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Find Wood shake or composite roofing installers and replacers in Winnetka

Avatar for The Shake Guys
The Shake Guys
5.0(
83
)

Serving Winnetka, IL and surrounding areas

Approved

Super Service Award Winner

In business since 2010

Free estimates

Credit card accepted

"The ShakeGuys replaced my cedar roof with DaVinchi Select Shake. The sales lead Chris P invested a lot of time taking me through options and answering questions. Tracey N was on top of communicating the scheduling of everything. Josh F the project manager did a great job overseeing the work, which went smoothly and on-time. The crew did a top notch professional job installing the new composite shake on a complex roof profile. Several neighbors commented on how professional they were, with minimal disruption.. They cleaned up thoroughly at the end of each day. Don't take short cuts when it comes to a new roof. Call the ShakeGuys and get it done right. They did an awesome job."
Long Grove IL Roof
Winnetka Roof
North Barrington Roof
South Barrington Roof
Oak_Knoll_Rd,_Barrington_Hills

+14

Response time1 day
18 neighbors recently requested a quote
Recommended by86%of homeowners
Avatar for TTLC Inc Roofing Siding and Gutters
TTLC Inc Roofing Siding and Gutters
4.8(
36
)

Serving Winnetka, IL and surrounding areas

Approved

In business since 2005

Free estimates

Emergency services offered

"The team from TTLC made the entire process simply and easy. I had a dedicated project manager that essentially took care of everything for us. I barely had to get involved at all, other than choosing days for installation. We chose from a variety of samples and colors which all looked nice. They did a really good job replacing our roof and gutters. If you need any roof, siding or gutter work, I definitely recommend TTLC!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+13

Response time4 days
Response rate100%
1 neighbors recently requested a quote
Avatar for Infinity Exteriors LLC
Infinity Exteriors LLC
4.8(
546
)

Serving Winnetka, IL and surrounding areas

Approved (Corporate)

In business since 1997

Free estimates

Emergency services offered

"I will try to keep this short. I have waited weeks till I had time to completely digest the events. I am retired, skilled and experienced in the trades plus I have many decades as a skilled and US Gov. licensed technician and inspector. The ONLY thing that kept this from being a D were the two guys nailing down the shingles. I watched them like an FAA inspector. They aligned each shingle before nailing it x5. The "roof" looks good but not my driveway. I was up on the roof the entire time with the "good crew." I saw ALL their flaws and was shocked. I wish I could post the photos I took. My drive was now has approximately 30 feet of grooves cut into it by the carpenter of this crew. He was cutting plywood for repairs and just laid the wood flat on my drive way and cut away with his skill saw. Well the skill saw went through the wood right into my drive way. I showed the Project Manager and he said "well when you reseal the drive way it will cover up the all the cuts." This same designated crew carpenter cut plywood repairs either way to small and left 1/2" to 3/4" gaps or to big. If they were to big he just beat on the plywood or jumped up and down on it till it went in. This was done to the GREAT amusement of other crew members. This same Crew Carpenter "tried" to drive a 8 Common Nail but it dent over. Instead of pulling the bent over nail out he just hammered in so laid horizontally smashed into the plywood. In front of the crew I dug it out and put in a nail correctly. They cut shingles on newly laid Ice Barrier material cutting the barrier. I mentioned this to the Project Manager and he said " the shingles will cover it." Ice Barrier is self sticking. One section had waves in it. I brought this to the Crew Lead and he said they will just cut the width of the Ice Barrier to get it to lay flat. So much for the Ice Barriers integrity. One of the guys just threw the styrofoam chutes vents in the attic between the roof rafters. The chutes say right on them staple. None of mine were stapled or pushed down into the eaves correctly. I corrected all of them myself. The project Manager was going to I subtract for my time spent. I said no thanks. My brown Valley W Channel was dented and scratched up. One 3" dent came close to going through the this metal. I again mentioned this to the Project Manager and he said it probable happened by dragging stuff over the installed Valley W Channel. For brevity these are only some of the problems/issues. The Project "only" said sorry when I handed him the final $10,000.00 check. I did speak to a manager and salesman from Infinity. They fixed stuff and offered to replace the dented and scratched W Valley Channel. I declined because it would require disturbing a good number of fresh/new shingles. For the many cuts in my driveway they offered $300 off the bill. We told them to donate the $300 to a local private animal shelter and do it in our name. It you use this company you or somebody knowledgeable in this type work oversee EVERYTHING ALL the time. The clean up guy worked hard for 12 hours picking up all the old stuff as it came off the roof."
Dome Asphalt Roof
Two Story Asphalt Roof Replacement
Dome Asphalt Roof
Two Story Asphalt Roof Replacement
Dome Asphalt Roof

