Get matched with the best Roofing & Gutter Service pros in Southold, NY

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Gutter Helmet By Harry Helmet

★ ★ ★ ★ ★ 4.7 (42 reviews)

Bohemia, NY 11716

Gutter Helmet by Harry Helmet® offers professional installation of its innovative gutter protection system over existing rain gutters. Designed to prevent clogs and costly damage, Gutter Helmet® is ma...

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A1 Roofing & Siding - Roofing & Gutter Services in Port Jefferson Station, NY

A1 Roofing & Siding

★ ★ ★ ★ ★ 4.7 (15 reviews)

Port Jefferson Station, NY 11776

4 projects

A1 Roofing & Siding is a family-owned company serving Long Island since 1981. We pride ourselves on our expertise and commitment to quality without sales gimmicks or hidden costs. Our OSHA-compliant t...

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SixM Construction Inc. - Roofing & Gutter Services in Belle Terre, NY

SixM Construction Inc.

★ ★ ★ ★ ★ 4.7 (15 reviews)

Belle Terre, NY

4 projects

SixM Construction Inc. is a family-owned business proudly serving the Long Island community for nearly 30 years. We specialize in exterior home improvement projects and are fully licensed and insured...

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Anthony's Roofing Corp - Roofing & Gutter Services in Bohemia, NY

Anthony's Roofing Corp

★ ★ ★ ★ ★ 4.6 (13 reviews)

Bohemia, NY 11716

17 projects

Anthony's Roofing Corp is a trusted leader in residential roofing, recognized as Best of L.I. for multiple years and a GAF Master Elite installer. We offer lifetime warranties on complete roofing syst...

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Sav A Roof Inc. - Roofing & Gutter Services in Southampton, NY

Sav A Roof Inc.

★ ★ ★ ★ ★ 4.6 (13 reviews)

Southampton, NY

2 projects

Sav A Roof Inc. has been Long Island's leading custom roofing provider for over 25 years, serving both residential and commercial clients. We pride ourselves on delivering exceptional customer service...

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Montauk Point Roofing

★ ★ ★ ★ ★ 4.6 (11 reviews)

Montauk, NY

Montauk Point Roofing, located in Montauk, NY, specializes in high-quality roofing solutions for residential and commercial properties. Our team of experienced professionals is dedicated to delivering...

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Tend Home Improvement INC

★ ★ ★ ★ ★ 4.7 (10 reviews)

Shirley, NY 11967

Tend Home Improvement Inc, located in Shirley, NY, specializes in a wide range of home improvement services. Our dedicated team is committed to enhancing the beauty and functionality of your space thr...

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Skylights Of Long Island Plus - Roofing & Gutter Services in Bellport, NY

Skylights Of Long Island Plus

★ ★ ★ ★ ★ 4.8 (9 reviews)

Bellport, NY

13 projects

Skylights of Long Island Plus specializes in skylight installation, sales, and replacement services. Our team is dedicated to enhancing your space with high-quality skylights that provide natural ligh...

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R W Mulligan Co Inc - Roofing & Gutter Services in Riverhead, NY

R W Mulligan Co Inc

★ ★ ★ ★ ★ 4.8 (8 reviews)

Riverhead, NY 11901

1 project

R W Mulligan Co Inc, located in Riverhead, NY, is dedicated to delivering high-quality products and services. With a commitment to excellence and customer satisfaction, we strive to meet the diverse n...

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Empire Gen Roofing And Chimney

★ ★ ★ ★ ★ 4.7 (7 reviews)

Center Moriches, NY 11934

Empire Gen Roofing and Chimney has been a trusted provider of roofing and chimney services in Long Island for over 25 years. As a family-owned business, we specialize in roof repair, replacement, and...

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Verified Reviews for Roofing & Gutter Services pros in Southold, NY

*The Growcycle rating for Roofing & Gutter Services companies in Southold, NY is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing & Gutter Services needs.

Last update on July 10, 2026

Larry Henderson

Reviewed in January 2026

I was really impressed with the quality of the installation and the professionalism of the team. My gutters are now worry-free and protected from clogs. Highly recommend this service!

Gutter Helmet by Harry Helmet Request a quote

Emily Johnson

Reviewed in November 2025

I had a fantastic experience with my recent roof replacement. The team was professional and finished the job ahead of schedule. Highly recommend their services!

Montauk Point Roofing Request a quote

Jessica Lee

Reviewed in January 2026

The team provided excellent service and quality work. They were friendly and answered all my questions without hesitation. Definitely worth the investment for a new roof.

Supra Roofing Request a quote

Roberta Jones

Reviewed in January 2026

Highly satisfied with my roof replacement! The team was professional, timely, and did excellent work. Would recommend for any roofing needs.

A-List Construction Roofing And Chimney Request a quote

Sean Gomez

Reviewed in September 2025

Empire Gen Roofing And Chimney did an outstanding job on my roof repair. Professional team and quality work that I can trust!

Empire Gen Roofing and Chimney Request a quote

Cost Guide

How much does Roofing & Gutter Services cost in Southold, NY?

Typical roofing & gutter services projects in Southold, NY range from $5,000 to $15,000, with most homeowners paying around $9,500.

$5,000

$9,500 Typical cost in Southold, NY

$15,000

LOWHIGH

Prices vary by project scope, materials, and local labor rates.

