Your Osprey Gutter Company

“We do what we say we’ll do!”

Osprey’s Gutter Installation Specialists You Can Rely On

In Osprey, FL, afternoon showers and sudden storms are just part of daily life. Without the right gutters, all that water can quickly cause big problems—like roof leaks, foundation damage, or ruined landscaping. That’s where Leggett Roofing comes in. We provide dependable gutter installation services that are built for Florida’s wild weather. We use top-quality materials and install every system with care so your home stays safe and dry no matter what the skies bring.

As a family-owned local business, we care about doing things the right way. With over 15 years of experience and a strong reputation across the Gulf Coast, we make gutter projects simple and stress-free. We offer clear gutter replacement cost estimates, honest advice, and financing options to help make the process easier.

Call Leggett Roofing today to schedule your free inspection and protect your home from the next Florida downpour.

Types of Gutters We Install

We offer several gutter styles to fit your home’s needs, design, and budget. Whether you want a modern look or a strong system that can handle heavy rain, we’ve got you covered.

Seamless Gutters

Seamless gutters are one of the smartest upgrades you can make for your home. Unlike traditional gutters that come in sections, these are made in one continuous piece, custom cut on-site to fit your roof perfectly. Fewer seams mean fewer leaks and less chance of clogs. They’re also easier to maintain and look cleaner along the edge of your roof.

Homeowners in Osprey love seamless gutters because they offer:

A custom fit that improves performance and looks
Fewer joints where water and debris can get stuck
Long-term durability in Florida’s unpredictable climate

K-Style Gutters

K-style gutters are both tough and stylish, which makes them a popular choice in Osprey. Their shape allows them to handle a lot of rain at once—ideal for sudden downpours. They also sit flat against the fascia, giving your roof a clean finish that looks great on modern and traditional homes alike.

These gutters are a great option if you want:

A strong system that can handle large volumes of water
A clean, polished look that blends in with your trim
A durable choice that holds up well through the seasons

Gutter Guards

If you’re tired of cleaning leaves and debris out of your gutters, gutter guards are the solution. These covers fit right on top of your gutter system and help keep everything from branches to pine needles out. That means water can keep flowing like it should—without the mess or the maintenance.

Adding gutter guards can help you:

Prevent clogs that lead to overflow or damage
Save time by reducing how often you need to clean
Extend the life of your gutters and improve water flow

Why Gutters Are So Important in Osprey

Osprey’s coastal weather is beautiful—but tough on homes. With heavy rain, high winds, and salty air, your property needs protection. Gutters play a key role in keeping water away from the places it doesn’t belong.

A high-quality gutter installation service helps:

Stop water damage to siding, fascia, and soffits
Keep your roof in better shape by controlling runoff
Protect landscaping from washouts and erosion
Prevent foundation cracks caused by pooling water
Reduce mold and mildew by keeping crawl spaces dry

Your gutters work hard to keep your home standing strong—and when they’re installed right, they do it for years to come.

Why Osprey Homeowners Trust Leggett Roofing

When it comes to protecting your home, you need a contractor you can count on. That’s why homeowners across Osprey turn to Leggett Roofing. We’re not here to upsell or cut corners—we’re here to do what we say we’ll do. That means giving honest advice, showing up on time, and finishing every project with care.

We’re proud to be a local, family-run business that’s built on trust. Our team has decades of experience installing gutter and roofing systems that hold up against Florida’s harshest storms. We treat every home like it’s our own and take pride in offering real solutions—not one-size-fits-all jobs.

Here’s what sets us apart:

Upfront pricing with clear gutter replacement cost estimates
Flexible financing options, including 12 and 18-month no-interest plans
Fast emergency services when weather hits hard
A 10-year workmanship warranty that gives you peace of mind

From the first call to the final inspection, we’re here to make your gutter project easy and stress-free.

Protect Your Osprey Home Today

Don’t let poor drainage lead to expensive repairs. Whether your gutters need an upgrade or a full replacement, we’re ready to help.

Schedule your free inspection with Leggett Roofing today and find out how easy it is to protect your Osprey home with the right gutter system.

