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

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Centerpoint Painting - Roofing & Gutter 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 & Gutter 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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Power Construction Roofing and Siding Corp. - Roofing & Gutter Services in Natick, MA

Power Construction Roofing And Siding Corp.

★ ★ ★ ★ ★ 4.7 (15 reviews)

Natick, MA 01760

1 project

Power Construction Roofing and Siding Corp. has provided exceptional roofing services for over 12 years. We specialize in new roofs, replacements, and repairs for residential and commercial properties...

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Senco Home Services - Roofing & Gutter Services in Tewksbury, MA

Senco Home Services

★ ★ ★ ★ ★ 4.6 (15 reviews)

Tewksbury, MA 01876

2 projects

Senco Home Services provides comprehensive home improvement solutions, covering everything from basement to roof. Our expert teams ensure your home remains in excellent condition through effective com...

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A Gomez Company - Roofing & Gutter Services in Lynn, MA

A Gomez Company

★ ★ ★ ★ ★ 4.5 (15 reviews)

Lynn, MA 01902

8 projects

A Gomez Company is your reliable partner for a wide range of services, including roofing, gutter installation and repair, chimney services, siding, painting, and deck work. We pride ourselves on excep...

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Delarosa Roofing - Roofing & Gutter Services in Salem, MA

Delarosa Roofing

★ ★ ★ ★ ★ 4.7 (14 reviews)

Salem, MA 01970

14 projects

Delarosa Roofing in Salem, MA, offers professional roofing solutions to ensure your home is protected during storms. Our experienced team specializes in roofing installation, replacement, rubber roofi...

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Fairway Roofing & Maintenance LLC - Roofing & Gutter Services in Bellingham, MA

Fairway Roofing & Maintenance LLC

★ ★ ★ ★ ★ 4.7 (14 reviews)

Bellingham, MA 02019

12 projects

Fairway Roofing & Maintenance LLC specializes in roofing, gutters, and property maintenance for commercial, residential, and industrial properties. Fully insured and family-owned, we offer 24-hour eme...

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Classic Metal Roofs, LLC - Roofing & Gutter Services in Stow, MA

Classic Metal Roofs, LLC

★ ★ ★ ★ ★ 4.7 (14 reviews)

Stow, MA 01775

11 projects

Classic Metal Roofs, LLC specializes in standing seam and metal shingle roofing across MA, CT, NH, and RI. With over 50 years of experience and a commitment to quality, our family-owned business offer...

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Platinum Exteriors - Roofing & Gutter Services in Braintree, MA

Platinum Exteriors

★ ★ ★ ★ ★ 4.7 (14 reviews)

Braintree, MA 02184

6 projects

Platinum Exteriors is a premier contractor specializing in roofing, siding, and windows, dedicated to customer satisfaction. Our experienced team delivers exceptional service and quality workmanship,...

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Leighton Construction - Roofing & Gutter Services in Waltham, MA

Leighton Construction

★ ★ ★ ★ ★ 4.8 (13 reviews)

Waltham, MA 02453

8 projects

Founded in 1993 by Wesley Leighton, Leighton Construction specializes in high-quality repairs and renovations while ensuring projects are completed on time and within budget. Committed to superior cra...

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Verified Reviews for Roofing & Gutter Services pros in Holliston, MA

*The Growcycle rating for Roofing & Gutter Services companies in Holliston, MA 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

James Morgan

Reviewed in October 2025

I had a great experience with the roofing team. They were efficient and left my yard clean when they finished. Highly recommend their services for any roofing needs.

Over The Top Roofing Request a quote

Sarah Thompson

Reviewed in September 2025

Great service from start to finish. The team was knowledgeable, and they worked hard to make sure everything was done right. Very satisfied with my new roof.

Power Construction Roofing and Siding Corp. Request a quote

Michael Smith

Reviewed in June 2025

Can Roof Construction Llc provided excellent service and quality materials. The crew was friendly and worked efficiently. My roof looks amazing now!

CAN Roof Construction LLC Request a quote

Jessica Taylor

Reviewed in October 2025

From the initial estimate to the final inspection, everything was handled professionally. Their attention to detail really impressed me, and the roof looks amazing now.

Cool Flat Roofing MA Request a quote

Lawrence Wade

Reviewed in November 2025

I had a great experience with my roof replacement. The team was professional, timely, and the quality of work exceeded my expectations. Highly recommend!

IMA Construction Corp Request a quote

Cost Guide

How much does Roofing & Gutter Services cost in Holliston, MA?

Typical roofing & gutter services projects in Holliston, MA range from $5,000 to $12,000, with most homeowners paying around $8,000.

$5,000

$8,000 Typical cost in Holliston, MA

$12,000

LOWHIGH

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

Per Sq Ft $3–$7

Per Square $100–$300

Per Gutter Foot $5–$15

Last updated: April 2026

Roofing and gutter services in Holliston typically cost between $5,000 and $12,000, with an average cost around $8,000. Key factors affecting pricing include the size and pitch of the roof, the materials chosen (asphalt shingles, metal, etc.), and any necessary structural repairs.

