Winchester, MA Roofing Contractors

Updated on March 4, 2026

GF Sprague provides trusted roofing services for the unique needs of Winchester, MA homeowners and businesses. With decades of expertise, we offer solutions to protect your property, enhance its aesthetic appeal, and withstand the demands of New England’s unpredictable climate. Contact us today to schedule your FREE roofing estimate!

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Roofing Costs Roof Financing

Roof repair and replacement services in winchester

540 Roofing Projects in Winchester Last job completed on June 25, 2026

Our Location near Winchester:

45 Kearney Rd, Needham, MA 02494

00.0 Miles from Winchester, MA

Call Us: 781-455-0556

Local Roofing Services in Winchester

Roof Repair

Winchester's mix of historic and modern homes often requires tailored roof repair solutions to address issues like storm damage, aging materials, or persistent leaks. GF Sprague specializes in repairs to restore the functionality and visual appeal of your roof, ensuring it stands up to the area's changing seasons.

Roof Repair

Roof Replacement

When it's time for a replacement, GF Sprague delivers expert craftsmanship to create durable, stylish roofs. Winchester homeowners can choose from a wide range of premium materials that enhance curb appeal and provide long-lasting protection against New England's extreme weather.

Roof Replacement

Roof Inspections & Maintenance

Regular inspections and maintenance are critical to extending the life of your roof and preventing costly repairs. GF Sprague's thorough inspections identify potential issues early, while our maintenance plans keep your roof performing at its best throughout the year.

roof inspection services in winchester ma

Regular inspections and maintenance are critical to extending the life of your roof and preventing costly repairs. GF Sprague's thorough inspections identify potential issues early, while our maintenance plans keep your roof performing at its best throughout the year.

Roof Inspections & Maintenance

Roof Snow Removal

Winters in Winchester can bring heavy snowfalls that place dangerous stress on roofs. GF Sprague offers professional snow removal services to protect your home and prevent structural damage caused by excessive snow loads. Let us handle the winter challenges so you don't have to.

Roof Snow Removal

*Emergency Roofing in Winchester, MA

Contact GF Sprague at (781) 455-0556 for emergency roofing services in Winchester, MA.

*If you or someone else is in immediate danger, please call 911.

Quality Roofing Materials We Offer

Asphalt

A versatile and affordable choice, asphalt shingles offer reliable weather protection and come in a variety of colors and styles to complement Winchester's diverse architecture.

Wood

Wood shingles and shakes provide timeless charm and natural insulation, making them a perfect match for the historic homes of Winchester. With regular care, they remain a durable and attractive roofing option.

Metal

Metal roofs, including custom copper options fabricated in-house by GF Sprague, deliver unmatched durability and energy efficiency. They're an excellent choice for protecting homes in Winchester's variable climate.

Slate

Slate roofing is a hallmark of historic and upscale properties in Winchester, renowned for its unmatched longevity and timeless elegance. With proper care, slate roofs can last for over a century, and our slate roofing services guarantee a perfect match for your property's architectural style.

Rubber

Rubber roofing systems, such as TPO, EPDM, and PVC, are ideal for flat or low-slope roofs. Rubber materials offer exceptional waterproofing, flexibility, and energy efficiency, making them a smart choice for Winchester properties.

Winchester’s Top Roofing Company

Expertise Since 1969:
With over 50 years of experience, GF Sprague delivers high-quality roofing solutions for any home in Winchester. For every project, we take advantage of our time-tested, industry-leading local knowledge.
All-Inclusive Roofing Services:
From inspections and repairs to full replacements and new installations, we offer comprehensive services to meet any homeowner’s unique needs.
Forever, Whoever Warranty:
Our work is backed by the “Forever, Whoever Warranty” to provide lasting peace of mind and cover both existing and future homeowners.
Trusted Community Reputation:
Known for our reliability and exceptional service, GF Sprague is the go-to choice for roofing solutions in Winchester, MA and beyond.

About GF Sprague

Read Our Roofing Reviews Hundreds of 5-Star Reviews

Read all Reviews

Chris D.

GF Sprague was very professional from the initial consultation all the way through the final walkthrough. This was contractor # 3 to fix a stone chimney and flashing leak. I’m optimistic we got it this time! I highly recommend GF Sprague!

Max L.

Reached out to a series of vendors about a stain in our ceiling and a potential roof leak. Several vendors provided quotes without checking the roof while GF Sprague actually checked out the roof and identified the most likely fix, even though it was not a ser...

Reached out to a series of vendors about a stain in our ceiling and a potential roof leak. Several vendors provided quotes without checking the roof while GF Sprague actually checked out the roof and identified the most likely fix, even though it was not a service they provided. I appreciated the productive info, especially since it was against their interests financially.

