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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%
70 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

"Crew showed up on time, and put a new roof on my house. Gutters came the following good weather day. All small issues have been addressed. I am pleased with my new roof."
14 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for O'Brien Brothers Contracting, Inc.
O'Brien Brothers Contracting, Inc.
4.9(
214
)
Asphalt Shingle Roofing - RepairInspection - RoofingFlat, Foam or Single Ply Roofing - Repair+10 more

Serving Southold, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2015

Free estimates

Emergency services offered

"I was very pleased with O'Brien Brother's Contracting for a recent roof repair due to a leak. Eddie came the day that I contacted him. He was the fourth estimate that I received and proved to be very knowledgeable about the matter, including that the GAF shingle color that I have is no longer produced. That said, he was able to make some phone calls while standing on my roof and located a place with some remaining supply of the color shingle that is on my roof. The repair was quick and looks terrific. I will hire him again the next time I need a roof repair. Eddie also removed an old satellite dish and stump of an old electrical connection, and the roof looks great."
Copper flashings
Plywood
G.A.F Architectural shingles
Only the best materials
Chimney flashing and roof repairs

+53

Response time9 hrs
Response rate94%
65 neighbors recently requested a quote
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%
49 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%
21 neighbors recently requested a quote
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Roofing questions, answered by experts

Homeowners insurance typically covers roof repairs or replacement if the damage is caused by a sudden, accidental event or a covered peril, such as a storm, wind, hail, fire, or a falling tree. However, insurance will not cover repairs or replacement for issues stemming from a lack of maintenance, normal wear and tear, or a roof that is simply old and at the end of its lifespan. If a leak or damage occurs due to neglect, you will likely have to pay for repairs out of pocket.

Roof blistering and hail damage are different in their physical appearance. Blistering, often caused by inadequate ventilation, low-quality material, and improper installation, looks like large, irregular bubbles popping out of your roof. Meanwhile, hail damage is usually circular or oval dents entering your roof and often follows the same path as the hail storm.

The warranty for algae-resistant shingles varies by manufacturer, but the industry standard is 25 years for overall shingle durability and lifespan and between 10 and 15 years for algae resistance. Some products come with longer warranties for discoloration of up to 30 years. Check warranty coverage for the shingle and algae protection before deciding on a roofing product.

If a roof is not vented, trapped air and moisture have nowhere to go and will cause moisture to build up in the attic. When moisture builds up, it can cause mold and mildew, leaks, and rot. It will make the space hot and stuffy, which can result in higher energy bills as the HVAC system works overtime to regulate the temperature.

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.

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.