Best Gutter & Gutter Guard Installation Companies in Massachusetts
Massachusetts

Best Gutter & Gutter Guard Installation Companies in Massachusetts

Find trusted gutter & gutter guard installation professionals serving Massachusetts. All contractors are independently researched and certified.

Only companies with a Certified Best Pick® badge meet our strict satisfaction & licensing requirements and are eligible for the Best Pick Guarantee.

8
Recommended Pros
3k+
Verified Reviews
Locally FocusedResearch-VerifiedFree Service

8 Contractors

Only companies with a Certified Best Pick® badge meet our strict satisfaction & licensing requirements and are eligible for the Best Pick Guarantee.

A & A Services Home Improvement
Certified Best Pick

A & A Services Home Improvement

Certified Pro

Since 1982, A & A Services has built its reputation on 100 percent customer satisfaction by installing the highest-quality products and providing service that is truly 'A Grade Above.' With most of our work coming from referrals and repeat customers, you can be assured that we are consistent, trustworthy, and true to our word.

10th year as a Best Pick Licensed Insured Workers' Comp
GF Sprague and Company LLC
Certified Best Pick

GF Sprague and Company LLC

Certified Pro

When I was a young boy, my father told me to always treat people like family, always do what you've promised, do it right the first time, and make sure everything you do is by the book. I'm proud to say that GF Sprague has been working by these values since the company started in 1969. GF Sprague & Company installs K-style and half-round gutters for residential customers.

7th year as a Best Pick Licensed Insured Workers' Comp
Couto Construction
Certified Best Pick

Couto Construction

Certified Pro

A world where home improvements are exciting and worry-free and contractors are highly valued and trusted. Couto Construction provides a range of home improvement services, including roofing, siding, windows, doors, gutters, and gutter guards.

3rd year as a Best Pick Licensed Insured Workers' Comp
Ned Stevens Gutter Cleaning
Certified Best Pick

Ned Stevens Gutter Cleaning

Certified Pro

For nearly 60 years, Ned Stevens has been cleaning, installing, and repairing rain gutters for our great customers. We are open 7 days a week, and we work hard to ensure quality and safety while always making sure the customer is happy. Ned Stevens Gutter Cleaning provides gutter cleaning, new gutter installation, and gutter repair as well as complete power washing services, window cleaning, dryer vent cleaning, underground drain snaking, chimney cap installation, and full mosquito and tick control services.

3rd year as a Best Pick Insured Workers' Comp
O'LYN Roofing
Certified Best Pick

O'LYN Roofing

Certified Pro

When we say, 'We did your neighbor's roof,' it's no exaggeration. We've installed over 40,000 roofs and counting in the Greater Boston area and stand behind the work with our own craftsmanship warranty. A family-owned-and-operated business since 1974.

3rd year as a Best Pick Licensed Insured Workers' Comp
LeafFilter Gutter Protection
Certified Best Pick

LeafFilter Gutter Protection

Certified Pro

We've been protecting homeowners from water damage for over 20 years. Our patented 3-piece micromesh gutter protection system accepts and pulls away water without collecting debris. Your gutters stay clog-free, guaranteed. We back our guarantee with a lifetime warranty and best-in-class customer service.

2nd year as a Best Pick Licensed Insured Workers' Comp
Leafguard
Certified Best Pick

Leafguard

Certified Pro

We strive to deliver a legendary, hassle-free customer experience by providing you with a superior product that gives you peace of mind, protects your home, and keeps you off of ladders. We educate homeowners on different gutter protection options and why Leafguard provides superior results.

2nd year as a Best Pick Insured Workers' Comp
Leafguard
Certified Best Pick

Leafguard

Certified Pro

We strive to deliver a legendary, hassle-free customer experience by providing you with a superior product that gives you peace of mind, protects your home, and keeps you off of ladders. We educate homeowners on different gutter protection options and why Leafguard provides superior results.

