular roof shingles, which can break when bent.

The roof pitch on a Cape Cod house is normally 8/12 or 10/12, meaning the roof rises 8 to 10 inches for every 12 inches of horizontal run. This is steeper than the now-standard 6/12 pitch, as Cape Cod homes were originally popular in northern states, where the steeper pitch helped snowfall slide readily off the roof.

Yes, a roof blister can cause a leak if it gets to the point where it pops. Prior to popping, a roof blister is just an aesthetic issue, but once it pops, you’re left with a small hole in the shingle. Water from rain and snow can easily get inside this hole and interact with your underlayment, roof decking, and the building material below.

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.