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TRUSTED BY CHESAPEAKE, VA HOMEOWNERS

  • Average homeowner rating star icon4.2
    Average homeowner rating
  • Verified reviews icon1.9k+
    Verified roofing services reviews

Find Roofers in Chesapeake

Avatar for Roofing Systems of Hampton Roads
Roofing Systems of Hampton Roads
4.8(
230
)

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2005

Free estimates

Emergency services offered

"I had my own roof replaced in May. In August got my Mom’s roof replaced with this company too, in Hampton; including replacing 10 plywood boards. Such a great company to deal with. Does a beautiful roof job and cleans everything up perfectly. Lowest estimate after checking with 4 other major companies. Looking to feel secure with a company that does an excellent job for the lowest estimate, don’t hesitate to call this company!"
CertainTeed PRO Shenandoah
CertainTeed PRO Charcoal Black
CertainTeed PRO Weathered Wood
CertainTeed Standard Heatherblend
CertainTeed PRO Coastal Blue

+36

Response time1 day
24 neighbors recently requested a quote
Recommended by99%of homeowners
Avatar for W.T. Anderson Corp
W.T. Anderson Corp
4.9(
341
)

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2001

Free estimates

Warranties offered

"Great! Office staff pleasant and prompt with information. Installers were very organized and courteous. The roof looks beautiful. Everything was cleaned up at the end of the day. Company provided addresses of previous customers for us to see colors of shingles we were considering."
Timberline Solar
Timberline Solar Roofing
Timberline Solar Roofing
Additional Photos
Additional Photos

+33

Response time1 day
Response rate93%
15 neighbors recently requested a quote
Avatar for Jayhawk Exteriors Inc
Jayhawk Exteriors Inc
4.6(
428
)

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2003

Free estimates

Warranties offered

"Everything went smoothly. They were on time. Worked very efficiently. They also included our shed roof in the price. They were the best quote we got for the work we wanted done. There was no mess left behind. The roof looks great. My husband and I were so pleased with the roof that we had them come back out several weeks later to put new gutters on the house."
After new roof, siding and windows
After new siding, soffit and trim
After new siding, soffit, trim wrap, gutters and shutters
What a transformation!  New vinyl siding, soffit, trim, stone and porch posts
New roof, siding and trim

+56

Response time1 day
4 neighbors recently requested a quote
Recommended by94%of homeowners
Avatar for Mixed Property Solutions LLC
Mixed Property Solutions LLC
5.0(
24
)

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2019

Free estimates

Emergency services offered

"It was excellent. They replaced the roof right away. They did it fast. from the quote to completion, it was quick. when they arrive to fix the from they finish it for 1 day."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+13

Response time12 hrs
10 neighbors recently requested a quote
Recommended by95%of homeowners
Avatar for Nansemond River Roofing & Siding, LLC
Nansemond River Roofing & Siding, LLC
4.9(
41
)

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2013

Emergency services offered

Warranties offered

"After a hurricane in July, our 5000 square foot 20 year old roof was in bad shape on the back side. We reached out to Steve (owner @ Nansemond) and he informed us the roof was built as a 30 year roof and the damage incurred was not normal wear. Because of this, we filed a claim with progressive ASI insurance. Initially the insurance company wanted to replace 2 slopes and was willing to pay about 4500$ in damages. After Natalie sent in paperwork and after a little patience, the insurance company decided to replace the entire roof at a cost not including deductible of about 19k. Steve promptly gave us options and got his guys out here to replace our roof. The insurance company only wanted to put roll-on material on the back flat roof over the huge porch but due to the fact he did not want to put in a subpar product that would fail, they upgraded it to TPO product which is top of the line in this application. In total with rotting boards and deductible we now have a 25k roof upgrade and we are out a total of 2,000$. Steve was reachable throughout the process and answered his phone any time I called, which speaks volumes to the care he puts into his company. Anybody who mentions their roof near me will hear about my positive experience with this company, I wish more people cared as much about their customers as Steve."
New roof
New roof
New roof
Roof repair
New roof

+24

Response time1 day
Response rate92%
Recommended by97%of homeowners
Avatar for Roof Shark, LLC
Roof Shark, LLC
5.0(
22
)

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2023

Free estimates

Credit card accepted

"Roof Shark just replaced my garage roof along with some repairs and I could not be more pleased! Everything from start to finish was superb. The owner, Nick, responded immediately to my request for an estimate and after close inspection offered several options and recommendations with no pressure. The work was performed very quickly and perfectly. It's clear they are professionals. It is refreshing to find a business that operates with honesty and integrity. I strongly recommend Roof Shark for any roofing needs. You won't be disappointed!"
Osvaldo’s Roof Repair
Osvaldo’s Roof Repair
Osvaldo’s Roof Repair
Osvaldo’s Roof Repair
Osvaldo’s Roof Repair

+8

5 neighbors recently requested a quote
Avatar for Quality Built Exteriors
Quality Built Exteriors
4.2(
273
)

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2005

Free estimates

Emergency services offered

"It went great. They removed the metal roof that we had on our home for 40 years and replaced it with Owens Corning shingles that look great and put new gutters on. They were on time, did a great job and cleaned up when they were finished."
We can contour your wood fence into your trees so you have an artwork instead of removing the tree
Additional Photos
Vinyl privacy fence
Roof Replacement
Additional Photos

+15

Response time9 hrs
Response rate100%
24 neighbors recently requested a quote
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Showing 1-10 of 446
Roofing questions, answered by experts

Chesapeake’s humid subtropical climate, with hot summers and frequent storms, means roofing contractors must prioritize wind-resistant materials and moisture control. Hurricane season increases the need for durable roof installation and proper attic ventilation. Scheduling roof repair or replacement in spring or fall helps avoid weather-related delays and ensures materials perform well against local heat, humidity, and heavy rainfall.

Helpful?

Roofing contractors in Chesapeake, VA, include specialists in residential roof repair, roof replacement, and storm damage restoration. Some focus on flat or low-slope commercial roofing, while others are experts in metal, slate, or asphalt shingles. Many contractors also offer gutter installation, solar roofing, and historic home restoration, allowing homeowners to address multiple roofing needs with one experienced team.

Helpful?

Working with roofing contractors in Chesapeake, VA, provides immediate benefits like improved protection from severe weather and enhanced energy efficiency during humid summers. Over time, a professionally installed roof helps prevent water intrusion, reduces the risk of structural damage, and can lower ongoing maintenance needs. Upgrading your roof also supports better insulation and can contribute to long-term property value retention.

Helpful?

A new roof installed by reputable roofing contractors in Chesapeake, VA, can significantly enhance your home’s resale appeal. Buyers value recent roof replacement, especially when it includes storm-resistant features and improved insulation. These upgrades can help your property stand out, reduce potential insurance concerns, and reassure buyers that the home is protected against Chesapeake’s challenging weather conditions.

Helpful?

Homeowners in Chesapeake may encounter unexpected costs such as replacing damaged roof decking, upgrading attic ventilation, or addressing issues revealed during roof repair. Weather delays, especially during hurricane season, can extend project timelines. Additional expenses might include permits, inspection fees, or premium materials needed for salt air resistance. Gutter replacement and landscape protection are also common considerations during roofing projects.

Helpful?

The Chesapeake, VA homeowners’ guide to roofing services

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