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  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon408
    Verified roofing services reviews

Top-Rated Roofers in Sag Harbor - Updated Nov 2026

Avatar for Rapid Roofing
Rapid Roofing
5.0(
31
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Sag Harbor, 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%
93 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 Sag Harbor, 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%
15 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 Sag Harbor, 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"
16 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for O'Brien Brothers Contracting, Inc.
O'Brien Brothers Contracting, Inc.
4.9(
214
)
Flat, Foam or Single Ply Roofing - RepairInspection - RoofingAsphalt Shingle Roofing - Repair+10 more

Serving Sag Harbor, 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%
17 neighbors recently requested a quote
Avatar for ABC Roofing
ABC Roofing
4.9(
84
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairWood Shake or Composite Roofing - Repair

Serving Sag Harbor, 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%
17 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 Sag Harbor, 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%
97 neighbors recently requested a quote
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Roofing FAQs, answered by experts

You can only overlay a roof once. Any additional layers of shingles will add too much weight and may also violate building codes. Once your roof has had an overlay, you’ll need to have a full roof replacement, including a tear-off of all existing roofing materials, when it’s time for a new roof. 

Ridge vents can last as long as your roof does. As long as your ridge vents were installed correctly by a qualified professional, they will need very little upkeep. Inspecting your ridge vents annually to ensure they aren’t cracked, clogged, or leaking will help prolong their lifespan. 

It’s possible for a roofing estimate to change after the initial assessment, but in most cases, it shouldn’t. There’s always the risk that something unexpected will happen that causes prices to go up, like discontinued materials or your roofer discovering previously hidden damage to your decking when ripping off the old roof. However, experienced roofers should account for these circumstances in their initial estimates. Roofing contracts are binding, so always check your contract for language about how and why your numbers could change.

Roofers don’t typically replace vent pipes themselves, but they do handle the flashing and seals around vent pipes when working on a roof. During a roof replacement or repair, roofers inspect the vent pipe flashing for damage, replace deteriorated seals, and ensure the pipe is properly integrated into the roofing system to prevent leaks. If the vent pipe itself is cracked or damaged, a plumber is usually required to replace it, while the roofer ensures the roofing components around the pipe remain watertight.

A cool roof can be worth it in the right climate. Cool roofs are excellent at reflecting solar heat away from your home, so if you live in a warm or hot climate, they can be a great roofing choice. Some cool roofing materials are even eligible for tax credits. However, they cost more than traditional roofing and don’t retain heat as well as traditional roofing, so they’re not ideal if you live in a cold climate.

The Sag Harbor, NY homeowners’ guide to roofing services

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