Roofing Contractors in Cochran's Crossing, The Woodlands, TX

Welcome to Mr. Happy House!
Mr. Happy House roofing contractors in The Woodlands

Cochran’s Crossing is one of the most established and beloved villages in The Woodlands, Texas. Nestled between golf course fairways, Shadowbend Park, and winding greenbelts, it’s a neighborhood that blends mature trees with family-friendly living. But many of the roofs in Cochran’s Crossing date back to the 1980s and 1990s, and after decades of exposure to Texas sun, storms, and humidity, they’re starting to show their age.

At Mr. Happy House, we provide trusted roofing services that meet the unique needs of Cochran’s Crossing homes. From fast repairs to full replacements and storm recovery, we’re the roofing contractors that homeowners here rely on for honesty, craftsmanship, and peace of mind.

Roofing Challenges in Cochran’s Crossing

Living in a village with tall pines and older homes comes with roofing issues you might not see elsewhere in The Woodlands. Common challenges include:

  • Aging shingles – Many homes built in the 80s and 90s are still on their first or second roof, and shingles lose protective granules with age.

  • Shade and moisture – Heavy tree cover slows drying after rain, encouraging algae, moss, and wood rot.

  • HOA compliance – Roof replacements in The Woodlands must meet township and village standards, which means homeowners need a contractor familiar with approved materials.

  • Storm exposure – Hail and windstorms can loosen ridge caps, crease shingles, and damage flashing, often without leaks showing up immediately.

Understanding these factors helps us recommend the right solutions so you get the most life out of your roof.

We install highly rated roofing shingles from GAF and are a GAF Certified Roofing Company. This means that for every roof installation, you are insured and protected with not just a 10 year warranty, but with a Lifetime GAF warranty (with select products). 

The warranty covers the entire roofing system including the roof underlayment, roof flashing, starter shingles, and the roofing shingles themselves.

GAF certified Roofer Satisfaction Guaranteed

Our Roofing Services in Cochran’s Crossing

We’re not just roofers; we’re full exterior specialists. Our services include:

  • Roof repair and leak detection

  • Full roof replacement

  • Storm damage restoration and emergency tarping

  • Roof inspections and preventative maintenance

  • Attic ventilation upgrades

  • Seamless gutter installation and repairs

  • Siding replacement and repair

  • Exterior painting and trim work

Roof Repair in Cochran’s Crossing

Whether it’s a small leak around a vent pipe or a missing shingle after a storm, repairs in Cochran’s Crossing require attention to detail. With mature trees dropping branches and heavy rains testing flashing, small issues can quickly escalate.

We begin every repair with a photo-documented inspection, so you see the exact issue. Then we fix the problem at its root—replacing damaged shingles, resealing flashing, repairing pipe boots, and ensuring proper underlayment. No quick caulk jobs or shortcuts.

Our goal is to extend the life of your existing roof whenever possible, saving you money until replacement truly becomes necessary.

Roof Replacement in Cochran’s Crossing

If your home still has its original roof or a system that’s 20+ years old, replacement is usually the smarter long-term investment. At Mr. Happy House, we design replacements to stand up to The Woodlands’ weather while improving your home’s beauty and energy efficiency.

Our Replacement Process:

  1. Protect landscaping and exterior surfaces

  2. Tear off old roofing and inspect decking

  3. Replace rotten or damaged decking

  4. Install underlayment, leak barriers, and flashing

  5. Add shingles to manufacturer specs

  6. Improve attic ventilation if needed

  7. Clean up thoroughly with magnetic nail sweep

  8. Final inspection and photo gallery

The result: a strong, beautiful roof that gives you decades of peace of mind.

Storm Damage Roofing

Cochran’s Crossing roofs face frequent hail and wind threats. Even when you can’t see damage from the ground, hail bruises and lifted shingles can shorten your roof’s lifespan.

We provide fast storm inspections (usually within 24–48 hours) and will tarp or dry-in your home immediately if there’s an active leak. Our documentation makes insurance claims smoother, and our repairs follow manufacturer and code standards so your home is restored properly.

Roof Inspections & Preventative Maintenance

Routine inspections can save thousands of dollars by catching problems early. In Cochran’s Crossing, where shade and moisture are common, we look for:

  • Granule loss and shingle curling

  • Algae growth and moisture intrusion

  • Flashing rust or gaps

  • Ventilation problems that trap heat in the attic

  • Gutter blockages that back water under shingles

We also reseal small areas, clean minor debris, and give you a maintenance plan so you know exactly what to expect from your roof.

Gutters, Siding & Exterior Painting for Cochran's Crossing Homes

We install seamless gutters designed to handle Texas thunderstorms and prevent foundation damage. For homes under dense trees, we also recommend gutter guards to reduce clogs.

