Top-rated gutter cleaning pros.

Get matched with top gutter cleaning pros in Winter Park, FL

There are 10 highly-rated local gutter cleaning pros.

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TRUSTED BY WINTER PARK, FL HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon306
    Verified gutter cleaning services reviews

Verified Reviews for Gutter Cleaning pros in Winter Park, FL

*The Angi rating for Gutter Cleaning companies in Winter Park, FL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.

*The HomeAdvisor rating for Gutter Cleaning companies in Winter Park, FL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.

Last update on November 22, 2025

Find Gutter cleaning pros in Winter Park

LeafFilter Gutter Protection

4.29(
1,488
)
•Approved Pro

LeafFilter Gutter Protection

4.29(
1,488
)
•Approved Pro
Customers say: Quality work
11 local quotes requested
20 years of experience

As the most reliable gutter protection brand in North America, LeafFilter Gutter Protection has improved the strength and longevity of gutter systems from coast to coast. The LeafFilter team provides gutter replacement, cleaning, and repairs in addition to installing gutter guards. From its innovative design and award-winning technology to its professional installation, LeafFilter protects the value of your home and is the perfect complement to your roof. Its patented three-piece system features a stainless steel micromesh screen, structural hangers, and uPVC framing to optimize debris repellence and weather resistance.

"Professional and fair pricing"

Patrick K on February 2025

As the most reliable gutter protection brand in North America, LeafFilter Gutter Protection has improved the strength and longevity of gutter systems from coast to coast. The LeafFilter team provides gutter replacement, cleaning, and repairs in addition to installing gutter guards. From its innovative design and award-winning technology to its professional installation, LeafFilter protects the value of your home and is the perfect complement to your roof. Its patented three-piece system features a stainless steel micromesh screen, structural hangers, and uPVC framing to optimize debris repellence and weather resistance.

"Professional and fair pricing"

Patrick K on February 2025

Avatar for The Brothers That Just Do Gutters

The Brothers That Just Do Gutters

4.86(
7
)
•Approved Pro

The Brothers That Just Do Gutters

4.86(
7
)
•Approved Pro
Customers say: Quality work
66 local quotes requested
4 years of experience

The Brothers that just do Gutters is a community minded, client-focused gutter contractor who understands the importance in investing in our employees, and providing our clients with a 5-star experience. We believe in the importance of honesty, integrity, and transparency. Because of this, we are fully committed to posting every review – positive, or negative! We do this to not only keep ourselves honest, but to also use as a learning tool to better ourselves as service professionals. As a result, we have gained not only many loyal clients, but also, friends and neighbors. You may even recognize some of them as your own neighbors!

"Early to provide estimate, easy communications, on time for installation. Highly recommend."

Pete C on June 2025

The Brothers that just do Gutters is a community minded, client-focused gutter contractor who understands the importance in investing in our employees, and providing our clients with a 5-star experience. We believe in the importance of honesty, integrity, and transparency. Because of this, we are fully committed to posting every review – positive, or negative! We do this to not only keep ourselves honest, but to also use as a learning tool to better ourselves as service professionals. As a result, we have gained not only many loyal clients, but also, friends and neighbors. You may even recognize some of them as your own neighbors!

"Early to provide estimate, easy communications, on time for installation. Highly recommend."

Pete C on June 2025

Tactical Bobcat

New on AngiNew on Angi
•Approved Pro

Tactical Bobcat

New on AngiNew on Angi
•Approved Pro
12 years of experience
Free onsite estimate

Tactical Bobcat is your best choice in Altamonte Springs and the surrounding communities for all your dirt work landscaping and demolition needs! We take great pride in every project we do and our customer service is second to none! Our customer's complete satisfaction is our top priority! Call us today for a free estimate!

Tactical Bobcat is your best choice in Altamonte Springs and the surrounding communities for all your dirt work landscaping and demolition needs! We take great pride in every project we do and our customer service is second to none! Our customer's complete satisfaction is our top priority! Call us today for a free estimate!

