4.7 
44 *The Angi rating for Gutter Repair And Replacement companies in Middletown, VA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Repair And Replacement needs.
*The HomeAdvisor rating for Gutter Repair And Replacement companies in Middletown, VA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Repair And Replacement needs.
Last update on August 15, 2025
Serving Middletown, VA and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"Fast response to request for quote. Thorough explanation of repair needed & cost of the job. Prompt & efficient repair of gutters & replacement of gutter guards."
+79
Serving Middletown, VA and surrounding areas
Approved
In business since 2011
Free estimates
Credit card accepted
"Curtis of Signature Enterprises was top notch. We had several items that needed attention including the complete replacement of a kitchen sink and cabinet. The work was done extremely well and in a timely fasion. I highly recommend Signature Enterprises."
+14
Serving Middletown, VA and surrounding areas
Approved
In business since 2010
Free estimates
Customers say: Quick response
"Our seamless gutters work and look great. They were finished in no time. We are very happy with this company. Professional work was done at our home."
+24
Serving Middletown, VA and surrounding areas
In business since 1991
Emergency services offered
"Went well. Just hope my roof does not leak again. We will see. Thanks Gus
"
Serving Middletown, VA and surrounding areas
In business since 1998
Credit card accepted
"Pleasant experience from start to finish. The estimate was very detailed & showed the estimator listened carefully. The office staff were very friendly and responsive with executing the contract. The crew was efficient & thorough. We are very particular and they ensured we were happy with the finished product. It's difficult to find reliable and reasonably priced contractors and Summerland will be our go-to going forward for all gutter, roofing, and siding needs. We will be referring them to all of our friends as well."
+1
Serving Middletown, VA and surrounding areas
In business since 1980
Free estimates
Credit card accepted
"William MacKay Roofing is a family business. I purchased a package from this company to have my roof inspected since more than 20 years have passed since it had been replaced. The MacKays arrived promptly as stated when we made the appointment. The employees were very professional, my roof was inspected, and I was shown pictures of my roof with an explanation of the its condition. Since my roof did not need to be replaced, I advised Mr. MacKay that I would call him to replace my roof when that time came. I was very satisfied with the services provided by this company and would definitely use them again because of the excellent services that I received with this inspection.
"
+17
Serving Middletown, VA and surrounding areas
In business since 2005
Free estimates
Emergency services offered
"Supreme window and door did an excellent job replacing all of our windows. From start to finish they provided the highest quality service and best product on the market."
Serving Middletown, VA and surrounding areas
In business since 2016
Free estimates
Credit card accepted
"Wes WENT ABOVE and BEYOND to clean/ flush our gutters. They were long overdue for service and we've had water spilling over the sides during heavy rains. He cleared all the debris and then flushed the gutters & downspouts to ensure they would work as designed. Much appreciated!"
+74
Serving Middletown, VA and surrounding areas
In business since 2008
Free estimates
Credit card accepted
"The cleaning crew showed up on time and got straight to work. They asked a couple questions to get an idea of our expectations and to know about any problem areas or spots we wanted them to focus on which we really appreciated. We hired cleaners to do a deep clean after we had our hardwood floors replaced. Sawdust was everywhere along with some of the typical messes you can expect from a bunch of carpenters working in your home for 2 weeks. The cleaners did an excellent job getting sawdust off of all the moulding around the house and other flat surfaces. They exceeded our expectations with how clean the kitchen and bathrooms turned out given all of the extra work we asked of them. Price includes cleaning top 2 floors of home and basement rental unit. Very pleased with the outcome and do plan on hiring again!"
Serving Middletown, VA and surrounding areas
In business since 2011
Free estimates
Emergency services offered
"I can't really give much feedback as I wasn't home when the service occurred - but gutter cleaning was indeed performed and everything seemed fine.
"
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