Expert Advice On Improving Your Home

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10 Best Roofers in Medway, MA

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

Last Updated: February 25, 2025

Caring for your roof is important for protecting you and your home, but isn't always an easy job. The snow in Medway can weigh heavily on a roof and result in water damage.

For all problems, big or small, there's a local roofing contractor who can help. Use our guide to connect with one of the top roofers in Medway.

Top 10 Best Roofers in Medway

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

Transparent project updates

Free inspections

Quality customer service

Services Offered

Metal roofs
Replacement
Asphalt roofs
Roof repair

Cycle Carpentry Corp

Cycle Carpentry Corp Logo

Our Rating

User Rating

28 Park Ave, East Bridgewater, MA 02333 (781) 412-3006 cyclecarpentry.com

Locally owned

Quality customer service

Transparent pricing

Free inspections

Customer education

Preventive services

Services Offered

Rubber roofs
Roof repair
Ventilation
Wood roofs
Skylights
Asphalt roofs
Quality inspection
Replacement
Flat roofs
Slate
Solar panel installation
Dormers

Beantown Home Improvements, Inc.

Beantown Home Improvements, Inc. Logo

Our Rating

User Rating

53 Plain St, Middleborough, MA 02346 (781) 390-9690 beantownhi.com

Free inspections

Quality customer service

Transparent project updates

Transparent pricing

Reputation for timeliness

Customer education

Preventive services

Services Offered

Ventilation
Replacement
Roof repair
Quality inspection
Asphalt roofs
Rubber roofs
Skylights
Wood roofs

O'LYN Roofing

O'LYN Roofing Logo

Our Rating

User Rating

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

Transparent project updates

Free inspections

Locally owned

Transparent pricing

Preventive services

Honors appointment windows

Customer education

Quality customer service

Services Offered

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

CAN Roof Construction

CAN Roof Construction Logo

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User Rating

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

Transparent pricing

Quality customer service

Online quote

Customer education

Free inspections

Honors appointment windows

Transparent project updates

Services Offered

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

Reliable Roofing, Siding & Windows

Reliable Roofing, Siding & Windows Logo

Our Rating

User Rating

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

Transparent pricing

Preventive services

Quality customer service

Customer education

Transparent project updates

Reputation for timeliness

Free inspections

Services Offered

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

Transparent pricing

Preventive services

Quality customer service

Customer education

Free inspections

Services Offered

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

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

Reputation for timeliness

Free inspections

Transparent pricing

Quality customer service

Services Offered

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

Customer education

Quality customer service

Reputation for timeliness

Free inspections

Preventive services

Transparent pricing

Services Offered

Replacement
Quality inspection
Ventilation
Roof repair
Dormers
Asphalt roofs
Skylights

REI Roofing

REI Roofing Logo

Our Rating

User Rating

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

Customer education

Honors appointment windows

Transparent pricing

Free inspections

Transparent project updates

Quality customer service

Preventive services

Services Offered

Replacement
Slate
Skylights
Wood roofs
Asphalt roofs
Roof repair
Flat roofs
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 Medway?

For a project as big as roof replacement, price matters. Below is the typical price range to replace a roof on a 1,500 square foot home in Medway. We also compare costs for common roofing materials.

How To Choose a Roofing Company

Installing a new roof is a major home renovation that can cost over ten thousand dollars total. It's essential to research extensively to find a highly skilled and reputable roofing company for the job. Here are the main things to consider when choosing a roofer.

  • Detailed written estimate: Trustworthy roofing companies will provide detailed written bids. These proposals should outline the full project scope, materials needed, and total cost without hidden fees. Avoid vague bids or ones that seem much too low or high.
  • Experience and credentials: Seek out providers that have been operating for a decade or more. These companies' extensive experience and time in operation reflects consistent work, knowledgeable teams, and happy former customers. Ensure a provider has appropriate licenses, bonds, and insurance before committing. Also ask about professional certifications, such as those from the National Roofing Contractors Association.
  • References and reviews: Research companies carefully by examining their Google, Yelp, or Better Business Bureau (BBB) profiles to look for years of consistently positive feedback. You can also request recent local references.
  • Roofing materials and products: Quality roofing materials from leading manufacturers can handle Medway's weather and last years. Avoid contractors pushing cheap or generic materials. Review shingle samples before deciding.
  • Responsiveness and communication: From the time you get a quote to when the project is complete, the company should keep you regularly updated. A representative should address questions and resolve any issues during the project.
  • Warranties and guarantees: A reliable roofer will provide strong guarantees from the manufacturer which protect shingles for over 30 years along with at least a 5-year guarantee on workmanship. Be wary of shorter guarantees.

Signs Your Roof Needs Repair or Replacement

Though most homeowners don't think about their roof every day, it provides critical protections for your home. Remain alert for these common signs that your roof may need professional inspection and repair.

Roof Age

The age and material of your roof are important. Asphalt shingles, the most popular residential roofing material, typically last around 20–25 years before needing replacement. If your roof is nearing or past this lifespan, have it evaluated to determine if full replacement is needed.

Leaks or Water Stains in Your Home

One of the clearest signs of a roof problem is leaking. Stains on insulation, walls, and ceilings — or in your attic — usually indicate that water is seeping through deteriorating shingles. Don't ignore small leaks, because even these can encourage mold growth and roof deterioration.

Exposed Roof Decking Underneath Shingles

If you can see your roof decking or sheathing material underneath your shingles, it means those shingles are severely curling or losing their seal and need replacement. Shingles should lie flat to keep water from entering your home.

Cracked, Broken, or Missing Shingles

Check your roof shingles from the ground or a steady ladder. Look for cracking or missing granules. Storms that bring strong winds can cause surface damage over time. To keep your roof in good shape, replace any shingles that are missing or are openly gaping.

Flashing Deterioration Around Roof Penetrations

Roof flashing provides a weatherproof seal around vents, valleys, chimneys, and other areas that penetrate the roof. If this metal flashing is coming loose, cracked open, or worn down, it can allow leaks. Problems with roof flashing should be addressed promptly.

Sagging Roof Line

If your roof sags or is uneven, it's time to call a professional roofer. These issues could indicate a structural problem. A sagging roof that's not properly supported or fixed will deteriorate more over time.

Frequently Asked Questions About Roofing in Medway, MA

The best type of roofing material for your home in Medway will be determined by a number of factors, including your budget and how often you want to do maintenance.

Asphalt is less costly, while options like metal cost more but last longer. You also might choose a material like wood for its environmentally friendly nature.

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

The contractor that you sign a contract with must have an HIC registration; for larger jobs, the CSL might be held by another person, for example if work is subcontracted out.

Generally, spring or fall is the best time of year to have your roof replaced. Winter may not be the ideal time to have work done on your roof in Medway, as cold weather can delay work or simply be unpleasant.

Your roof does impact how energy-efficient your home is. For example, in the winter a good roof allows you to spend less energy heating your home. Some roofing materials, such as metal, provide better insulation than other types.

Spray foam insulation in one of the best kinds of insulation. It lasts longer than other kinds and also seals any cracks in your roof. The downside is that it costs more than other types of insulation.

After your roof installation, check the roof's appearance. If it looks uneven or not uniform, this is a sign that the roof was not installed well. Also, make sure the flashing wasn't reused. Properly installed flashing is important to keep leaks and water damage at bay. Lastly, you'll want to see that your contractor placed an underlayment between the shingles and sheathing of your house. This helps prevent leaks and extends your roof's lifespan.

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