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TRUSTED BY PRINCESS ANNE, MD HOMEOWNERS

  • Average homeowner rating star icon4.8
    Average homeowner rating
  • Verified reviews icon40
    Verified roofing services reviews

Top-Rated Roofers in Princess Anne - Updated Nov 2026

Avatar for Spicer Bros. Construction Inc.
Spicer Bros. Construction Inc.
4.6(
79
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+12 more

Serving Princess Anne, MD and surrounding areas

Approved

In business since 2002

Free estimates

Warranties offered

"Pete and his team did an outstanding job from the moment they arrived until the final clean-up. What a hard working team! Pete did a great job communicating with me prior to the job and updating me throughout the day during the job. We love our new roof and the quality job! We were impressed with the clean up...not a single piece of trash was left behind!! I would highly recommend Pete and his team for any roofing job and would be pleased to serve as a reference to any potential future clients of Spicer Brothers."
Additional Photos
A sleek new shower with white simulated tile walls and chrome fixtures.
Additional Photos
Additional Photos
A beautiful new walk in shower installed with grab bars, shelves, a shower seat, and stylish black fixtures.

+9

Response time1 day
Response rate100%
36 neighbors recently requested a quote
Avatar for Clean Power Wash
Clean Power Wash
4.8(
85
)
Roof - Clean

Serving Princess Anne, MD and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

"I was impressed with Clean Power Wash from my first conversation on the phone with the owner Rob Anderson. Rob made an appointment for his employee Greg to come over to my house to assess the power washing job on my 3 story cedar shake home. Gregg was very professional and discussed having to use a lift on my house because if itâ s height. Also he informed me that none of my spring plant buds that were peeking up would be stepped on & also a board would be used under the lift equipment so no tire tracks would be left on my lawn. When the crew of 4 men showed up on schedule they were professionally dressed in their uniforms which were waterproof jackets that not only had the company logo on the back, but the main theme was our MD state flag. These 4 guys continuously worked diligently with a smile on their faces. I had a good feeling that they all enjoyed their job. I am very impressed with the fine job that Clean Power Wash on my home. Ann Marie"
Brick neighborhood sign being cleaned
Backyard Fireplace After
Backyard fireplace Before
Sidewalk Cleaning
Deck Staining

+18

Response time8 hrs
Response rate86%
5 neighbors recently requested a quote
Avatar for Von Marsh LLC DBA Eastern Shore Roofing and Remodeling
Von Marsh LLC DBA Eastern Shore Roofing and Remodeling
5.0(
3
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

Serving Princess Anne, MD and surrounding areas

Approved

In business since 2022

Free estimates

Emergency services offered

"Eastern Shore Roofing and remodeling is a company that was professional, punctual and extremely knowledgeable. They responded quickly to my calls, with clear communication. They provided competitive rates and did a great job. I highly recommend Eastern Shore Roofing and Remodeling to anyone looking for reliable, high-quality roofing and remodeling services."
Attention to detail.
Store Front Refresh
Response time1 day
Response rate100%
13 neighbors recently requested a quote
Avatar for Erie Home
Erie Home
4.5(
75
)
Asphalt Shingle Roofing - Install or Replace

Serving Princess Anne, MD and surrounding areas

Approved (Corporate)

In business since 1976

Free estimates

Credit card accepted

Erie Home Basement Solutions is a division of Erie Home?a national leader in home improvement since 1976. We have long been known for offering industry-leading solutions to our customers? most pressing needs, and our basement waterproofing, foundation repair, and crawl space services are no exception. When it comes to protecting your home against structural problems, why put the project in anything less than the most capable of hands? At Erie Home Basement Solutions, we provide the effective repair services and personalized service you need to have complete peace of mind.

Drain Tile Install
Drain Tile Install
Drain Tile Install
Drain Tile Install
Drain Tile Install

+20

9 neighbors recently requested a quote
Recommended by89%of homeowners
Avatar for Turf Dog Landscaping LLC
Turf Dog Landscaping LLC
5.0(
4
)
Roof - Clean

Serving Princess Anne, MD and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

"Derrick brought in the mulch I needed within days. He and his crew are talented and dedicated, my beds were covered with 22 cubic yards. Derrick and one of his crew are also skilled at concrete and masonry, so I hired the pair to raise custom shaped and installed flag stones. I never thought I would find artisans with the skill to re-install them with the slope and fit required. They pulled it off"
Front view flower bed with stone edging
Patio make over
Patio make over
Patio make over
Patio make over

+1

8 neighbors recently requested a quote
Avatar for Global Home Improvement
Global Home Improvement
3.7(
6
)
Asphalt Shingle Roofing - Install or Replace

Serving Princess Anne, MD and surrounding areas

Approved

In business since 1995

Credit card accepted

Customers say: Quick response

"The gentlemen were professional and courteous. The work performed was excellent and my home was cleaned and returned to the way it was prior to the project. I would highly recommend Global Home Improvement. We have several other projects that we need done and are going to have Global perform all of them."
580 SF Deck construction
Deck constructiion
Recommended by100%of homeowners
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Roofing FAQs, answered by experts

For homeowners who plan to stay in their homes for a long time or never want to have to deal with replacing a roof again, rubber roof shingles are likely worth the added investment amount over asphalt shingle varieties. While the initial cost of installing a rubber shingle roof will be significantly higher, their long life spans can be worth it in the long term. Consider the curb appeal of a rubber roof, though, as other roofing materials, like metal, can look better and offer even greater value.

While you technically can add a roof over shakes or shingles, it’s not a good idea. Roofing over existing roofing creates a moisture barrier underneath the new roof and since the trapped material is wood, you can expect a moisture problem. While you could get away with installing a new roof over asphalt or steel, wooden roofs should be removed, new underlayment installed, and the new roof installed over that. Also, the extra weight would add strain to your roof structure.

You should tarp a roof whenever roof damage occurs. Missing shingles and holes in your roof can cause roof leaks and problems that come with them. Tarping is a quick way to provide temporary roof protection while you wait for a professional roofer to make repairs.

Before hiring a roofing contractor, it's wise to ask several key questions. Inquire if they are licensed for roof replacement and repair and if they hold any special certifications. Ask if they will be completing all the work themselves or subcontracting parts of it. It's also important to understand the project timeline, whether they will remove the old roof or place new shingles on top, and how they will handle cleanup after the project is complete. Finally, ask about warranties for both work and materials, what recourse you have if issues like leaks arise, and if they can provide customer references.

Fall is generally considered the best time of year for roof repairs. The weather is temperate and typically drier, which makes for safer working conditions and fewer delays. The days are also still long enough to complete the work.

Spring is another good option and is a popular time for repairs to fix damage from winter storms. However, frequent rainfall can slow down progress. Spring may be a less busy season for roofers than fall.

Summer can also work for roof repairs, but extreme heat can make asphalt shingles too soft and difficult to work with.

The Princess Anne, MD homeowners’ guide to roofing services

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