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TRUSTED BY WISCASSET, ME HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon74
    Verified roofing services reviews

Top-Rated Roofers in Wiscasset - Updated Nov 2026

Avatar for Brad Freeman and Son Construction, LLC
Brad Freeman and Son Construction, LLC
4.6(
60
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceWood Shake or Composite Roofing - Install or Replace+3 more

Serving Wiscasset, ME and surrounding areas

Approved

In business since 2016

Customers say: Terrific value

"Freeman and Sons recently replaced my old metal roof with a new shingle roof and they did a great job! Brad was easy to work with from start to finish, always quick to answer my questions and keep me informed of any changes such as a delay due to weather. I went to work in the morning with an old roof and came home to a new roof-everything done in one day including the clean up. I definitely recommend Freeman and Sons!"
My jobs
My jobs
My jobs
My jobs
My jobs

+29

12 neighbors recently requested a quote
Recommended by86%of homeowners
Avatar for James & Whitney Co.
James & Whitney Co.
4.4(
14
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceWood Shake or Composite Roofing - Install or Replace+10 more

Serving Wiscasset, ME and surrounding areas

Approved

In business since 2007

Free estimates

Emergency services offered

"It went incredibly well. I woke up one morning to a leak in my roof. I knew the roof was going to need to be replaced at some point, but I was hoping I'd get another year out of it. The roof was in bad shape when I bought the house. I immediately started calling all of the roofing companies I could find on Google. It was early so I was leaving voicemails. Kasey from James and Whitney was the first and only one to get back to me in a timely manner. He was incredibly helpful on the phone, walking me through how to put a tarp over the impacted area. He even swung by later THAT DAY to check and make sure it was installed properly and to assess the roof. I knew it needed to be replaced so we went right into talking about estimates. The estimate was within my budget but the new roof came with a FIFTY-YEAR WARRANTY for parts and labor. You just can't beat that kind of warranty on an asphalt roof. We were scheduled within a week and I had a brand new, perfectly installed roof within a month. Kasey and his team were super respectful during the installation. When the installation had finished, Kasey inspected every inch of my property to pick up any tiny bits of trash and leave our lawn spotless. The whole process was so easy and stress-free. 10/10 would recommend!"
Winter ready roof replaced by James & Whitney co.
Custom gutter systems by James & Whitney co.
New energy efficient windows by James & Whitney co.
Full roof installation by James & Whitney co.
Finished home siding job by James & Whitney co.

+2

Response time2 days
Response rate100%
51 neighbors recently requested a quote
Avatar for Midcoast Carpentry
Midcoast Carpentry
5.0(
14
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Wiscasset, ME and surrounding areas

Approved

In business since 2007

Free estimates

Credit card accepted

"Bryan did a fabulous job replacing my roof. His team did the whole job in one day. They stripped the roof in 2 hours, replaced with certain-teed shingles, and cleaned up all the old roofing. Bryan cost was the least of all 5 roof estimates. I highly recommend Bryan and his crew."
Architectural Shingle Roof
Architectural Shingle Roof
Architectural Shingle Roof / Paint Home
Architectural Shingle Roof / Paint Trim of Home
Architectural Shingle Roof

+19

Response time7 hrs
Response rate91%
6 neighbors recently requested a quote
Avatar for G & G Construction
G & G Construction
4.7(
9
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

Serving Wiscasset, ME and surrounding areas

Approved

Super Service Award Winner

In business since 2015

Free estimates

Warranties offered

"Chris and his crew went above and beyond in installing my new roof .Job involved some roof deck repair that was unknown until tear down . High end workmanship . Best cost I could find , and believe me , I searched . Veteran operated ."
Brunswick
Brunswick
Brunswick
Brunswick
Response time1 day
Response rate97%
6 neighbors recently requested a quote
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Roofing FAQs, answered by experts

Yes, hail damage to your roof can definitely cause water leaks in your roof. This is because hailstones can break, chip, crack, or split shingles of all types, exposing underlayment. This underlayment doesn’t offer as much protection against water, so when it becomes compromised, water can penetrate and leak deeper into your home.

A gable roof costs between $13,000 and $30,000, depending on the size of your roof, the materials you use, and the type of gable roof you install. If you’re building a gable roof for new construction or as part of a major home remodel, your pricing will also depend on the type of roof trusses you use, how accessible your property is, and some other factors.

There are two main types of roofing shingles: 3-tab and architectural. Architectural shingles cost more than 3-tab but offer a more unique look and can last longer. However, 3-tab shingles are lightweight and affordable, and many people use them for both patching roofs and installing new roofs. Ultimately, the best type for you depends on your budget and your home’s aesthetic.

Winter is the least expensive time of year to replace a roof due to decreased demand. However, it’s not an ideal time to replace your roof, as there are numerous factors that can inhibit the work, including shorter days, snow and ice, and cold temperatures.

Architectural shingles typically last between 20 and 30 years, though most homeowners should plan on replacing them every 20 to 25 years. While some manufacturers offer warranties for 30 to 50 years, especially for extreme weather, achieving such a long lifespan is rare. The actual lifespan can be shorter in areas prone to strong winds, hailstorms, or other extreme weather. It is recommended to replace your roof before it reaches the end of its life to reduce the risk of roof failure, leaks, and costly property damage. Scheduling regular roof inspections will help you determine your roof's remaining life and identify the best timeline for replacement.

The Wiscasset, ME homeowners’ guide to roofing services

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