Per Sq Ft $4–$8

Per Gutter Foot $5–$10

Per Shingle Bundle $30–$50

Last updated: April 2026

Roofing and gutter services in Southold typically cost between $5,000 and $15,000, with an average around $9,500. Costs are influenced by roofing material, roof complexity, and the size of the property.

Local roofing contractors in Southold charge between $70 and $120 per hour. The Southold Town Building Department requires permits for any significant roofing work, with fees that can range from $200 to $400 and processing times of up to three weeks.

When comparing quotes from Southold roofing contractors, ensure that each estimate includes the same scope of work and materials. Pay close attention to warranties and the reputation of the contractor.

When comparing roofing and gutter service quotes in Southold, ensure that all estimates cover the same materials, labor, and warranties for an accurate comparison.

What affects the cost in Southold, NY?

Southold Labor Rates

Licensed roofing professionals in Southold typically charge $70–$120/hr based on experience. Complex roof designs or repairs may incur higher labor costs.

Permits & Inspections

Most roofing projects in Southold require permits from the Southold Town Building Department. It’s important to factor in these fees, which can vary based on the scope of work.

Material Selection & Quality

Choosing between asphalt shingles, metal roofing, or slate can affect project costs by 20–50%. Higher-quality materials generally provide better longevity and warranty options.

Seasonal Demand & Scheduling

Spring and summer are the busiest seasons for roofing in Southold. Booking your project in the off-season can lead to better pricing and availability.

Frequently Asked Questions About Roofing & Gutter Services in Southold, NY

Are there energy-efficient roofing options available in Southold?

Yes, there are several energy-efficient roofing options available for homeowners in Southold. Reflective roofing materials, such as certain types of metal and shingles with reflective coatings, can help reduce cooling costs by reflecting sunlight away from your home. Additionally, insulated roofing systems can enhance your home's energy efficiency by minimizing heat loss during winter months. Green roofs, which incorporate vegetation, are another innovative option that can provide insulation and improve air quality. Consulting with a local roofing professional can help you identify the best energy-efficient options tailored to your home’s design and Southold’s climate.

How often should I have my roof inspected?

In Southold, it is recommended to have your roof inspected at least once a year, preferably in the spring or fall. Regular inspections allow you to identify potential problems before they escalate into significant issues. Additionally, after severe weather events—such as storms or heavy snowfall—it's wise to conduct an inspection. Local professionals can help assess your roof's condition and recommend any necessary repairs or maintenance. Routine inspections are particularly important in Southold due to the area's unique weather patterns, which can impact roofing materials and overall roof health.

What are the signs that my roof needs repair in Southold?

There are several signs that your roof may need repair in Southold. Look for missing or damaged shingles, as these can lead to leaks and further damage if not addressed. Additionally, check for water stains on your ceilings or walls, which can indicate a leak in your roof. If you notice granules from your shingles in your gutters or on the ground, this is another sign that your roof may be deteriorating. In Southold, where coastal weather can be harsh, it's essential to regularly inspect your roof, especially after storms, to catch potential issues early and prevent costly repairs.

What should I expect during a roof replacement in Southold?

During a roof replacement in Southold, homeowners can expect a thorough process that begins with an initial inspection to assess the current roof's condition. Once the materials are selected, the contractor will schedule a time for the replacement, which usually involves removing the old roof, inspecting the underlying structure, and installing new roofing materials. This process may take a few days, depending on the roof size and material. Homeowners should also anticipate noise and some disruption during the work, but reputable contractors strive to minimize inconvenience. It's essential to communicate openly with your contractor to ensure a smooth and successful roof replacement.

What types of roofing materials are best for homes in Southold?

When selecting roofing materials for homes in Southold, consider options that can withstand the local climate and environmental conditions. Asphalt shingles are popular due to their affordability and variety of styles. Metal roofing is also gaining popularity because it is durable and can resist strong winds and heavy rain. For a more premium option, slate and tile roofs offer longevity and aesthetic appeal but come at a higher cost. It's essential to consult with a local roofing contractor who understands Southold's weather patterns and can recommend the best materials for your specific home and budget.

Common Roofing & Gutter Services services and their costs

Typical pricing in Southold, NY by service type.

Roof Installation

Options for new roofing

Method	Cost Range
Asphalt Shingle Roof Popular due to affordability and ease of installation.	$5,000–$10,000
Metal Roof Durable and energy-efficient, offering long-term savings.	$10,000–$15,000
Slate Roof High-end option with a long lifespan and aesthetic appeal.	$15,000–$30,000
Tile Roof Traditional look offering durability and style.	$10,000–$20,000

Gutter Installation

Gutter options and services

Method	Cost Range
Seamless Aluminum Gutters Custom-fit gutters that reduce leaks and maintenance.	$1,500–$3,000
Vinyl Gutters Affordable option, easy to install but less durable.	$1,000–$2,500
Copper Gutters High-end option that adds aesthetic value and longevity.	$2,500–$5,000
Gutter Cleaning & Maintenance Regular cleaning to prevent clogs and damage.	$150–$300 annually

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Price ranges are estimates compiled from publicly available data and may vary with project scope.

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Verified Reviews for Roofing & Gutter Services pros in Southold, NY

Larry Henderson

Emily Johnson

Jessica Lee

Roberta Jones

Sean Gomez

How much does Roofing & Gutter Services cost in Southold, NY?

What affects the cost in Southold, NY?

Frequently Asked Questions About Roofing & Gutter Services in Southold, NY

Common Roofing & Gutter Services services and their costs

Roof Installation

Gutter Installation

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