Avatar for Foremost Outdoor Services

Foremost Outdoor Services

4.53(
15
)
•Approved Pro

Foremost Outdoor Services

4.53(
15
)
•Approved Pro
Customers say: Quick response
11 local quotes requested
6 years of experience

Foremost Outdoor Services is a locally owned and operated company that values honesty and integrity in all aspects of our business. Our Services included Landscape design/build, Hardscape Design/build and irrigation. Let our team transform your property!

"Caleb and his team are amazing. Meticulous work and fair price."

Dan W on April 2023

Foremost Outdoor Services is a locally owned and operated company that values honesty and integrity in all aspects of our business. Our Services included Landscape design/build, Hardscape Design/build and irrigation. Let our team transform your property!

"Caleb and his team are amazing. Meticulous work and fair price."

Dan W on April 2023

Avatar for PaintSolid, LLC

PaintSolid, LLC

4.99(
38
)
•Approved Pro

PaintSolid, LLC

4.99(
38
)
•Approved Pro
Customers say: True professional
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
13 local quotes requested

Since 2007, PaintSolid LLC has been providing Central Florida with top-notch house painting services. Our extensive list of services includes interior & exterior painting, kitchen cabinet painting, roof painting, flooring installation, pressure washing, and some handyman services. We offer competitive pricing, reliable timelines, commitment to quality, emergency services, free estimates, licensed in trade, and quick response time. We also believe in building relationships based on trust and are committed to our clients even after the project is completed. At PaintSolid, we are dedicated to helping you with all of your home projects, big or small. Let us show you why we are one of Central Florida’s trusted home services providers – contact us today for a free estimate! Regards, Archie at PaintSolid LLC Phone: 407-484-5391 Email: [email protected]

"Archie did a fantastic job. All of my neighbors are commenting about how great the house looks, and asking who the painter was. Thank you Archie."

Joe H on July 2024

Since 2007, PaintSolid LLC has been providing Central Florida with top-notch house painting services. Our extensive list of services includes interior & exterior painting, kitchen cabinet painting, roof painting, flooring installation, pressure washing, and some handyman services. We offer competitive pricing, reliable timelines, commitment to quality, emergency services, free estimates, licensed in trade, and quick response time. We also believe in building relationships based on trust and are committed to our clients even after the project is completed. At PaintSolid, we are dedicated to helping you with all of your home projects, big or small. Let us show you why we are one of Central Florida’s trusted home services providers – contact us today for a free estimate! Regards, Archie at PaintSolid LLC Phone: 407-484-5391 Email: [email protected]

"Archie did a fantastic job. All of my neighbors are commenting about how great the house looks, and asking who the painter was. Thank you Archie."

Joe H on July 2024

Avatar for Homesmiles Orlando

Homesmiles Orlando

5.00(
4
)
•Approved Pro

Homesmiles Orlando

5.00(
4
)
•Approved Pro
16 local quotes requested
Free onsite estimate

Keeping your home in top condition doesn’t have to be a hassle. At HomeSmiles, we make property maintenance and house upkeep simple, efficient, and stress-free. Our comprehensive home maintenance plans are designed to save you time, money, and the headaches that come with managing multiple service providers. By bundling essential tasks into one convenient visit, HomeSmiles ensures your home stays safe, clean, and well-maintained all year long. From routine home repairs and maintenance to preventative care, our expert team takes care of the hard work so you can focus on what matters most—enjoying your home.

"Super fast response from Aramis at HomeSmiles. I needed my rental ready in a few days. They changed the A.C. filters, checked the smoke alarms, washed the windows and sent a full inspection report. Also, Aramis is a veteran and came out on veterans day to take care of my property! 10 out of 10"

Dave V on November 2025

Keeping your home in top condition doesn’t have to be a hassle. At HomeSmiles, we make property maintenance and house upkeep simple, efficient, and stress-free. Our comprehensive home maintenance plans are designed to save you time, money, and the headaches that come with managing multiple service providers. By bundling essential tasks into one convenient visit, HomeSmiles ensures your home stays safe, clean, and well-maintained all year long. From routine home repairs and maintenance to preventative care, our expert team takes care of the hard work so you can focus on what matters most—enjoying your home.

