Get matched with the best Roofing & Gutter Service pros in Oak Bluffs, MA

Expert roof repair, replacement, and inspection to protect your home from the elements.

C&C Construction Services - Roofing Services in Oak Bluffs, MA

C&C Construction Services

★ ★ ★ ★ ★ 5.0 (1 review)

Oak Bluffs, MA 02557

3 projects

C&C Construction Services, based in Hermiston, OR, specializes in delivering high-quality construction solutions tailored to meet the unique needs of each client. Our experienced team is dedicated to...

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Centerpoint Painting - Roofing Services in Abington, MA

Centerpoint Painting

★ ★ ★ ★ ★ 4.6 (17 reviews)

Abington, MA 02351

5 projects

Centerpoint Painting has proudly served the Duxbury, MA area since 2006, specializing in high-quality painting services. Our offerings include professional interior painting, expert toilet installatio...

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Care Free Homes, Inc. - Roofing Services in Fairhaven, MA

Care Free Homes, Inc.

★ ★ ★ ★ ★ 4.8 (16 reviews)

Fairhaven, MA 02719

219 projects

Care Free Homes, Inc. is a family-owned company established in 1978, specializing in award-winning roof installations, siding, window replacements, decks, porches, and sunrooms. We proudly serve homeo...

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Gable Building Corp. - Roofing Services in Chatham, MA

Gable Building Corp.

★ ★ ★ ★ ★ 4.7 (15 reviews)

Chatham, MA 02633

19 projects

Gable Building Corp. is a premier custom building company located in Chatham, specializing in high-end homes for over 40 years. We are dedicated to preserving the beauty of Cape Cod's environment whil...

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Fraser Construction Company, Inc.

★ ★ ★ ★ ★ 4.7 (14 reviews)

Mashpee, MA 02649

1 project

Fraser Construction Company, Inc., established in 1982, has become the premier roofing and remodeling firm on the Cape. With over 30 years of experience, we provide homeowners with the expertise and r...

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Belport Building & Remodeling - Roofing Services in Hyannis, MA

Belport Building & Remodeling

★ ★ ★ ★ ★ 4.7 (11 reviews)

Hyannis, MA 02601

7 projects

BelPort Building & Remodeling, established in Barnstable, MA in 2004, prioritizes customer satisfaction and enhances the value of your home. Our experienced team specializes in designing, building, an...

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Roofing And Siding Of Cape Cod And Boston, LLC

★ ★ ★ ★ ★ 4.7 (11 reviews)

Dennis, MA 02660

1 project

Roofing and Siding of Cape Cod and Boston, LLC is your premier choice for roofing and siding services, including installation, replacement, and repair. With over 60 years of experience and numerous su...

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The Fiberglass Gutter Company - Roofing Services in Pembroke, MA

The Fiberglass Gutter Company

★ ★ ★ ★ ★ 4.6 (11 reviews)

Pembroke, MA 02359

3 projects

The Fiberglass Gutter Company specializes in the manufacture and installation of fiberglass gutters designed to replace traditional wood systems in both new constructions and historic renovations. Our...

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Capizzi Home Improvement - Roofing Services in Cotuit, MA

Capizzi Home Improvement

★ ★ ★ ★ ★ 4.7 (10 reviews)

Cotuit, MA 02635

18 projects

Capizzi Home Improvement is Cape Cod's premier remodeling company, specializing in custom designs and expert craftsmanship since 1976. We transform your home with stunning kitchens, luxurious bathroom...

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One Stop Painting & Renovating, Inc. - Roofing Services in Plymouth, MA

One Stop Painting & Renovating, Inc.

★ ★ ★ ★ ★ 4.7 (10 reviews)

Plymouth, MA 02360

5 projects

One Stop Painting & Renovating, Inc. is your premier choice for quality service on the South Shore. We invite you to discuss your project ideas with us, allowing us to collaboratively develop a tailor...

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Verified Reviews for Roofing Services pros in Oak Bluffs, MA

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

Last update on August 04, 2026

Jessica Williams

Reviewed in August 2025

I recently had my roof replaced and the experience was seamless. The team was knowledgeable and worked efficiently. Very happy with the end result!

Roofing and siding of Cape Cod and Boston, LLC Request a quote

Julie Guzman

Reviewed in March 2025

They did a fantastic job on my roof replacement. Professional and timely service made the whole experience easy. Highly recommend!

Breault Roofing Request a quote

Cynthia Nichols

Reviewed in December 2025

I had my gutters cleaned, and the team did a fantastic job! They were professional, efficient, and left everything spotless. Highly recommend their services!

Tony's Raingutters Request a quote

Emily Johnson

Reviewed in January 2026

Had my gutters cleaned and repaired last week. They did a fantastic job! Very professional and efficient. Highly recommend their services to anyone.

Gutter Pro Enterprises Request a quote

Christine Murray

Reviewed in April 2025

I had an amazing experience with Waterman Building & Remodeling. They replaced my roof quickly and professionally. Highly recommend their services!

Waterman Building & Remodeling Request a quote

Cost Guide

How much does Roofing Services cost in Oak Bluffs, MA?

Typical roofing services projects in Oak Bluffs, MA range from $5,000 to $15,000, with most homeowners paying around $8,000.

$5,000

$8,000 Typical cost in Oak Bluffs, MA

$15,000

LOWHIGH

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

Per Sq Ft $4–$8

Per Square $400–$800

Per Gutter Foot $5–$10

Last updated: April 2026

Roofing and gutter services in Oak Bluffs typically cost between $5,000 and $15,000, with an average of around $8,000. The cost can vary based on roof type, materials, and the complexity of the installation.

