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TRUSTED BY MIDDLETOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon706
    Verified roofing services reviews

Top-Rated Roofers in Middletown - Updated Nov 2026

Avatar for Presidential Exteriors LLC
Presidential Exteriors LLC
4.7(
179
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceNatural Slate Roofing - Install or Replace+26 more

Serving Middletown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2015

Free estimates

Warranties offered

"Mo from Presidential Exteriors inspected our roof and did an excellent job. He was polite, professional, and friendly and answered all of our questions. He was very thorough, and showed us the problems with our roof both externally and internally. He explained how they would replace our roof and explained about all of their premium products, great insurance, great warranties, certified builders etc., that they provided. I know that building our new roof will be done well because they have such good materials, technique, and builders who will work on it."
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
Antietam Roofing, LLC
4.9(
84
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - Repair+8 more

Serving Middletown, MD and surrounding areas

Approved

In business since 2009

Credit card accepted

Customers say: Quick response

"I called and left a message for a call back on Sunday and Jessie called me back on that Monday. I found him to be pleasant and very easy to work with. I advised Jessie what the problem was with mine and my tenants roof and I ask him what he thought it would take to repair both sides. He had quoted me a price, but after his assistant had looked at what was needed, he was upfront and advised that it would be more and gave me a bottom line price which I thought was reasonable and fair. Jessie's assistant came and completed the project in one day and I was pleased with the finished product. Thanks Jessie, I will refer and use your services again in the future."
Response time20 mins
Recommended by96%of homeowners
Avatar for Roofing Pups, Roofing & Siding
Roofing Pups, Roofing & Siding
4.7(
74
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+1 more

Serving Middletown, MD and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 1994

Free estimates

Credit card accepted

"We had a really good experience with Roofing Pups. Their rep Alex was great to work with, and the roofing crew that came to our house did a good job and cleaned up afterward. We opted to get our gutters replaced as well as our roof, which required a second day of work. The Roofing Pups employee in charge of this job (also named Alex) noticed that the color of the new gutters didnt match our house, and made a point of checking it with us before getting started. We really appreciated this as the new gutters would have clashed with the color of our siding! Everyone with the company was great about making the change, ordering new parts and rescheduling the job. We were very impressed with their service and professionalism. We would definitely use Roofing Pups again!"
Roof Install
ROOFING PUPS
ROOFING PUPS
ROOFING PUPS
PROJECTS

+4

Response time1 day
Response rate93%
173 neighbors recently requested a quote
Avatar for Cenvar Roofing
Cenvar Roofing
4.7(
86
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Middletown, MD and surrounding areas

Approved (Corporate)

In business since 2000

Free estimates

Warranties offered

"Very happy with the work done. Price was very reasonable. Work crew was professional, courteous, and efficient. House roofing and skylight were replaced in one day, and the shed roofing replacement took place early on the second day. No down payment was required before work began. Very happy with appearance of new roof, skylight, and flashing."
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
Exterior Solutions, LLC
4.4(
96
)
Wood Shake or Composite Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+7 more

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 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

89 neighbors recently requested a quote
Recommended by96%of homeowners
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Roofing FAQs, answered by experts

Technically speaking, yes, verbal agreements and “handshake deals” can be legally binding contracts that will hold up in court, but the suing party will need to be able to prove that the parties entered into the contract. Even though verbal and handshake deals can be binding, it’s risky to rely on these types of agreements for anything, including roofing projects. Always aim to get your contract in writing, and make sure it includes all terms and that you don’t agree to additional terms that don’t appear in the contract.

The amount of hail damage that warrants a roof replacement depends on the size of the hail. In many cases, a roof replacement is needed if your roof gets hail that is 1 inch or larger in diameter. You may also need to replace a roof due to hail damage if you notice several dents in the shingles or there are seven to 10 hail impact marks within a 10x10 foot area on your roof.

While you can technically install TPO roofing over an existing roof, it isn't always wise to do so. The more layers of material you add to your roof, the more weight it must support. You may also develop moisture issues by covering your existing roof with TPO. Your local building codes and regulations may actually require you to remove the existing roof before adding TPO, so check with your local municipality.

Installing solar panels involves drilling small holes in your roof to secure the solar panel mounting brackets. These brackets hold the solar panels in place and must withstand strong weather conditions so they’re secured into your roof. However, holes and screws are sealed to prevent leaking and further damage.

Torch down roofing is only one of the options available for your home. Depending on your type of roof, if it is a gable or hip roof, torch down roofing might not work for you due to the slope. Asphalt, metal, and clay shingles are just a few popular roofing options that may be more suitable.

The Middletown, MD homeowners’ guide to roofing services

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