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10 Best Roofers in Winchester, MA

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Written By David Cusick

Last Updated April 2024

Your roof performs a number of essential jobs, from keeping your heat in to keeping water out. However, caring for your roof isn't always easy. Snowfall in Winchester can create hazardous conditions and damage your roof.

Whatever your circumstances are, there's a local roofing expert who understands and can help solve the problem. Use our guide to discover the right roofers in Winchester.

Top 10 Best Roofers in Winchester

Erie Home

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

Transparent project updates

Quality customer service

Free inspections

Services Offered

Metal roofs
Replacement
Roof repair
Asphalt roofs

FRS Roofing + Gutters

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

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Free inspections

Quality customer service

Honors appointment windows

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Slate
Asphalt roofs
Quality inspection
Dormers
Replacement
Skylights
Rubber roofs
Roof repair

ID Flat Roof

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234 W Newton St APT 2, Boston, MA 02116 (617) 299-0291 idflatroof.com

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Quality customer service

Free inspections

Transparent pricing

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

CAN Roof Construction

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

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Reputation for timeliness

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Free inspections

Online quote

Quality customer service

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Skylights
Roof repair
Replacement
Ventilation
Asphalt roofs
Quality inspection

Storm Guard Roofing and Construction

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424 Washington St #35497, Brighton, MA 02135 (781) 519-8686 swboston.stormguardrc.com

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Locally owned

Preventive services

Reputation for timeliness

Customer education

Transparent pricing

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Replacement
Skylights
Roof repair
Emergency tarp
Quality inspection
Solar panel installation

Action Roofing

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19 Hamilton Ave, Billerica, MA 01821 (978) 726-9709 theactionroofing.com

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Transparent pricing

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

E.M. Snow, Inc.

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971 Main St, Waltham, MA 02451 (781) 893-4546 emsnowinc.com

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Honors appointment windows

Preventive services

Quality customer service

Transparent pricing

Online quote

Services Offered

Replacement
Asphalt roofs
Metal roofs
Rubber roofs

Universal Roofing Solutions

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29b Adams St, Burlington, MA 01803 (781) 901-1203 universalroofingsolutions.com

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Preventive services

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Free inspections

Quality customer service

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Replacement
Asphalt roofs
Solar panel installation
Roof repair

J White Construction Inc.

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8 Lee St, Wilmington, MA 01887 (617) 596-3403 jw.construction

Preventive services

Transparent project updates

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Honors appointment windows

Customer education

Quality customer service

Services Offered

Solar panel installation
Mold remediation
Flat roofs
Replacement
Roof repair
Quality inspection

Storm Works Roofing & Restoration

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295 Belmont St, Belmont, MA 02478 (844) 786-7696 stormworksroofing.com

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Free inspections

Transparent pricing

Quality customer service

Preventive services

Services Offered

Skylights
Metal roofs
Replacement
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 Winchester?

Price is an important consideration when replacing your roof. Below is the average price range to replace a roof on a 1,500 square foot home in Winchester. We also highlight prices for popular roofing materials.

How To Choose a Roofing Company

Installing a new roof 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 essential to research and find the most skilled and reliable roofing professional for the job. Here are some important considerations when choosing a roofing contractor.

  • Detailed written estimate: Quality roofing companies will provide detailed written bids. These bids should outline the full scope of the project, materials needed, and total cost with no hidden fees. Avoid vague quotes or ones that seem much too high or low.
  • Experience and credentials: Look for companies that have been operating for at least 10 years. These companies' longevity and years in business reflects stability, expertise, and satisfied past clients. Ensure a provider has appropriate licenses, bonds, and insurance before hiring. Also inquire about professional certifications, such as those from the National Roofing Contractors Association.
  • References and reviews: Check companies thoroughly by verifying recent reviews on sites like Google, Yelp, or the Better Business Bureau (BBB). Look for a record of consistently good feedback over many years. You can ask for recent local references to learn more.
  • Responsiveness and communication: From estimate to project completion, your contractor should regularly communicate with you, respond to all questions, and handle any concerns.
  • Warranties and guarantees: Reputable roofing companies offer robust warranties that cover your roof. Look for coverage on shingles lasting 30+ years and at least a 5-year labor warranty. Stay away from companies that have less coverage than that.
  • Roofing materials and products: Quality roofing materials from top brands are able to handle Winchester's weather and hold up for decades. Beware of contractors who push extremely low-cost or generic products. Check out shingle samples before deciding.

Signs Your Roof Needs Repair or Replacement

You may not think about your roof every single day, but it protects your home in important ways. Look out for these common signals that your roof needs to be inspected and repaired by a professional roofer.

Roof Age

Your roof's age and material are key factors. The most common residential roofing material is asphalt shingles, which generally last about 20 to 25 years before requiring replacement. Have your roof evaluated if it’s approaching this age to determine if it needs to be replaced.

Leaks or Water Stains in Your Home

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

Exposed Roof Decking Underneath Shingles

If you can see roof decking or sheathing visible under your shingles, it means those shingles are severely curling or losing their seal, and replacement is required. Shingles should lie flat to prevent water from getting into 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 missing shingles or ones that are openly gaping.

Flashing Deterioration Around Roof Penetrations

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

Sagging Roof Line

A structural problem can cause your roof to display sagging or uneven slopes. If you notice signs of the roof sagging, get a roofing company to inspect it. A roof deck that isn't reinforced will only get worse without proper support.

Frequently Asked Questions About Roofing in Winchester, MA

The best type of roofing material for your home in Winchester will be decided by a number of factors, such as your budget and how often you're willing to do maintenance.

Asphalt is more budget-friendly, 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 might only require a Home Improvement Contractor (HIC) registration. For large 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.

You can expect to pay around $456 for roof cleaning in Winchester. Things like how many stories your house has, the material of your roof, the size of your roof, and the extent of the issue will all affect the total cost.

Your roof does impact the energy efficiency of your home. For example, in the winter a good roof allows you to spend less energy heating your home. Certain roofing materials, such as metal, provide superior insulation compared to other types.

Insulation is important to think about, because a home with good insulation lowers your energy costs from heating and cooling your home. Spray foam insulation is one of the best kinds since it is long-lasting and moisture-resistant. It also seals gaps and cracks, which prevents leaks. However, it is also more expensive compared to other types of insulation.

Depending on which contractor you use, your home insurance may cover some roof replacement costs. Some insurance companies have preferred contractors. It may also be easier to have costs covered if the damage was due to a covered weather event, such as a severe storm. Speak with your home insurance company to learn whether they have any preferred contractors, and what costs are covered.

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