What Causes Roof Leaks
Around Chimneys In Montgomery, TX?
Homeowners in Montgomery, Conroe, and The Woodlands call us about one leak more than almost any other: water showing up near a chimney. It might look like a ceiling stain or a soft spot on the wall, but the root problem usually starts where shingles meet brick or siding around that chimney.
Why Chimney Areas Leak So Often
Chimneys are a natural weak point in any roofing system. You have multiple materials meeting in a small area, and they all expand and contract at different rates in Texas heat and cold. Over time, that movement can open small gaps where water can sneak in even if the rest of the roof looks fine from the ground.
Flashing is supposed to protect this area, but problems start when:
- Step flashing and counter flashing were never installed correctly.
- Old flashing rusts, pulls loose, or is buried under too much sealant.
- Shingles at the chimney base crack, curl, or lose granules.
Once water gets behind the flashing, it can travel along the deck and show up several feet away inside your home.
Common Signs Of A Chimney Roof Leak
You do not have to climb on the roof to spot early warning signs inside your home. Watch for:
- Brown or yellow stains on the ceiling near the chimney.
- Peeling paint or bubbling drywall along the chimney wall.
- Musty smells in the attic after storms.
- Damp or darkened framing around the chimney when viewed from the attic.
Outside, look for cracked mortar, damaged chimney caps, or visible gaps where the chimney meets the shingles.
How We Fix Chimney Leaks The Right Way
At Handnail Roofing, we do more than smear new caulk and hope for the best. A proper chimney leak repair may include:
- Removing affected shingles around the chimney.
- Inspecting and replacing step flashing and counter flashing as needed.
- Checking the cricket or saddle behind larger chimneys and rebuilding it if water is pooling.
- Installing proper underlayment and leak barrier around the base of the chimney.
Because we hand‑nail our shingles, we can control every fastener around this sensitive area and avoid overdriven nails that can create more leak paths.
When To Call A Roofer In Montgomery County
If you see fresh stains after a storm, or you know your roof is 15+ years old and has a masonry or framed chimney, it is time for a roof inspection. Catching chimney leaks early is almost always cheaper than repairing rotten framing, insulation, and interior finishes later.
We inspect roofs throughout Montgomery County, including Montgomery, Conroe, The Woodlands, Magnolia, Tomball, Cypress, and Spring. If you are worried about a chimney leak, we will walk the roof, document what we find, and give you straight answers about repair or replacement options.
Trusted Local Roofing Company
Stephen Coriaty
7 months ago
Very punctual and reasonable to work with! He is very knowledgeable and preferable to general contractors when it comes to roofing issues!
Stephen Coriaty
7 months ago
Very punctual and reasonable to work with! He is very knowledgeable and preferable to general contractors when it comes to roofing issues!
Sophia McLeod
7 months ago
I highly recommend Andy and his crew at Hand nail Roofing. They did an amazing and efficient job on my roof installation. Andy ensured the job was completed correctly, from the product used to the installation. For trust and honesty on your roofing project, choose Handnail Roofing.
Sophia McLeod
7 months ago
I highly recommend Andy and his crew at Hand nail Roofing. They did an amazing and efficient job on my roof installation. Andy ensured the job was completed correctly, from the product used to the installation. For trust and honesty on your roofing project, choose Handnail Roofing.
Martin Schwarzbach
7 months ago
Andy at Handnail gave us a quote that was below everyone else we got estimates from. We signed with Andy and his team was at our place 2 days later. We have a single story, 2500SF building and they were able to finish in one day. The roof looks great (we went with all black) and they definitely delivered on their promises. The team cleaned up and they were gone! Great experience all around and I have no issues recommending these guys
Martin Schwarzbach
7 months ago
Andy at Handnail gave us a quote that was below everyone else we got estimates from. We signed with Andy and his team was at our place 2 days later. We have a single story, 2500SF building and they were able to finish in one day. The roof looks great (we went with all black) and they definitely delivered on their promises. The team cleaned up and they were gone! Great experience all around and I have no issues recommending these guys
Elizabeth Hughes
7 months ago
An amazing roofing company, with an excellent work ethic. I highly recommend Handnail to anyone.
