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TRUSTED BY OAKLAND, MD HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon37
    Verified roofing services reviews

Verified Reviews for Roofing pros in Oakland, MD

*The Angi rating for Roofing companies in Oakland, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.

*The HomeAdvisor rating for Roofing companies in Oakland, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.

Last update on March 23, 2026

Find Roofers in Oakland

Highland Construction
4.7(
31
)

Serving Oakland, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2010

Free estimates

Warranties offered

"Jeremy did a great job. I had a deteriorating roof. Shingles had blown off recently. Jeremy and his crew worked in 35 degree weather to replace my whole roof. I had originally intended to do it in the Spring but I didn't feel I could put it off that long. Because of an impending ice storm, he had a two- day window to get it completed. He showed up promptly when he said he would and kept me posted on his progress and timeline. The job was completed on time and on budget. It was done very professionally. After it was completed, the job site was thoroughly cleaned up. I would highly recommend Jeremy for any future jobs."
Response time1 day
8 neighbors recently requested a quote
Recommended by62%of homeowners
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Avatar for Roofing Solutions
Roofing Solutions
4.5(
6
)

Serving Oakland, MD and surrounding areas

Approved

In business since 2019

Free estimates

Emergency services offered

"Have been working with Roofing solutions for a couple of years on multiple projects. Every project has been finished quickly and smoothly."
What We Do...
What We Do...
What We Do...
What We Do...
What We Do...

+64

Response time5 hrs
Response rate97%
14 neighbors recently requested a quote
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Avatar for T and B Services
T and B Services
5.0(
14
)

Serving Oakland, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2019

Free estimates

Emergency services offered

"prompt response and did a great job quickly with no supervision required. just did nice work."
Right of home
Smoke stack
Roof Wash
2800 sq ft rock lodge
Roof Wash

+12

Response time3 days
2 neighbors recently requested a quote
Recommended by69%of homeowners
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Avatar for Sentri Homes
Sentri Homes
2.4(
29
)

Serving Oakland, MD and surrounding areas

Approved

In business since 2023

Free estimates

Emergency services offered

"Found Sentri on Angi. Jeanette and Violet were very pleasant and efficient in getting a contractor to me in the time frame needed. The contractor was excellent and the roof looks great! I would definitely work with them again if I had additional projects."
26 neighbors recently requested a quote
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Ascended Constructions
New to Angi

Serving Oakland, MD and surrounding areas

Approved

In business since 2023

Offers commercial services

We’re a family owned and operated company that values honesty and integrity, and stands behind our work. We offer over 40 years of industry experience. We specialize in Asphalt Shingle Roofing installation, replacement, and repairs. Our services are customized to the individual project, paying close attention to the details of each project that we're involved with. We look forward to building long-term relationships with our clients and guarantee your satisfaction!

8 neighbors recently requested a quote
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Ascended Constructions
New to Angi

Serving Oakland, MD and surrounding areas

Approved (Corporate)

In business since 2023

Offers commercial services

We’re a family owned and operated company that values honesty and integrity, and stands behind our work. We offer over 40 years of industry experience. We specialize in Asphalt Shingle Roofing installation, replacement, and repairs. Our services are customized to the individual project, paying close attention to the details of each project that we're involved with. We look forward to building long-term relationships with our clients and guarantee your satisfaction!

1 neighbors recently requested a quote
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Avatar for Wilts Lawn Solutions & More LLC
Wilts Lawn Solutions & More LLC
New to Angi

Serving Oakland, MD and surrounding areas

Approved

Free estimates

Small jobs welcome

Offers commercial services

We are a local small family owned & ran business that offers services such as Lawn Care, Housekeeping, Pressure Washing, Junk Hauling & More! All properties are cared for by my wife & I personally to ensure top quality service no matter the job😊

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Roofing questions, answered by experts

Pea-sized hail can damage a roof if it experiences hailstorms often, as it slowly causes cracks and deterioration to your shingles. Usually, one hailstorm with pea-sized hail won’t damage your roof, but if you see other damage to your car, grill, and other property, it may be worthwhile to get in touch with your insurance company and have a local roofer come out for an inspection.

No, you can’t use your home’s square footage. You have to calculate your roof’s square footage, and then you may have to convert your square footage measurement to correspond with how the roofing material is measured. For instance, some roofing is sold in “squares,” which equals the total square footage of the roof divided by 100. Shingles are sold in bundles that may not correspond to the number of squares you need. Metal roofing is sold as sheets, so determine the amount of square feet each panel will cover and then divide the total square footage by the coverage area.

Yes, all roofs can benefit from flashing. Roof flashing can protect a property from water damage, roof leaks, mold, and other serious issues. It’s vital if you’d like to extend the lifespan of your roof and avoid costly repairs down the road.

If you’re building the roof trusses yourself, which isn’t recommended, it will be more affordable than buying pre-built trusses. Trusses cost more because they use the same amount of material, but you’ll also be paying for the labor, as well as the delivery to your home. However, if you’re having a contractor build the roof for you, then trusses will be less expensive, as the labor costs to build roof framing on-site will cost more.

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 Oakland, MD homeowners’ guide to roofing services

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

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