Top-rated gutters & downspouts cleaners.

Get matched with top gutters & downspouts cleaners in your area

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.

Gutters & downspouts cleaners in Winter Park

Diamond City Pressure Washing
23 Willow Lane
5.00(
1
)
Approved Pro
Diamond City Pressure Washing
23 Willow Lane
5.00(
1
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
2 years of experience

Diamond City Pressure Washing is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

"Iâ m really happy with the service I really recommend him. Romario was really professional and respectful. Amazing prices.!! Iâ m definitely going to hired him again in the future."

Genensis H on May 2023

Diamond City Pressure Washing is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

"Iâ m really happy with the service I really recommend him. Romario was really professional and respectful. Amazing prices.!! Iâ m definitely going to hired him again in the future."

Genensis H on May 2023


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 LeafFilter Gutter Protection
LeafFilter Gutter Protection
1595 Georgetown Road
4.29(
1,507
)
Approved Pro
LeafFilter Gutter Protection
1595 Georgetown Road
4.29(
1,507
)
Approved Pro
Customers say: Quality work
12229 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.

"Completed quick while still maintaining quality"

Darneesha L on June 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.

"Completed quick while still maintaining quality"

Darneesha L on June 2025


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 Prestige Cleaning
Prestige Cleaning
1983 Spring Ave
5.00(
4
)
Approved Pro
Prestige Cleaning
1983 Spring Ave
5.00(
4
)
Approved Pro
Customers say: Quick response
9 years of experience
Free onsite estimate

It all started in 2016 when a teenager had a vision of creating a foot print in his community. After buying my first pressure washer and hitting the road I quickly realized that there was a need in the area. A need for a true customer experience that would provide strong communication and high quality of work. Since then we've been able to create lifelong relationships and give back to the community. We are thankful each day to be a part of the Prestige Cleaning family and plan to continue for many years to come!

"They did a great job ð House looks like new and solar panels are making full power again. Will call them again when needed."

John M on January 2024

It all started in 2016 when a teenager had a vision of creating a foot print in his community. After buying my first pressure washer and hitting the road I quickly realized that there was a need in the area. A need for a true customer experience that would provide strong communication and high quality of work. Since then we've been able to create lifelong relationships and give back to the community. We are thankful each day to be a part of the Prestige Cleaning family and plan to continue for many years to come!

"They did a great job ð House looks like new and solar panels are making full power again. Will call them again when needed."

John M on January 2024


Avatar for Shine's Gutter Repair, LLC
Shine's Gutter Repair, LLC
1357 Wilshire Blvd
4.95(
60
)
Approved Pro
Shine's Gutter Repair, LLC
1357 Wilshire Blvd
4.95(
60
)
Approved Pro
Customers say: True professional
27 local quotes requested
6 years of experience

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business!

"Marcus made this a very satisfying experience. He called us within minutes of submitting our request. He was very clear about what the work would entail and what it was going to cost. He arrived and began working immediately. The final bill was actually a few dollars less than his original quote. A thoroughly professional job."

John B on July 2025

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business!

"Marcus made this a very satisfying experience. He called us within minutes of submitting our request. He was very clear about what the work would entail and what it was going to cost. He arrived and began working immediately. The final bill was actually a few dollars less than his original quote. A thoroughly professional job."

John B on July 2025


Avatar for The Brothers That Just Do Gutters
The Brothers That Just Do Gutters
747 Rainfall Dr
4.86(
7
)
Approved Pro
The Brothers That Just Do Gutters
747 Rainfall Dr
4.86(
7
)
Approved Pro
Customers say: Quality work
74 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


Avatar for Pressure Cleaning Services 3R
Pressure Cleaning Services 3R
912 Bishop Park Court Unit 1129
5.00(
13
)
Approved Pro
Pressure Cleaning Services 3R
912 Bishop Park Court Unit 1129
5.00(
13
)
Approved Pro
6 years of experience
Free onsite estimate

Dear Customer, At Pressure Cleaning Services 3R, we specialize in residential and commercial exterior cleaning, using advanced pressure washing and soft wash technology to care for even the most delicate surfaces. Our services include: House washing Roof cleaning Gutter cleaning Window cleaning Pool screen cleaning Sidewalk and driveway cleaning Full property sanitization Your property is fully insured.

"This company provides exceptional service; they are very professional and responsible. They cleaned the walls and floor in the front and back of my house, and now it looks like new."

Monica L on June 2025

Dear Customer, At Pressure Cleaning Services 3R, we specialize in residential and commercial exterior cleaning, using advanced pressure washing and soft wash technology to care for even the most delicate surfaces. Our services include: House washing Roof cleaning Gutter cleaning Window cleaning Pool screen cleaning Sidewalk and driveway cleaning Full property sanitization Your property is fully insured.

"This company provides exceptional service; they are very professional and responsible. They cleaned the walls and floor in the front and back of my house, and now it looks like new."

