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TRUSTED BY SOUTHOLD, NY HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon173
    Verified roofing services reviews

Find Roofers in Southold

Avatar for Four Seasons Roofing
Four Seasons Roofing
4.6(
150
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Southold, NY and surrounding areas

Approved

In business since 1983

Free estimates

Emergency services offered

"My entire roof was redone in one day!. Four seasons staff are true professionals, they had a crew of 20 people working from 7:00 am till about 5:00 p.m. They arrived fully equipped and worked until roof was completed. The following day the Gutters were installed and voila!, my roof was completed and my yard was cleaned as if nothing happened. Professional service. Very happy with the service provided by Four Seasons."
GAF Preferred Contractor Badge
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+19

Response time2 days
Response rate100%
11 neighbors recently requested a quote
Avatar for Rapid Roofing
Rapid Roofing
5.0(
21
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Southold, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2018

Free estimates

Warranties offered

"I had 3 layers of roofing on my house, and over the last 2 years I spent a ton of money on repairs. Finally I called Rapid Roofing and when they assessed the roof, they let me know that the reason I was having so many leaks was from the 3 layers of roofing and not having a proper roofing system. I decided to do a full roof replacement and it was the best decision I could have made because my roof looks great, my electric bill went down, and now I don?t need to keep repairing it! Awesome communication, great people and I got a great price! Bravo Rapid Roofing!"
Asphalt Shingle Roofs
Asphalt Shingle Roofs
Asphalt Shingle Roofs
Asphalt Shingle Roofs
Asphalt Shingle Roofs

+54

Response time7 hrs
Response rate94%
65 neighbors recently requested a quote
Express Way Roofing and Chimney, Inc.
4.8(
239
)
Asphalt Shingle Roofing - Install or ReplaceNatural Slate Roofing - Install or ReplaceMetal Roofing - Install or Replace+3 more

Serving Southold, NY and surrounding areas

Approved

In business since 2010

Free estimates

Credit card accepted

"I consider the roof of a property so essentially important, I went with Express Way Roofing . They did a great timely install. Wonderful craftsmanship and materials.No roof is without leaks, but Express Way Roofing are only a call away. They are prompt and fix the leak asap. I appreciate it and my tenants appreciate it."
18 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for AAA Home Construction, Inc.
AAA Home Construction, Inc.
4.8(
142
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairAsphalt Shingle Roofing - Repair - For Business

Serving Southold, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2018

Free estimates

Credit card accepted

"AAA Home Construction responded quickly to my request for roof repair job, visited my home and provided a very fair estimate within hours. Nick arrived on time for the job and made a thorough assessment of the damage within an hour. There was far more damage than anticipated. Unbeknownst to me, there was also has no insulation in the roof. I was given a very fair price to have all the rotted wood replaced and install insulation. Every roofing detail was covered and a new gutter provided. They cleaned up well and even spackled a few areas in the ceiling below (removal of decades old, rotted wood was brutal) affected by vibrations. The AAA Home Construction team demonstrated great integrity and quality workmanship. I've obtained estimates for a couple of other projects, too, and look forward to working with AAA Home Construction again!"
Response time3 hrs
Response rate97%
51 neighbors recently requested a quote
Avatar for Best Way Roofing & Chimney
Best Way Roofing & Chimney
4.9(
14
)
Inspection - RoofingAsphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - Repair+12 more

Serving Southold, NY and surrounding areas

Approved

In business since 2012

Free estimates

Emergency services offered

At Best Way Roofing and Chimney, we take pride in protecting and improving homes across Suffolk County and surrounding areas with top-quality roofing, chimney, and exterior services. With years of hands-on experience, our skilled team delivers reliable workmanship, honest solutions, and lasting results for every project.\nWe specialize in roofing installation, repair, and replacement, as well as chimney repair, cleaning, and rebuilding. Beyond roofs and chimneys, we handle all types of exterior work, including siding, gutters, masonry, and waterproofing, ensuring your home is both beautiful and well-protected year-round.\nWhether you’re dealing with storm damage, routine maintenance, or planning a full upgrade, Best Way Roofing and Chimney is committed to providing professional service at competitive rates. We’re fully licensed and insured, and every job is backed by our dedication to quality and customer satisfaction\nWe are here to keep your home safe, strong, and looking its best.\n\n

Response time5 hrs
Response rate95%
82 neighbors recently requested a quote
Avatar for A+ Reliable Home Improvements
A+ Reliable Home Improvements
4.9(
89
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Repair - For BusinessFlat, Foam or Single Ply Roofing - Repair- For Business

Serving Southold, NY and surrounding areas

Approved

In business since 2015

Free estimates

Emergency services offered

"A+ Reliable Roofing is the perfect name for this company along with dependable. Nick called when he was supposed to. He came when he said he would. He knew exactly what he was doing and he completed the two jobs I had in a very reasonable amount of time. I would absolutely hire him again and recommend him to anybody. He was also extremely pleasant and helpful."
Roofing and Chimney
Roofing and Chimney
Roofing and Chimney
Roofing and Chimney
Roofing and Chimney

+5

Response time2 hrs
Response rate100%
14 neighbors recently requested a quote
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Roofing questions, answered by experts

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.

Hail is unlikely to damage a tar and gravel roof because the hailstones will hit the protective gravel rather than your delicate roof membrane. A tar and gravel roof is the most resilient flat roof option, which means it’s the best one for areas that see hail, fallen tree debris, and blown debris from intense winds.

Yes, Energy Star roofs are one of the best types of roofs for cost efficiency. They can reduce your peak cooling demand by anywhere from 10% to 15%.

You should hire a roofing professional to install a metal roof, as it’s an essential part of your home and a difficult installation. Your roof provides the most protection for your home among all of the building materials, and any mistakes made during the installation process can quickly lead to roof leaks, water damage, and significant repair costs. A roofing professional will ensure your new roof is installed properly and according to building code to minimize that risk, and they will usually back the installation and materials with a roof warranty for added peace of mind.

The lifespan of asphalt shingles is typically between 15 and 30 years, depending on the type of shingle and other factors. Standard 3-tab shingles have the shortest lifespan, around 10 to 15 years. Architectural shingles last longer, averaging 20 to 25 years. Luxury or designer asphalt shingles are the most durable, with a lifespan of 40 years or more. Climate, installation quality, and regular maintenance also play a significant role in how long your shingles will last. Signs that they need replacement include granule loss, bald spots, and roof leaks.

The Southold, NY homeowners’ guide to roofing services

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