Best Roof Repair in Southold, NY — Top Roofers (2026)

44 Verified Contractors 4.7 Avg Rating 296 Total Reviews AI-Analyzed Reviews

Top Roofers in Southold, NY

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Expressway Roof Leaks and Siding Repair

4.8(69 reviews)
24/7 EmergencyOnline EstimatesOpen Weekends
AI Review Summary

Expressway Roof Leaks and Siding Repair consistently earns praise for their rapid response times and thorough problem-solving, with customers highlighting how the crew clearly explains issues and delivers quality repairs. Reviewers appreciate the team's professionalism, clean work practices, and fair pricing, along with their ability to handle multiple services efficiently without compromising quality. The company's reliability and willingness to work with customers on multiple properties make them a trusted choice for homeowners seeking dependable roofing and siding solutions in the Springs area.

"We called Expressway Roof Leaks and Siding Repair after noticing water stains on our ceiling. They came out quickly, explained exactly where the leak was coming from, and fixed it properly. The crew was professional, respectful, and left everything clean. Huge relief finding a reliable roofing contractor in Springs." — MARLON W.
21 Kent Pl
✓ Licensed✓ Insured✓ 22 yrs in business

+1 631-772-7595

Cloud 9 PowerWash & Roof Cleaning

4.7(80 reviews)
Open Weekends
AI Review Summary

Cloud 9 Roofing and Powerwashing earns consistent praise from customers for their professionalism, responsiveness, and quality workmanship. Clients particularly appreciate the team's respectful treatment of properties, timely communication, and ability to tackle specialized cleaning challenges. With multiple repeat customers highlighting their reliability and fair pricing, Cloud 9 has built a reputation for delivering results that exceed expectations.

"I used Cloud 9 a few times years ago and was very happy with their work. I called them 3 times to do gutter cleaning this year. First call I made, I never received a call back. I did receive a call back the second time I called them and was told I’d receive an estimate and they would come the week of 6/23 to do the work. Never heard back from them again. Called back a third time and again they never returned my call. Disappointed but will find…" — Sylvia S.
68 Magnolia Dr
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 631-575-9087

Trusted General Contractor

4.7(79 reviews)
Online EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

Trusted General Contractors earns consistent praise for their exceptional responsiveness, quality workmanship, and unwavering commitment to customer satisfaction. Customers highlight the team's professionalism, attention to detail, and clear communication throughout projects, with crew members like Johnny and Paul going above and beyond—including same-day quotes, rapid turnaround times, and immediate follow-up service to address any concerns. The company's dedication to doing jobs correctly, maintaining clean work sites, and ensuring complete customer satisfaction makes them a trusted choice for roofing and exterior work.

"We had an amazing experience with Trusted! They replaced our roof and several exterior screen doors, and the quality of their work was outstanding. The crew was professional, on time, and kept the work site incredibly clean—we never had to worry about debris from the old roof. They made sure we were completely satisfied every step of the way. Their communication was clear and always helpful. The new roof looks fantastic, and the doors were…" — Geralyn K.
1790 Boston Post Rd
Licensed - Not confirmedInsured - Not confirmed✓ 10 yrs in business

+1 860-304-0851

AM PM Roofing

4.7(68 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

AM-PM Roofing consistently earns high praise for their thorough, professional approach and attention to detail—from Paul's personal roof inspections that prevent surprises to meticulous cleanup and careful protection of landscaping and property. Customers repeatedly highlight their reliability and follow-through, competitive pricing, clear communication, and quality craftsmanship that meets even demanding standards. The team's commitment to arriving on time, completing work seamlessly, and avoiding unexpected change orders makes them a trusted choice for roofing projects of all sizes.

"“Professional, thorough, reliable, exceptional service at a fair price.” This is what I look for when I need things done. These are rare qualities nowadays, and I reserve this for only the contractors I’ve dealt with that truly earn and deserve it. AMPM earned and deserves the highest review I can give. My better half is an Architect, he is tough to please, especially with details. He absolutely was impressed with AMPM from start to finish.…" — Ashley J.
81 Granite St
✓ Licensed✓ Insured✓ 28 yrs in business

+1 860-961-2825

Why Hire a Local Roofer in Southold?

Local Climate Knowledge

Southold roofers understand New York's specific weather patterns and choose materials built to last in local conditions.

Building Code Compliance

Local contractors know Southold's permit requirements and code standards, ensuring your repair passes inspection.

Faster Response Times

A local company can respond to emergencies quickly and follow up easily if issues arise after the repair.

Typical Roof Repair Costs in Southold

Repair TypeTypical Cost Range
Minor Leak Repair$150 – $400
Shingle Replacement (small area)$300 – $900
Flashing Repair$200 – $600
Gutter Repair / Replacement$150 – $500
Section Repair (large area)$1,500 – $5,000
Emergency Repair$500 – $1,500
Full Roof Replacement$8,000 – $25,000+

* Estimates only. Actual costs vary by scope, materials, and contractor. Get at least 3 quotes.

FAQ: Roof Repair in Southold, NY

Roof repair costs in Southold typically range from $150–$400 for minor leak repairs to $1,500–$5,000 for extensive section repairs. Emergency repairs can cost more. The exact price depends on the extent of damage, roofing material, roof pitch, and the contractor you choose. Always get 3 quotes before committing.