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Top-Rated Asphalt shingle roofing installers and replacers in Middletown - Updated Nov 2026

Avatar for Long Home
Long Home
4.4(
228
)
Asphalt Shingle Roofing - Install or Replace

Serving Middletown, MD and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"They replaced our roof this summer and replaced our back patio door this fall. We had great experiences with both projects. Communication was excellent, right from the start. Our sales contact was (and still is) amazing, answered all my questions, and impressed me with his knowledge of the products and the company itself. The handoff to each project manager was smooth, we had folks come out in advance to measure and inspect the project area, on the day of each project manager visited the house and/or contacted us throughout the day to check on things and see if we had questions, and the workmen themselves were friendly and professional. We had a very minor warranty issue on the roof (a visible nail head) that I found after climbing up there myself, and they had their guy back the next day to fix it, which was excellent service and gave me a great deal of confidence about them honoring the warranty. Altogether seems like a solid company with great service and quality products. Shoutouts to Jordan, Crystal, David, Ray, and Jorge."
Roof Replacement
Roof Replacement
Roof Replacement
Roof Replacement
Response time12 hrs
154 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for Presidential Exteriors LLC
Presidential Exteriors LLC
4.7(
180
)
Asphalt Shingle Roofing - Install or Replace

Serving Middletown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2015

Free estimates

Warranties offered

"The roof was replaced in a day and the gutters the next. The crew was in and out and all the interactions we had were pleasant on professional. We have a sunsail and it required them to install some anchors by doing some custom work included in the cost of the new roof. Everything went mostly according to plan other than needing to shift schedule due to weather. I would recommend their services to anyone."
Newly installed roof
Windows & Garage Door Replacement
Finished product with brand new siding.
Newly installed roof
Windows & Garage Door Replacement

+44

Response time1 day
Response rate100%
35 neighbors recently requested a quote
Avatar for ARHT Home Solutions
ARHT Home Solutions
5.0(
176
)
Asphalt Shingle Roofing - Install or Replace

Serving Middletown, MD and surrounding areas

Approved

In business since 2015

Free estimates

Emergency services offered

"ARHT Home Solutions replaced my roof with GAF shingles in Westminster, Maryland, and also switched my 5" gutters over to brand new 6" K-style gutters. The project was completed professionally and efficiently. I am very pleased with the quality of the workmanship and the overall experience. ARHT assisted me with my homeowners insurance company throughout the entire process. I would highly recommend ARHT Home Solutions to my family and friends."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+72

94 neighbors recently requested a quote
Recommended by79%of homeowners
Avatar for Roofing Pups, Roofing & Siding
Roofing Pups, Roofing & Siding
4.7(
74
)
Asphalt Shingle Roofing - Install or Replace

Serving Middletown, MD and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 1994

Free estimates

Credit card accepted

"Fairly competitive pricing for full replacement with new gutters. Had to have them come back several times to replace the the flashing (tin cutters got out of control when installing gutters leaving numerous visible gashes) and repairing rolls on the underlayment which gave the roof waves. Was told ?I get what I pay for? by the foreman when asking them to repair the deficiencies. Finally was resolved after continually calling. Likely wouldn?t hire again given the run around. Fairly good work otherwise."
Roof Install
ROOFING PUPS
ROOFING PUPS
ROOFING PUPS
PROJECTS

+4

Response time1 day
Response rate93%
170 neighbors recently requested a quote
Avatar for Home Genius Exteriors
Home Genius Exteriors
4.9(
388
)
Asphalt Shingle Roofing - Install or Replace

Serving Middletown, MD and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

Elevate your home with Home Genius Exteriors, setting the standard by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It?s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing

+76

199 neighbors recently requested a quote
Recommended by96%of homeowners
Exterior Solutions, LLC
4.4(
96
)
Asphalt Shingle Roofing - Install or Replace

Serving Middletown, MD and surrounding areas

Approved

In business since 2003

Free estimates

Warranties offered

"I received 8 competitive bids for a full roof replacement on our 1901 Victorian B&B. We chose Exterior Solutions LLC, whose bid was 28% below the average. The 4,000 sq ft project included removing 35-year-old asphalt shingles, installing all new plywood sheathing, and updating roof venting. The roof has over 45 facets with a predominant pitch of 10/12, making it a challenging job. John A. and his team did an outstanding job installing CertainTeed Landmark Pro shingles. John scheduled the work while our B&B was closed and ensured the roof was sealed before any rain. He worked closely with our neighbors to minimize disruptions. Cleanup was exceptional—nothing left behind. We’re extremely pleased with the quality, professionalism, and communication throughout. Highly recommend Exterior Solutions LLC for any roofing project."
Before
 1
 1
 Patriot Red Shingles
Before

+16

Response time1 day
1 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for Cenvar Roofing
Cenvar Roofing
4.7(
86
)
Asphalt Shingle Roofing - Install or Replace

Serving Middletown, MD and surrounding areas

Approved (Corporate)

In business since 2000

Free estimates

Warranties offered

"November 10, 2020 Abraham Lincoln reportedly said that if he had only one hour to chop down a tree, he’d probably take forty minutes to sharpen the ax, and twenty minutes to chop down the tree. Lincoln’s business model reminds me of the thorough planning and careful performance of Cenvar Roofing. The professionalism of their work was only exceeded by its skillful craftsmanship. The foreman/estimator first met at length with me to understand what outcome was expected. I assumed “install some new gutters and downspouts” was a good enough answer, but soon appreciated various options and choices: material, installation, warranty, scheduling, and financing were explained. Upon timely completion, the final project exceeded my expectations, in function and appearance; the total cost was less than my own estimate. In thirty thirty-years of home-ownership, as resident or landlord, I’ve never been more satisfied with the overall performance of any contractor. Gratefully, Gary Crawford"
GeeGee Nelson - Featured Review
GeeGee Nelson - Featured Review
GeeGee Nelson - Featured Review
GeeGee Nelson - Featured Review
GeeGee Nelson - Featured Review

+14

Response time10 hrs
Response rate100%
30 neighbors recently requested a quote
Avatar for Home Genius Exteriors
Home Genius Exteriors
4.9(
388
)
Asphalt Shingle Roofing - Install or Replace

Serving Middletown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2004

Free estimates

Emergency services offered

"I just had my roof replaced by Home Genius Exteriors, and I couldn’t be happier. The initial presentation and inspection were phenomenal — super detailed, honest, and easy to understand. They kept that same level of professionalism all the way through the project. Great experience overall. The installation crew arrived right on time, worked tirelessly, and completed my entire roof replacement in just one day. After finishing, they thoroughly inspected and cleaned the area—front, back, and even my neighbor’s property. The workmanship was outstanding, and their customer service was honest and straightforward. Pricing was fair, and the overall experience exceeded my expectations. If you need roof repairs or a full replacement, Home Genius Exteriors is the company to call. I highly recommend them."
Roofing
Roofing
Roofing
Roofing
Roofing

+85

755 neighbors recently requested a quote
Recommended by96%of homeowners
...
Showing 1-10 of 136
FAQs for asphalt shingle roofing installation and replacement projects in Middletown, MD

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 Middletown, MD 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.