2nd year as a Best Pick Insured Workers' Comp

Recent Project Requests in Massachusetts

Real homeowners looking for gutter & gutter guard installation in your area

Lynn

"Repair gutter. Approximately 25ft"

Sep 4, 2025
Wellesley

"Clean gutters"

Sep 3, 2025
Acton

"Please quote the gutter installation for the house."

Jul 21, 2025
Reading

"We need gutter repair and cleaning. We also have an under ground drain that needs snaking."

May 24, 2025
Weston

"Gutters need to be cleaned"

Apr 29, 2025
Medford

"Gutter cleaning as well as inspect the gutters (I think the pitch is not correct when it was installed as there's a spot..."

Apr 20, 2025
Lexington

"would like to schedule a gutter cleaning for October or November."

Sep 5, 2024
Malden

"Need some gutter repair work done. Previous installer used the wrong gutter guards and there might be some issues with t..."

Dec 4, 2023
Hopkinton

"Install aluminum gutters all around house."

Sep 17, 2023
Boston

"Downspout repair"

Sep 12, 2023
Certification Standards

How Massachusetts Gutter & Gutter Guard Installation Companies Earn Best Pick Certification

Only gutter & gutter guard installation companies that meet our strict standards earn Best Pick status.

Customer Satisfaction

Gutter & Gutter Guard Installation companies must maintain a 4.0+ rating and an 80% recommendation rate.

Licensing & Insurance

Current state contractor license verification and general liability insurance for gutter & gutter guard installation work

Business Stability

Minimum 1 year in business with established local presence

Verified State Standing

Maintain active business registration and in good standing with the state

Operational Excellence

Consistent gutter & gutter guard installation service quality across all projects

Annual Re-Certification

Must re-qualify every year through new research

Frequently Asked Questions

Common questions about Certified Best Pick® gutter & gutter guard installation companies in Massachusetts

Best Pick Certified Gutter and Gutter Guard Installation companies in Massachusetts, MA have earned their status through independent consumer research—not paid placement. To qualify, a company must meet strict standards:

  • High customer satisfaction: 4.0+ Google rating (25+ reviews) OR 80%+ recommendation rate from surveyed customers
  • Verified credentials: Active state licenses, general liability insurance, and workers' comp (where required)
  • Financial stability: Clean credit history and active Secretary of State standing
  • Local track record: Minimum 1 year serving the Massachusetts, MA area

Certification is re-verified annually, ensuring continued performance.

No. Gutter and Gutter Guard Installation companies cannot buy Best Pick Certification, improved ratings, or better placement. Our research team independently evaluates companies based on customer satisfaction, licensing, insurance, and business stability—before any business relationship exists.

Companies that earn certification pay a participation fee after qualifying, which covers the cost of ongoing research and publication. This fee has no influence on whether a company qualifies or how they appear in our directory.

The Best Pick Guarantee provides financial protection—up to $2,500 in labor costs—if a Certified Best Pick Gutter and Gutter Guard Installation company fails to deliver on their commitments.

To be eligible:

  • Contact the company through Best Pick Reports or BestPickReports.com
  • Register for the guarantee (free)
  • Submit any claim within 45 days of the final date of service
  • Allow the company the opportunity to resolve the issue first

This guarantee applies only to Certified Best Pick companies, not Standard Pros. Full terms are available on our guarantee page.

Look for water overflowing during rain, sagging or pulling away from the house, rust spots or holes, peeling paint on gutters or siding below them, and water pooling around your foundation. Also watch for plants growing in gutters, loose or missing downspouts, and ice dams forming in winter.
Check gutters for visible clogs, debris buildup, or sagging sections. Inspect downspouts for blockages by running water through them. Look for water stains on siding or foundation indicating overflow. Examine gutter brackets and joints for loose connections or separations.
Massachusetts gutter companies offer gutter installation services, maintenance such as cleaning and repairs, gutter covers installation to alleviate the chore of cleaning, and heating cables to help prevent the formation of ice dams.