5 Best Gutter Cleaning Services in Winnipeg According to Your Neighbors
As a huge believer in DIY projects and budget-friendly options, I decided to clean my own gutters one day after I noticed that they were getting a bit leaf-heavy.
So, I got a pair of gloves and other tools. And after missing a rung and holding on for dear life, I also developed a lifelong phobia of ladders.
This is when I realized that some jobs are just better (and safer) left to the experts. Aside from having the proper equipment and training, they can also spot small leaks or damage that I’d probably (make that definitely) miss.
To that end, here are the absolute best gutter cleaners in Winnipeg, highly ranked by fellow locals.
How much does gutter cleaning cost in Winnipeg?
Gutter cleaning in Winnipeg typically costs $100 to $250.
Larger houses or homes with multiple stories can be on the higher end of that range. Some companies also offer package deals if you schedule regular cleanings throughout the year.
1. Ken’s Window Washing

Address: 27 Cactus Cove
Phone: (204) 891-6998
Business hours:
- Mon – Fri: 9 AM – 5 PM
Ken’s Window Washing has expanded their services beyond windows, offering gutter cleaning for homes and businesses. As a bonus, they have year-round customer discounts if you’d like to schedule regular cleanings.
Their gutter cleaning package includes cleaning and removing all debris, leaves, and branches by hand, rinsing out the gutter, and tightening or replacing loose nails. They even check to make sure that your downspouts are flowing properly.
And you’ll know they’ll not just thoroughly clean your gutters, but they’ll also haul away debris because of their (cutely named) “No Leaf Behind” policy.
They’re confident with their work—that’s why they offer a 100% service guarantee. To begin, simply ask for a free quote.
On the other hand, we heard from a few customers that some jobs seemed a little hurried, especially during busy seasons.
Excellent job cleaning our windows and gutters
“Ken’s Window Washing has done an excellent job of cleaning our windows and gutters. Service is prompt, polite, and professional, and follow-up is excellent. I am happy to recommend this company.”
— Barbara K., Yelp Review
They were very reliable and did a great job
“Excellent work! We prearranged dates for the season, and we will do the same next year. They were very reliable and did a great job. Exceptional customer service, and we would definitely recommend this company. This is our third year with Ken’s and would never change. Great job, excellent professional service!”
— Kara Guse, Google Review
2. Great Nate & Co. Eavestrough Cleaning

Address: 919 Garwood Avenue
Phone: (204) 470-5386
Business hours:
- Mon – Fri: 9 AM – 8 PM
- Saturday: 10 AM – 6 PM
Great Nate & Co. has been around since 2012. What started as a way to generate extra income outside of University classes has now become a go-to company for eavestrough cleaning, maintenance, and repair.
We like that they stick to a consistent cleaning process. And their crews are paid hourly, meaning no rushed jobs here.
First, they show up fully equipped with ladder stabilizers and fall protection equipment.
Then, they remove all debris by hand, including branches, and give gutters a full rinse using a garden hose.
Afterward, they inspect your eavestroughs for issues like re-leveling, re-attaching, or needing new sealant, and they perform necessary repairs.
Once they’re done, they email you pics of your gutters and the invoice. Plus, you only pay once you’re fully satisfied with the work!
One downside we heard about—some customers have complained about no-shows.
Excellent and professional gutter cleaning
“Excellent and professional gutter cleaning and servicing company. As my gutters are 34 years old, there were a lot of spikes poking out. They hammered them back in and did an awesome job, leaving no mess behind. Highly recommend this company.”
— Choo Choo Rosenbloom, Google Review
Excellent job cleaning my home gutter system
“Nate did an excellent job cleaning my home gutter system. Communication was great, and Nate completed the service on time and exactly as described. Very pleased with the work done and the high level of professionalism. Will definitely use Great Nate again for my other homes as well.”
— Darren Salkeld, Google Review
3. Prairie Pro Wash

