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TRUSTED BY WINDHAM, ME HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon557
    Verified roofing services reviews

Top-Rated Roofers in Windham - Updated Nov 2026

Avatar for CARON ROOFING & CONSTRUCTION
CARON ROOFING & CONSTRUCTION
4.5(
84
)
Asphalt Shingle Roofing - Install or ReplaceHeating Cable for Roof - InstallSealant for Roof - Apply+26 more

Serving Windham, ME and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

"We recently experienced an amazing, satisfying week with Caron Roofing and Construction. Several leaks in our roof appeared during a month of sometimes heavy rain. I called Justin Caron to come take a look at possible repairs. He came the following day. He recommended total roof replacement, including a rubber membrane covering the nearly flat roof over the two-car garage. Our home was built in 1905 and last re-roofed thirty or forty years ago. It needed replacement, and Justin’s estimate of price was reasonable. Justin made a formal written proposal the next day, and, after discussion, agreement on the work was reached. Necessary materials arrived the following morning, with the roofing work scheduled for the day after. Bang! A little after seven in the morning of the fourth day after my initial call, the work crew arrived, along with every imaginable piece of equipment and tool needed. Netting was placed to protect plants and flowers. Two dumpsters were deployed to collect trash. The 12 person crew worked as a coordinated team, purposely, professionally, and proficiently. By afternoon’s end, the roofing was done. The crew gathered up their equipment, finished removal of all the old roofing, and tidied up the yard. They restored everything to the “as before” condition, except now we had a wonderful new roof. Four days from first call to completed job. Well done!"
Tear roof. Install lifetime Architectural shingles
Tear off install lifetime architectural shingles
Install all grace ice and water shield and certain teed shingles
Additional Photos
Additional Photos

+2

5 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for Clear Choice Home Improvements, LLC
Clear Choice Home Improvements, LLC
4.5(
975
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Windham, ME and surrounding areas

Approved

In business since 2004

Credit card accepted

Offers commercial services

"I'm a return customer. They did our replacement windows a few years ago, and they just replaced our asphalt roofing shingles. They did a wonderful job. I was amazed and impressed with how quickly, and how well, they completed the job. I love my new roof."
Before & After
Before & After
Before & After
Before & After
Before & After

+7

Response time4 hrs
Response rate100%
87 neighbors recently requested a quote
Avatar for Spartan Roofing LLC
Spartan Roofing LLC
5.0(
16
)
Asphalt Shingle Roofing - RepairMetal Roofing - RepairWood Shake or Composite Roofing - Repair+2 more

Serving Windham, ME and surrounding areas

Approved

In business since 2023

Free estimates

Customers say: True professional

"The crew arrived on time. They did an amazing job. They removed the old roofing repaired a hole and replaced with new shingles, The roof looks beautiful. Aaron was here to check in on crew and to make sure all was going well. The crew cleaned up the yard and hauled away all the old. Highly recommend Aaron and his crew. His price was reasonable and much lower than other roofing companies. 👍👍"
Repair
Repair
Repair
Repair
Repair

+28

Response time8 hrs
Response rate94%
32 neighbors recently requested a quote
East Coast Metal Roofing, LLC- Maine
4.5(
30
)
Metal Roofing - Install or Replace

Serving Windham, ME and surrounding areas

Approved

In business since 2016

Free estimates

Warranties offered

"I knew from the start I wanted a metal roof and that I wanted the Permalock product for its quality and durability, and that it looked like the shingle roof we had. The lifetime guarantee and product sold me. The roofers were great, and every night the place was cleaned up, very efficient company."
Griswold, CT
Griswold, CT
Griswold, CT
Griswold, CT
Griswold, CT

+155

Response time2 days
56 neighbors recently requested a quote
Recommended by100%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 Windham, ME and surrounding areas

Approved

In business since 2007

Free estimates

Emergency services offered

"The crew at James & Whitney co were extremely friendly, courteous and went out of their way to make sure that we were happy with our new roof. The job was done fast and is of wonderful quality. Beyond that, this is a company that truly stands behind their work, as they have reached out to me several times in the past few months to ask how the roof is holding up. I truly couldn’t recommend James & Whitney highly enough to anyone who needs work done on their roof."
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%
48 neighbors recently requested a quote
Avatar for Wallace Home Improvement
Wallace Home Improvement
4.7(
59
)
Asphalt Shingle Roofing - Install or Replace

Serving Windham, ME and surrounding areas

Approved

In business since 1980

Offers commercial services

Customers say: Quality work

"Mr. Wallace was prompt and courteous, as was his roofing team. They were able to remove the old roof and install the new one in the same day. And when they left, the yard was spotless. A few days aftwr the install, we had a major wind and rain storm and thd new roof handled it flawlessly. Highly recommend this company."
Reroof
Response time1 day
4 neighbors recently requested a quote
Recommended by96%of homeowners
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Roofing FAQs, answered by experts

Flapping shingles, or shingles that are lifting or curling away from your roof, can be glued back into place using roofing cement or sealant. Apply the glue underneath the shingle, then press it down firmly. You can leave a brick on top of the shingle to hold it in place overnight while the sealant dries.

Rubber shingles last for around 30 years, on average, and some can last for and include warranties for up to 50 years. Rubber roof shingles are more expensive than asphalt shingles, but they can last up to twice as long, meaning they provide more value in the long run. Just keep in mind that rubber roofs often require more maintenance than asphalt shingle roofs, including routine cleaning to avoid mold growth. Ask the roofer who installed your roof for an estimate for routine cleaning, if necessary.

Yes, removing a chimney is a difficult and major undertaking. Chimneys often provide structural support to a home, so if it's a load-bearing structure, you'll need to take extra precautions to maintain your home's integrity. A project of this complexity typically requires a structural engineer, a masonry contractor, and a demolition crew. The removal process may involve taking the chimney out brick by brick from inside the walls. The cost for chimney removal can range from $2,000 to $10,000, depending on the job's complexity. Due to the difficulty and cost, some homeowners opt to remove the fireplace and seal the chimney at the top and bottom, sometimes also removing the visible exterior portion at the roofline.

Metal roofs do not inherently leak more than shingle roofs; when properly installed, they are generally less likely to leak. Asphalt shingle roofs are more susceptible to leaks due to factors like wind uplift, damage from extreme weather, moss growth, and ice dams. Over time, asphalt shingles also lose their protective grit, which reduces their waterproofing capabilities. In contrast, metal is a more resilient material that stands up better to heavy precipitation and high winds. However, metal roofs can develop leaks if they are poorly installed, have improperly sealed fasteners, or experience issues from thermal expansion. For this reason, professional installation and regular maintenance are crucial to ensure a metal roof's longevity and superior protection against leaks.

Cool roofs last for roughly 15 to 30 years. You can install a cool roof coating over an existing roof, but keep in mind that this might not be worth it if your roof is near the end of its life expectancy. If your roof isn’t near the end of its life, adding a cool roof coating can make your existing roof more energy-efficient and help it last longer, so you’ll have to weigh the pros and cons.

The Windham, ME homeowners’ guide to roofing services

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