Elizabeth Hughes
7 months ago
An amazing roofing company, with an excellent work ethic. I highly recommend Handnail to anyone.
Nicole Hughes
7 months ago
Handnail Roofing is absolutely the go-to roofing company around Houston! Andy is extremely knowledgeable, and you’ll be in great hands from start to finish! I highly recommend!
Nicole Hughes
7 months ago
Handnail Roofing is absolutely the go-to roofing company around Houston! Andy is extremely knowledgeable, and you’ll be in great hands from start to finish! I highly recommend!
Elizabeth Kasongo
7 months ago
I contacted Andy to come give me a second opinion after someone tried to scam me into filing insurance claim for hail damage for a 4 year old roof. Andy was very honest and explained everything to me. Walked around my home and explained things that I’ve never paid attention to and discovered new things about my house. Very helpful guy and I look forward to working with him in the future.
Elizabeth Kasongo
7 months ago
I contacted Andy to come give me a second opinion after someone tried to scam me into filing insurance claim for hail damage for a 4 year old roof. Andy was very honest and explained everything to me. Walked around my home and explained things that I’ve never paid attention to and discovered new things about my house. Very helpful guy and I look forward to working with him in the future.
Wassim Chao
10 months ago
Handnail roofing did an awesome job with my roof repairs . I contacted them and requested to speak with jay as he was recommended from previous reviews and he did not disappoint. He communicated well , was on time and explained everything throughly. He took pictures of the before and after and showed me what is needed for the repair . Crew did the work and cleaned up well. I also spoke with Andy the owner and he seems knowledgeable and friendly .
Wassim Chao
10 months ago
Handnail roofing did an awesome job with my roof repairs . I contacted them and requested to speak with jay as he was recommended from previous reviews and he did not disappoint. He communicated well , was on time and explained everything throughly. He took pictures of the before and after and showed me what is needed for the repair . Crew did the work and cleaned up well. I also spoke with Andy the owner and he seems knowledgeable and friendly .
Mary Kate Fain
11 months ago
I was very impressed with Jay's communication and work ethic! Excellent communication from contractors goes a really long way for me, and I felt very comfortable talking to him. He explained exactly what his process was, what to expect, and next steps. As a first time home owner, this helped me a lot. He cleared off two years worth of debris from our roof, and I will definitely have them back for maintenance and repairs! The price was also very affordable compared to the last roofing company I worked with.
Mary Kate Fain
11 months ago
I was very impressed with Jay's communication and work ethic! Excellent communication from contractors goes a really long way for me, and I felt very comfortable talking to him. He explained exactly what his process was, what to expect, and next steps. As a first time home owner, this helped me a lot. He cleared off two years worth of debris from our roof, and I will definitely have them back for maintenance and repairs! The price was also very affordable compared to the last roofing company I worked with.
RJ
11 months ago
They answered my call to do repair
very quick, I did have to cancel the repair for other reasons, but they were ready to get it done.
Response from the owner
Thank you for the review! If any more troubles come up please reach out, and we will be happy to help.11 months ago
RJ
11 months ago
They answered my call to do repair
very quick, I did have to cancel the repair for other reasons, but they were ready to get it done.
Response from the owner
Thank you for the review! If any more troubles come up please reach out, and we will be happy to help.11 months ago
Danny Randolph
12 months ago
Jay and Andy with Handnail Roofing did a great job roofing our home in Montgomery recently. Jay provided a very competitive quote for a big job, and delivered on every aspect that he quoted. He was also there to supervise the work. They left the job site immaculate, leaving nothing but a new roof (I have yet to find a nail in the yard). Andy called me on the front end and offered to buy bundles of shingles at their cost to make sure that I was comfortable with my choice. I highly recommend them.
Response from the owner
Thank you so much for taking the time to leave a review! We truly appreciate your feedback and are glad to know you had a positive experience with our team. Your support means a lot to us and helps others in the community feel confident choosing our services.11 months ago
Danny Randolph
12 months ago
Jay and Andy with Handnail Roofing did a great job roofing our home in Montgomery recently. Jay provided a very competitive quote for a big job, and delivered on every aspect that he quoted. He was also there to supervise the work. They left the job site immaculate, leaving nothing but a new roof (I have yet to find a nail in the yard). Andy called me on the front end and offered to buy bundles of shingles at their cost to make sure that I was comfortable with my choice. I highly recommend them.