"Super fast response from Aramis at HomeSmiles. I needed my rental ready in a few days. They changed the A.C. filters, checked the smoke alarms, washed the windows and sent a full inspection report. Also, Aramis is a veteran and came out on veterans day to take care of my property! 10 out of 10"

Dave V on November 2025

Avatar for Neighborhood Kev's Pressure Washing

Neighborhood Kev's Pressure Washing

5.00(
17
)
•Approved Pro

Neighborhood Kev's Pressure Washing

5.00(
17
)
•Approved Pro
Super Service Award
Customers say: Quick response
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
104 local quotes requested

High quality work at affordable prices! We'll make your property look clean and new to increase that curbside appeal! Family owned and operated!

"Very professional and well done."

Wayland S on August 2025

High quality work at affordable prices! We'll make your property look clean and new to increase that curbside appeal! Family owned and operated!

"Very professional and well done."

Wayland S on August 2025

Avatar for SunShine Services pros

SunShine Services pros

4.74(
19
)
•Approved Pro

SunShine Services pros

4.74(
19
)
•Approved Pro
Customers say: Quick response
98 local quotes requested
2 years of experience

Welcome to Sunshine Services Pros ! Family owned and insured with 8+ years experience in the industry! We take pride in the quality of work and customer satisfaction that 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!

"job well done and fast."

Laura V on October 2025

Welcome to Sunshine Services Pros ! Family owned and insured with 8+ years experience in the industry! We take pride in the quality of work and customer satisfaction that 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!

"job well done and fast."

Laura V on October 2025

Avatar for Clearvue Window Washing, LLC

Clearvue Window Washing, LLC

4.83(
6
)
•Approved Pro

Clearvue Window Washing, LLC

4.83(
6
)
•Approved Pro
Customers say: Quick response
104 local quotes requested
3 years of experience

Clearvue Window Washing, LLC prides itself on being the number one Home Improvement Company in the area. We service both residential and commercial properties. We've built an excellent reputation for customer satisfaction by providing quick estimates, a great attention to detail, and competitive pricing. Being a screened and approved professional gives you the peace of mind you need to allow us to give your home the attention it deserves. Call us today and let's get started!

"he was on time, very neat and communicative. Overall satisfied. i never give 5's. I would recommend them. also did drain pipes one of which was very clogged - very thorough job, Clearvue Window "

Jim K on September 2025

Clearvue Window Washing, LLC prides itself on being the number one Home Improvement Company in the area. We service both residential and commercial properties. We've built an excellent reputation for customer satisfaction by providing quick estimates, a great attention to detail, and competitive pricing. Being a screened and approved professional gives you the peace of mind you need to allow us to give your home the attention it deserves. Call us today and let's get started!

"he was on time, very neat and communicative. Overall satisfied. i never give 5's. I would recommend them. also did drain pipes one of which was very clogged - very thorough job, Clearvue Window "

Jim K on September 2025

Avatar for J and F Handyman Services

J and F Handyman Services

3.00(
2
)

J and F Handyman Services

3.00(
2
)
Customers say: Quick response
6 years of experience

In Business Since 2019 We take great pride in our experience, expertise, quality and customer service that we provide to meet every consumer's needs. It is our mission to provide excellent customer service from start to completion of a project. To understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a personal and professional manner. Our reputation is based on service, safety and quality, regardless of how large or small the job. How We Got Started I chose to work in this industry because I love what I do and I love to make my customers happy with a finished job. We started in this industry in 2019. We describe our business as Family owned and operated