+9

39 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for Faithful Roofing & Masonry
Faithful Roofing & Masonry
5.0(
10
)

Serving Winnetka, IL and surrounding areas

Approved

Free estimates

Emergency services offered

Warranties offered

"Honest Review of Faithful Roofing & Masonry I want to share my honest experience with Faithful Roofing & Masonry. From the very first conversation to the moment the job was done, Martino and his wife, Victoria, made me feel like I truly mattered — not just another customer or profit. Martino was professional and genuine from the start. He told me their top priority is their clients, making sure they get the best experience possible. He also said it’s not about the money for him — it’s about helping people. Both Martino and Victoria are very spiritual and believe they’re here to do God’s work, and I could really feel that in how they treated me. Things have been tough lately, and they personally reached out to assure me not to worry. They worked with me to make sure my home would be protected before the winter. I had a new roof put on a year ago but needed new gutters because water was seeping into my house. They helped me stay within my budget and still get quality work done — they truly saved my home! Their team was friendly, professional, and always on time. The finished work looks amazing — the pictures speak for themselves. Other companies I spoke with made me feel like just another job, but Faithful Roofing & Masonry treated me with compassion and respect. I highly recommend them for any roofing, siding, masonry, or window/door work. They treat your home like it’s their own, and that kind of care is hard to find these days. Thank you, Martino and Victoria, for making this such a positive and stress-free experience! I’ll definitely be calling you again soon for more work."
Gutter Repair & Replacement Project
Gutters Project
Roofing Project
Roofing Project
Additional Photos

+28

8 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Seidel Exterior Group
Seidel Exterior Group
5.0(
87
)

Serving Winnetka, IL and surrounding areas

Approved

Super Service Award Winner

In business since 1970

Free estimates

Warranties offered

"After reviewing several roofing companies on Angi and elsewhere, as well as one family recommendation, we went with Seidel to have all the singles, underlying materials, and gutters replaced on our ~ 25 year old home. The first thing to know about this company is that Udo is a knowledgeable professional who is happy to answer any questions leading up to the job, and assist with things that can be challenging, like getting permits or working with HOAs. During the work he checked in multiple times and even supplied some photos of the roof while the crew was up there, to confirm boards were all OK. In short, he doesn't miss details and does a great job communicating throughout. We went with a higher grade of shingle and supporting materials, and so far (after 30+ days and several storms) the overall quality looks great. I don't anticipate any issues through the coming winter, but will update should anything warrant it. Can fully recommend Seidel and we are also likely to use them for a siding project, based on our positive experiences with the roof."
Oakbrook
Northfield
Oakbrook
Northfield
Oakbrook

+103

Response time1 day
Response rate88%
7 neighbors recently requested a quote
Avatar for A&D Home Improvement, LLC
A&D Home Improvement, LLC
5.0(
61
)

Serving Winnetka, IL and surrounding areas

Approved (Corporate)

In business since 2011

Free estimates

Warranties offered

"From quote process to completion it went all well. On the day of roof replacement there were around 10-12 people who worked from 7:00 am for about 7-8 hours and completed the work. The roof looks great"
Before A&D
BEFORE A&D
AFTER A&D
AFTER A&D
BEFORE A&D

+43

Response time2 days
Response rate98%
23 neighbors recently requested a quote
Avatar for Power Home Remodeling
Power Home Remodeling
4.6(
313
)

Serving Winnetka, IL and surrounding areas

Approved (Corporate)

