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TRUSTED BY CHESTERFIELD, MO HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon2.3k+
    Verified roofing services reviews

Top-Rated Roofers in Chesterfield - Updated Nov 2026

Avatar for Richards Roofing & Exteriors Inc
Richards Roofing & Exteriors Inc
4.6(
383
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+16 more

Serving Chesterfield, MO and surrounding areas

Approved

In business since 1990

Free estimates

Warranties offered

"Our roof was at least 15 year old and it had been over 5 years since our last inspection so we had Richard come out and see if any work was indicated. He came out quickly inspected our roof and said that we had no damage and reassured us that we likely had another 5 years on our roof. We greatly appreciated his honesty! Will definitely have him back."
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+2

Response time1 day
Response rate100%
1 neighbors recently requested a quote
Avatar for Tesson Roofing & Exteriors LLC
Tesson Roofing & Exteriors LLC
4.6(
38
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceNatural Slate Roofing - Install or Replace+26 more

Serving Chesterfield, MO and surrounding areas

Approved

In business since 2009

Free estimates

Emergency services offered

"Our roof needed to be replaced following the May 2025 tornado in St Louis. The job in itself was not super complicated, but there were many moving parts including dealing with the insurance, handling solar panels, etc. These guys did an excellent job, and I would work with them again if I had to start all over. They were particularly good in handling the back and forth with the insurance, and the whole project was completed in a very reasonable time. Most houses in my neighborhood are still waiting for a new roof..."
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+7

Response time1 day
Response rate100%
7 neighbors recently requested a quote
Avatar for Coldstream Exteriors, LLC
Coldstream Exteriors, LLC
5.0(
77
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Chesterfield, MO and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 2011

Free estimates

Emergency services offered

"They were everything we wanted and more. We love our new roof, gutters, and siding! Brandon was easy and great to work with- he even cleaned our upstairs windows when the job was finished. I can’t say enough good things about Coldstream Exteriors!"
New Asphalt Roof Installation
New Construction Roof and Siding
New Asphalt Roof Installation
New Construction Roof and Siding
New Asphalt Roof Installation

+49

Response time4 days
Response rate100%
7 neighbors recently requested a quote
Avatar for Ashe & Winkler Restoration
Ashe & Winkler Restoration
5.0(
43
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Chesterfield, MO and surrounding areas

Approved

In business since 2015

Free estimates

Emergency services offered

"They did an amazing job from start to finish! Their crew was amazing; very respectful and quick to get the job done. Zach and Rob were great to work with; they made sure we understood the process with insurance and installation, made great recommendations on the roof and warranty and were very prompt on getting to our job! Would recommend them to anyone!"
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+17

Response time1 day
6 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for Patriarch Roofing, LLC
Patriarch Roofing, LLC
5.0(
13
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+2 more

Serving Chesterfield, MO and surrounding areas

Approved

In business since 2021

Free estimates

Emergency services offered

"We just got our roof replaced with 5 Star. We had a great experience. Matt came out, looked at our roof, and identified damaged. I opened a claim with my insurance company. Matt and the insurance company worked together to get coverage. I only had to click a few buttons and wait. Matt came by to get a deposit and then final payment once the roof was complete. Our roof was completed ahead of schedule and it only took six hours. The installers were professional and efficient. I hope they liked the Gatorade my daughter brought to them. The roof looks great. I'm recommending 5 Star to anyone that I can."
Spring 2024
Spring 2024
Spring 2024
Spring 2024
Spring 2024

+5

Response time5 hrs
Response rate98%
Recommended by63%of homeowners
Avatar for Intelligent Roofing and Exteriors
Intelligent Roofing and Exteriors
4.9(
112
)
Inspection - Roofing

Serving Chesterfield, MO and surrounding areas

Approved

Super Service Award Winner

In business since 2019

Free estimates

Warranties offered

"It was a great experience from start to finish. They kept me informed throughout the whole entire process, and Im very pleased with my deck. I definitely plan on using intelligent roofing and exteriors again in the near future."
Deck and Siding
Deck Project
Siding Project
Deck Project
Deck Project

+575

Response time4 hrs
27 neighbors recently requested a quote
Recommended by82%of homeowners
Avatar for Keep Dry Roofing, LLC
Keep Dry Roofing, LLC
4.6(
40
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+4 more