Response from the owner
Thank you so much for taking the time to leave a review! We truly appreciate your feedback and are glad to know you had a positive experience with our team. Your support means a lot to us and helps others in the community feel confident choosing our services.11 months ago
yi chen
1 year ago
yi chen
1 year ago
Jihao Liu
1 year ago
Very Professional and quality of work is amazing
Jihao Liu
1 year ago
Very Professional and quality of work is amazing
jujube
1 year ago
jujube
1 year ago
Humberto Verde
1 year ago
Jay is a man of his word and showed up when he said he would. I would definitely work with him again! If you need a roof repair or roof replacement, definitely give him a call.
Humberto Verde
1 year ago
Jay is a man of his word and showed up when he said he would. I would definitely work with him again! If you need a roof repair or roof replacement, definitely give him a call.
Lisa McKenzie
1 year ago
Amazing workmanship and communication was top notch.
Lisa McKenzie
1 year ago
Amazing workmanship and communication was top notch.
lucy :
1 year ago
Great Experience – Honest, Fast, and Quality Work
Had a really great experience with this team. From the beginning, they were super easy to work with, quick to respond and didn’t try to upsell me on stuff I didn’t need. Instead, Jay gave solid advice on what would actually work best for my home.
The roofing work was top-notch, and they added air vents that not only looked good but made a real difference. They also took the time to fix some air quality issues in my garage, which I wasn’t expecting but really appreciated. Jay was very professional and knowledgeable.
Overall, the job was affordable, done fast, and done right. Definitely recommend if you’re looking for reliable, honest folks who care about delivering great customer service and quality work.
lucy :
1 year ago
Great Experience – Honest, Fast, and Quality Work
Had a really great experience with this team. From the beginning, they were super easy to work with, quick to respond and didn’t try to upsell me on stuff I didn’t need. Instead, Jay gave solid advice on what would actually work best for my home.
The roofing work was top-notch, and they added air vents that not only looked good but made a real difference. They also took the time to fix some air quality issues in my garage, which I wasn’t expecting but really appreciated. Jay was very professional and knowledgeable.
Overall, the job was affordable, done fast, and done right. Definitely recommend if you’re looking for reliable, honest folks who care about delivering great customer service and quality work.
Quan Ho
1 year ago
Jay and Handnail Roofing did a fantastic job
Quan Ho
1 year ago
Jay and Handnail Roofing did a fantastic job
Dennis Mattiza
1 year ago
Have to give Chris and Handnail Roofing a five star rating. Had an on-site inspection the same day as my call, a quote within 24 hours and gutters were installed 3 days later. Gutter install looks great and have already been tested by two huge thunderstorms. They worked flawlessly. Chris was great to work with. A real straight shooter. No big sales hype, just informed me how and when it would be done . Done deal! I’m very picky who I have do work on my house, having worked 45 years in the construction trade. This company had the attributes I was looking for.
Dennis Mattiza
1 year ago
Have to give Chris and Handnail Roofing a five star rating. Had an on-site inspection the same day as my call, a quote within 24 hours and gutters were installed 3 days later. Gutter install looks great and have already been tested by two huge thunderstorms. They worked flawlessly. Chris was great to work with. A real straight shooter. No big sales hype, just informed me how and when it would be done . Done deal! I’m very picky who I have do work on my house, having worked 45 years in the construction trade. This company had the attributes I was looking for.
Steven Cervantes
1 year ago
Andy and his team at Handnail Roofing did a fantastic job with our backyard patio expansion project. They customized the project to give us exactly what we were looking for, including working with other contractors to add a surround sound system and TV. The communication throughout the project was top notch, they showed up when they said they would, and progressed the project swiftly. Lastly, Andy is great to work with. He is very responsive, answered all of my questions, and he genuinely cares about giving the client exactly what they are looking for and completing the work on time. I would use them again for another project and would highly recommend them to others.