Our siding services help protect your home’s envelope, whether that means repairing damaged fiber-cement panels or replacing worn wood trim. We finish with professional painting to restore curb appeal and protect your exterior for years to come.

Case Study: A Cochran’s Crossing Roof Replacement

One of our recent projects was a home off Shadowbend Drive that had its original 1993 shingle roof. The homeowner noticed leaks near a chimney and growing black streaks across the roof.

After inspection, we found brittle shingles, deteriorating flashing, and poor ventilation. We recommended full replacement with architectural shingles plus a ridge vent system.

The process took two days: tear-off, decking repairs, ice-and-water shield installation, new GAF Lifetime HDZ shingles, ridge vent installation, and thorough cleanup. The homeowner’s HOA approval was smooth because we handled the paperwork. Today, the home has a 30-year roofing system that looks great and performs even better.

Why Cochran’s Crossing Residents Choose Mr. Happy House

  • Locally owned and trusted since 1991

  • Licensed, insured, and GAF Certified

  • HOA-compliant installations

  • 5-star reviews from neighbors across The Woodlands

  • Transparent pricing with no hidden fees

  • Warranties on materials and workmanship

  • Fast, friendly service from a team that cares

Seasonal Maintenance Tips for Cochran’s Crossing Homes

  • Spring – Trim back overhanging branches before storm season.

  • Summer – Check attic ventilation to avoid heat buildup.

  • Fall – Clean gutters to prevent clogs during heavy rains.

  • Winter – Inspect for shingle damage after wind events.

A little proactive care goes a long way toward extending the life of your roof.

Expanded FAQs

How much does a roof replacement cost in Cochran’s Crossing?
Costs vary by size, pitch, and material, but most replacements in this area range from $12,000–$20,000. We provide a detailed estimate before any work begins.

Do you handle HOA approvals?
Yes—we know the requirements and will submit material and color details for approval to save you time.

Can I just repair my old roof instead of replacing it?
If repairs are safe and cost-effective, we’ll recommend them. But if the roof is past 20 years old, replacement usually provides the best return on investment.

What roofing materials are best for shaded homes?
Architectural shingles with algae-resistant technology work best in heavily shaded neighborhoods like Cochran’s Crossing.

Do you offer emergency service?
Yes—we provide same-day tarping and emergency leak repair after storms.

How long does a replacement take?
Most Cochran’s Crossing homes are completed in 1–2 days, weather permitting.

Do you offer financing?
Yes—we have financing options to make large projects more affordable.

What sets Mr. Happy House apart from other roofers?
Local experience, certified installation, HOA knowledge, and a customer-first approach that’s been trusted for over 30 years.

Benefits of Going with Mr. Happy House

Quality Worksmanship

We have been installing and repairing roof since 1991, we have vast amount of experience and knowledge in the residential roofing industry and we make every roofing project is done right the first time.

gaf system plus warranty for roofers

System PLUS Roof Warranty

As a GAF Certified Roofing Contractor in The Woodlands, there are many benefits to when you work with us such as Lifetime Shingle Warranties, Labor Warranties, and much more.

A Roofing System That Protects Your Home

Not all roofs are built the same. Some roofing contractors may put on shingles correctly, but do not know that a roof is not just a shingle, it is an entire SYSTEM. This roofing system is what protects your home from storms, animals, algae, and so much more.

leaky roof needing a replacement due to storm damage
new roof replacement with GAF Timberline roof shingles

Call the Trusted Roofing Contractors in Cochran’s Crossing

Don’t wait for leaks to get worse. If you’re searching for roofing contractors in Cochran’s Crossing, The Woodlands, TX, call Mr. Happy House today for a free inspection. We’ll give you honest answers, professional workmanship, and peace of mind knowing your home is protected.

Common Roofing Questions:

Roofing Services:

What Our Customers Say About Us...

