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TRUSTED BY CHESWOLD, DE HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon595
    Verified roofing services reviews

Top-Rated Roofers in Cheswold - Updated Nov 2026

Avatar for Lane Roofing & Exteriors
Lane Roofing & Exteriors
4.7(
36
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceWood Shake or Composite Roofing - Install or Replace+2 more

Serving Cheswold, DE and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 1994

Free estimates

Warranties offered

"I used Lane Roofing to repair my flat roof and to replace and install roof shingles. Shawn came out to inspect my project and to give me an estimate was phenomenal. He knew exactly what I needed done for my repair. Thank you Shawn for your professionalism and expertise. Nicely done! 😊"
Roofing
Roofing
Response time5 hrs
Response rate100%
604 neighbors recently requested a quote
Avatar for Yellowfin Roofing LLC
Yellowfin Roofing LLC
4.7(
28
)
Asphalt Shingle Roofing - Install or Replace

Serving Cheswold, DE and surrounding areas

Approved

In business since 2010

Free estimates

Credit card accepted

"AWESOME TEAM! Fair and accurate pricing on our complete roof replacement without any gimmicks, changes, or surprises. The roofing crew, as well as Dan, Matt, Zach, and Suzanne, were all outstanding. Excellent communication, follow-up, work ethic, and customer service! Everyone - from beginning to end - was kind, professional, and punctual. I highly recommend Yellowfin Roofing."
1
2
3
4
5

+8

Response time1 day
Response rate95%
2 neighbors recently requested a quote
Avatar for Bright Side Roofing and Siding
Bright Side Roofing and Siding
4.3(
99
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

Serving Cheswold, DE and surrounding areas

Approved

In business since 2013

Free estimates

Warranties offered

"Bright Side gets a 5 star rating. They had good reviews from a few people I knew in the area. They have very fast, professional and courteous workers and used high quality GAF roofing rated for 50 years and 130 Mile per hour winds. The roof looked great. Roof replacement was completed quickly and professionally in one day. The crew did a good job of cleaning up the old shingles. They also used a large wheeled magnet to retrieve the fallen nails from the old roof around the house. I do my own lawn and shrubbery maintenance and nothing was damaged. I also have grand children who play around the house and in my shrubbery. Not having to watch for nails was a great relief. I was told that this crew was one of their best and fastest. That was very reassuring. They replaced bad porch roof rafters and plywood roofing as I requested with Matt, the site manager. They did a good job. No leaks in several two day rain periods. The entire roof Fascia was removed and changed to PVC board fascia by the Bright Side carpenters at my request. I furnished the PVC Fascia to replace the aging wood Fascia that would no longer hold the gutter nails or a paint job. I am getting too old to enjoy these house painting joys. The Bright Side carpenters did a professional job installing the new PVC Fascia. I was pleasantly surprised in that at no additional cost, the carpenters used special screws to attach the fascia boards instead of nails making the installation more solid. The old gutters were extremely long and difficult to remove to replace the Fascia.  The backs of the longer gutters were no longer straight. Looking at them with Dave the Manager, I decided to replace the gutters as he recommended. Re-use of the old gutters would cause leaks and streaks on the new very white Fascia boards. I am pleased I decided to also replace the gutters. Brand new white gutters on brand new white PVC fascia boards made the house look sharp giving great contrast under the new roof. I almost do not recognize the old house. It looks so new."
Bright Side Trucks!
Safe, Clean, Precise, Installation!
Commercial EPDM flat roof. New Plywood
The Bright Side Buggy!
Boom Truck from Quality Roofing Supply Dover DE

+36

Response time8 hrs
Recommended by98%of homeowners
Avatar for Guardian Roof and Repair
Guardian Roof and Repair
4.6(
28
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Repair - For BusinessFlat, Foam or Single Ply Roofing - Repair+9 more

Serving Cheswold, DE and surrounding areas

Approved

In business since 2017

Free estimates

Emergency services offered

"John is a knowledgeable roofing repairman and knows how to assess a roof's shingles, vents, and flashing. We really only needed new flashing and vent caps to protect the life of our roof. I feel that my leak has been taken care of and other leaks potentially avoided thus extended the life of my architectural shingles... well worth it!"
Lower Flat
Lower Flat
Lower Flat
Lower Flat
Lower Flat

+12

Response time4 hrs
Recommended by100%of homeowners
Avatar for Bachman's Roofing - Montgomery County
Bachman's Roofing - Montgomery County
5.0(
9
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairInspection - Roofing

Serving Cheswold, DE and surrounding areas

Approved

In business since 1972

Free estimates

Emergency services offered

"Bachmans treats their customers right. We had a problem with a connection on our solar system and they resolved things to our complete satisfaction. We have used Bachman’s for roofing, siding, and solar and look forward to working with them in the future."
Before and Afters
Before and Afters
Before and Afters
Solar Shingle Install
Solar Shingle Install

+13

212 neighbors recently requested a quote
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 Cheswold, DE 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%
78 neighbors recently requested a quote
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Roofing FAQs, answered by experts

Using a staple gun to hang Christmas lights on your roof or shingles is not recommended. Puncturing your roof with staples can cause damage, leading to cracks, leaks, and exposure to the elements. Staples are also less reliable than other methods like roof clips. For a safer alternative that won't damage your roof, use shingle tabs.

Unfortunately, there’s no definitive answer to this question, but the wind rating of your shingles will give you a good idea of what wind speeds can damage your roof. If you’re concerned about damage, inspect your roof following windy conditions to look for signs of wind damage to your shingles. When in doubt, consider hiring a professional who fixes roofs to carry out an expert inspection. Remember that hurricanes, tropical storms, and tornadoes are likely to cause the most damage, but even severe thunderstorms can bring winds that compromise your roofing system.

Most manufacturers’ warranties do not cover wind damage to roof shingles, but some companies include a wind warranty rider in their warranty offer. You can purchase this rider to protect yourself, your wallet, and your roof from any damage that might occur from wind. Be sure to read all the fine print and understand any limitations of the warranty.

Complete house winterization goes above and beyond the list we created above. In addition to everything listed, full house winterization also includes:

  • Performing a home energy audit.

  • Preparing your deck and patio for winter.

  • Learning how to start a snowblower.

  • Replacing smoke detector batteries.

  • Installing outlet gaskets.

  • Installing storm doors.  

Green roofs are incredibly long-lasting. Some have life spans of up to 40 or 50 years. Since the roofs help to protect the rest of your home's roofing system, they can also extend the life of your existing roof.

Regular maintenance and inspections will help you get the most out of your green roof and ensure it lasts as long as possible.

The Cheswold, DE homeowners’ guide to roofing services

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