Local contractors in Holliston charge between $3 and $7 per square foot for roofing services. The Holliston Building Department may require permits for roofing projects, which usually cost around $150 and can take 1-2 weeks to obtain.

When comparing quotes from Holliston contractors, ensure that all aspects of the project are included, such as removal of old materials and cleanup. It's also wise to check for warranties on both materials and labor.

When comparing roofing and gutter service quotes in Holliston, look for detailed breakdowns of materials and labor to ensure you're getting value for your investment.

What affects the cost in Holliston, MA?

Holliston Labor Rates

Licensed roofing contractors in Holliston charge between $75 and $150/hr. Expect higher rates for more experienced contractors, especially those with good reviews and warranties.

Permits & Inspections

Most significant roofing work in Holliston requires permits from the Holliston Building Department. Ensure to factor in the cost and time required for permits when planning your project.

Material Selection & Quality

Material choice can swing a roofing project by 20–50%. Premium materials like metal or slate come with higher upfront costs but may offer greater durability over time.

Seasonal Demand & Scheduling

The best time to book roofing and gutter services in Holliston is during late spring and early fall when the weather is generally favorable. Demand can increase during these seasons, so plan accordingly.

Frequently Asked Questions About Roofing & Gutter Services in Holliston, MA

How can I extend the life of my roof?

To extend the life of your roof in Holliston, regular maintenance is key. This includes scheduling inspections at least once a year, cleaning gutters, and addressing any small repairs promptly. Keeping trees trimmed away from your roof can also prevent damage from falling branches. Additionally, ensuring proper ventilation in your attic can help regulate temperature and moisture, which can prolong the life of your roofing materials. By adhering to these maintenance practices and consulting with local professionals, you can help ensure your roof remains in good condition for years to come.

How often should I have my gutters cleaned in Holliston?

In Holliston, it's recommended to have your gutters cleaned at least twice a year, typically in the spring and fall. Heavy foliage during autumn can lead to clogs, which can cause water damage to your roof and home. If you have many trees around your property, you may need to clean them more frequently. Regular maintenance of your gutters will ensure proper drainage and prevent issues such as foundation damage, mold growth, and landscape erosion. Hiring a local professional can make this task easier and more efficient.

What are the signs that my roof needs repairs in Holliston?

In Holliston, signs that your roof may need repairs include leaks, missing shingles, and granules in your gutters. If you notice water stains on your ceiling or walls, it could indicate a leak originating from your roof. Additionally, if shingles are curling, cracking, or missing entirely, these are clear indicators of potential issues. Regular inspections can help identify these problems early, preventing more significant damage and costly repairs. If you're unsure, it's wise to consult a local roofing professional for an assessment.

What types of roofing materials are popular in Holliston?

In Holliston, popular roofing materials include asphalt shingles, metal roofing, and slate. Asphalt shingles are favored for their affordability and versatility, making them a common choice among homeowners. Metal roofing is gaining popularity due to its durability and energy efficiency, while slate offers a high-end aesthetic but comes with a higher price tag. The choice of roofing material often depends on your budget, the style of your home, and local climate considerations. A local roofing expert can help you assess the best options for your specific needs.

When is the best time to replace my roof in Holliston?

The best time to replace your roof in Holliston is typically during the late spring or early fall. These seasons generally offer mild weather, which can facilitate a smoother installation process. Avoiding extreme temperatures and heavy precipitation will help ensure the roofing materials adhere properly and that the work can be completed efficiently. If you are considering a replacement, it’s wise to consult with local roofing contractors who can help you choose the right time and materials based on your specific situation.

Common Roofing & Gutter Services services and their costs

Typical pricing in Holliston, MA by service type.

Roof Installation Services

Core roofing options

Method	Cost Range
Asphalt Shingle Roof Most common and cost-effective roofing material.	$5,000–$10,000
Metal Roof Durable and energy-efficient, long-lasting.	$8,000–$12,000
Flat Roof Ideal for commercial buildings, requires specific materials.	$6,000–$10,000
Tile Roof Highly durable and aesthetically pleasing, often used in upscale homes.	$10,000–$15,000

Gutter Installation & Repair

Essential gutter solutions

Method	Cost Range
Seamless Aluminum Gutters Custom-fitted to your home, reducing leaks.	$1,000–$2,500
Gutter Guard Installation Prevents debris buildup, reducing maintenance.	$300–$800
Gutter Repair Fixing leaks and damage to existing systems.	$150–$600
Downspout Installation Essential for directing water away from the foundation.	$200–$500

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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 Holliston, MA

James Morgan

Sarah Thompson

Michael Smith

Jessica Taylor

Lawrence Wade

How much does Roofing & Gutter Services cost in Holliston, MA?

What affects the cost in Holliston, MA?

Frequently Asked Questions About Roofing & Gutter Services in Holliston, MA

Common Roofing & Gutter Services services and their costs

Roof Installation Services

Gutter Installation & Repair

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