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

There are 19 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 icon302
Verified gutter cleaning services reviews

Gutter cleaning pros in Winter Park

Avatar for Neighborhood Kev's Pressure Washing
Neighborhood Kev's Pressure Washing
5.00(
15
)
Approved Pro
Neighborhood Kev's Pressure Washing
5.00(
15
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
56 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 efficient. Removed items in the way Even cleaned my patio furniture"

Marilyn B on June 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 efficient. Removed items in the way Even cleaned my patio furniture"

Marilyn B on June 2025


A Gaines Lawncare & Landscaping
1350 Covewood Avenue
4.56(
9
)
Approved Pro
A Gaines Lawncare & Landscaping
1350 Covewood Avenue
4.56(
9
)
Approved Pro
Customers say: Quick response
531 local quotes requested
6 years of experience

I'm here to provide you with some of the best work I'm also here to take care of all of your lawn needs from remodeling to small installment to lawn treatment and tree services as well A Gaines lawncare & landscaping at your services

"Subject: Report of No-Show and Lack of Communication – Provider Anthony (321-420-3167) Dear Angi Customer Support, I am writing to report an issue with a service provider I was connected with through your platform. The provider's name is Anthony, phone number 321-420-3167. He agreed to come to my home to provide an estimate for weeding services on Tuesday, June 24, 2025. Unfortunately, Anthony never showed up for the appointment, did not call to cancel or reschedule, and has not responded to the follow-up text I sent. This lack of professionalism and communication is extremely disappointing and not what I expect from a provider listed on Angi. I would appreciate it if you could look into this matter and take the appropriate steps to ensure this does not happen to other users. I went to Angi because I assumed it was reliable"

ANNETTE S on June 2025

I'm here to provide you with some of the best work I'm also here to take care of all of your lawn needs from remodeling to small installment to lawn treatment and tree services as well A Gaines lawncare & landscaping at your services

"Subject: Report of No-Show and Lack of Communication – Provider Anthony (321-420-3167) Dear Angi Customer Support, I am writing to report an issue with a service provider I was connected with through your platform. The provider's name is Anthony, phone number 321-420-3167. He agreed to come to my home to provide an estimate for weeding services on Tuesday, June 24, 2025. Unfortunately, Anthony never showed up for the appointment, did not call to cancel or reschedule, and has not responded to the follow-up text I sent. This lack of professionalism and communication is extremely disappointing and not what I expect from a provider listed on Angi. I would appreciate it if you could look into this matter and take the appropriate steps to ensure this does not happen to other users. I went to Angi because I assumed it was reliable"

ANNETTE S on June 2025


Tactical Bobcat
637 Buoy Lane, #202
New on HomeAdvisorNew on Angi
Approved Pro
Tactical Bobcat
637 Buoy Lane, #202
New on AngiNew on HomeAdvisor
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 Critter Containment, LLC
Critter Containment, LLC
2255 Lake Ruby Rd
4.90(
303
)
Approved Pro
Critter Containment, LLC
2255 Lake Ruby Rd
4.90(
303
)
Approved Pro
Customers say: Quick response
Recommended by 99% of Angi customers
Recommended by 99% of HomeAdvisor customers
7 years of experience

Welcome to Critter Containment, LLC, Florida's premier wildlife removal, repair and preventive specialists serving DeLand, central, north Florida and the surrounding areas. Hear something in your attic or walls? Have holes around your home that any small animal could squeeze into? Squirrels, rats, racoons, armadillo, possum, bats. These animal can do major damage to your home and we can eliminate the problem. CALL US! With over 10 years of experience in projects ranging from animal removal, repair and prevention, non chemical pest control to small handyman projects i.e gutter cleaning, and removal of debris. Residential and Commercial. We look forward to earning your business. Save the hassle and call us today directly 407-907-5295 or go to our website [email protected] to make an appointment for a free estimate and inspection. Warranty included with all work done by Critter Containment. *EMERGENCY SERVICE within 24 hours *Bio-Remediation special $399.00!