Steven Cervantes
1 year ago
Andy and his team at Handnail Roofing did a fantastic job with our backyard patio expansion project. They customized the project to give us exactly what we were looking for, including working with other contractors to add a surround sound system and TV. The communication throughout the project was top notch, they showed up when they said they would, and progressed the project swiftly. Lastly, Andy is great to work with. He is very responsive, answered all of my questions, and he genuinely cares about giving the client exactly what they are looking for and completing the work on time. I would use them again for another project and would highly recommend them to others.
Amanda Matthieu
2 years ago
I can’t say enough good things about Handnail Roofing! They were working on a neighbor’s house when they noticed we had some items we needed to dispose of. Without hesitation, they kindly offered to take them for us, saving us time and effort. It wasn’t something they had to do, but their generosity and willingness to go the extra mile really stood out.
If their kindness and professionalism extend to their actual work (which I’m sure it does), then anyone hiring them is in great hands. I highly recommend Handnail Roofing for their outstanding customer service and neighborly attitude. Thank you again!
Amanda Matthieu
2 years ago
I can’t say enough good things about Handnail Roofing! They were working on a neighbor’s house when they noticed we had some items we needed to dispose of. Without hesitation, they kindly offered to take them for us, saving us time and effort. It wasn’t something they had to do, but their generosity and willingness to go the extra mile really stood out.
If their kindness and professionalism extend to their actual work (which I’m sure it does), then anyone hiring them is in great hands. I highly recommend Handnail Roofing for their outstanding customer service and neighborly attitude. Thank you again!
John Fett
2 years ago
Review
HandNail Roofing, Andy Hughes
If you need your roof repaired or replaced and your looking for a roofing company, I'd STRONGLY suggest that you give Andy Hughes of HandNail Roofing a call. I'm convinced that Andy is a man of integrity. Personally, I've become convinced that shingles that are nailed down vs installed with a “nail gun” will withstand higher winds without blowing off. Costal area codes actually require Hand Nailed roofs.
Do yourself a favor and give Andy a call!
John Fett
2 years ago
Review
HandNail Roofing, Andy Hughes
If you need your roof repaired or replaced and your looking for a roofing company, I'd STRONGLY suggest that you give Andy Hughes of HandNail Roofing a call. I'm convinced that Andy is a man of integrity. Personally, I've become convinced that shingles that are nailed down vs installed with a “nail gun” will withstand higher winds without blowing off. Costal area codes actually require Hand Nailed roofs.
Do yourself a favor and give Andy a call!
Irina Bauer
2 years ago
Andy addressed a leak in my roof, where the round metal roof met the sloped regular shingles. He was thoughtful and creative in the way he solved the problem and he worked patiently with me on the timing and payment. Andy goes above and beyond and I would recommend him and use him again if needed.
Irina Bauer
2 years ago
Andy addressed a leak in my roof, where the round metal roof met the sloped regular shingles. He was thoughtful and creative in the way he solved the problem and he worked patiently with me on the timing and payment. Andy goes above and beyond and I would recommend him and use him again if needed.
Rachel Roe
2 years ago
Great prices & excellent communication! Repairs we done quickly & professionally. Thanks Jay @ Handnail!
Response from the owner
Thank you for your kind words, Rachel! We're thrilled to hear that you had a positive experience with our services. Your appreciation for our prices and communication means a lot to us. We'll be sure to pass your thanks to Jay!2 years ago
Rachel Roe
2 years ago
Great prices & excellent communication! Repairs we done quickly & professionally. Thanks Jay @ Handnail!
Response from the owner
Thank you for your kind words, Rachel! We're thrilled to hear that you had a positive experience with our services. Your appreciation for our prices and communication means a lot to us. We'll be sure to pass your thanks to Jay!2 years ago
Oldoiler
2 years ago
I recently reached out to roofers on Yelp and Andy with Handnail Roofing was one of the individuals that reached back out to me. We ultimately went with someone else due other matters, but I would definitely consider Handnail Roofing next time.
Andy provides a very thorough report. Basically better than everyone else. More importantly, he's a gentleman.