Local contractors in Oak Bluffs generally charge $70–$120/hr for labor. Roof replacement often requires permits from the Oak Bluffs Building Department and can take several days to complete, with permit fees ranging from $150 to $500.

When comparing quotes from Oak Bluffs roofing contractors, it's essential to ensure that they include labor, materials, and warranty information. This will help you make an informed decision and avoid hidden costs.

When comparing roofing and gutter service quotes in Oak Bluffs, always check for warranties on both materials and workmanship to ensure long-term value.

What affects the cost in Oak Bluffs, MA?

Oak Bluffs Labor Rates

Licensed roofing contractors in Oak Bluffs charge $70–$120/hr based on their expertise and the project's complexity. Seasonal demand can affect these rates.

Permits & Inspections

Most roofing projects in Oak Bluffs require permits from the Building Department to ensure compliance with building codes. These permits can add to the overall project cost.

Material Selection & Quality

Material choice can swing a roofing project by 20–40%. Options like asphalt shingles or metal roofing have different costs and lifespans, affecting long-term value.

Seasonal Demand & Scheduling

The best time for roofing services in Oak Bluffs is late spring to early fall, avoiding winter weather delays. Booking during the off-peak season can save costs.

Frequently Asked Questions About Roofing Services in Oak Bluffs, MA

How can I maintain my gutters year-round?

Maintaining your gutters in Oak Bluffs is crucial for preventing water damage to your home. Regular cleaning is essential, especially in the fall when leaves can clog the system. Aim to clean your gutters at least twice a year, or more frequently if you have overhanging trees. Additionally, inspect your gutters for any signs of rust or leaks, and ensure that they are securely attached to your home. Installing gutter guards can also help reduce debris buildup, making maintenance easier. Finally, ensure that your downspouts direct water away from your foundation to prevent flooding and erosion. Consistent upkeep will extend the life of your gutters and protect your home.

How often should I inspect my roof and gutters?

In Oak Bluffs, it’s advisable to inspect your roof and gutters at least twice a year, ideally in the spring and fall. The coastal climate can introduce unique challenges, such as salt air and heavy rains, which may accelerate wear and tear. Regular inspections can help identify issues early, such as missing shingles, leaks, or clogged gutters. By addressing these problems promptly, homeowners can avoid more significant and costly repairs in the future. Additionally, after severe weather events, it’s wise to conduct a thorough check to ensure your roofing system has not sustained any damage.

What are the signs that my roof needs to be replaced?

There are several key indicators that your roof may need to be replaced in Oak Bluffs. Common signs include visible sagging, missing shingles, and leaks in your home. If you notice water stains on your ceilings or walls, it could indicate a serious issue with your roof. Additionally, if your roof is nearing the end of its expected lifespan—typically 20-30 years for asphalt shingles—you should consider a replacement. Moss or algae growth can also be a concern, as it may trap moisture and lead to further damage. Consulting with a local roofing professional can help you assess the condition of your roof and determine if a replacement is necessary.

What should I do if I notice a leak in my roof?

If you notice a leak in your roof in Oak Bluffs, it's important to act quickly to minimize water damage. Start by determining the source of the leak, if possible, and place a bucket to catch any dripping water. Next, contact a local roofing professional to assess the situation. They can provide a thorough inspection to identify the cause of the leak, such as damaged shingles or flashing, and recommend appropriate repairs. It’s crucial to address leaks promptly, as prolonged exposure to water can lead to mold growth and structural damage within your home. A qualified contractor will ensure that all necessary repairs are made effectively.

What types of roofing materials are best for Oak Bluffs?

In Oak Bluffs, the best roofing materials often depend on the style of your home and the local climate. Asphalt shingles are popular due to their affordability and variety, making them suitable for many residential properties. Metal roofing is also becoming increasingly favored for its durability and resistance to harsh weather conditions, which is essential given our coastal location. Slate and tile roofs provide a timeless aesthetic but come with a higher price tag. It's important to consider factors like longevity, maintenance, and energy efficiency when selecting roofing materials, and consulting with a local expert can guide you in making the best choice for your home.

Common Roofing Services services and their costs

Typical pricing in Oak Bluffs, MA by service type.

Roof Types

Common roofing materials

Method	Cost Range
Asphalt Shingles Affordable and widely used for residential roofs.	$4–$6/Sq Ft
Metal Roofing Durable and energy-efficient, suitable for harsh weather.	$6–$10/Sq Ft
Tile Roofing Provides a unique aesthetic and long lifespan.	$8–$12/Sq Ft
Slate Roofing High-end option known for durability and beauty.	$10–$15/Sq Ft

Gutter Services

Gutter installation and maintenance

Method	Cost Range
Seamless Gutters Custom fit gutters that reduce leaks.	$5–$8/Ft
Gutter Cleaning Essential maintenance to prevent clogs.	$150–$300
Gutter Guards Installation Helps to minimize cleaning frequency.	$7–$12/Ft
Downspout Installation Properly directs water away from the foundation.	$50–$100/each

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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 Services pros in Oak Bluffs, MA

Jessica Williams

Julie Guzman

Cynthia Nichols

Emily Johnson

Christine Murray

How much does Roofing Services cost in Oak Bluffs, MA?

What affects the cost in Oak Bluffs, MA?

Frequently Asked Questions About Roofing Services in Oak Bluffs, MA

Common Roofing Services services and their costs

Roof Types

Gutter Services

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