
Get matched with top gutter cleaning pros in Annapolis, MD
There are 48 highly-rated local gutter cleaning pros.
Need a pro for your gutter cleaning project in Annapolis, MD?
TRUSTED BY ANNAPOLIS, MD HOMEOWNERS
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Verified Reviews for Gutter Cleaning pros in Annapolis, MD
*The Angi rating for Gutter Cleaning companies in Annapolis, MD 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 Annapolis, MD 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 04, 2025
Find Gutter cleaning pros in Annapolis

City Clean Inc
City Clean Inc
Pressure Washing * Soft Washing * HybridWash! - We are an owner-operated small business with quality and customer service as our main focus. Established in 1996, we currently have a super team of 5 highly skilled full time technicians. Up to 15% discount to Angie's List members. We are also a Super Service award winning company 9 years in a row! Call or message us today for a free quote.
"City Clean completed my pressure washing project efficiently and completely. I am VERY pleased with their work!"
Carol S on July 2023
Pressure Washing * Soft Washing * HybridWash! - We are an owner-operated small business with quality and customer service as our main focus. Established in 1996, we currently have a super team of 5 highly skilled full time technicians. Up to 15% discount to Angie's List members. We are also a Super Service award winning company 9 years in a row! Call or message us today for a free quote.
"City Clean completed my pressure washing project efficiently and completely. I am VERY pleased with their work!"
Carol S on July 2023

Chesapeake Property Services
Chesapeake Property Services
Chesapeake Property Services was founded in 2002. We are a family owned and operated company. Our rapid growth and great reputation has been built by our philosophy of total dedication to the needs of our customers. We are proud to serve central Maryland and look forward to helping your family live cleaner and feel better!
"Luckily they were available the next day and they did an excellent and professional job and also shared with me what they were doing and what had caused my problem."
Stephen S on September 2025
Chesapeake Property Services was founded in 2002. We are a family owned and operated company. Our rapid growth and great reputation has been built by our philosophy of total dedication to the needs of our customers. We are proud to serve central Maryland and look forward to helping your family live cleaner and feel better!
"Luckily they were available the next day and they did an excellent and professional job and also shared with me what they were doing and what had caused my problem."
Stephen S on September 2025

AJB Power Washing
AJB Power Washing
AJB Power Washing offers comprehensive outdoor maintenance services, specializing in power washing, lawn care, and exterior cleaning to keep your property looking pristine year-round!
"They do a good work"
Ramez H on May 2024
AJB Power Washing offers comprehensive outdoor maintenance services, specializing in power washing, lawn care, and exterior cleaning to keep your property looking pristine year-round!
"They do a good work"
Ramez H on May 2024

Twins Evergreen Landscaping
Twins Evergreen Landscaping
Twins Evergreen Landscaping, LLC prides itself on being the number one home improvement company in the area. We service both residential (family home only) 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!
"Juan and his crew are great! My yard looks amazing. I can now enjoy looking at my yard again."
Amy S on June 2025
Twins Evergreen Landscaping, LLC prides itself on being the number one home improvement company in the area. We service both residential (family home only) 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!
"Juan and his crew are great! My yard looks amazing. I can now enjoy looking at my yard again."
Amy S on June 2025

Mr. Handyman of Anne Arundel and PG County
Mr. Handyman of Anne Arundel and PG County
We are proud to have won more than 50 Angie's List Super Service Awards! We do everything on the honey-do list that honey doesn't do! Individually owned & operated franchise of the largest Handyman companies in the country. We are licensed, bonded and insured. All of our technicians have a minimum of 10 years experience and are full-time employees of the company. All work guaranteed for at least one year (any exceptions are discussed and noted on the invoice). And it's not just the small jobs! We have years of experience doing larger projects, especially bathroom remodeling! MHIC # 102097
"It went fine.. The Pro with Mr. Handyman worked out just fine..."
Perry P on July 2025
We are proud to have won more than 50 Angie's List Super Service Awards! We do everything on the honey-do list that honey doesn't do! Individually owned & operated franchise of the largest Handyman companies in the country. We are licensed, bonded and insured. All of our technicians have a minimum of 10 years experience and are full-time employees of the company. All work guaranteed for at least one year (any exceptions are discussed and noted on the invoice). And it's not just the small jobs! We have years of experience doing larger projects, especially bathroom remodeling! MHIC # 102097
"It went fine.. The Pro with Mr. Handyman worked out just fine..."
Perry P on July 2025

