Top-rated asphalt shingle roofing installers and replacers.

Get matched with top asphalt shingle roofing installers and replacers in Chokoloskee, FL

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Asphalt shingle roofing installers and replacers in Chokoloskee

Avatar for CMM Roofing

CMM Roofing

4.80(
5
)
Approved Pro

CMM Roofing

4.80(
5
)
Approved Pro
19 local quotes requested
27 years of experience

Welcome to CMM Roofing! Family owned and operated with over 50+ Combined years of experience in the industry! We take pride in the quality of our work and customer satisfaction we give each and every customer! We are known to pay exquisite attention to detail, while making customer satisfaction our top priority. Call us today to learn more about how we can help you! Financing Options Available!

"Job was done quickly and professionally. "

Kenneth R on October 2025

Welcome to CMM Roofing! Family owned and operated with over 50+ Combined years of experience in the industry! We take pride in the quality of our work and customer satisfaction we give each and every customer! We are known to pay exquisite attention to detail, while making customer satisfaction our top priority. Call us today to learn more about how we can help you! Financing Options Available!

"Job was done quickly and professionally. "

Kenneth R on October 2025


Avatar for Absolute Roofing of SWFL

Absolute Roofing of SWFL

5.00(
2
)
Approved Pro

Absolute Roofing of SWFL

5.00(
2
)
Approved Pro
Customers say: Quick response
21 years of experience
Free onsite estimate

We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. Our services are customized to the individual project, paying close attention to the details of each project that we're involved with. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guaranteeing your satisfaction!

"Sent someone out to take a look asap then got the work done shortly after quick and efficiently. Highly recommend."

nina p on August 2025

We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. Our services are customized to the individual project, paying close attention to the details of each project that we're involved with. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guaranteeing your satisfaction!

"Sent someone out to take a look asap then got the work done shortly after quick and efficiently. Highly recommend."

nina p on August 2025


Avatar for All Florida Construction and Roofing

All Florida Construction and Roofing

5.00(
4
)
Approved Pro

All Florida Construction and Roofing

5.00(
4
)
Approved Pro
9 years of experience
Free onsite estimate

With over 15 years of experience, I take pride in my quality craftsmanship. We are owner operated, and believe in building long-term relationships with our clients by delivering honesty along with exceptional work. We care about our clients, and we work with the customer first in order to respect our work. pride our company on reliability, great communication, integrity, and customer service. Give us a call today! We look forward to working with you!

"They were amazing and fixed my roof to perfection "

louisena G on December 2025

With over 15 years of experience, I take pride in my quality craftsmanship. We are owner operated, and believe in building long-term relationships with our clients by delivering honesty along with exceptional work. We care about our clients, and we work with the customer first in order to respect our work. pride our company on reliability, great communication, integrity, and customer service. Give us a call today! We look forward to working with you!

"They were amazing and fixed my roof to perfection "

louisena G on December 2025


Avatar for Sentri Homes

Sentri Homes

New on HomeAdvisorNew on HomeAdvisor
Approved Pro

Sentri Homes

New on HomeAdvisorNew on HomeAdvisor
Approved Pro
851 local quotes requested
3 years of experience

Sentri Homes is a full-service contractor delivering high-end home additions, whole-home remodels, new custom builds, luxury kitchens, structural framing, roof replacements, and every major renovation. We assign a dedicated project manager to every job, deliver meticulous craftsmanship with clear communication, and back our work with an industry-leading warranty to ensure complete peace of mind on your largest investments. Our in-house team of licensed builders and master craftsmen consistently earns 5-star reviews by turning big visions into stunning, high-value homes—when you need one trusted partner who truly does it all, we’re the proven choice.

Sentri Homes is a full-service contractor delivering high-end home additions, whole-home remodels, new custom builds, luxury kitchens, structural framing, roof replacements, and every major renovation. We assign a dedicated project manager to every job, deliver meticulous craftsmanship with clear communication, and back our work with an industry-leading warranty to ensure complete peace of mind on your largest investments. Our in-house team of licensed builders and master craftsmen consistently earns 5-star reviews by turning big visions into stunning, high-value homes—when you need one trusted partner who truly does it all, we’re the proven choice.


Comfort Cover Systems, Inc.

3.29(
14
)

Comfort Cover Systems, Inc.