Cities Served

Leggett Roofing

5400 S Biscayne Dr Suite E, North Port

4.8 93 reviews

Jane McCarthy ★★★★★ 2 months ago
Leggett Roofing did a great job giving us a new roof. They helped us deal with our insurance company, who only wanted repairs to the roof. The crew were all polite and cleaned up every day. We have a steep roof so most roofers won't … More touch it. I highly recommend Leggett Roofing.
Daniel Doherty ★★★★★ a month ago
I had a great experience with Leggett Roofing. The team was professional, punctual, and completed the job on time with outstanding workmanship. They were clear in their communication and left the site clean and tidy. Highly recommend for … More anyone needing reliable roofing services!
Marlin Roemeling ★★★★★ 5 months ago
From the first phone call, to meeting with Tony, to the final completion of our roof, the experience with Leggett Roofing was awesome. Tony, Sean, Deb and all the employees that worked on our roof did an amazing job. Tony was very thorough … More in what would be done, and his team did exactly that. Also, he said Sean would work with our insurance company to make sure we received the funds we needed from our claim. This was no easy process either. It took months, and 3 adjusters later, to get them to agree. They dealt with the permits, the clean up, and our roof looks great. They also did a wind mitigation inspection for which we now have a report and certificate. So few companies give this kind of excellent service anymore. Thank you Leggett Roofing!
Eric Nordstrom ★★★★★ 6 months ago
I had Leggett Roofing put a new metal roof on my house. I believe it looks awesome. Overall, I would rate the overall experience at a 4.7. No one's perfect, but I am very pleased with how quickly they responded to things how things … More were resolved. If asked, I would recommend them.EN
R P ★★★★★ 4 weeks ago
Great service, I recently had my roof replaced by Leggett Roofing, and I couldn't be happier with the experience. From the initial consultation to the final walkthrough, they were professional, communicative, and efficient. They provided … More a detailed explanationof every detail of what they were doing. I will surely suggest this company to anyone.
Emilee Burkert ★★★★★ 3 weeks ago
We had a great experience with Leggett Roofing, from talking to Debbie in the office to Nathan for the installation! We called and were able to get someone out to do an initial quote super quick and the gutters were installed the same week. … More Thank you so much!!
Lisa Miller ★★★★★ 4 months ago
We recently had all 4 of our skylights changed over to hurricane skylights and Leggett Roofing was wonderful to work with from start to finish. Tony came out for the initial estimate and the job was scheduled quickly and completed as soon … More as soon as the skylights came in. We could not be happier with the project. Highly recommend!
Zachariah Miller ★★★★★ 5 months ago
I had a great experience working with Leggett Roofing! They were very professional and made the process extremely easy for me. Their pricing was also the best I could find in the area and I would recommend them to everyone I know. Thank … More you for the new roof!
Mary Murray ★★★★★ 6 months ago
We couldn’t be more pleased with our new roof. Tony, the Leggett office staff and the demo and installment crews were a delight to work with. Everyone was knowledgeable, courteous and thorough. The clean up was immaculate.
Maureen Wilkie ★★★★★ 10 months ago
Russell, Leggett’s Tech Specialist, performed a major transformation. Because of his skill and perseverance, my front door is no longer an art project. Not only does Russell have extensive skill and experience but he is the ultimate … More customer service rep. I was lucky to have him at my home for this job. These photos show the after/ before
Jennifer Billingham ★★★★★ a year ago
Only positive comments to share about this roofing company! We are extremely pleased with our new metal roof. Quality materials and installation, and professional crews that respected our property and cleaned up after themselves throughout … More the process. Zack was very helpful getting us started and making sure we were pleased. Pricing was definitely fair, and timelines for start, tear off and material delivery were accurate. Deb was kind and helpful keeping us up to date and answering our questions. It is a great company and team of people to work with. You can’t really put a price on peace of mind, but our new roof certainly is a start. Thanks so much!
Sheldon Willis ★★★★★ 3 years ago
Leggett Roofing is one of the most professional companies I have ever worked with. They showed up and did everything exactly the way they said they were going to in a super timely manner. Thought I'd never get a new roof and they got … More it done in a couple of days. The owner Tony was remarkable and I'd recommend his company to anyone!
Larry Truchot ★★★★★ 6 months ago
Leggett Roofing is the first roofer I have seen in Florida that understands how flashing for the roof should be installed to provide a weatherproof roof. I am a retired Architect so it was really great to them on my roof.
Susan Solomon ★★★★★ 11 months ago
Leggett Roofing did a great job repairing two roof leaks at our residential home. They promptly inspected the issues, provided an in-depth and reasonable quote, and completed the work in a timely manner. We were really impressed with their … More level of communication and customer service through the process. We highly recommend this company!
patricia contaxis ★★★★★ 9 months ago