"It seemed fine at the start, and they kept assuring us that we were in good hands, has a very friendly start but went bad quickly. EVERYTHING they touched was basically wrong, 7 coats of paint on the island and it's still rough and spots not completely covered, did not even know what a tack cloth was. Our pool is ruined, as they insisted they had to drain it to do the pool lights, and instead we now have an empty pool sitting and perhaps unusable, as it should not have been emptied and when they power washed it he sent a video showing what I thought was a blue cleaning solution, but was in fact the color of our pool being washed down the drain, because he used bleach We have to have it resurface and redo al,, the electrical mistakes done to our electrical system. There is overspray and blue from the pool color all over our wood floors and mouldings and doors. We have to have repairs made to the house to the cost of about $20,000 in total just to put it back as it was. All we anted was the island painted and the lights fixed, what we got was a nightmare. We gave trust and kindness and were given disregard and disrespect to our home. We have tried to upload many photos and videos to show the damage but your system deletes and shuts down. Happy to share them but need another way please"

Alexis B on August 2025

In Business Since 2019 We take great pride in our experience, expertise, quality and customer service that we provide to meet every consumer's needs. It is our mission to provide excellent customer service from start to completion of a project. To understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a personal and professional manner. Our reputation is based on service, safety and quality, regardless of how large or small the job. How We Got Started I chose to work in this industry because I love what I do and I love to make my customers happy with a finished job. We started in this industry in 2019. We describe our business as Family owned and operated

"It seemed fine at the start, and they kept assuring us that we were in good hands, has a very friendly start but went bad quickly. EVERYTHING they touched was basically wrong, 7 coats of paint on the island and it's still rough and spots not completely covered, did not even know what a tack cloth was. Our pool is ruined, as they insisted they had to drain it to do the pool lights, and instead we now have an empty pool sitting and perhaps unusable, as it should not have been emptied and when they power washed it he sent a video showing what I thought was a blue cleaning solution, but was in fact the color of our pool being washed down the drain, because he used bleach We have to have it resurface and redo al,, the electrical mistakes done to our electrical system. There is overspray and blue from the pool color all over our wood floors and mouldings and doors. We have to have repairs made to the house to the cost of about $20,000 in total just to put it back as it was. All we anted was the island painted and the lights fixed, what we got was a nightmare. We gave trust and kindness and were given disregard and disrespect to our home. We have tried to upload many photos and videos to show the damage but your system deletes and shuts down. Happy to share them but need another way please"

Alexis B on August 2025

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Showing 1-10 of 209
Gutter Cleaning questions, answered by experts

Not cleaning your gutters could lead to serious problems, including leaks, water-damaged siding and fascia, and foundation damage and leaking. The leaves and debris that clog your gutters create the ideal environment for mold and mildew, which can eventually rot the fascia board.

Water will start to leak and overflow, which could damage your roof or other areas of your home. You may notice pooling in your yard, which can freeze and damage your driveway or patio. Cleaning your gutters at least once or twice a year is best to avoid expensive repairs and replacements.

Unless you've chosen to install underground downspouts, your gutter downspouts shouldn't touch the ground. If they come into contact with the soil or pavement next to your home, rainwater can back up into them during a storm, preventing them from doing their job effectively. Instead, aim to have your downspouts end about 12 inches from the ground.

There is no difference between heat tape on gutters and heated gutters. “Heated gutters” is a comprehensive phrase used to describe gutters that have heat-generating attachments. These attachments include heat tape, heat cables, or heated gutter helmets, and they can be a great solution for homes in frigid climates that suffer from ice dams.

For your gutters to function properly, you need downspouts (or a comparable alternative, like a rain chain) to carry water away from the roof and the foundation below. Without them, water would just pool in the gutters, leading to overflow and corrosion.

Vinyl is the cheapest gutter material, averaging around $3 per linear foot. They’re more affordable than other materials because they’re easier to install and more lightweight—which, unfortunately, also makes them less durable. But if you live in an area with a relatively mild climate throughout the year, vinyl should serve your home well for over a decade.

The Winter Park, FL homeowners’ guide to gutter cleaning services

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

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