Top-rated roofers.

Get matched with top roofers in Winter Harbor, ME

Enter your zip and get matched with up to 5 pros

Need a pro for your roofing project in Winter Harbor, ME?

Select your specific project to find the pro for you.

TRUSTED BY WINTER HARBOR, ME HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon40
    Verified roofing services reviews

Find Roofers in Winter Harbor

Avatar for True North Roofing
True North Roofing
5.0(
23
)
Asphalt Shingle Roofing - RepairMetal Roofing - RepairSealant for Roof - Apply+10 more

Serving Winter Harbor, ME and surrounding areas

Approved

Super Service Award Winner

In business since 2022

Free estimates

Emergency services offered

"True North Roofing did an outstanding job on my home! They installed brand new asphalt shingles, and I couldn't be happier with the results. The crew was professional, efficient, and the roof looks fantastic. Highly recommend their services!"
1
2
3
4
5

+17

Response time1 day
Response rate92%
42 neighbors recently requested a quote
Avatar for PELLISA'S CONSTRUCTION
PELLISA'S CONSTRUCTION
5.0(
12
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+7 more

Serving Winter Harbor, ME and surrounding areas

Approved

In business since 2025

Free estimates

Warranties offered

"I have consulted with this contractor on more than one job for roofing and remodeling. This team is a standout in remodeling finishes, outstanding customer service and prompt service. I would recommend to anyone looking for these types of jobs especially when selling a home is necessary."
15 neighbors recently requested a quote
Avatar for Allstate Roofing & Restoration INC
Allstate Roofing & Restoration INC
4.8(
19
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or Replace - For Business+1 more

Serving Winter Harbor, ME and surrounding areas

Approved

In business since 2024

Free estimates

Emergency services offered

"22 year + roof and gutters really needed replacement. Jorge was very thorough and clear in explaining the process. Quote was reasonable. These guys take pride in their work. When the job was completed you would never know they were ever there. Very impressed and highly recommend."
Roof Replacement
Roof Replacement
Roof Replacement
Roof Replacement
Roof Replacement

+2

Response time1 day
14 neighbors recently requested a quote
Avatar for Kaes Home Remodel & Contract Company
Kaes Home Remodel & Contract Company
5.0(
4
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+1 more

Serving Winter Harbor, ME and surrounding areas

Approved

In business since 2010

Free estimates

Emergency services offered

"Jamin and his crew of three hard working conscientious guys replaced about 20 feet of rotten sill on my 100 year old colonial house. A tough, nasty project, they got it done ahead of schedule and at a fair price. There were no communication to be concerned with and the politeness of the whole crew was exemplary. I am very pleased with the whole project and process. I highly recommend Kaes home remodel and contract company."
Bangor Fire Exit Support
Surry Porch Build
Surry Porch Build
13 neighbors recently requested a quote
...
Showing 1-10 of 75
Roofing questions, answered by experts

Whether or not the terms of your roofing estimate are negotiable depends on the contractor. Some professional roofers will be willing to budge on labor fees to some extent, while others will simply walk away from the potential work rather than lower their fees. In most cases, it’s best not to negotiate the terms, as lower labor charges could lead to your contractor cutting corners. Material costs aren’t negotiable, but you could purchase them yourself to try to save on delivery fees and markups.

A gable roof with steep pitches covered in asphalt shingles or wood shakes is the most popular roof for Cape Cod homes. Asphalt shingles started gaining popularity in the early 1900s, so wood shake roofs, which were popular in the 1700s when Cape Cod homes were first built, are the traditional option. You can further modernize your Cape Cod home by raising the roof in the front, back, or both to add living space and change up the traditional single-gable roof with doghouse dormers.

Fall is widely considered the best time of year to replace a roof. The moderate temperatures are ideal for roofing crews to work and for new shingles to seal properly. Additionally, autumn weather is often drier, reducing the risk of weather-related delays compared to the rainier spring season.

While spring is also a viable option, the higher chance of rainfall can slow down the project. The main drawback to a fall installation is that it's the peak season for roofers, which can lead to higher prices and scheduling challenges.

To potentially save money, you could consider scheduling your roof replacement during the summer or winter off-seasons. However, both seasons have significant disadvantages. Extreme summer heat can make shingles too soft to handle, while winter's cold, snow, and ice can create dangerous working conditions and prevent shingles from sealing correctly, as they typically require temperatures above 40-45°F.

Homeowners insurance sometimes covers roof decking, but it depends on the cause of damage and whether the decking was properly installed. If the roof decking was damaged by a severe storm, then it will likely be covered. Insurance may also pay for roof decking work if building codes require it. However, insurance won’t cover damage caused by normal wear and tear or poor maintenance practices.

Architectural shingles typically last between 20 and 30 years. While some manufacturers provide warranties for 30 to 50 years, particularly for extreme weather, achieving such a long lifespan is uncommon. The actual life of your shingles can be shorter if you live in an area prone to strong winds, hailstorms, or other severe weather. To avoid the risk of roof failure and costly water damage from leaks, it is recommended to replace your roof before it reaches the end of its expected life. Scheduling regular roof inspections every few years is a good way to assess your roof's condition and determine the best timeline for replacement.

The Winter Harbor, ME homeowners’ guide to roofing services

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