3.29(
14
)
42 years of experience

Mobile Home Roofing Single ply membrane with Lifetime Warranty

"My mother hired Comfort Cover Systems to replace the roof on her home in Sarasota after Hurricane Milton. While the roof replacement itself was completed, their workers caused significant damage to the lanai carport roof by walking on it, which resulted in buckling and structural issues. Instead of taking responsibility for their actions, the company has repeatedly tried to downplay the damage and shift the cost of repairs onto my mother, a senior citizen. Despite multiple follow-ups and visits from their representatives, their proposed "solution" is completely inadequate. They cut off protruding screws and offered to paint over the damage, but this does nothing to fix the underlying structural issues or the buckling they caused. To make matters worse, their response tried to blame the lanai’s condition on pre-existing wear and tear from the hurricane, even though the damage was clearly caused by their workers during installation. This attempt to avoid accountability is both insulting and unprofessional. When we informed them that we would withhold the final $12,000 payment until the damage was resolved, they responded with vague promises but no real action plan to repair the roof. They also made communication unnecessarily difficult by asking who the "decision-maker" was, despite being told multiple times that all correspondence would go through me and my mother. A reputable company would stand behind their work and resolve such issues promptly, but that has not been the case here. I strongly urge anyone considering Comfort Cover Systems Inc. to look elsewhere. If they damage your property, you can expect excuses, deflection, and an unwillingness to take responsibility. My family is now left with no choice but to escalate this matter to the Florida Department of Business and Professional Regulation and the Florida Roofing and Sheet Metal Contractors Association. Save yourself the frustration and find a company that values its customers and takes pride in doing the right thing."

Margie P on January 2025

Mobile Home Roofing Single ply membrane with Lifetime Warranty

"My mother hired Comfort Cover Systems to replace the roof on her home in Sarasota after Hurricane Milton. While the roof replacement itself was completed, their workers caused significant damage to the lanai carport roof by walking on it, which resulted in buckling and structural issues. Instead of taking responsibility for their actions, the company has repeatedly tried to downplay the damage and shift the cost of repairs onto my mother, a senior citizen. Despite multiple follow-ups and visits from their representatives, their proposed "solution" is completely inadequate. They cut off protruding screws and offered to paint over the damage, but this does nothing to fix the underlying structural issues or the buckling they caused. To make matters worse, their response tried to blame the lanai’s condition on pre-existing wear and tear from the hurricane, even though the damage was clearly caused by their workers during installation. This attempt to avoid accountability is both insulting and unprofessional. When we informed them that we would withhold the final $12,000 payment until the damage was resolved, they responded with vague promises but no real action plan to repair the roof. They also made communication unnecessarily difficult by asking who the "decision-maker" was, despite being told multiple times that all correspondence would go through me and my mother. A reputable company would stand behind their work and resolve such issues promptly, but that has not been the case here. I strongly urge anyone considering Comfort Cover Systems Inc. to look elsewhere. If they damage your property, you can expect excuses, deflection, and an unwillingness to take responsibility. My family is now left with no choice but to escalate this matter to the Florida Department of Business and Professional Regulation and the Florida Roofing and Sheet Metal Contractors Association. Save yourself the frustration and find a company that values its customers and takes pride in doing the right thing."

Margie P on January 2025


Avatar for LynnLee Construction Group

LynnLee Construction Group

No reviews yet

LynnLee Construction Group

No reviews yet
21 years of experience

Licensed trade professionals that Design, Build Custom, Historical Renovations, Remodel, Repairs Residential & Commercial Construction, New Construction, Commercial Build-out, Restaurants Building Yesterday's Dreams and Tomorrow's Memories

Licensed trade professionals that Design, Build Custom, Historical Renovations, Remodel, Repairs Residential & Commercial Construction, New Construction, Commercial Build-out, Restaurants Building Yesterday's Dreams and Tomorrow's Memories


Avatar for Crown Roofing LLC

Crown Roofing LLC

4.11(
9
)

Crown Roofing LLC

4.11(
9
)
14 years of experience

Crown Roofing was founded out of the realization of the need for a company that could fill an ever-expanding gap in the market. Customers are demanding low pricing but are unwilling to sacrifice service and quality. A leaner, more efficient model was needed and each current owner felt that with their roofing and corporate management experience, along with advances in technology for more streamlined and automated office operations, they could fill this need. Each owner of the organization came to Crown Roofing with unique sets of skills and years of experience in the marketplace. Crown Roofing has managed multi-million dollar roofing operations for over 10 years and collectively have more than 75 years of roofing and corporate management experience. Crown Roofing services all of Central, South and Southwest Florida, specializing in new construction, re-roof, maintenance and all of your roof service needs.

"If you want to replace your roof every 6-7 years, DO NOT USE THIS COMPANY! Their workmanship warranty is only 5 years. Had constant leaks since day 1. Multiple nails just started rusting just past their 5 year workmanship warranty. The nails were not visible on the shingle before they started to rust. Found over 30 improperly installed nails so far and still counting. Contacted the company, supposedly was scheduled and they were a no call no show. Contacted them back and then was told they would charge for a crew to inspect the roof. Asked to speak to a manager, my information was provided and never received a call back."

Kathy O on October 2024

Crown Roofing was founded out of the realization of the need for a company that could fill an ever-expanding gap in the market. Customers are demanding low pricing but are unwilling to sacrifice service and quality. A leaner, more efficient model was needed and each current owner felt that with their roofing and corporate management experience, along with advances in technology for more streamlined and automated office operations, they could fill this need. Each owner of the organization came to Crown Roofing with unique sets of skills and years of experience in the marketplace. Crown Roofing has managed multi-million dollar roofing operations for over 10 years and collectively have more than 75 years of roofing and corporate management experience. Crown Roofing services all of Central, South and Southwest Florida, specializing in new construction, re-roof, maintenance and all of your roof service needs.

