Get matched with the best Roofing & Gutter Service pros in Westport, CT

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Advanced Window Systems LLC - Roofing & Gutter Services in Cromwell, CT

Advanced Window Systems LLC

★ ★ ★ ★ ★ 4.5 (11 reviews)

Cromwell, CT 06416

22 projects

ADVANCED WINDOW SYSTEMS LLC delivers exceptional value through premium window, siding, roofing, and door replacement services. We pride ourselves on superior customer service and back our products and...

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D&M Contracting and Estate Care LLC - Roofing & Gutter Services in Washington, CT

D&M Contracting And Estate Care LLC

★ ★ ★ ★ ★ 4.7 (10 reviews)

Washington, CT 06794

1 project

D&M Contracting and Estate Care LLC specializes in enhancing landscapes with state-of-the-art equipment and skilled professionals. We offer tailored contracts for both residential and commercial prope...

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Xpert Roofing Pro

★ ★ ★ ★ ★ 4.7 (10 reviews)

Danbury, CT 06810

Xpert Roofing Pro is a reputable roofing contractor serving Connecticut and New York. We specialize in roof replacement, repair, storm-damage restoration, siding, and gutter services. Our team expertl...

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Slate & Copper Services LLC - Roofing & Gutter Services in Trumbull, CT

Slate & Copper Services LLC

★ ★ ★ ★ ★ 5.0 (9 reviews)

Trumbull, CT 06611

9 projects

Slate & Copper Services LLC specializes in the installation, maintenance, and repair of various roofing systems, including slate, tile, wood, and copper. With over 40 years of experience, our skilled...

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Weathertite Systems LLC - Roofing & Gutter Services in Naugatuck, CT

Weathertite Systems LLC

★ ★ ★ ★ ★ 4.8 (9 reviews)

Naugatuck, CT 06770

2 projects

Weathertite Systems LLC brings 24 years of expertise in residential remodeling, specializing in roofing, gutter installations and repairs, vinyl siding, windows, doors, garage doors, carpentry, and ma...

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Imperial Roofing & Home Improvement - Roofing & Gutter Services in Middletown, CT

Imperial Roofing & Home Improvement

★ ★ ★ ★ ★ 4.7 (9 reviews)

Middletown, CT 06457

2 projects

Imperial Roofing & Home Improvement is a comprehensive construction company specializing in roofing, gutters, and siding installation. With over 35 years of combined experience, our management team is...

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MJ Turner Exteriors LLC - Roofing & Gutter Services in Middletown, CT

MJ Turner Exteriors LLC

★ ★ ★ ★ ★ 4.6 (9 reviews)

Middletown, CT 06457

5 projects

MJ Turner Exteriors LLC has been delivering exceptional roofing, siding, windows, and gutter services to Connecticut and New England since 1996. Led by third-generation contractor Michael Turner, our...

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Elite Roofing - Roofing & Gutter Services in Torrington, CT

Elite Roofing

★ ★ ★ ★ ★ 4.6 (9 reviews)

Torrington, CT 06098

2 projects

Elite Roofing is dedicated to delivering top-tier roofing services throughout Wyoming. With years of experience, we ensure your project is completed to the highest standards. We value your time and of...

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Wiser Home Remodeling INC - Roofing & Gutter Services in New Canaan, CT

Wiser Home Remodeling INC

★ ★ ★ ★ ★ 4.6 (8 reviews)

New Canaan, CT 06840

29 projects

Wiser Home Remodeling Inc., a family-owned business since 1957, has been transforming homes across Westchester and Fairfield Counties. From small renovations to custom home builds, our dedicated team...

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Marcus Anthony Construction LLC - Roofing & Gutter Services in Middletown, CT

Marcus Anthony Construction LLC

★ ★ ★ ★ ★ 4.7 (6 reviews)

Middletown, CT 06457

2 projects

Marcus Anthony Construction LLC is a comprehensive construction and restoration firm serving all of Connecticut. We specialize in roofing and siding solutions, including metal roofing, shingles, and c...

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Verified Reviews for Roofing & Gutter Services pros in Westport, CT

*The Growcycle rating for Roofing & Gutter Services companies in Westport, CT 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 12, 2026

Monica Miller

Reviewed in October 2025

They did a fantastic job on my roof replacement. Professional and efficient team. Highly recommend their services for roofing needs!

Silver City Construction LLC Request a quote

Alice Lewis

Reviewed in December 2025

Marcus Anthony Construction LLC did an amazing job on my roof! Their team was professional, timely, and the quality is outstanding. Highly recommend them!

Marcus Anthony Construction LLC Request a quote

Sarah Brown

Reviewed in February 2026

Impressed with the service provided. They addressed all my concerns and delivered a fantastic roof. Would definitely use their services again.

Aardvark Roofing Request a quote

Sarah Mitchell

Reviewed in November 2025

The crew was knowledgeable and friendly, addressing all my concerns about the roofing project. I appreciate their dedication to quality and would certainly recommend them!

Imperial Roofing & Home Improvement Request a quote

Emily Johnson

Reviewed in September 2025

Great experience! The team was professional and did an outstanding job on my roof replacement. Highly recommend their services!

DiGiorgi Roofing & Siding Inc Request a quote

Cost Guide

How much does Roofing & Gutter Services cost in Westport, CT?

Typical roofing & gutter services projects in Westport, CT range from $5,000 to $15,000, with most homeowners paying around $10,000.

