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10 Best Roofers in Littleton, MA

More than 250 people have received a free quote in the last 60 days.

Last Updated: February 25, 2025

Your roof protects you from the elements and insulates your home, but maintaining this important feature isn't always easy. Especially during the rainier months, the roof on your Littleton home might be prone to damage.

No matter the problem, there's a roofing expert in your area who can help solve it. Use our guide of Littleton's top roofers to find the best one for your job.

Top 10 Best Roofers in Littleton

Advertisement This site receives compensation from some of the companies featured in this listing, which may impact where and how products appear. When you click "Get Quote," you will be connected with partners who may contact you with information related to your inquiry. This listing doesn't feature all companies, products, or offers that may be available.

Erie Home

Erie Home Logo

Our Rating

User Rating

230 2nd Ave #130, Waltham, MA 02451 (781) 790-8140 eriehome.com

Free inspections

Transparent project updates

Quality customer service

Services Offered

Roof repair
Replacement
Asphalt roofs
Metal roofs

O'LYN Roofing

O'LYN Roofing Logo

Our Rating

User Rating

916 Pleasant St #4, Norwood, MA 02062 (781) 300-7231 olynroofing.com

Preventive services

Locally owned

Transparent project updates

Quality customer service

Free inspections

Transparent pricing

Customer education

Reputation for timeliness

Services Offered

Skylights
Slate
Flat roofs
Quality inspection
Roof cleaning
Roof repair
Asphalt roofs
Replacement

CAN Roof Construction

CAN Roof Construction Logo

Our Rating

User Rating

75 Arlington St #500, Boston, MA 02116 (857) 415-7727 canroofconstruction.com

Online quote

Transparent project updates

Reputation for timeliness

Transparent pricing

Free inspections

Customer education

Quality customer service

Services Offered

Ventilation
Quality inspection
Replacement
Asphalt roofs
Roof repair
Skylights
Rubber roofs
Slate
Flat roofs

Reliable Roofing, Siding & Windows

Reliable Roofing, Siding & Windows Logo

Our Rating

User Rating

194 Tosca Dr, Stoughton, MA 02072 (781) 746-7333 reliablewindowandsiding.net

Preventive services

Customer education

Transparent pricing

Transparent project updates

Free inspections

Reputation for timeliness

Quality customer service

Services Offered

Quality inspection
Skylights
Metal roofs
Asphalt roofs
Roof repair
Solar panel installation
Rubber roofs
Replacement

Golden Group Roofing

Golden Group Roofing Logo

Our Rating

User Rating

43 Broad St suite C 404, Hudson, MA 01749 (508) 873-1884 goldengrouproofing.com

Customer education

Preventive services

Quality customer service

Free inspections

Transparent pricing

Services Offered

Ventilation
Solar panel installation
Quality inspection
Roof repair
Replacement
Wood roofs
Rubber roofs
Metal roofs
Skylights

GN Exteriors - Roofers in Braintree

GN Exteriors - Roofers in Braintree Logo

Our Rating

User Rating

44 B.V. French St, Braintree, MA 02184 (781) 436-2234 gnexteriors.com

Quality customer service

Transparent pricing

Free inspections

Reputation for timeliness

Services Offered

Terra cotta
Quality inspection
Metal roofs
Replacement
Rubber roofs
Wood roofs
Asphalt roofs
Roof repair
Slate
Skylights
Flat roofs

Over The Top Roofing

Over The Top Roofing Logo

Our Rating

User Rating

15 Spring St #4, Peabody, MA 01960 (617) 618-6723 overthetoproofing.pro

Preventive services

Free inspections

Customer education

Quality customer service

Transparent pricing

Transparent project updates

Services Offered

Rubber roofs
Slate
Asphalt roofs
Quality inspection
Wood roofs
Roof repair
Ventilation
Replacement
Metal roofs

Robert Kierce Contracting, Inc.

Robert Kierce Contracting, Inc. Logo

Our Rating

User Rating

3 Heritage Dr, Foxborough, MA 02035 (508) 698-3806 kiercecontracting.com

Transparent pricing

Quality customer service

Free inspections

Honors appointment windows

Customer education

Preventive services

Services Offered

Skylights
Roof repair
Dormers
Quality inspection
Ventilation
Replacement
Asphalt roofs

REI Roofing

REI Roofing Logo

Our Rating

User Rating

670 S Franklin St, Holbrook, MA 02343 (781) 848-1999 reiroofing.com

Free inspections

Transparent project updates

Transparent pricing

Honors appointment windows

Preventive services

Quality customer service

Customer education

Services Offered

Wood roofs
Skylights
Slate
Roof repair
Replacement
Flat roofs
Asphalt roofs

FRS Roofing + Gutters

FRS Roofing + Gutters Logo

Our Rating

User Rating

11 Salem St Suite 12, Medford, MA 02155 (781) 322-6252 frsroof.com

Quality customer service

Transparent pricing

Honors appointment windows

Customer education

Transparent project updates

Free inspections

Services Offered

Dormers
Asphalt roofs
Rubber roofs
Replacement
Skylights
Roof repair
Quality inspection
Slate
Today's Homeowner Ranking Methodology

Today's Homeowner looks at dozens of datapoints on roofers to come up with our data-driven rankings. It's not possible for a company to pay for preferential treatment in our rankings. We look at the following key factors in determining who should top our list:

  • Company Experience
  • Real User Reviews
  • Company Reputation
  • Accreditations and Licenses
  • Service Area
  • Customer Service
Have questions about our methodology or company ratings? Reach out to FindAPro@TodaysHomeowner.com.

