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Find Asphalt shingle roofing installers and replacers in Chesapeake

Avatar for Jayhawk Exteriors Inc
Jayhawk Exteriors Inc
4.6(
429
)
Asphalt Shingle Roofing - Install or Replace

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2003

Free estimates

Warranties offered

"Nick, the owner of Jayhawk Exteriors, was incredible! After receiving quotes from several highly rated roofing companies, Jayhawk stood out immediately. Nick took the time to help me understand my material options and confidently choose the right shingle and color—something I had struggled to get help with for over a month. The level of communication and documentation was exceptional. I received real-time text updates, detailed information, and before-and-after photos that kept me informed and confident throughout the entire process. Whether you’re a large organization or a single-family homeowner, I highly recommend Jayhawk Exteriors for superior customer service, professionalism, excellent warranties, and outstanding support."
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
3 neighbors recently requested a quote
Recommended by94%of homeowners
Avatar for Princess Anne Contracting Inc
Princess Anne Contracting Inc
5.0(
58
)
Asphalt Shingle Roofing - Install or Replace

Serving Chesapeake, VA and surrounding areas

Approved

In business since 1997

Free estimates

Emergency services offered

"Dave at Princess Anne Contracting is personable and professional; certified and ethical. A few months ago, I had a small roof leak after a storm. I had contacted a different company and they tried to take advantage of me. The dishonest company quoted me $7,000 and said the back half of the roof needed to be replaced. I knew this was false because I had a home inspection two months earlier and the inspector said the roof had several years left. I contacted Princess Anne Contracting based on a neighbor’s recommendation. Dave promptly came out and quickly identified the problem - a small piece of flashing had come loose. Dave immediately fixed the flashing, also fixed a shingle he noticed was coming loose and even cleaned out a gutter that he noticed had some debris in it. It only cost $125. Dave saved me $7,000 dollars that the unethical company tried to charge. Dave assured me that the roof still had several years before it needed to be replaced. And, I’m happy to say that several months later, Dave’s repair held up like a champ while the remnants of Hurricane Ian passed through last night! Quality work at an affordable price. I highly recommend Princess Anne Contracting!"
5 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for W.T. Anderson Corp
W.T. Anderson Corp
4.9(
341
)
Asphalt Shingle Roofing - Install or Replace

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 rate100%
13 neighbors recently requested a quote
Avatar for Roof Shark, LLC
Roof Shark, LLC
5.0(
23
)
Asphalt Shingle Roofing - Install or Replace

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2023

Free estimates

Credit card accepted

"Nick with Roof Shark was very personable, explained the whole process and his company is quite efficient. They covered up our landscaping and removed all of the debris. I loved that he checked back with us to make sure we were happy!! I would and have recommended him to people that need a new roof or roof repair."
Osvaldo’s Roof Repair
Osvaldo’s Roof Repair
Osvaldo’s Roof Repair
Osvaldo’s Roof Repair
Osvaldo’s Roof Repair

+8

4 neighbors recently requested a quote
Avatar for Quality Built Exteriors
Quality Built Exteriors
4.2(
273
)
Asphalt Shingle Roofing - Install or Replace

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2005

Free estimates

Emergency services offered

"I had a roof remodeled and then re-shingled. The framing involved removing a flat section of the roof and making it into a gabled roof. The building inspector was impressed with the work. The new shingles were put on the entire roof. The workers on both projects did excellent work and were attentive to detail. They did an outstanding job of clean up, especially the roofers, circling the house several times for nails. I would highly recommend Quality Built Exteriors."
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%
13 neighbors recently requested a quote
Avatar for CESAR TRISTAN
CESAR TRISTAN
5.0(
23
)
Asphalt Shingle Roofing - Install or Replace

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2007

Free estimates

Emergency services offered

"Cesar and his crew did an excellent job replacing my roof and did just as well with clean up. I’ve had roofs replaced on other homes (also in the area, Virginia Beach and Chesapeake) and both times was left with a huge mess in my yard and nails everywhere. This was not the case with Cesar, definite attention to detail from start to finish. I would recommend him to friends and family (and already have). Also I would use his services again for future projects."
25 neighbors recently requested a quote
Recommended by77%of homeowners
A-Z Creative Contractors
4.5(
88
)
Asphalt Shingle Roofing - Install or Replace

