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10 Best Roofers in Southold, NY

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Written By David Cusick

Last Updated April 2024

Maintaining your roof is important for protecting you and your home, but isn't always a simple job. Especially during the rainier months, the roof on your Southold home may be at risk of damage.

One of your area's top roofing contractors can help with any concerns you might have. No matter if your roof needs repairs, a replacement, or cleaning, one of Southold's top roofers can help.

Top 10 Best Roofers in Southold

Erie Home

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121 Dudley Town Rd Unit F, Bloomfield, CT 06002 (860) 358-9240 eriehome.com

Free inspections

Quality customer service

Transparent project updates

Services Offered

Asphalt roofs
Roof repair
Replacement
Metal roofs

Carlos Serna Home Improvements

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342 Kings Point Rd, East Hampton, NY 11937 (631) 204-7797 sernahome.com

Quality customer service

Transparent project updates

Customer education

Free inspections

Services Offered

Replacement
Asphalt roofs
Metal roofs
Wood roofs

Expressway Roof Leaks and Siding Repair

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21 Kent Pl, East Hampton, NY 11937 (631) 772-7595 expresswayroofingandchimney.com

Reputation for timeliness

Free inspections

Transparent pricing

Quality customer service

Services Offered

Ventilation
Roof repair
Wood roofs
Skylights
Flat roofs
Quality inspection
Rubber roofs
Replacement

Express Way Cedar Shake Roofing And Siding Repair, Replacement

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310 Alvahs Ln, Cutchogue, NY 11935 (631) 772-7592 cedarsidingandroofing.com

Quality customer service

Preventive services

Free inspections

Customer education

Transparent pricing

Services Offered

Ventilation
Quality inspection
Mold remediation
Asphalt roofs
Replacement
Terra cotta
Roof repair
Wood roofs

Cedar Design Inc.

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39B Industrial Rd, Wainscott, NY 11975 (631) 537-6870 cedardesigninc.com

Transparent pricing

Quality customer service

Free inspections

Customer education

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Replacement
Metal roofs
Flat roofs
Slate
Asphalt roofs
Wood roofs

AM PM Roofing

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24 W Main St, Clinton, CT 06413 (203) 318-8022 ampmroofing.com

Transparent project updates

Free inspections

Locally owned

Customer education

Transparent pricing

Reputation for timeliness

Quality customer service

Services Offered

Quality inspection
Skylights
Replacement
Wood roofs
Roof repair
Dormers
Asphalt roofs

CEDAR MASTERS ROOFING & SIDING

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81 Newton Lane #346, East Hampton, NY 11937 (631) 637-2828 cedarmasters.com

Quality customer service

Transparent project updates

Customer education

Preventive services

Free inspections

Reputation for timeliness

Transparent pricing

Services Offered

Wood roofs
Replacement

A N A Roofing LLC.

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15 High Ridge Dr, Waterford, CT 06385 (860) 912-9940 anaroofing.com

Transparent pricing

Free inspections

Preventive services

Quality customer service

Services Offered

Replacement

PERFECTION CEDAR ROOFING & SIDING

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26 Hill St # 108, Southampton, NY 11968 (631) 737-0123 longislandconstruction.com

Quality customer service

Transparent pricing

Customer education

Free inspections

Services Offered

Replacement
Metal roofs
Slate
Roof repair
Solar panel installation
Wood roofs
Skylights

Russell H Nill Inc

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78 Mariner Dr, Southampton, NY 11968 (631) 287-4343 russellhnillroofing.com

Customer education

Transparent pricing

Quality customer service

Free inspections

Services Offered

Metal roofs
Replacement
Roof repair
Rubber roofs
Today's Homeowner Ranking Methodology

Today's Homeowner looks at dozens of datapoints on roofers to come up with our data-driven rankings. It's not possible for a company to pay for preferential treatment in our rankings. We look at the following key factors in determining who should top our list:

  • Company Experience
  • Real User Reviews
  • Company Reputation
  • Accreditations and Licenses
  • Service Area
  • Customer Service
Have questions about our methodology or company ratings? Reach out to FindAPro@TodaysHomeowner.com.

How Much Does a New Roof Cost in Southold?

