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TRUSTED BY OCEAN PINES, MD HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon349
    Verified roofing services reviews

Top-Rated Roofers in Ocean Pines - 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 Ocean Pines, 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 Ocean Pines, 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%
88 neighbors recently requested a quote
Avatar for Ocean Waves, LLC
Ocean Waves, LLC
4.7(
30
)
Roof - Clean

Serving Ocean Pines, 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 Ocean Pines, 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 AAnthony Construction, LLC
AAnthony Construction, LLC
4.9(
11
)
Asphalt Shingle Roofing - Repair

Serving Ocean Pines, MD and surrounding areas

Approved

In business since 2009

Free estimates

Emergency services offered

"Company hired wad quick to do the repair. Employees were friendly and helpful in explaining every aspect of the job as the job was being performed. Inspection at end was walked thru to ensure satisfaction. Would recommend this company to friends and family"
Metal Roofing
Metal Roofing
Metal Roofing
Metal Roofing
Roofing

+23

Response time1 hour
22 neighbors recently requested a quote
Recommended by45%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 Ocean Pines, 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%
13 neighbors recently requested a quote
...
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Roofing FAQs, answered by experts

Stripping existing shingles and installing a new shingle roof takes a professional one to two days, and sometimes up to three days for larger roofs. Additional safety measures necessary for steep roofs can extend the timeframe even further, as do added measures, like replacing roof decking or reinforcing your roof structure to support heavier materials like slate or clay.

Roll roofs don’t last as long as traditional roofs, like those made of asphalt shingles. A roll roof typically lasts between five and 15 years, whereas a shingled roof will last between 20 and 50  years. Modified bitumen roofs are similar in look to rolled roofing but have a 12 to 15 year warranty.

Sometimes, a local authority won’t approve a request for a roofing permit. This may be because of incomplete documentation, unclear project plans, processing delays, or insufficient communication. There may also be discrepancies with building codes.

Thatched roofs last for between 30 and 50 years in most cases, which is longer than most asphalt roofs. However, getting that life span from your thatched roof requires more maintenance than you’d need for most other materials, including fireproofing, brushing, cleaning, and rethatching as the material gets worn down. You’ll also need routine inspections to ensure you’re not at risk of leaks.

No, you should not close or cover your gable vents in the winter. While it might seem logical to block cold air, heating your home creates hot air that rises and can cause condensation in the attic. If the vents are covered, this moisture becomes trapped, creating an ideal environment for mold and mildew. Keeping the gable vents open ensures proper ventilation, which helps dry out the attic, maintain even temperatures, and prevent moisture-related damage.

The Ocean Pines, MD homeowners’ guide to roofing services

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