Susan Sellers
Susan Sellers
The Woodlands, TX
"I called Mr Happy House after reading the great reviews, and I was not disappointed! Mike and his crews are extremely professional and conscientious. They performed various outdoor repairs including power washing, repaired my Hardie Siding, repaired squirrel damage on the roof, and painted my entire house. Mike oversaw every aspect of the job and made sure everything was perfect. The price was very reasonable, and I will definitely be calling Mr Happy House for future jobs!"
Liz Blasingame
Liz Blasingame
The Woodlands, TX
"Mike has been great at getting our siding and trim repaired on the exterior of our house. He was very thorough and the completed work is fantastic."
Dior Xu
Dior Xu
The Woodlands, TX
"2nd time work with Mike and his wonderful crew. They worked so hard to paint our whole house perfectly. We are so impressed with how fast and how flawless they got the job done. We really appreciate all of them! Yay for Mike and Mr. Happy House!"
Ashley Donaldson
Ashley Donaldson
Spring, TX
"Mike was great to work with. He explained all that needed to be done to install a quality roof that would last. Had other quotes but other contractors were not as informative and did not include everything that was needed. Mike’s crew was courteous, did an excellent job and completed the work in a timely fashion. If you are not familiar with working with insurance adjusters be sure Mike meets with them when you set up a meeting. This was helpful in my case and made the claims process run smoothly. I am very pleased 😀 with his service and recommend him to my neighbors of which two have used him across from my home."
Bradley Faldyn
Bradley Faldyn
Spring, TX
"Mike and his crew are top notch. Honest and detail oriented. Customer satisfaction and high quality workmanship are outstanding!!! Very satisfied with our new roof!!!"
Mark Rodrigues
Mark Rodrigues
The Woodlands, TX
"My house needed new siding, soffits, and fascia. After seeing another job Mike had done, I requested an estimate. The pricing was fair to me, so he went to work. Everything was completed with Hardie products. The house was painted to my desires and I can honestly say I am more than happy. He paid great attention to the details and ensured the work was of the highest quality. The next time I need work done, I will be contacting Mr. Happy House."
Bradley Utz
Bradley Utz
Tomball, TX
"Very impressive! I needed to have my house roof replaced. I am very glad, very grateful, and very satisfied that I chose Mr. Happy House for this job in July 2018. The crew was thorough in planning, removing old shingles, hammering new ones, examining the roof for trouble spots and attending to them on-the-spot, and cleaning up as the work completed. Mike Monyak and his entire team are professional, attentive, fair, competent and courteous; they did exceptionally well what they contracted to do. I trusted my roof upgrade with Mr. Happy House and will confidently use this company as the need arises in the future."
Ken Baird
Ken Baird
Conroe, TX
"I had Mr. Happy House replace my wood siding with Hardy Plank Siding. Mike and his team did an excellent job replacing the siding and with the great paint job. They offered great suggestions and really paid attention to detail. I highly recommend Mr. Happy House! Nice job and thank you Mike and taam! Ken B"
Brittney Duffy
Brittney Duffy
The Woodlands, TX
"Mike with Mr. Happy House has been our go-to contractor in The Woodlands for 10-15 years. Hiring a contractor can be anxiety-provoking, but Mike is a true professional. It is always a relief knowing the work will be done right the first time. Mike also takes the time to listen and is very thorough in explaining what needs to be done and offering alternative options available. Over the years, we’ve been so happy with Mike’s services that we’ve hired Mr. Happy House for fencing, roof replacement, fascia and soffit replacement, rotted exterior window frame replacement, exterior house painting, pressure washing, and other home maintenance. If you’re looking for a professional, knowledgeable contractor, don’t hesitate to give Mike with Mr. Happy House a call!"
Misty Hanna
Misty Hanna
The Woodlands, TX
"Mike was awesome. He came out quickly, listened to what we wanted done and came back with a very comprehensive quote for us. He gave us the time we needed without being pushy to decided if this was the right move for us. He was upfront and honest about what needed to be done and the cost. He and his crew worked quickly, efficiently and did a great job. I highly recommend if you need work done to give him a call."
Jeremy C.
Jeremy C.
The Woodlands, TX
"Very great work, Mike has been very helpful in fixing the damages on the outside of my house and they have done a great job in painting my garage's exterior. Mike was able to answer all of my questions regarding the problems that needed to get fixed. Mr. Happy House has repaired the damages on my house and also made my house look very nice too. I will definitely recommend him my neighbors."
Mike Sorenson
Mike Sorenson
The Woodlands, TX
"I called Mike to help fix a leak in my ceiling. He diagnosed the problem and also quoted replacing the remaining aging wood we had on our house, as well as replace the chimney top. His quote was fair so we decided to knock it all out. His team is professional and finished the job quickly. He also fixed my fence gate and power washed my driveway, patio and sidewalk along with the house. I plan to use him in the future for other projects."

Schedule a Free Estimate Today!

Dear Homeowners...

We understand that your home is important and that there are other roofing contractors who just say that they can do the job, and then when you go with them, they do a terrible job and end up giving you a headache and financial struggle, or even worse…

They take your money and never come back.

We have been established since 1991, and we are BBB accredited business with an A+ Rating. After completing over 10,000 projects we have had ZERO complaints. You are in safe hands when you go with a reliable Residential Roofing Contractor like Mr. Happy House of The Woodlands.