Budgeting is important when tackling a project as big as roof replacement. Below, we provide the average price range for replacing a roof on a 1,500 square foot home in Southold. We also highlight price differences between popular roof materials.

How To Choose a Roofing Company

Installing a new roof is a big home renovation that may cost over ten thousand dollars total when finished. It's crucial to research in depth to find the best credentialed and most respected roofing company for the job. Here are the main things to consider when hiring a roofer.

  • Warranties and guarantees: Reputable roofing companies provide strong guarantees that protect your roof. Look for coverage on shingles lasting 30+ years and at least a 5-year labor warranty. Stay away from companies that have less coverage than that.
  • Roofing materials and products: Leading manufacturers produce durable roofing materials that can withstand Southold's weather for years. Avoid contractors offering low-cost or generic products. Inspect shingle samples before making a decision.
  • Detailed written estimate: Reputable roofing companies will provide detailed written proposals. These estimates should outline the full scope of the project, materials required, and total cost with no hidden fees. Avoid vague bids or ones that seem much too low or high.
  • Responsiveness and communication: From estimate to project completion, the company should maintain ongoing communication with you, answer all questions, and resolve any concerns.
  • Experience and credentials: Companies operating for over a decade demonstrate years of experience on top of quality work and satisfied customers. Only consider companies that are licensed, bonded, and insured. Ask about professional certifications, such as those from the National Roofing Contractors Association.
  • References and reviews: Research companies carefully by examining their Google, Yelp, or Better Business Bureau (BBB) profiles to look for years of consistently good feedback. You can also request recent local references.

Signs Your Roof Needs Repair or Replacement

While most homeowners don't think about their roof every day, it plays a key role in protecting your home. Look out for these common signs that your roof may need an inspection and repairs from a professional roofer.

Roof Age

The age and material of your roof are important. Asphalt shingles, the most common residential roofing material, typically last around 20–25 years before needing to be replaced. If your roof is nearing or past this lifespan, have it evaluated to determine if full replacement is needed.

Leaks or Water Stains in Your Home

Leaks are a frequent sign of roof issues. Water leaking through worn or damage shingles often leads to water stains on ceilings, walls, and insulation, or in your attic. Don't neglect even small leaks, as they can still lead to mold and other damage.

Exposed Roof Decking Underneath Shingles

If you can see roof deck boards or sheathing under shingles, it indicates that those shingles are severely curling or losing their seal. This means the shingles likely need replacement. Shingles need to lie flat to stop water from leaking into your home.

Cracked, Broken, or Missing Shingles

Carefully inspect your shingles from the ground or a safely-placed ladder. Look for any shingles that have cracks or have lost their protective granule coating. Over time, environmental factors like storms can cause surface damage. To keep your roof in good shape, we recommend replacing any missing shingles or ones with gaps.

Flashing Deterioration Around Roof Penetrations

Roof flashing seals off chimneys, valleys, vents, and other areas that penetrate your roofing system. If the metal flashing is damaged, coming loose, or deteriorated, it can leak. Have any flashing problems fixed right away.

Sagging Roof Line

If your roof shows signs of sagging or unevenness, schedule a professional inspection. These issues could signal a structural problem. A sagging roof that's not given adequate structural reinforcement or full replacement will continue worsening over time.

Frequently Asked Questions About Roofing in Southold, NY

The best type of roofing material for your home in Southold will depend on several factors, such as your budget and how often you're willing to do maintenance.

Asphalt is less costly, while options like metal are more expensive but last longer. You also might choose a material like wood for its environmentally friendly nature.

New York does not require roofing contractors to hold a state-level license, but there may be local requirements. You should verify that your contractor meets any local licensing requirements before signing a contract.

Roof replacement generally takes between one and five days. This timeline can be influenced by factors like the weather in Southold, the accessibility of your roof, and its size. Be prepared for Southold's rainy weather to impede progress.

The best time of year to have your roof replaced is fall or spring. If you try to schedule a project during the wintertime, cold weather in Southold could extend the working timeline.

A professional will either pressure wash or "soft wash" your roof, depending on the roofing material and how much cleaning is needed. Power washing is not recommended for certain roof types like asphalt shingles. When soft washing your roof, your contractor might use chemicals like detergent and bleach, and tools such as brooms and brushes.

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