If you need a roof, definitely reach out to Andy at Handnail first. His prices are very reasonable, not to mention he is very kind and provides one of the best reports with photos and graphics that I have seen.
Response from the owner
Thank you so much for your kind words and for taking the time to share your experience. I’m truly honored that you found my report helpful and appreciated my approach—it means a lot to me! While I understand you went with someone else this time, I’d be more than happy to assist with any roofing needs in the future.
Wishing you and your family a very Merry Christmas and a wonderful holiday season. Thank you again for your support and thoughtful review!
Best regards,
Andy2 years ago
Oldoiler
2 years ago
I recently reached out to roofers on Yelp and Andy with Handnail Roofing was one of the individuals that reached back out to me. We ultimately went with someone else due other matters, but I would definitely consider Handnail Roofing next time.
Andy provides a very thorough report. Basically better than everyone else. More importantly, he's a gentleman.
If you need a roof, definitely reach out to Andy at Handnail first. His prices are very reasonable, not to mention he is very kind and provides one of the best reports with photos and graphics that I have seen.
Response from the owner
Thank you so much for your kind words and for taking the time to share your experience. I’m truly honored that you found my report helpful and appreciated my approach—it means a lot to me! While I understand you went with someone else this time, I’d be more than happy to assist with any roofing needs in the future.
Wishing you and your family a very Merry Christmas and a wonderful holiday season. Thank you again for your support and thoughtful review!
Best regards,
Andy2 years ago
Ericka Thomas
2 years ago
Jay is a complete professional!!!! Our experience was very professional from start to finish. From the text messaging to the rescheduling of appointments and showing up on time. We had a small leak after Hurricane Beryl and it was fixed in one day. It has rained numerous times since then and we have not had any issues. I really appreciate the professionalism because it is rare to find these days. I will call again for future roof replacement.
Response from the owner
Thank you for your fantastic review, Ericka! We're delighted to hear about your positive experience with Jay and our team. It's great to know the leak was resolved efficiently and that you've had no further issues. Your appreciation for our professionalism means a lot to us. We look forward to assisting you with any future roofing needs!2 years ago
Ericka Thomas
2 years ago
Jay is a complete professional!!!! Our experience was very professional from start to finish. From the text messaging to the rescheduling of appointments and showing up on time. We had a small leak after Hurricane Beryl and it was fixed in one day. It has rained numerous times since then and we have not had any issues. I really appreciate the professionalism because it is rare to find these days. I will call again for future roof replacement.
Response from the owner
Thank you for your fantastic review, Ericka! We're delighted to hear about your positive experience with Jay and our team. It's great to know the leak was resolved efficiently and that you've had no further issues. Your appreciation for our professionalism means a lot to us. We look forward to assisting you with any future roofing needs!2 years ago
Jennifer Zeinalpour
2 years ago
Handnail Roofing came to our rescue after storms damaged our roof. We needed two significant leaks repaired and Jay properly repaired the roof, including incorrectly installed shingles, a stray nail, and damage from another company's patch attempt. Andy and Jay were honest and reasonable, we will definitely call and refer them for any roof needs.
Response from the owner
Thank you for your wonderful review, Jennifer! We're thrilled to hear that Jay and Andy were able to assist you and resolve the issues with your roof. Your trust and referrals mean a lot to us. If you ever need further assistance, don’t hesitate to reach out!2 years ago
Jennifer Zeinalpour
2 years ago
Handnail Roofing came to our rescue after storms damaged our roof. We needed two significant leaks repaired and Jay properly repaired the roof, including incorrectly installed shingles, a stray nail, and damage from another company's patch attempt. Andy and Jay were honest and reasonable, we will definitely call and refer them for any roof needs.
Response from the owner
Thank you for your wonderful review, Jennifer! We're thrilled to hear that Jay and Andy were able to assist you and resolve the issues with your roof. Your trust and referrals mean a lot to us. If you ever need further assistance, don’t hesitate to reach out!2 years ago
Camilla Alldredge
2 years ago
I live in Klein and major windstorms tore off parts of my shingles. Not being from this area, I was surprised at how many roofing companies there are to choose from and it can be daunting to pick one you trust. Andy is friendly, knowledgeable, and responsive! He quickly had one of his men reach out to do a free onsite inspection. They contacted my home insurance once I gave them the information and had my roof repairs done that week. They took their time and were thorough with the repairs. When I need a full roof replacement I know who I will call!
