Roofing Contractor in Winchester, MA
Nick Tracey Roofing & Exteriors replaces and repairs roofs across Winchester, across its older neighborhoods and around the town center. We serve Winchester from our North Andover office and have been working with Winchester homeowners since 2024.
Every estimate is free, in writing and based on what we see on your roof, not a ballpark over the phone.
4.9 Stars from 710+ Google Reviews
Licensed & registered in Massachusetts: HIC Reg. #212691 · Construction Supervisor License CS-120178
Roofing Services in Winchester, MA
Roof replacement, roof repair, skylights, gutters and siding for Winchester homes
Roof Replacement
Roof Repair & Leaks
Skylight Installation/ Replacement
Gutters/ Leaf Guards
Siding Installation/ Replacement
Roof Shoveling/ Ice Dam Removal
Roof Repair in Winchester, MA
Nearly half of Winchester’s homes were built before 1940, from Victorians and Queen Annes to Colonial Revivals. Older roofs here often have complex rooflines, several layers of shingles and worn chimney flashing.
We find the source of the leak, show you photos and tell you plainly whether a repair will last or whether it is time to plan a replacement. See our roof repair page for common problems and fixes.
Recent Projects in Winchester, MA
Here are our most recent jobs in and around Winchester:
- Roof replacement, Winchester, MA, completed September 2024
- Roof replacement, Winchester, MA, completed July 2024
- Asphalt shingle roof, Reading, MA, completed May 2026
- Roof replacement, Stoneham, MA, completed July 2025
- Roof replacement, Stoneham, MA, completed June 2025
What Homeowners Near Winchester Say
“Had my home, garage and shed roof replaced today. I couldn’t be happier with the experience. From initial consult with Zoran who did a great job explaining everything to Ricky the project manager who kept me informed on the progress throughout the install. … The clean up was spot on. My yard is immaculate including my flower beds. I highly recommend Nick Tracey Roofing.”
Rosemary M., Methuen, MA (Google review, April 2026)
Read all of our 710+ Google reviews on Google.
Know a neighbor who needs a roof? Refer them and earn up to $200.
Frequently Asked Questions
Our Merrimack Valley numbers are the best guide for Winchester: most asphalt shingle roof replacements we do cost $13,200 to $24,100, and the middle job is about $19,200, based on 52 signed jobs. That price includes the tear-off, ice and water shield, the building permit, cleanup and our 25-year installation warranty. Standing seam metal roofs typically run $21,000 to $42,000. See our Massachusetts roof replacement cost guide for details, or get a free written quote for your home.
Yes. Massachusetts requires a building permit for every re-roof, pulled by a licensed Construction Supervisor. We pull the permit with the Town of Winchester under Construction Supervisor License CS-120178 and schedule the inspection, and the permit cost is included in our price.
Usually, yes. Replacing or reflashing skylights during the roof job means the flashing is new along with the roof, instead of tearing into new shingles later. We will tell you whether yours can be reflashed or should be replaced.
Most homes are finished in a single day. Larger or more complex roofs can take two to three days. We confirm the schedule with you before work starts.
Yes. We partner with St. Mary’s Bank to offer a range of payment options, so you can spread the cost of your new roof over time.
Yes. We are registered with Massachusetts as a home improvement contractor (HIC Reg. #212691), owner Nick Tracey holds Massachusetts Construction Supervisor License CS-120178, and we are fully insured. We are also an Owens Corning Platinum Preferred contractor.
Call us or book online. We will come to your home in Winchester, inspect the roof in person and give you a free written quote with clear pricing.
Roofing Materials for Winchester Homes
Architectural asphalt shingles are the most common choice. Many older homes also have flat or low-slope sections over porches and additions, where we install EPDM rubber, and standing seam metal is a long-life option for porches. We bring samples so you can compare colors.
Asphalt Shingles
Asphalt Shingles are the most popular choice because they are economically priced and are backed by Owens Corning manufacturer warranties.
EPDM Rubber Roofing
EPDM Rubber Roofing is the perfect roofing material for low slope applications.
Roof Replacement in Winchester, MA
Our Winchester roof replacements include a full tear-off to the decking, a decking inspection, ice and water shield along the eaves and valleys and a complete Owens Corning roofing system. Most homes are done in one day, and we finish with a magnetic nail sweep and a walkthrough with you.
Every roof is backed by our 25-year installation warranty, and as an Owens Corning Platinum Preferred contractor we can also offer Owens Corning’s strongest system warranties. Financing is available through St. Mary’s Bank. See how our roof replacements work.
Why Winchester Homeowners Choose Nick Tracey Roofing
quality
We install complete Owens Corning roofing systems using proven methods, so your new roof looks right and performs for decades.
speed
With respects to safety, time is of the essence. We waste no time in transforming your homes exterior presence, making an incredible impact in as few as 1-2 days.
warranties
Every roof we install is backed by our 25-year installation warranty, and as an Owens Corning Platinum Preferred contractor we can also offer Owens Corning system warranties.
communication
You deserve excellent communication throughout your project. We are always available through call, text, or email at any time. You can count us to provide updates and "next steps" until your roof project is complete.
reliability
We are Owens Corning Platinum Preferred, A+ rated with the BBB, and backed by 4.9 stars from 710+ Google reviews.
Our Nearest Office: North Andover, MA
800 Turnpike St, Suite 104, North Andover, MA 01845. This office serves Winchester and the surrounding towns.
Other Towns We Service Nearby
Ready to Get Started?
Contact us today for a free, no-obligation quote
