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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 Rapid Roofing
Rapid Roofing
5.0(
26
)
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

"Rapid Roofing was amazing. I didn?t know what to expect and searched for a roofing company near me. I saw Rapid Roofing had great reviews and I wasn?t disappointed. I had a free roof inspection done by Rapid and they actually got up on the roof to check. Other companies just used a drone. The pricing was fair, their communication was excellent, and my new roof looks beautiful!"
Asphalt Shingle Roofs
Asphalt Shingle Roofs
Asphalt Shingle Roofs
Asphalt Shingle Roofs
Asphalt Shingle Roofs

+54

Response time7 hrs
Response rate94%
86 neighbors recently requested a quote
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%
16 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

"Express Way Roofing is amazing his crew are fantastic the windows are beautiful and the roofing shingles are guaranteed for twenty years. I highly recommend Them"
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%
88 neighbors recently requested a quote
Avatar for ABC Roofing
ABC Roofing
4.9(
84
)
Asphalt Shingle Roofing - RepairWood Shake or Composite Roofing - RepairFlat, Foam or Single Ply Roofing - Repair

Serving Southold, NY and surrounding areas

Approved

In business since 2013

Free estimates

Emergency services offered

"I would highly recommend them. They fixed a leaking roof for me. They were available quickly for an estimate and to do the work. The price they gave was more than reasonable especially compared to other estimates. They work fast but accurate. Took pictures as they went along to show me. Clean up was perfect. Can't forget to mention the customer service was beyond great."
skylight
skylight
valley leak
valley leak
new roof

+13

Response time3 hrs
Response rate87%
27 neighbors recently requested a quote
Avatar for Best Way Roofing & Chimney
Best Way Roofing & Chimney
4.9(
14
)
Inspection - RoofingAsphalt Shingle Roofing - RepairSealant for Roof - Apply+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%
99 neighbors recently requested a quote
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Roofing questions, answered by experts

The easiest way to tell if your roof vent boot is leaking is to look in your attic for signs of water damage. You might see visible moisture, water spots, or mold on the roof decking around the roof vent or damaged or soggy insulation below it. If you don’t have access to your attic or aren’t sure if the vent boot is the issue, hire a professional to come inspect your roof and figure out the underlying issue.

Asphalt shingles blister when air gets trapped between building materials, either within the layers of the shingle itself or in adhesives on the undersides of the shingles. As the roof heats up in direct sunlight, the trapped gas expands and creates a bubble in the roof. Eventually, the bubble can pop, leaving an exposed area of decking and underlayment.

Spray foam roofs don’t stand up well to impact, so they won’t last as long as something like a tar and gravel roof and other flat roof materials in areas where extreme weather is common. Due to the reduced durability, you’ll also need more frequent maintenance and repairs for a spray foam roof, and those costs will add up over time. Spray foam roofs are relatively uncommon, so you may also struggle to hire a roofing contractor who can install one.

Copper roofing works well in all kinds of climates, but it’s ideal in humid climates because it naturally repels fungus, moss, and algae. This makes it one of the best roofing options for Cape Cod homes in the Northeast, as well as homes in the humid southern states and snowy northern states. That said, copper is vulnerable to thermal expansion. If you live in a climate that has extreme temperature changes, your contractor will need to consider this during the installation process.

Ideally, you shouldn’t pay your roofer upfront unless you’re special-ordering materials. However, anything between 10% and 15% of the project’s cost is reasonable to pay upfront. Avoid making a final payment until after the roof gets completed.

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.