Westhampton Beach’s Most Trusted Roofing Contractor
Serving the Hamptons & East End Since 2002 — Locally Owned & Operated
Locally Owned
Licensed & Insured
Westhampton Beach, NY
Our Roofing Services
Full-service roofing for Hamptons homes — from routine repairs to complete replacements
Asphalt Shingles
Durable, cost-effective roofing built to handle Long Island’s nor’easters and coastal weather.
Cedar Shake Roofing
The iconic Hamptons look. We install and restore cedar shake roofs with the craftsmanship they demand.
Flat Roof & EPDM
Expert flat roof installation and repair using premium EPDM membranes rated for coastal environments.
Roof Repair
Fast, honest repairs on any roof type. No upselling — we fix what needs fixing and tell you what doesn’t.
Emergency Service
Storm damage? Active leak? Call us now. We respond fast across the entire East End — 24/7 availability.
Skylights
Velux and premium skylight installation and replacement. Add natural light without sacrificing weather protection.
Why Hamptons Homeowners Trust Straightline Roofing
When you hire a roofing contractor in Westhampton Beach, NY, you want someone who actually knows this community — not a company dialing in from the suburbs. Straightline Roofing Inc. has been headquartered right here at 40 Riverhead Road since 2002. Owner Chris MiCallef grew up on the East End and has spent over two decades mastering the specific challenges of Hamptons roofing: salt air corrosion from the Atlantic, ice damming during nor’easters, and the premium craftsmanship that High-Hampton homes demand. That local knowledge isn’t something you can fake.
As an East End Long Island roofer, we work with every material the Hamptons calls for. The cedar shake tradition that defines East Hampton’s architectural identity. The flat roof EPDM systems common on the contemporary homes spreading through Bridgehampton and Water Mill. The architectural asphalt shingles that balance performance and value for year-round Hampton Bays residents. We’re fully licensed and insured in New York State — not a fly-by-night crew that disappears after storm season.
Our Nextdoor reputation is built on one thing: honesty. We’ll tell you when a repair is all you need and save you from an unnecessary replacement. We’ll tell you when a problem is serious before it becomes catastrophic. Atlantic storms and Nor’easters don’t announce themselves — your roof shouldn’t be a gamble. Cedar shake roofing, asphalt, metal, EPDM — we do it all, and we do it right the first time. That’s the Straightline promise.
We Serve the Entire East End of Long Island
Based in Westhampton Beach — serving every community from Remsenburg to Montauk
What Our Neighbors Say
Verified reviews from Nextdoor and Yelp — real Hamptons homeowners
“Chris and his crew replaced our cedar shake roof in Southampton last fall. Incredibly detail-oriented — they caught flashing issues our previous contractor had missed. Will not call anyone else for our Hamptons home.”
Margaret T. — Southampton, NY
via Nextdoor
“After the nor’easter hit Hampton Bays, I had three roofers give me quotes. Straightline was the only one who told me I didn’t need a full replacement — just targeted repairs. Honest company. Already recommended to four neighbors.”
Dave R. — Hampton Bays, NY
via Yelp
“We have a seasonal home in East Hampton and needed a contractor we could trust to work while we’re not there. Straightline handled everything professionally — photos throughout the job, no surprises on the bill. Exactly what we needed.”
Patricia & John W. — East Hampton, NY
via Nextdoor
Frequently Asked Questions
How long does a full roof replacement take on a typical Hamptons home?
Most standard residential roofs on the East End are completed in 1–3 days. Larger estates or complex cedar shake projects may take up to a week. We always confirm a realistic timeline before work begins and keep you updated throughout the project.
Do you work on seasonal homes when owners are not present?
Yes — a significant portion of our work is for seasonal and second-home owners who are not on the East End during the project. We document everything with photos, communicate via phone and email, and never proceed with scope changes without owner approval.
Are you licensed and insured in New York State?
Absolutely. Straightline Roofing Inc. is fully licensed and insured in New York State. We carry general liability and workers’ compensation insurance. We are happy to provide certificates of insurance before any work begins.
What roofing material is best for homes near the ocean on Long Island?
Salt air corrosion is a real concern for coastal Long Island homes. Cedar shake, properly treated architectural asphalt shingles, and metal roofing all perform well in coastal environments when installed correctly. We assess your specific exposure and recommend the best material for your situation and budget.
Do you offer free estimates?
Yes. All estimates are free with no obligation. Call us at (631) 288-8277 or submit a request through our contact page and we’ll schedule a time that works for you.
Ready for a Free Estimate?
Call Chris and his team today — no pressure, no upselling. Just honest roofing advice.
Licensed & Insured · Westhampton Beach, NY · Since 2002