The Outdoor Advantage LLC
The Outdoor Advantage LLC
The Outdoor Advantage, LLC has been making customers happy in central Maryland by performing quality work at reasonable prices since 2002. We specialize in hardscape design and installation, mulching, hauling, planting, gutter cleaning, landscaping, power washing, snow removal and general outdoor maintenance. We help the homeowner add value to their land and create beauty according to the homeowner’s budget and dreams. It is our pleasure to serve the homes of Carroll County, Baltimore County and Baltimore City. We also have several customers as far south as Montgomery County.
"Excellent service!"
Lee L on July 2025
The Outdoor Advantage, LLC has been making customers happy in central Maryland by performing quality work at reasonable prices since 2002. We specialize in hardscape design and installation, mulching, hauling, planting, gutter cleaning, landscaping, power washing, snow removal and general outdoor maintenance. We help the homeowner add value to their land and create beauty according to the homeowner’s budget and dreams. It is our pleasure to serve the homes of Carroll County, Baltimore County and Baltimore City. We also have several customers as far south as Montgomery County.
"Excellent service!"
Lee L on July 2025
Chase Quality Cleaning Services
Chase Quality Cleaning Services
Hi My name is Ira Allen I am the owner of Chase Quality Cleaning Services LLC. I have over 16 years experience in Hospitality and Janitorial Cleaning services. Chase Quality Cleaning Service LLC is more then just a Cleaning service it’s a way of Life we provide floor care and lawn services as well, some of the floor care services include Carpet shampoo and steaming, buffing also stripping and waxing floors.We are a Newly started LLC looking to grow over the years with our staffing being experienced Workers for Hospitals and high end Hotels we provide a different Level of cleaning to our clients.
Hi My name is Ira Allen I am the owner of Chase Quality Cleaning Services LLC. I have over 16 years experience in Hospitality and Janitorial Cleaning services. Chase Quality Cleaning Service LLC is more then just a Cleaning service it’s a way of Life we provide floor care and lawn services as well, some of the floor care services include Carpet shampoo and steaming, buffing also stripping and waxing floors.We are a Newly started LLC looking to grow over the years with our staffing being experienced Workers for Hospitals and high end Hotels we provide a different Level of cleaning to our clients.

Top Notch Home Services LLC
Top Notch Home Services LLC
Top Notch Home Services LLC is a leader in providing our customers with the highest quality service in an honest, efficient, and professional way. Our pledge is to create successful relationships with our customers, employees and community by building trust, treating every project with the utmost integrity and exceeding expectations. We look forward to working with you!
"Matt did a great job fixing drywall in my home. He was professional, communicated well and did great work. I recommend him and would rehire him for future projects."
Jenna N on March 2024
Top Notch Home Services LLC is a leader in providing our customers with the highest quality service in an honest, efficient, and professional way. Our pledge is to create successful relationships with our customers, employees and community by building trust, treating every project with the utmost integrity and exceeding expectations. We look forward to working with you!
"Matt did a great job fixing drywall in my home. He was professional, communicated well and did great work. I recommend him and would rehire him for future projects."
Jenna N on March 2024

Cali Home Improvement
Cali Home Improvement
We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We offer a variety of General Contractor services that are customizable to each individual project. You will find us to be competitively priced, paying close attention to the details of each and every project that we are involved with. We look forward to building lasting relationships and guarantee your satisfaction!
"Job was done right and completed in a timely fashion. Very satisfied with the outcome of the job."
CARLOS C on February 2024
We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We offer a variety of General Contractor services that are customizable to each individual project. You will find us to be competitively priced, paying close attention to the details of each and every project that we are involved with. We look forward to building lasting relationships and guarantee your satisfaction!
"Job was done right and completed in a timely fashion. Very satisfied with the outcome of the job."
CARLOS C on February 2024

Novas Home Services
Novas Home Services
With several years experience, Novas Home Services, works hard to bring each customer the best possible service and quality available. We look forward to working with you soon on your next project. We welcome your questions and thank you for your interest.
"Mr. Armondo did an excellent job power-washing front steps and back of house."
Evelyn K on November 2024
With several years experience, Novas Home Services, works hard to bring each customer the best possible service and quality available. We look forward to working with you soon on your next project. We welcome your questions and thank you for your interest.
"Mr. Armondo did an excellent job power-washing front steps and back of house."
Evelyn K on November 2024
The Annapolis, MD 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.
Learn about the downspout cleaning tools to buy to prevent gutter clogs that can cause water to pool near your basement or foundation.
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.
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.
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