"If you want to replace your roof every 6-7 years, DO NOT USE THIS COMPANY! Their workmanship warranty is only 5 years. Had constant leaks since day 1. Multiple nails just started rusting just past their 5 year workmanship warranty. The nails were not visible on the shingle before they started to rust. Found over 30 improperly installed nails so far and still counting. Contacted the company, supposedly was scheduled and they were a no call no show. Contacted them back and then was told they would charge for a crew to inspect the roof. Asked to speak to a manager, my information was provided and never received a call back."

Kathy O on October 2024


Elite Roofing

4.13(
8
)

Elite Roofing

4.13(
8
)
Customers say: Terrific value
20 years of experience

We are a Florida licensed roofing contractor dealing with all types of roofing.

We are a Florida licensed roofing contractor dealing with all types of roofing.


Solis Roofing

5.00(
1
)

Solis Roofing

5.00(
1
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Family own and operated. Additional email - solisj@comcast.net. Additional DBA - Solis Roofing Contractors Inc.

Family own and operated. Additional email - solisj@comcast.net. Additional DBA - Solis Roofing Contractors Inc.


Avatar for Roof Revolution, Inc.

Roof Revolution, Inc.

5.00(
6
)

Roof Revolution, Inc.

5.00(
6
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Experienced Naples Roofers Premier Southwest Florida Roofing Company for Commercial & Residential Properties Here at Roof Revolution, our team of Naples roofers are focused on providing an outstanding level of service to every single one of our clients. Whether it’s a residence or a large commercial property, we are going to ensure that you are 100% satisfied with the level of our service. As a family owned and operated roofing company in Naples, FL, we are committed to providing our neighbors with high-quality roofing. This includes providing emergency services 24 hours a day, 7 days a week, so you can be sure that your roofing needs are being met when you need help. To help ensure that we are able to help you, we offer exceptional roofing services at competitive prices. We accept cash, check, credit card, and financing can be available to make paying for your roofing service easier and more convenient. With more than 30 years of experience in the roofing industry, we are able to draw upon our knowledge and resources to ensure that you and your property receive the help that is effective and efficient. Learn more about how Roof Revolution can help you by calling our Naples roofing contractors at (239) 449-9659 or filling out our contact form.

"All want very smoothly, good communication and excellent workmanship."

Kevin R on April 2023

Experienced Naples Roofers Premier Southwest Florida Roofing Company for Commercial & Residential Properties Here at Roof Revolution, our team of Naples roofers are focused on providing an outstanding level of service to every single one of our clients. Whether it’s a residence or a large commercial property, we are going to ensure that you are 100% satisfied with the level of our service. As a family owned and operated roofing company in Naples, FL, we are committed to providing our neighbors with high-quality roofing. This includes providing emergency services 24 hours a day, 7 days a week, so you can be sure that your roofing needs are being met when you need help. To help ensure that we are able to help you, we offer exceptional roofing services at competitive prices. We accept cash, check, credit card, and financing can be available to make paying for your roofing service easier and more convenient. With more than 30 years of experience in the roofing industry, we are able to draw upon our knowledge and resources to ensure that you and your property receive the help that is effective and efficient. Learn more about how Roof Revolution can help you by calling our Naples roofing contractors at (239) 449-9659 or filling out our contact form.

"All want very smoothly, good communication and excellent workmanship."

Kevin R on April 2023

...
Showing 1-10 of 119
FAQs for asphalt shingle roofing installation and replacement projects in Chokoloskee, FL

Roofing professionals can usually install a medium-sized asphalt shingle roof in two to three days. Installation time increases if your roof is particularly steep or difficult to access or has features like chimneys or skylights that roofers must work around.

Three-tab asphalt shingles usually have the lowest upfront cost of any roofing shingle material. They’re sturdy and typically last 15 to 20 years. However, they may have a shorter lifespan in especially hot or cold climates. Talk to a local roofing professional about the best materials for your climate. In some cases, materials with a higher upfront cost may save you more on repairs or replacements in the long run.

Start by multiplying the length by the width of your roof to calculate the square footage. Most shingle replacement costs $4 to $12 per square foot for materials and labor, depending on factors like the material and the slope of your roof. Once you know the size of your roof, you can calculate a rough estimate of total costs or contact a local roofing professional to provide you with a custom quote.

Asphalt shingles are generally considered to be a low-maintenance item. However, cleaning your asphalt roofing can help prolong the lifespan and keep it looking fresh. If you’re comfortable with DIY and have the proper equipment, you may be able to clean your asphalt shingles yourself. However, if you have an especially high or steep roof, it’s usually safer to hire a professional roof cleaner.

The Chokoloskee, FL homeowners’ guide to asphalt shingle roofing installations and replacements

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