Address: 1080 Henderson Hwy, Suite 601
Phone: (204) 800-3344
Business hours:
- Mon – Fri: 9 AM – 5 PM
Prairie Pro Wash offers window, pressure washing, house, deck, fence, and gutter cleaning services, as well as Christmas light installation.
To start, you can ask for a quote to check if they fit your budget. Once you book, expect them to use safe and professional practices since they’re OSHA-compliant when it comes to roof access.
As for cleaning, they don’t just scoop out leaves—they completely clear channels and downspouts to prevent major damage.
We love that they send after-service photos, so you can actually see the results. And the cherry on top is their 48-hour guarantee—if anything isn’t up to your expectations, they’ll come back and fix it at no extra charge.
Note that they’re a tad pricey. But they do offer discounted maintenance plans if you want to make gutter cleaning a regular thing.
Best gutter cleaning in Winnipeg!
“Best window and gutter cleaning in Winnipeg!”
— Paul Brown, Google Review
They are the cleanest they’ve ever been!
“Detailed and high-quality work, great communication, and solid service! Really appreciated Chris and the team taking the time to carefully clean our windows and our gutters. They are the cleanest they’ve ever been! Thanks so much!”
— Desiree Theriault, Google Review
4. Gorilla Property Services

Address: 25-1128 Henderson Hwy Suite #319
Phone: (204) 202-4921
Business hours:
- Mon – Sun: 7 AM – 7 PM
Gorilla Property Services has technicians who undergo an intense training process. It makes sense, considering the owner has over 20 years of property maintenance experience.
First, the techs make sure every ladder is secured with stand-offs, allowing them to reach your gutters without leaning on them.
Then, they clear out all of the junk (branches, leaves, debris, etc.), not just from the gutters but also from the roof valleys. To do this, they use a mix of high-pressure vacuums and hand removal techniques.
We love that they also go the extra mile by testing every downspout. If they find a clog or leak, they’ll take it apart, clear it out, and reinstall it.
You can check out the results via their before and after photos, too.
Unfortunately, we heard about miscommunications, leading to deadlines not being met.
Friendly, professional, and thorough
“Gord and company completed cleaning both the house and garage gutters. They are friendly, professional, and thorough. I would not hesitate to recommend them to homeowners looking to have regular gutter maintenance done. Thanks, gentlemen!”
— Kathleen Sobba, Google Review
Super friendly, totally honest, and clearly passionate
“We were pleasantly surprised when Gordon showed up at our home, unannounced, to clean our gutters. We were on the waiting list and didn’t expect to get the job done this year, because of the weather. Gordon and Riker battled through strong winds (up to 80 km/h) and freezing temperatures on Halloween day and did an amazing job. Gordon was super friendly, totally honest, and clearly passionate about customer satisfaction. We are so thankful. They did an amazing job, especially considering the conditions they had to work with. The word will be spread to all our friends, neighbors, and family, highly recommending Gorilla but especially Gordon.”
— John Hanson, Google Review
5. Picture Perfect Window Cleaning

Address: 111 George Ave
Phone: (204) 414-0944
Business hours:
- Mon – Fri: 8 AM – 7 PM
- Sat – Sun: 9 AM – 5 PM
For over 20 years, Picture Perfect Window Cleaning has helped homes and businesses by making their windows and gutters shine. No wonder they’ve won the Consumer Choice Award eight years in a row.
Their team starts with a full inspection of your eavestrough system. After that, they remove all the usual suspects—leaves, twigs, and random debris.
Once they clear the gutters, they use a high-pressure water flush to get rid of any lingering dirt and grime. Lastly, they check and clear your downspouts, making sure water flows freely away from your home.
Not satisfied with their work? Call in their Picture Perfect Guarantee—they’ll redo the cleaning based on your standards.
Sadly, you might want to do a quick inspection yourself after the job is done. That’s because we heard reports of minor eave damage from previous customers.
Very happy with the job done and the price
“Picture Perfect was a pleasure to deal with from the first friendly and professional contact. They accommodated us around the weather by making two trips to the house to get the gutters done. We’re very happy with the job done and the price. We will definitely use them again. Thank you.”
— Cathy McAlpine, Google Review
Polite, efficient, and they do a great job, too!
“We have now used this company several times and have consistently had a positive experience. Their crew is polite, efficient, and they do a great job, too! I really appreciated the reminder message and phone call to let us know when they were on their way to our house. The price point for their services it’s also very reasonable. All in all, I would have no hesitation recommending them to a friend!”
— Jay Biber, Google Review