"They did a great job on cleaning my gutters. I had use them before to remove Bats from my attic. They did a great job and sealed everything up. That was a few years ago and never had any problems since."

richard s on August 2024

Welcome to Critter Containment, LLC, Florida's premier wildlife removal, repair and preventive specialists serving DeLand, central, north Florida and the surrounding areas. Hear something in your attic or walls? Have holes around your home that any small animal could squeeze into? Squirrels, rats, racoons, armadillo, possum, bats. These animal can do major damage to your home and we can eliminate the problem. CALL US! With over 10 years of experience in projects ranging from animal removal, repair and prevention, non chemical pest control to small handyman projects i.e gutter cleaning, and removal of debris. Residential and Commercial. We look forward to earning your business. Save the hassle and call us today directly 407-907-5295 or go to our website [email protected] to make an appointment for a free estimate and inspection. Warranty included with all work done by Critter Containment. *EMERGENCY SERVICE within 24 hours *Bio-Remediation special $399.00!

"They did a great job on cleaning my gutters. I had use them before to remove Bats from my attic. They did a great job and sealed everything up. That was a few years ago and never had any problems since."

richard s on August 2024


Avatar for The French Drain Guys
The French Drain Guys
828 E. Yorkshire Dr.
5.00(
14
)
Approved Pro
The French Drain Guys
828 E. Yorkshire Dr.
5.00(
14
)
Approved Pro
Customers say: Quick response
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
3 years of experience

We're dedicated to providing our clients with the very best in service, installation, and repair for all phases of your Waterproofing needs. We specialize in a variety of residential and commercial services and take pride in the attention to detail put into each of the projects we're involved with. We're known for our quality work and the integrity of our business. We at The French Drain Guys look forward to building long-term relationships with our clients, and guarantee your satisfaction.

"Awesome people great solution! Fixed our water problems. Ben is very knowledgeable and patient."

Justin L on February 2024

We're dedicated to providing our clients with the very best in service, installation, and repair for all phases of your Waterproofing needs. We specialize in a variety of residential and commercial services and take pride in the attention to detail put into each of the projects we're involved with. We're known for our quality work and the integrity of our business. We at The French Drain Guys look forward to building long-term relationships with our clients, and guarantee your satisfaction.

"Awesome people great solution! Fixed our water problems. Ben is very knowledgeable and patient."

Justin L on February 2024


Avatar for PaintSolid, LLC
PaintSolid, LLC
6412 Queens Borough Avenue
4.99(
38
)
Approved Pro
PaintSolid, LLC
6412 Queens Borough Avenue
4.99(
38
)
Approved Pro
Customers say: True professional
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
14 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


LeafFilter Gutter Protection
1595 Georgetown Road
4.29(
1,488
)
Approved Pro
LeafFilter Gutter Protection
1595 Georgetown Road
4.29(
1,488
)
Approved Pro
Customers say: Quality work
20 years of experience
Free onsite estimate

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 Clearvue Window Washing, LLC
Clearvue Window Washing, LLC
2080 Oneida Ct
5.00(
5
)
Approved Pro
Clearvue Window Washing, LLC
2080 Oneida Ct
5.00(
5
)
Approved Pro
Customers say: Quick response
32 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!

"Antonio answered all of my questions and did a great job."

Luanna M on April 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!

"Antonio answered all of my questions and did a great job."

Luanna M on April 2025


Avatar for Healthier Landscaping
Healthier Landscaping
5635 Granada Blvd
4.98(
41
)
Approved Pro
Healthier Landscaping
5635 Granada Blvd
4.98(
41
)
Approved Pro
Customers say: Quick response
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
23 local quotes requested

We are a locally owned and operated company that values honesty and integrity in all aspects of our business. Our major focus is on the quality our work and producing outstanding results. We are committed to creating a level of value unmatched by any of our competitors. We look forward to building lasting relationships with our clients and guarantee your satisfaction!

"Effective communication about completion time line!"