Being a new resident to Florida and experiencing a hurricane, we were surprised to find such a professional,courteous roofer. (Zack) He stopped over after being in the neighborhood to inspect our roof as a courtesy- no charge. We had no … More damage but would have hired him if we did. His good reviews are well deserved
Scott Meredith ★★★★★ 6 months ago
We just had our roof replaced by Leggett. Great company that showed up on time and did great work. We couldn't be happier, and I would highly recommend them
Shawna Miller ★★★★★ 11 months ago
Leggett Roofing did a phenomenal job on our new roof & gutters. From our first contact with Zack, we knew we were in good hands and could trust this company. They delivered exactly as promised promptly and on budget – there were no … More hidden surprises during the process and the job site was cleaned up each day. A huge THANK YOU to Zack, Tony, Debbie, Ephram and all the guys who made it happen! We will be using you all again!
daniel engel ★★★★★ a year ago
This year I had Leggett Roofing replace my roof in North Port. I have a 29 square shingle roof. It was a pleasure to deal with the owner, Tony Leggett, who came out personally to give me an estimate and explain what was needed and the different … More options his company offered. The crew came out, did a tear off, and replaced my shingles. The crew was professional and courteous. I now have a beautiful new roof, professionally installed and completed at a fair price. I have already recommended Leggett Roofing to my neighbors and would recommend the company to anyone needing a roof.Dan Engel
Dena Cardenas ★★★★★ a year ago
I was very impressed with Leggett Roofing. The process was fast, clean. and professional. The workers cleaned up the job site everyday as promised. The owner of the company handled any questions and concerns that I had. No hidden surprises … More or fees. Honest A++++ Roofing Company.
craig forsman ★★★★★ a year ago
We had a pretty bad roof leak, and a lot of broken tiles from storm and hurricane damage. We also needed all of our older vents resealed. Leggett Roofing did an outstanding job! They were tidy, polite and very efficient. We highly recommend … More them. We couldn't be happier!
Denise E ★★★★★ a year ago
I had my roof replaced by Leggett Roofing and I am very satisfied with the results . The employees and even the owners of Leggett Roofing are very professional , kind and provided great service. I would recommend this company anytime! … More
judith grossman ★★★★★ a year ago
My experience with Leggett Roofing was undoubtedly the best out of all the roofers I called. From the estimate (which was very reasonable) to the office staff and the quality work done. I highly recommend them!
lori wedge ★★★★★ a year ago
- Leggett did a fabulous job on our Roof when they came and identified some significant issues with our nearly new roof that had been installed by the Developer. The made significant repairs, were professional, responsive and the cost … More of the repairs was a tremendous value. We were blessed to have a wonderful team on our hurricane damaged roof - we strongly recommend them
Ernest Withers ★★★★★ a year ago
Tony and his team were great to work with. We’re are completely satisfied with him and his crew and we highly recommend Leggett Roofing !!!
Porter Foster ★★★★★ 3 years ago
We had Tony's team install a stone-coated steel roof, which has the look of tile with the strength of metal. Hurricane Ian pounded our roof with almost category 5 winds for 7 hours, and the roof didn't budge. Zero damage. I would … More recommend Leggett Roofing without hesitation.
Trae Christian ★★★★★ a year ago
A big Thank You to the team at Leggett Roofing. After hurricane Ian I was very blessed to have only minor roof damage. The first roofer I intended to use for the repair said he would come, but 8 months later I moved on. Roofer #2, same … More story and 4 months later still a no show. I met the team from Leggett at a ribbon cutting with the North Port Area Chamber of Commerce. Within a couple of days I had a formal proposal, gave my enthusiastic "Let's do it" and within a couple of weeks the work was done. Good price, good work, and I will refer them any chance I get. 5 stars!!!!!
Cindi R ★★★★★ a year ago
I feel it's important to support our local businesses; therefore, I went with Leggett Roofing.. Great choice, they're 100% a top notch business. Zach was my sales rep. great guy, great communication and very dedicated.. Deb is … More the main receptionist, she was great and professional as well. The owner Tony also amazing. When Zach wasn't available he made himself available.. Can't say enough, my roof is beautiful, neighbors are continuously complimenting on it! Will continue to highly recommended this company.
teri owen ★★★★★ 2 years ago
Tony communicated throughout the entire process. All his employees are hard workers and respectful. Job was completed on time and on budget. His team went above and beyond to make sure I was satisfied. I would hire Leggett Roofing again … More and have reccomended them to friends.
Elizabeth Barker ★★★★★ a year ago
Tony and his staff responded right away, even when most local roofing companies had limited response, resources, and availability due to Hurricane Ian. His expertise and knowledge made it an easy choice. We continue to feel confident that … More the quality of materials Leggett Roofing offers will withstand the test of time. Most importantly, we knew we were in good hands from the start, which means everything when choosing a business to work with, especially during a catastrophic event like this.
Russ Airington ★★★★★ a year ago