Google Local Services Guaranteed Service Provider Badge
Susan Sellers
Susan Sellers
The Woodlands, TX
"I called Mr Happy House after reading the great reviews, and I was not disappointed! Mike and his crews are extremely professional and conscientious. They performed various outdoor repairs including power washing, repaired my Hardie Siding, repaired squirrel damage on the roof, and painted my entire house. Mike oversaw every aspect of the job and made sure everything was perfect. The price was very reasonable, and I will definitely be calling Mr Happy House for future jobs!"
Liz Blasingame
Liz Blasingame
The Woodlands, TX
"Mike has been great at getting our siding and trim repaired on the exterior of our house. He was very thorough and the completed work is fantastic."
Dior Xu
Dior Xu
The Woodlands, TX
"2nd time work with Mike and his wonderful crew. They worked so hard to paint our whole house perfectly. We are so impressed with how fast and how flawless they got the job done. We really appreciate all of them! Yay for Mike and Mr. Happy House!"
Ashley Donaldson
Ashley Donaldson
Spring, TX
"Mike was great to work with. He explained all that needed to be done to install a quality roof that would last. Had other quotes but other contractors were not as informative and did not include everything that was needed. Mike’s crew was courteous, did an excellent job and completed the work in a timely fashion. If you are not familiar with working with insurance adjusters be sure Mike meets with them when you set up a meeting. This was helpful in my case and made the claims process run smoothly. I am very pleased 😀 with his service and recommend him to my neighbors of which two have used him across from my home."
Bradley Faldyn
Bradley Faldyn
Spring, TX
"Mike and his crew are top notch. Honest and detail oriented. Customer satisfaction and high quality workmanship are outstanding!!! Very satisfied with our new roof!!!"
Mark Rodrigues
Mark Rodrigues
The Woodlands, TX
"My house needed new siding, soffits, and fascia. After seeing another job Mike had done, I requested an estimate. The pricing was fair to me, so he went to work. Everything was completed with Hardie products. The house was painted to my desires and I can honestly say I am more than happy. He paid great attention to the details and ensured the work was of the highest quality. The next time I need work done, I will be contacting Mr. Happy House."
Bradley Utz
Bradley Utz
Tomball, TX
"Very impressive! I needed to have my house roof replaced. I am very glad, very grateful, and very satisfied that I chose Mr. Happy House for this job in July 2018. The crew was thorough in planning, removing old shingles, hammering new ones, examining the roof for trouble spots and attending to them on-the-spot, and cleaning up as the work completed. Mike Monyak and his entire team are professional, attentive, fair, competent and courteous; they did exceptionally well what they contracted to do. I trusted my roof upgrade with Mr. Happy House and will confidently use this company as the need arises in the future."
Ken Baird
Ken Baird
Conroe, TX
"I had Mr. Happy House replace my wood siding with Hardy Plank Siding. Mike and his team did an excellent job replacing the siding and with the great paint job. They offered great suggestions and really paid attention to detail. I highly recommend Mr. Happy House! Nice job and thank you Mike and taam! Ken B"
Brittney Duffy
Brittney Duffy
The Woodlands, TX
"Mike with Mr. Happy House has been our go-to contractor in The Woodlands for 10-15 years. Hiring a contractor can be anxiety-provoking, but Mike is a true professional. It is always a relief knowing the work will be done right the first time. Mike also takes the time to listen and is very thorough in explaining what needs to be done and offering alternative options available. Over the years, we’ve been so happy with Mike’s services that we’ve hired Mr. Happy House for fencing, roof replacement, fascia and soffit replacement, rotted exterior window frame replacement, exterior house painting, pressure washing, and other home maintenance. If you’re looking for a professional, knowledgeable contractor, don’t hesitate to give Mike with Mr. Happy House a call!"
Misty Hanna
Misty Hanna
The Woodlands, TX
"Mike was awesome. He came out quickly, listened to what we wanted done and came back with a very comprehensive quote for us. He gave us the time we needed without being pushy to decided if this was the right move for us. He was upfront and honest about what needed to be done and the cost. He and his crew worked quickly, efficiently and did a great job. I highly recommend if you need work done to give him a call."
Jeremy C.
Jeremy C.
The Woodlands, TX
"Very great work, Mike has been very helpful in fixing the damages on the outside of my house and they have done a great job in painting my garage's exterior. Mike was able to answer all of my questions regarding the problems that needed to get fixed. Mr. Happy House has repaired the damages on my house and also made my house look very nice too. I will definitely recommend him my neighbors."
Mike Sorenson
Mike Sorenson
The Woodlands, TX
"I called Mike to help fix a leak in my ceiling. He diagnosed the problem and also quoted replacing the remaining aging wood we had on our house, as well as replace the chimney top. His quote was fair so we decided to knock it all out. His team is professional and finished the job quickly. He also fixed my fence gate and power washed my driveway, patio and sidewalk along with the house. I plan to use him in the future for other projects."

Contact Us to Help You with Your Roofing Needs!

If you need a Reliable Roofing Contractor in The Woodlands TX, don’t hesitate to call us at (281) 831-5955 or fill the form and we will get in contact with you as soon as possible to access your residential roofing needs.