Camilla Alldredge
2 years ago
I live in Klein and major windstorms tore off parts of my shingles. Not being from this area, I was surprised at how many roofing companies there are to choose from and it can be daunting to pick one you trust. Andy is friendly, knowledgeable, and responsive! He quickly had one of his men reach out to do a free onsite inspection. They contacted my home insurance once I gave them the information and had my roof repairs done that week. They took their time and were thorough with the repairs. When I need a full roof replacement I know who I will call!
Chad Alldredge
2 years ago
Phenomenal communicator. Even better service.
Chad Alldredge
2 years ago
Phenomenal communicator. Even better service.
Enrique Lugo
2 years ago
Both Andy and Jay have made this the best experience I’ve had working with a roofing company. Very down to earth guys that tell you exactly what you need and get it done.
Response from the owner
Dear Enrique Lugo, Thank you for the glorious 5-star rating and for taking the time to review Handnail Roofing. We are immensely pleased to hear that Andy and Jay were able to provide you with an exceptional and seamless roofing experience. We take great pride in ensuring our customers are fully satisfied with our work and feel valued. We're always here to provide honest and direct guidance. Thank you for entrusting us with your roofing needs, it was a pleasure to serve you. We hope to be your go-to roofing solution for many years to come. Best Regards, The Handnail Roofing Team (281) 819-60542 years ago
Enrique Lugo
2 years ago
Both Andy and Jay have made this the best experience I’ve had working with a roofing company. Very down to earth guys that tell you exactly what you need and get it done.
Response from the owner
Dear Enrique Lugo, Thank you for the glorious 5-star rating and for taking the time to review Handnail Roofing. We are immensely pleased to hear that Andy and Jay were able to provide you with an exceptional and seamless roofing experience. We take great pride in ensuring our customers are fully satisfied with our work and feel valued. We're always here to provide honest and direct guidance. Thank you for entrusting us with your roofing needs, it was a pleasure to serve you. We hope to be your go-to roofing solution for many years to come. Best Regards, The Handnail Roofing Team (281) 819-60542 years ago
Jazazz Pazzas
2 years ago
Jay and Andy are very kind people, very friendly. My grandma needed some help fixing some parts of her roof and she says they were great! The service was good, would def recommend to everyone I know. 🙂
Jazazz Pazzas
2 years ago
Jay and Andy are very kind people, very friendly. My grandma needed some help fixing some parts of her roof and she says they were great! The service was good, would def recommend to everyone I know. 🙂
Jay Hong
2 years ago
Andy is an absolute professional who cares about giving you top tier customer service and quality roofs. His dedication to this craft is like a master artist meticulously creating a masterpiece. If you suspect our crazy storms have broken the barrier that protects you from the elements, give his team a call and they will take better care of you than a mother with a newborn.
Jay Hong
2 years ago
Andy is an absolute professional who cares about giving you top tier customer service and quality roofs. His dedication to this craft is like a master artist meticulously creating a masterpiece. If you suspect our crazy storms have broken the barrier that protects you from the elements, give his team a call and they will take better care of you than a mother with a newborn.
Ethan de Mocskonyi (SC00T3R)
2 years ago
For anyone needing roof work, look no further than Handnail Roofing! Andy Hughes, the owner and manager is a true professional - knowledgeable, transparent, and always puts the customer first. His company reflects that same dedication. Highly recommend!
Ethan de Mocskonyi (SC00T3R)
2 years ago
For anyone needing roof work, look no further than Handnail Roofing! Andy Hughes, the owner and manager is a true professional - knowledgeable, transparent, and always puts the customer first. His company reflects that same dedication. Highly recommend!
Race Schwarzbach
2 years ago
I work hand and hand with Andy, and time and time again, my customers work with Andy because of his honesty and experience. Highly recommend!
Race Schwarzbach
2 years ago
I work hand and hand with Andy, and time and time again, my customers work with Andy because of his honesty and experience. Highly recommend!