How Much Does a New Roof Cost in Littleton?

Cost planning is important when you need to tackle a project as big as roof replacement. Below, we outline the average price range for replacing a roof on a 1,500 square foot home in Littleton. We also outline price differences between common roof materials.

How To Choose a Roofing Company

Roof installation is a major home improvement project that can cost an amount in the tens of thousands range when all is said and done. It's crucial to research and find a top quality and trusted local roofing contractor for the job. Here are the key factors to consider when choosing a roofing contractor.

  • References and reviews: Vet companies thoroughly by verifying on review sites such as Google, Yelp, or the Better Business Bureau (BBB) that they have consistently positive feedback. You can also request recent local references to learn more.
  • Detailed written estimate: Trustworthy roofers will give you a comprehensive estimate in writing that outlines the scope of the work, specific materials, and total cost with no hidden fees. Avoid vague bids or quotes that seem dramatically high or low.
  • Experience and credentials: Providers with a decade or more of experience show stability and expertise. Before hiring, verify that a provider has appropriate licenses, bonding, and insurance. Inquire about professional certifications, such as those from the National Roofing Contractors Association.
  • Roofing materials and products: Reputable manufacturers produce durable roofing materials that can withstand Littleton's weather for years. Avoid contractors offering low-cost or generic products. Review shingle samples before making a decision.
  • Responsiveness and communication: From the time you get a quote to when the project is complete, the company should maintain regular contact. A representative should address questions and handle any issues during the project.
  • Warranties and guarantees: A reliable roofer will provide robust manufacturer warranties that cover shingles for 30+ years along with at least a 5-year guarantee on workmanship. Be wary of shorter warranty periods.

Signs Your Roof Needs Repair or Replacement

While most homeowners don't think about their roof every day, it plays a key role in protecting your home. Be attentive to these common signs that your roof may need an inspection and repairs from a professional roofer.

Roof Age

Your roof's age and material are key factors. Asphalt shingles, the most popular residential roofing material, generally last 20–25 years before needing replacement. Schedule a professional inspection if your roof is nearing or past this lifespan to determine if full replacement is needed.

Leaks or Water Stains in Your Home

Leaks are a common sign of roof issues. Water leaking through damaged or worn shingles often leads to water stains on walls, ceilings, and insulation, or in your attic. Don't ignore even small leaks, as leaks of any size can lead to mold and other damage.

Exposed Roof Decking Underneath Shingles

Visible roof decking or sheathing under your shingles is a sign that those shingles are severely curling or losing their seal. This means the shingles likely need replacement. Shingles need to lie flat to stop water from entering your home.

Cracked, Broken, or Missing Shingles

Examine your shingles thoroughly from ground level or a safe ladder. Look for ones that have cracks or that are missing granules. Over time, storms can cause surface damage. To keep your roof in repair, replace any shingles that detach or are openly gaping.

Flashing Deterioration Around Roof Penetrations

Roof flashing creates a watertight seal around vents, valleys, chimneys, and other areas where water can leak into your home. Peeling, cracked, or deteriorated flashing can allow leaks. We recommend quickly addressing any problems with the roof flashing that come up.

Sagging Roof Line

A structural problem can cause your roof to display sagging or uneven slopes. If you notice sagging or an uneven slope, schedule a professional inspection. A roof deck that isn't reinforced will get worse over time.

Frequently Asked Questions About Roofing in Littleton, MA

The best type of roofing material for your home in Littleton will depend on things like your budget and how often you want to do maintenance.

Metal is more expensive but is more durable, while asphalt will be cheaper up front but won't last as long. Wood roofs have better insulation than many other materials, which can be very beneficial in the winter.

For smaller home improvement jobs, a Massachusetts contractor may require only a Home Improvement Contractor (HIC) registration. For larger projects, a company or contractor will need a Construction Supervisor License (CSL) in addition to HIC registration. Both are provided by the Office of Consumer Affairs and Business Regulation.

The contractor that you sign a contract with must hold an HIC registration; for larger jobs, the CSL may be held by someone else, for example if work is subcontracted out.

Roof cleaning costs about $483 in Littleton. The total cost will depend on the size of your roof, how many levels it has, its material, and how severe the problem is.

Your roof can absolutely impact the energy efficiency of your home. For example, a good roof helps you spend less energy heating your home during the winter months. Certain materials (such as metal) are more energy-efficient than others.

The best color for your roof is based on a few factors like the style and color of your house and the local climate. For example, if you have a Spanish style home, then you'll most likely want a terracotta roof. Also, if you live in a hot climate, you may want to avoid darker colors because they absorb heat, which makes your energy bills higher in the summer.

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