Derek W.

GF Sprague was very attentive to our project, provided ample updates and did a great job. They came back to adjust a very small piece to make it perfect as well. Id definitely use them again!

Kyle S.

Steve from GF Sprague came out and assessed my downspouts. After a 5-minute consult, it was determined a simple redirect fix was needed that I could probably do myself. I really appreciate Steve's honesty, and I'll be sure to call GF Sprague again for future home improvements.

Alana O.

Mark, Justin, and Paul were the perfect team for our roofing and chimney work. The lines of communication were exceptional from the start. Mark patiently answered all our questions and concerns. Justin did an exceptional job laying out the timeline and expecta...

Mark, Justin, and Paul were the perfect team for our roofing and chimney work. The lines of communication were exceptional from the start. Mark patiently answered all our questions and concerns. Justin did an exceptional job laying out the timeline and expectations. His crew was polite, respectful, and very hard working. Paul rounded out the project by doing a great job putting the final touches on the finished work. They strive to please and work hard to be sure you are a completely satisfied customer.

Jonathan D.

Truly outstanding work by Nate Fleury, Steve Herget, and the rest of the Sprague team! A real pleasure to work with, easily accommodating last-minute changes and technical issues. Nate exhibited outstanding workmanship and attention to detail; arriving on-site...

Truly outstanding work by Nate Fleury, Steve Herget, and the rest of the Sprague team! A real pleasure to work with, easily accommodating last-minute changes and technical issues. Nate exhibited outstanding workmanship and attention to detail; arriving on-site early, staying late and finishing upon a weekend to accommodate weather issues, and clearly communicated what was being done with words and photos.

Zena S.

We had our roof replaced by Steve and GF Sprague team a year ago, and I couldn’t be happier with the results. The quality of the work has held up perfectly through all kinds of weather, and we haven’t had a single issue since the installation. I highly recomme...

We had our roof replaced by Steve and GF Sprague team a year ago, and I couldn’t be happier with the results. The quality of the work has held up perfectly through all kinds of weather, and we haven’t had a single issue since the installation. I highly recommend Steve for anyone in need of reliable roofing services

Projects Completed in Winchester

We've completed 540 roofing jobs in Winchester

Completion Date: 3/18/2026 Zip Code: 01890 City: Winchester Street: 85 Highland Ave Project Type: Roofing
Completion Date: 12/13/2025 Zip Code: 01890 City: Winchester Street: 16 High St. Project Type: Roofing
Completion Date: 7/24/2025 Zip Code: 01890 City: Winchester Street: 11 Ridgefield Road Project Type: Roofing
Completion Date: 7/23/2025 Zip Code: 01890 City: Winchester Street: 51 Wedgemere Ave Project Type: Roofing

All Projects

Roofing Costs in Winchester

The average roof replacement cost in Winchester is approximately $44,477 - $66,736. The final cost of your roof replacement project will depend on the material you choose and the size and architecture of your unique home.

Roof Replacement Cost in Winchester by Material

Roof Material	Avg. Cost
Asphalt	$44,477 - $66,736
Designer Asphalt	$66,715 - $100,104
Wood	$177,908 - $266,944
Copper	$355,816 - $533,888
Slate	$222,385 - $333,680

Calculate Your Roof Cost

Winchester, MA Roof Prices by Year (May 2026 Update) (Total Replacement Cost - USD)

We’re Roofers That Finance In Winchester

We believe every Winchester homeowner should have access to top-tier roofing services. That’s why we offer flexible financing options with $0 down, 0% interest for 24 months. Our team will walk you through the process and help you choose a plan that works for your budget.

home in winchester that used roof financing options

Do I Need a Permit For Roof Construction in Winchester

Yes, you need to obtain a building permit before starting roofing projects in Winchester, MA. When you work with GF Sprague, we’ll obtain any necessary permits on your behalf.

For Permitting Questions, Contact the Town of Winchester:

Phone: (781) 721-7115
Address: 71 Mt. Vernon Street, 1st Floor, Winchester, MA 01890

Roofing Trends in Winchester

Winchester homeowners are embracing unique roofing solutions to balance sustainability with the town’s historic charm. Energy-efficient materials, such as cool roofs and metal systems, are growing in popularity for their ability to reduce utility costs and environmental impact. Meanwhile, slate and wood shingles continue to be favored for maintaining the character of Winchester’s older homes. With New England’s increasingly harsh winters, durable options like TPO, EPDM, and PVC are becoming essential for their ability to withstand heavy snowfall and fluctuating temperatures. GF Sprague stays ahead of these trends, providing roofing solutions that blend innovation with Winchester’s architectural heritage.