Serving Chesterfield, MO and surrounding areas

Approved

In business since 2016

Free estimates

Emergency services offered

"I noticed a leak coming from a vent stack during recent storms over the Memorial Day weekend. Keep Dry Roofing responded to my request for an estimate on Monday Memorial Day. Greg Bowdler showed up the next day and gave me a fair and detailed estimate. The repair work was done in a very timely manner. I would use Keep Dry Roofing for any future Roofing needs."
FULL EXTERIOR REPLACEMENT
FULL EXTERIOR REPLACEMENT
Response time1 day
Response rate95%
20 neighbors recently requested a quote
Avatar for Dawson Roofing
Dawson Roofing
4.8(
51
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Repair - For Business

Serving Chesterfield, MO and surrounding areas

Approved

In business since 1978

Free estimates

Credit card accepted

"Dave Dawson and team were a joy to work with when putting on my new roof. Their communication, professionalism and dedication to detail and quality were excellent. Being a single homeowner, selecting a Roofing company can be a daunting task. After doing extensive research and other bids, Dawson checked all the boxes to my great satisfaction. I also had referrals for using them by very satisfied customers. Dave, the owner, works with you personally and does a thorough final inspection to meet his stiff standards. My crew, Gary and Karl, were very hardworking, courteous and easy to communicate with during the process. They have worked for Dave since the mid eighties. I would give them an A+ in knowledge and workmanship Kathy, in the office, became my new best friend. If you want peace of mind to know you roof is on right and esthetically pleasing donâ  t hesitate to use this company. My last roofer cut corners unbeknownst to me. I trusted Dawsonâ  s honesty and showing me the prior damage. It has been a great business relationship. Iâ  ll sleep well tonight with expected heavy rains. That means everything to me. Mary Lou W"
Response time3 hrs
Response rate95%
20 neighbors recently requested a quote
Avatar for Quality Roofing & Contracting
Quality Roofing & Contracting
4.8(
63
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or Replace - For Business+4 more

Serving Chesterfield, MO and surrounding areas

Approved

In business since 1998

Free estimates

Small jobs welcome

"The experience with Quality Roofing was a very good one from the start. The guys that did the work were nice and did their job in a very timely manner. I would recommend this company for all your roofing needs. Kim was a pleasure to work with and he did what he said he would do. Give them a try. Thank you."
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+1

4 neighbors recently requested a quote
Recommended by82%of homeowners
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Roofing FAQs, answered by experts

In Chesterfield, roof longevity depends on using materials rated for local wind and hail, proper attic ventilation, and expert installation by experienced roofing contractors familiar with Missouri’s weather patterns. Regular gutter cleaning, prompt repairs after hailstorms, and annual inspections help prevent small issues from becoming major problems. Choosing a contractor who understands Chesterfield’s architectural styles and climate is essential for long-term roof performance.

Helpful?

In Chesterfield, most roof replacements on standard single-family homes take about 2 to 5 days, while repairs are usually finished within a single day. Homes with complex rooflines or specialty materials may require extra time. Weather delays, especially during spring storms, and permit processing can extend the timeline by several days. Local roofing contractors typically coordinate schedules to minimize disruption.

Helpful?

In Chesterfield, homeowners often encounter hidden costs when roofers uncover rotted decking, deteriorated soffits, or outdated ventilation systems during roof replacement. Additional expenses can arise if chimney flashing needs repair, skylights require resealing, or gutters are found incompatible with new roofing materials. Emergency tarping after severe storms and upgrades for ice dam protection are also common sources of unexpected charges.

Helpful?

In Chesterfield, homes with Tudor or split-level designs, steep roof pitches, or intersecting gables often present unique challenges for roofing contractors. Look for features like multiple dormers, valleys, or older cedar shake roofs, which can complicate roof replacement. If your home was built before the 1980s, check for signs of outdated decking or framing, as these may require reinforcement before any new roofing work begins.

Helpful?

In Chesterfield, letting leaves and debris accumulate in gutters after storms, allowing overhanging oak or maple branches to scrape shingles, or walking on the roof during humid Missouri summers can all cause premature wear. Using harsh cleaning methods, like pressure washing, or skipping attic ventilation checks can also lead to issues. Regularly scheduling roof inspections and keeping gutters clear helps maximize your roof’s lifespan.

Helpful?

The Chesterfield, MO homeowners’ guide to roofing services

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