
Get matched with top gutter cleaning pros in Winchester, KY
There are 5 highly-rated local gutter cleaning pros.
Need a pro for your gutter cleaning project in Winchester, KY?
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Verified Reviews for Gutter Cleaning pros in Winchester, KY
*The Angi rating for Gutter Cleaning companies in Winchester, KY 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 Winchester, KY 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 October 05, 2025
Find Gutter cleaning pros in Winchester
J&T Pressure Washing LLC
J&T Pressure Washing LLC
Residential pressure washing Can do concrete,siding,decks,roofs,exterior dwellings,campers,large equipment
"On time. Efficient. Took pictures. Good price. I recommend."
Clinton M on May 2025
Residential pressure washing Can do concrete,siding,decks,roofs,exterior dwellings,campers,large equipment
"On time. Efficient. Took pictures. Good price. I recommend."
Clinton M on May 2025

Ison's Maintenance and Repair
Ison's Maintenance and Repair
Ison's Maintenance and Repair is dedicated to providing our customers with the best quality and craftsmanship. We are here to build relationships with our customers and communities and to provide our employees with a great place to work. We look forward to working with you!
"Efficient and fair pricing. Works untill the job is done "
JENNIFER W on August 2025
Ison's Maintenance and Repair is dedicated to providing our customers with the best quality and craftsmanship. We are here to build relationships with our customers and communities and to provide our employees with a great place to work. We look forward to working with you!
"Efficient and fair pricing. Works untill the job is done "
JENNIFER W on August 2025

GreatView Contracting
GreatView Contracting
We at GreatView Contracting focus on quality services over quantity. We use our experience and expertise to complete your project with perfection. Customer service and honesty are the most important aspects of our business and your satisfaction is guaranteed. Please call us today for an estimate. We look forward to working with you.
"Very professional young men! Our lawns looked wonderful, they even removed some limbs and vines on siding that needed removed! Above and beyond, we will definitely be using them for our homes!"
Jennifer C on June 2024
We at GreatView Contracting focus on quality services over quantity. We use our experience and expertise to complete your project with perfection. Customer service and honesty are the most important aspects of our business and your satisfaction is guaranteed. Please call us today for an estimate. We look forward to working with you.
"Very professional young men! Our lawns looked wonderful, they even removed some limbs and vines on siding that needed removed! Above and beyond, we will definitely be using them for our homes!"
Jennifer C on June 2024
J&T Pressure Washing
J&T Pressure Washing
I pride myself on my professionalism, as well as my ability to complete every job to the homeowner's total satisfaction. I never leave a job unfinished, or a homeowner not 100% satisfied with my level of service - Call today!
"Responded very promptly to my request for quote and scheduled work to be completed within less than a week. They did a fantastic job cleaning our siding and gutters - look brand new!"
Russ K on September 2025
I pride myself on my professionalism, as well as my ability to complete every job to the homeowner's total satisfaction. I never leave a job unfinished, or a homeowner not 100% satisfied with my level of service - Call today!
"Responded very promptly to my request for quote and scheduled work to be completed within less than a week. They did a fantastic job cleaning our siding and gutters - look brand new!"
Russ K on September 2025

Wildcat Gutters, Etc
Wildcat Gutters, Etc
Wildcat Gutters is your solution for all your siding related installation needs. We take great pride in our professionalism, timeliness, and superior customer service on every job. We specialize in a variety of gutter work. Contact us today for a free estimate.
"Worked hard and was very pleasant"
Kimberly B on September 2025
Wildcat Gutters is your solution for all your siding related installation needs. We take great pride in our professionalism, timeliness, and superior customer service on every job. We specialize in a variety of gutter work. Contact us today for a free estimate.
"Worked hard and was very pleasant"
Kimberly B on September 2025
859 Maintenance Pros
859 Maintenance Pros
Proactive solutions for lasting Performance. Call or text for a quote today!
Proactive solutions for lasting Performance. Call or text for a quote today!
Mobile services
Mobile services
Punctual professional and we offer competitive prices
Punctual professional and we offer competitive prices
High Bridge Exterior Cleaning & Pressure Washing
High Bridge Exterior Cleaning & Pressure Washing
High Bridge Exterior Cleaning and Pressure Washing is a Veteran owned and operated business, servicing all Central Kentucky. We believe in providing lasting results that increase the durability and life of your residential or commercial property. We stand by our work and offer a 100% satisfaction guarantee. Our Services: • House Washing • Roof Washing • Window Cleaning • Surface Cleaning • Wood Cleaning Whether it’s simply a dirty driveway, or a large-scale full exterior servicing, we are here to ensure your home or commercial building is always looking its best. We use the highest quality professional equipment available to rid your property of organic growth and mildew, and other microorganisms that damage your investment and ruin curb appeal. Professionally Trained and Educated to achieve the best results possible, every time. Fully Licensed and Insured.
High Bridge Exterior Cleaning and Pressure Washing is a Veteran owned and operated business, servicing all Central Kentucky. We believe in providing lasting results that increase the durability and life of your residential or commercial property. We stand by our work and offer a 100% satisfaction guarantee. Our Services: • House Washing • Roof Washing • Window Cleaning • Surface Cleaning • Wood Cleaning Whether it’s simply a dirty driveway, or a large-scale full exterior servicing, we are here to ensure your home or commercial building is always looking its best. We use the highest quality professional equipment available to rid your property of organic growth and mildew, and other microorganisms that damage your investment and ruin curb appeal. Professionally Trained and Educated to achieve the best results possible, every time. Fully Licensed and Insured.
Utility Solutions of America
Utility Solutions of America
At Utility Solutions of America we specialize in electrical work and also provide expert tree services. We have the skills and equipment necessary to get the job done safely and efficiently which translates into lower costs for our services. We have skilled arborists capable of tackling those problem tree. We take pride in our work and value our customers. We are fully bonded and insured.
At Utility Solutions of America we specialize in electrical work and also provide expert tree services. We have the skills and equipment necessary to get the job done safely and efficiently which translates into lower costs for our services. We have skilled arborists capable of tackling those problem tree. We take pride in our work and value our customers. We are fully bonded and insured.
A&D Pressure Washing
A&D Pressure Washing
At A&D Pressure Washing we take our customer's satisfaction very seriously and we only want the best for them. We specialize in washing driveways, sidewalks, patios, gutters, siding, and pretty much any other exterior surface. We offer some of the lowest prices in the business for the best quality.
At A&D Pressure Washing we take our customer's satisfaction very seriously and we only want the best for them. We specialize in washing driveways, sidewalks, patios, gutters, siding, and pretty much any other exterior surface. We offer some of the lowest prices in the business for the best quality.
FAQs for gutter cleaning projects in Winchester, KY
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.
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.
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 Winchester, KY homeowners’ guide to gutter cleaning services
From average costs to expert advice, get all the answers you need to get your job done.
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.
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.
Gutters clogged with debris can cause your system to leak, sending water down the side of your home and into your foundation. Learn how this problem can lead to soil erosion, slab foundation damage, and basement column damage.
Harvesting your own rainwater is surprisingly simple. A rain barrel costs very little compared to how much you’ll save—and Mother Earth will thank you, too.
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.
Learn who to hire to clean your gutters to find the right local professional for gutter cleaning quotes.
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- 🌱 "Mow a small front yard"
- 🛠 "Fix a leaking pipe under the sink"
- 🏠 "Repair shingles on an asphalt roof"