In business since 1992

Free estimates

Warranties offered

"Had new gutters, soffit & facia installed by Power Home Remodeling. The experience from start to finish was terrific. The quality of the products, installation and service was great. Would highly recommend them!"
Fresh Curb Appeal
Full Home Remodel - Siding, Windows, Door and Gutters
Fresh Curb Appeal
Full Home Remodel - Siding, Windows, Door and Gutters
Fresh Curb Appeal

+34

44 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for A&D Home Improvement, LLC
A&D Home Improvement, LLC
4.8(
255
)

Serving Winnetka, IL and surrounding areas

Approved

Super Service Award Winner

In business since 2010

Free estimates

Warranties offered

"A&D replaced our parent's aged roof. Darek came a good distance to provide a free estimate. He explained thoroughly the work that his company would complete, as well as why it needed to be done. He offered material options and encouraged us to seek additional estimates for comparison purposes. A&D was extremely responsive with followup communication. When reaching out with questions, their response time to our inquiries was extremely fast. A&D followed through on all of their promises. A large work crew showed up on time and completed a complete tear off, down to the rafters, installed sheathing, ice & water shield (72 in.), all underlayments and shingles. They were done with the job, in it's entirety, by 5:00 p.m. Darek and Maciej spent several hours at our house, overseeing and working alongside the crew. They met all terms of the agreement and went above and beyond - sealing gutter end caps that were leaking and installing attic baffles, without asking for additional compensation. Afterwards, the crew spent time cleaning up the perimeter of our home, leaving no material wrappings or nails on the ground. Darek visited our parents' home the day after the roofing work, to ask if we had any questions and if we were pleased. He encouraged us to call A&D's office we had any issues with the roof moving forward. A&D Home Improvement is a company with the highest level of integrity. They take obvious pride in providing an experience where they work to please the client. Thank you A&D with a very satisfying experience!"
Torch Down Modified Bitumen Roof
AFTER!
Torch Down Modified Bitumen Roof
BEFORE
Torch Down Modified Bitumen Roof

+40

Response time12 hrs
259 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for J&K Home Improvement & Restoration
J&K Home Improvement & Restoration
5.0(
7
)

Serving Winnetka, IL and surrounding areas

Approved

In business since 2005

Free estimates

Credit card accepted

"John has been nothing but professional from day one!! I request a quote on a Friday evening through both their website and Home Advisor and John called Saturday to set up a time to come look at the roof and give us a quote. We set the date of the job and they arrived that morning and wasted no time in getting started. John was on the job site, and even climbed up on the roof to assist his crew. They were very thorough in not only the job, but the clean up after. They ensured all nails and excess materials were removed. Top notch job and would definitely recommend them to anyone getting a roof either repaired or replaced!!"
 Roofing
 Siding Job
GAF Shingles
 Siding job site
 Modifed Bituman

+2

Recommended by100%of homeowners
Showing 1-10 of 21
FAQs for wood shake or composite roofing installation and replacement projects in Winnetka, IL

Cedar shakes and wood shingles might seem similar, but they have some important differences. Cedar shakes are hand-split, giving them a unique, textured appearance that adds rustic charm to your roof. They're great for homeowners who want a distinctive look. Wood shingles, conversely, are machine-made, providing a smooth, uniform appearance for a more modern look. Shakes tend to be more expensive due to the craftsmanship involved but offer exceptional beauty and resilience.

A well-maintained cedar shake roof can last up to 60 years. However, factors like severe weather and improper ventilation can reduce its lifespan. You should consider replacing your roof if you notice persistent leaks, visible water damage, curling or splitting shakes, moss growth, rot, or missing shakes. Regular inspections can help you determine when it's time for a replacement.

When hiring a roofing contractor for your cedar shake roof, asking the right questions is important. Make sure they are fully certified and have extensive experience with cedar installations. Verify that their team is licensed, bonded, and insured. Ask for details about the materials they use, such as the type of underlayment and fasteners, and how they ensure proper ventilation. Getting multiple written estimates can help you compare options and choose a contractor who offers quality workmanship at a fair price.

The Winnetka, IL homeowners’ guide to wood shake or composite roofing installations and replacements

From average costs to expert advice, get all the answers you need to get your job done.