Monica L on June 2025


Baorvi LLC
135 Barrington Drive
New on HomeAdvisorNew on Angi
Approved Pro
Baorvi LLC
135 Barrington Drive
New on AngiNew on HomeAdvisor
Approved Pro
3 years of experience
Free onsite estimate

We take great pride in delivering professional services backed by years of experience, technical expertise, high-quality standards, and exceptional customer care. Our mission is to provide flawless execution and ensure complete customer satisfaction from start to finish on every project. We specialize in pressure washing, window , roof , house exterior washing, patio, driveway,pool deck,fence and sidewalk cleaning. To fully understand the needs and expectations of our clients, we work closely and communicate clearly with each customer, always maintaining professionalism and respect. Our reputation is built on service excellence, safety in every step, and outstanding quality—no matter the size or scope of the job

We take great pride in delivering professional services backed by years of experience, technical expertise, high-quality standards, and exceptional customer care. Our mission is to provide flawless execution and ensure complete customer satisfaction from start to finish on every project. We specialize in pressure washing, window , roof , house exterior washing, patio, driveway,pool deck,fence and sidewalk cleaning. To fully understand the needs and expectations of our clients, we work closely and communicate clearly with each customer, always maintaining professionalism and respect. Our reputation is built on service excellence, safety in every step, and outstanding quality—no matter the size or scope of the job


Avatar for MG Gutter Solutions
MG Gutter Solutions
13332 Harbor Shore Ln
5.00(
8
)
Approved Pro
MG Gutter Solutions
13332 Harbor Shore Ln
5.00(
8
)
Approved Pro
1 years of experience
Free onsite estimate

We specialize in providing top-notch gutter services that perfectly complement roofing projects. Our services include: Seamless gutter installation Leaf guard solutions Gutter cleaning and maintenance Underground drainage systems Soffit and fascia work We’re proud to serve the entire state of Florida MG Gutter Solutions is led by safety-certified professionals with extensive training in OSHA standards, MEWP (3A & 3B), rough terrain forklift operation, defensive driving (NSC), load securing, and heat safety. We provide reliable, safety-first subcontractor and contractor services across Florida and beyond. We look forward to the opportunity to collaborate with you on your next commercial and residential project!

"He was very professional, and I can say that the service is of a high standard and quality. I will definitely recommend him to my friends!!"

kevelin b on May 2025

We specialize in providing top-notch gutter services that perfectly complement roofing projects. Our services include: Seamless gutter installation Leaf guard solutions Gutter cleaning and maintenance Underground drainage systems Soffit and fascia work We’re proud to serve the entire state of Florida MG Gutter Solutions is led by safety-certified professionals with extensive training in OSHA standards, MEWP (3A & 3B), rough terrain forklift operation, defensive driving (NSC), load securing, and heat safety. We provide reliable, safety-first subcontractor and contractor services across Florida and beyond. We look forward to the opportunity to collaborate with you on your next commercial and residential project!

"He was very professional, and I can say that the service is of a high standard and quality. I will definitely recommend him to my friends!!"

kevelin b on May 2025

...
Showing 1-10 of 967

FAQs for gutters & downspouts cleaning service projects in Winter Park, FL

You’ll want to clean gutters once or twice a year—in early spring and again in fall—to keep water flowing and avoid pricey leaks. Homes tucked beneath tall trees or hit with heavy debris may need two to four visits instead. Staying on schedule protects your roof, siding, and foundation from costly water damage.

Even with gutter guards, plan on an occasional cleaning—just not as often as homes without guards. Installing gutter guards blocks leaves, but grit and shingle granules still slip through and pile up over time. A quick sweep keeps water moving and stops overflow that can damage your roof or foundation.

Watch for overflowing water, slow or silent downspouts, sagging sections, or debris peeking over the gutter edge. You might also spot water stains, weeds, or an increasing number of ants in certain areas. Any of these red flags means it’s time to call a gutter cleaning pro for service before minor clogs turn into major leaks.

Skip cleanings for too long and gutters overflow, sending water under shingles, down siding, and toward the foundation. The result can be mold, rotted fascia, basement leaks, and repair bills that dwarf the price of a quick cleaning. It can also mean that future cleanings will be more expensive as it will take pros longer to deep clean gutters that are full of heavy debris. Staying on schedule saves money and headaches.

Plan on gutter cleaning service to take an average of one hour for an average single-story home and two to three hours for taller houses. Add extra time if gutter guards need to come off or clogs are packed in. Pros work methodically, clearing every linear foot so water can flow freely again.

The Winter Park, FL homeowners’ guide to gutters & downspouts cleaning services
From average costs to expert advice, get all the answers you need to get your job done.
professional cleaning up a construction site
Jun 25, 2025
Jun 25, 2025
Budget for post-construction cleaning costs based on factors such as home size, accessibility, type of cleaning, waste disposal, and more.
vacuum hose cleaning vent in wooden floor of home
Jun 24, 2025
Jun 24, 2025
Budget for air duct cleaning costs based on factors such as number of vents, mold remediation, accessibility, ductwork type, repairs, labor, and more.
homeowner cleaning the leaves out of home gutters
Jun 21, 2025
Jun 21, 2025
Budget for gutter cleaning costs based on factors such as number of stories, gutter length, gutter conditions, additional related services, and more.
woman doing laundry
Jun 17, 2025
Jun 17, 2025
Budget for dryer vent cleaning costs based on factors such as vent location, type, length, obstructions, potential repairs, accessibility, labor, and more.
professional powerwashing the roof of a house
Apr 24, 2025
Apr 24, 2025
Budget for roof cleaning costs based on factors such as your home’s size, the roof’s condition, accessibility, professional labor, repairs, and more.
A metal pipe chimney with cap
Apr 26, 2025
Apr 26, 2025
Budget for chimney cap replacement costs based on factors such as cap size, material, shape, type, customization, labor, and more.
Share project details to get started.