Serving Chesapeake, VA and surrounding areas

Approved

Super Service Award Winner

In business since 2000

Free estimates

Warranties offered

"I can't say enough good things about A-Z Creative Contractors. Alex and his crew were simply the best. Not only did they do a spectacular job, but they really hit on the small details that are unseen when the job is complete. The crew was fast, and getting my disabled wife back into the house was a huge concern for him. Our new kitchen was a really involved job as there was more termite and water-damaged wood than good, and NOTHING in the house was flat, level, or square. Through all that, they transformed everything into something to be very proud of. Excellent price, fast work, and superior quality. What's not to like? Also, Axl, his foreman, gets a shout-out because he is just a great guy."
Bathrooms Remodel
Remodeling - General Project
Roofing Project
Remodeling - Kitchen & Bathroom Project
Bathrooms Remodel

+15

Response time4 days
Response rate100%
2 neighbors recently requested a quote
Avatar for United Exteriors, LLC
United Exteriors, LLC
4.4(
63
)
Asphalt Shingle Roofing - Install or Replace

Serving Chesapeake, VA and surrounding areas

Approved

Super Service Award Winner

In business since 2006

Free estimates

Warranties offered

"We recently replaced our roof and upgraded our gutter system with United Exteriors. From start to finish it was an excellent experience. There was a prompt response to the initial request for an appointment. Mike did a thorough inspection of roof. He listened to our needs and concerns and gave several options for how to meet those needs within our budget. We had a detailed written quote before he left. It was not a pushy sales situation at all. The quoted price was extremely fair (we had three quotes). They scheduled the job quickly as soon as we indicated we were ready and were very communicative during rescheduling that had to occur due to weather. The crews were exceptionally professional and productive for both roof and gutters. Mike stopped by while work was happening and after it was done to ensure that we were happy and work was of high quality, looking it over carefully himself to ensure that it met high standards. We had no issues with cleanup or damage. We recommend with no reservations!"
Beach house re-roof
Re-roof before
Rustic Blend
New roof
Asphalt shingle re-roof

+4

Response time2 days
Response rate88%
39 neighbors recently requested a quote
Avatar for United Roofing Corporation
United Roofing Corporation
4.1(
247
)
Asphalt Shingle Roofing - Install or Replace

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2001

Free estimates

Credit card accepted

"The installers who replaced the roof on my house were efficient, polite, professional, and clean. My feminist heart was happy to see a woman working on their crew. There were some issues with the installation and they took the time to explain to me in a way I could understand how the process of cold weather installation works. They gave me time to research and get an inspection done by another roofing professional without hassling me in any way. I would recommend them to anyone interested in getting roof work done"
Response time10 hrs
71 neighbors recently requested a quote
Recommended by95%of homeowners
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FAQs for asphalt shingle roofing installation and replacement projects in Chesapeake, VA

Roofing professionals can usually install a medium-sized asphalt shingle roof in two to three days. Installation time increases if your roof is particularly steep or difficult to access or has features like chimneys or skylights that roofers must work around.

Three-tab asphalt shingles usually have the lowest upfront cost of any roofing shingle material. They’re sturdy and typically last 15 to 20 years. However, they may have a shorter lifespan in especially hot or cold climates. Talk to a local roofing professional about the best materials for your climate. In some cases, materials with a higher upfront cost may save you more on repairs or replacements in the long run.

Start by multiplying the length by the width of your roof to calculate the square footage. Most shingle replacement costs $4 to $12 per square foot for materials and labor, depending on factors like the material and the slope of your roof. Once you know the size of your roof, you can calculate a rough estimate of total costs or contact a local roofing professional to provide you with a custom quote.

Asphalt shingles are generally considered to be a low-maintenance item. However, cleaning your asphalt roofing can help prolong the lifespan and keep it looking fresh. If you’re comfortable with DIY and have the proper equipment, you may be able to clean your asphalt shingles yourself. However, if you have an especially high or steep roof, it’s usually safer to hire a professional roof cleaner.

The Chesapeake, VA homeowners’ guide to asphalt shingle roofing installations and replacements

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