$5,000

$10,000 Typical cost in Westport, CT

$15,000

LOWHIGH

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

Per Sq Ft $4–$7

Per Gutter $6–$12

Per Roof Vent $100–$300

Last updated: April 2026

Roofing and gutter services in Westport typically cost between $5,000 and $15,000, with an average price around $10,000. The final cost depends on the roof size, materials chosen, and whether additional work, like gutter installation, is needed.

Local contractors in Westport charge between $80 and $160 per hour. The Westport Building Department requires permits for most roofing projects, which can cost around $150 and take about two weeks for approval.

When comparing quotes from Westport roofing contractors, ensure to check the warranties offered, as well as the quality of materials. A detailed estimate can help clarify the scope of work and associated costs.

When comparing roofing and gutter service quotes in Westport, look for detailed estimates that itemize materials and labor, and consider warranties for added protection.

What affects the cost in Westport, CT?

Westport Labor Rates

Licensed roofing professionals in Westport charge $80–$160/hr, reflecting the local demand for skilled labor. Rates may vary based on contractor experience and project complexity.

Permits & Inspections

Most roofing projects in Westport require permits from the Westport Building Department. Permit fees are typically around $150 and may take two weeks to process.

Material Selection & Quality

Material choice can swing a roofing project by 15–40%. Higher-quality shingles or metal roofing can increase upfront costs but offer better longevity and warranties.

Seasonal Demand & Scheduling

The best time for roofing services in Westport is late spring to early fall. Contractors can be booked months in advance during peak season, so scheduling early is crucial.

Frequently Asked Questions About Roofing & Gutter Services in Westport, CT

How can I choose the right roofing material for my Westport home?

Choosing the right roofing material for your Westport home involves considering factors such as climate, aesthetics, and budget. Popular materials in Westport include asphalt shingles, metal roofing, and slate. Asphalt shingles are cost-effective and come in various colors, making them a popular choice. Metal roofing, while more expensive, offers durability and energy efficiency, ideal for Westport's weather conditions. Slate provides a timeless look and longevity but requires a higher initial investment. It's essential to consult with a local roofing contractor who can provide insights on the best materials suited for your home based on local climate conditions and building codes in Westport.

How do I know if my gutters need repair or replacement in Westport?

Identifying whether your gutters need repair or replacement in Westport involves looking for several key signs. If you notice water spilling over the sides during rainstorms, this may indicate clogs or that your gutters are insufficient in size. Additionally, check for rust, holes, or sagging sections, as these issues can lead to further damage to your home. If you find water pooling around your foundation or in your basement, it could point to failing gutters that aren't directing water away properly. Regular inspections and maintenance are vital; if you're unsure, consulting a local gutter specialist can help determine the best course of action for your home.

What are the benefits of installing gutter guards in Westport?

Installing gutter guards in Westport offers numerous benefits that can enhance the functionality of your gutter system. Gutter guards help to prevent debris, such as leaves and twigs, from clogging your gutters, which can minimize the frequency of maintenance and cleaning. By keeping gutters clear, they effectively reduce the risk of water damage to your home’s foundation and landscaping. Additionally, living in a region with varying weather patterns, gutter guards help ensure that rainwater flows freely during storms, preventing overflow. While there is an initial investment, the long-term savings from reduced maintenance and potential water damage make gutter guards a wise choice for homeowners in Westport.

What maintenance does my roof need to last longer in Westport?

Regular maintenance is essential for extending the lifespan of your roof in Westport. Start by inspecting your roof at least twice a year for damaged or missing shingles and clean out any debris from gutters to prevent water buildup. It's also crucial to check for signs of mold or algae growth, especially in humid conditions. Trimming overhanging branches can prevent damage from falling limbs during storms. Additionally, scheduling a professional inspection every few years can help identify potential issues early. By being proactive with maintenance, you can ensure your roof remains in good condition and withstands the changing weather patterns common in Westport.

What signs indicate I need to replace my roof in Westport?

In Westport, several signs may indicate that it's time to replace your roof. Look for missing, cracked, or curling shingles, as these can compromise your roof's integrity. Additionally, if you notice leaks in your attic or water stains on your ceilings, this could signal underlying issues that require immediate attention. A sagging roofline is another critical sign that your roof may be failing. It's also wise to consider the age of your roof; most roofs last about 20-25 years, depending on materials and maintenance. If you observe any of these signs, it's essential to consult with a local roofing professional to assess the condition of your roof and determine if replacement is necessary.

Common Roofing & Gutter Services services and their costs

Typical pricing in Westport, CT by service type.

Roof Installation

Types of Roofing

Method	Cost Range
Asphalt Shingle Roof A popular choice for residential homes.	$5,000–$10,000
Metal Roof Durable and energy-efficient option.	$10,000–$15,000
Slate Roof Long-lasting and upscale appearance.	$15,000–$25,000
Flat Roof Ideal for commercial buildings or modern homes.	$5,000–$12,000

Gutter Services

Installation & Repair

Method	Cost Range
Gutter Installation Essential for proper drainage.	$1,000–$3,000
Gutter Cleaning Regular maintenance to prevent clogs.	$150–$400
Gutter Repair Fixing leaks and damage to existing gutters.	$200–$800
Gutter Guards Installation Reduces the need for frequent cleaning.	$800–$2,000

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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 Westport, CT

Monica Miller

Alice Lewis

Sarah Brown

Sarah Mitchell

Emily Johnson

How much does Roofing & Gutter Services cost in Westport, CT?

What affects the cost in Westport, CT?

Frequently Asked Questions About Roofing & Gutter Services in Westport, CT

Common Roofing & Gutter Services services and their costs

Roof Installation

Gutter Services

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