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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
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+19

Response time2 days
Response rate100%
11 neighbors recently requested a quote
Avatar for Rapid Roofing
Rapid Roofing
5.0(
19
)
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%
60 neighbors recently requested a quote
Express Way Roofing and Chimney, Inc.
4.8(
239
)
Asphalt Shingle Roofing - Install or ReplaceFlat, Foam, or Single Ply 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"
22 neighbors recently requested a quote
Recommended by98%of homeowners
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%
86 neighbors recently requested a quote
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Roofing questions, answered by experts

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.

Roof underlayment usually lasts as long as the roofing material that covers it, as it’s not directly exposed to the elements. In most cases, roofing companies will replace the underlayment each time they install a new roof. In some cases, particularly with slate, clay, or certain metal roofs that can last 50 to 100 years, your underlayment may require replacement within that timeframe, especially if you start to notice roof leaks.

Yes, installing a new metal or tin roof can increase your home's value. A metal roof's longevity and durability are major selling points for prospective buyers, as it means they likely won't have to worry about a roof replacement. These roofs can last 40 to 80 years, which is significantly longer than traditional asphalt roofs.

In terms of return on investment (ROI), homeowners may see an increase in home value of around $7,000 to $8,000, which can represent 60% to 70% of the installation cost. Another way to measure ROI is per square foot, which can range from $3.00 to $8.40, with higher returns in areas where a durable roof is particularly beneficial.

Always inform your insurance company when you get a new roof. A new roof may entitle you to lower rates or discounts, and if you need to make a claim, they’ll have up-to-date information on your roof. You’ll need to provide documentation—ask your insurance agent what you need to submit to prove you had your roof replaced.

You can put a green roof on a regular house with a compatible slope. Green roofs are best suited for flat or gently sloped roofs, as steeply pitched roofs can make the installation and maintenance of the green roof challenging. Flat roofs can support the weight of the soil and plants and ensure effective drainage.

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.