Leah s on May 2025

We are a locally owned and operated company that values honesty and integrity in all aspects of our business. Our major focus is on the quality our work and producing outstanding results. We are committed to creating a level of value unmatched by any of our competitors. We look forward to building lasting relationships with our clients and guarantee your satisfaction!

"Effective communication about completion time line!"

Leah s on May 2025


Avatar for Roofing Solutions
Roofing Solutions
546 Bloomingdale Dr
5.00(
5
)
Approved Pro
Roofing Solutions
546 Bloomingdale Dr
5.00(
5
)
Approved Pro
Free onsite estimate
Emergency services offered

With over 30years of experience in the roofing industry, we are the service professionals you need to take care of your home or business. We handle all types of roofing projects. We will treat your home as we would treat our own. Give Roofing Solutions a call today, we look forward to working with you!

"Very professional great experience will come back again"

sara C on May 2025

With over 30years of experience in the roofing industry, we are the service professionals you need to take care of your home or business. We handle all types of roofing projects. We will treat your home as we would treat our own. Give Roofing Solutions a call today, we look forward to working with you!

"Very professional great experience will come back again"

sara C on May 2025

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FAQs for gutter cleaning projects in Winter Park, FL

Gutter cleaning costs about $170 on average, ranging from about $75 to $400. Cost factors include the type, length, and height of your gutters. A multiple-story home with gutters high off the ground and accessible only by ladder or working on a steep roof will cost more than a single-story house with a relatively flat roof.

Yes, it’s okay to use a pressure washer to clear and clean your gutters. Be careful to avoid the outside of the gutters, as getting too close with the powerwasher can peel away the paint. Also, be careful to avoid causing any damage to seams that may be in the corners or along the length of the gutter.

Gutters should be cleaned at least twice a year, in the spring and in the fall, to remove the debris from trees that can clog the eavestroughs and downspouts. Debris like leaves, twigs, and seed pods can build up and cause your gutters to overflow, potentially causing damage to your roof and foundation. Water backing up under the shingles can rot the edge of your roofline. Overflow water falling next to your foundation can end up leaking into your basement or crawl space.

Yes, gutter cleaning methods without using a ladder are available, including:

  • A curved wand attachment for your hose 

  • Gutter tongs on an extension pole

  • A leaf blower gutter cleaning kit

  • Vacuum designed for cleaning gutters

Just be sure that your downspouts are connected and can direct water away from the house if you’re using a water-powered method. This will keep the water from dumping next to the house.

You can clean the gutters on a two-story house using gutter tongs on an extension pole. However, cleaning second-story gutters from a ladder or the roof is very dangerous and should be done by a professional.

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.
Worker cleaning a clogged roof gutter using a scoop tool, wearing a safety harness, with asphalt shingles overhead.
May 21, 2025
May 21, 2025
This guide to gutter cleaning costs provides estimates for cleaning different types of gutters, tips for saving money on gutter cleaning, and answers to how to clean gutters.
White downspout with curved elbow section attached to brick wall, directing water runoff from roof to ground level.
May 15, 2025
May 15, 2025
Learn about the downspout cleaning tools to buy to prevent gutter clogs that can cause water to pool near your basement or foundation.
Worker cleaning debris from a residential gutter by hand, wearing a tool belt and harness for roof safety maintenance.
May 15, 2025
May 15, 2025
Learn who to hire to clean your gutters to find the right local professional for gutter cleaning quotes.
Asphalt shingle roof with gutters filled with dry leaves, highlighting the need for seasonal gutter maintenance.
May 15, 2025
May 15, 2025
Regular gutter cleaning protects your home from water damage. Find out how often you should clean your gutters and look for signs like accumulated debris.
Yellow house surrounded by trees in autumn
Jan 30, 2025
Jan 30, 2025
What is gutter cleaning, and why is it important? From benefits and cost to recommended cleaning frequency, we bring you essential gutter cleaning basics you need to know.
large autumn house
Feb 4, 2025
Feb 4, 2025
Gutter guards won’t completely protect your gutters against debris, but they make clean-up a lot easier. Learn how you can clean gutters with gutter guards.
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