Leggett Roofing just finished replacing our hurricane ravaged roof using the Tilcor metal roofing that looks like tile roof but with a much higher wind rating. They delivered & installed on time, per contract and left no mess behind! … More The owner Tony followed up personally to assure satisfaction! Their secret weapon is Deb in the office that stayed in constant contact on scheduling! Nice job Deb!
Dawn MT ★★★★★ a year ago
I was looking for a roofer and ironically while at church, my pastor was wearing the Leggett shirt. He raved about the family and supported the business. It was a no brainer for me! I called later in the week and Zack promptly met with … More me to discuss my options. He was thorough, patient, and professional. I really appreciated him going up on my roof to take a video of my damages following Ian showing me exactly what was going on up there. I immediately hired them to replace my roof and was elated to find out they also repair fascia and install gutters. No more calling additional contractors, this honest company took care of it all...took care of me! There was a little hiccup and between Zack and the Leggett staff, it was promptly remedied. They stand by their work. They want satisfied customers. They go the extra mile. If you are looking for a local, honest, fair contractor, without hesitation I would recommend Leggett Roofing...and btw, the price also includes permits and a wind mitigation inspection. Bonus!!!
Shannon Daniels ★★★★★ 2 years ago
A day or two after the hurricane, Tony had his crew out and tarping our roof for us so we wouldn't leak. He assisted us with the insurance process and was very knowledgeable. It was a quick turnaround for the roof as well. Additionally, … More we love the look of our new roof. We are very grateful for the assistance during this stressful time!
Robert Delancey ★★★★★ 2 years ago
Leggett did a great job on my roof, they did the job in 1 day. Tony came out to check the work being done and was very professional. I would recommend Leggett Roofing to everyone.
KATHIE ROGALESKI ★★★★★ 2 years ago
Leggett roofing took the stressful situation of storm recovery off our shoulders. They were professional, competent, efficient and priced fairly. They payed attention to detail and we appreciate the care they gave our home and the quality … More of their work.We recommend them highly.
R.B. Fava ★★★★★ 2 years ago
The repair done on my house gave me peace of mind All my Ridge caps on my tile roof were fully secured along with some tiles being addressed!Recommend them highly!
David Hargreaves ★★★★★ 2 years ago
All around excellent experience. They helped us figure out the insurance. Installed a beautiful roof. I recommended Leggett to several friends needing Hurricane Ian repairs
Andy Carrier ★★★★★ 3 years ago
Tony was awesome to work with. They did exactly what they promised for the price they offered. Handled all the permitting, cleaned up after themselves, had an easy invoicing system where you could pay on-line. They fixed the damage … More done by Ian. Gutter, Soffits and replaced my entire roof. There ARE good companies out there. This is 1 of them!
Kurt Monsell ★★★★★ 3 years ago
I was in the eye-wall of Hurricane Ian for many hours and it caused some serious damage to my roof and totally removed my sky-light during the storm. Like thousands of others I immediately started calling roofers and Leggett was the ONLY … More roofer to respond (I called 12). They came right out, gave me a quote and did everything they promised.I decided on a metal roof (I chose a colored one) since my neighbor's 1-year old shingle roof had the same amount of damage as my older roof, and I do not want to experience another roof problem.I am extremely happy with the job, the professionalism and the courtesy of the crews. I talked to one of the installing crew and he was approved to install Tesla solar roof panels and said he went to California for training. To me that instilled a lot of confidence. The crew also installed a replacement sky-light and a new solar tube light.Overall the cost was about what I expected. The service was always prompt and polite and the roof looks great. I couldn't ask for much more.
Tim Wilson ★★★★★ 3 years ago
After contacting 10 companies for roof repairs on my steel roof. Only two showed up. And Tony leggett was the least expensive. He delivered on everything he promised and was on time giving the weather conditions. I find Tony and his team … More to be extremely professional and appreciate the help he gave me in order to extend the life of my roof. I highly recommend leggett roofing
Fran Sperow ★★★★★ 3 years ago
I had to have my roof replaced due to damage from Hurricane Ian. Tony was very responsive and had the work done in 3 weeks and the cost was great! I highly recommend Leggett Roofing. They are a local business employing our community members.Services: … More;Roof repair for storm & wind damage, Gutter installation, Roof inspection, Roof repair, Roof damage repair, Roof installation
Anna Lambert ★★★★★ 3 years ago
Responds and shows up when he says he will. Honest, and professional. Great workmanship with the latest in vinyl material for my lanai roof, which weathered Ian wonderfully! Highly recommend!
Janet ★★★★★ 2 years ago
My roof looks great and while I look around at many tarps still up on roofs, I am thankful that mine was done in such a timely manner. Thank you Leggett Roofing!! Professional and Reliable.
Barbara Bucik ★★★★★ 2 years ago
Tony the owner such a nice guy he is very caring and honest and always was very quick to respond back with questions or come to my house he’s a family man and would definitely recommend his company thank you TonyServices: Gutter installation, Ro … Moreof installation

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