Top-rated gutter repair and replacement pros.

Get matched with top gutter repair and replacement pros in Pittsfield, MA

There are 7 highly-rated local gutter repair and replacement pros.

Need a pro for your gutter repair and replacement project in Pittsfield, MA?

Select your specific project to find the pro for you.

TRUSTED BY PITTSFIELD, MA HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon19
    Verified gutter repairs and replacements reviews

Find Gutter repair and replacement pros in Pittsfield

Avatar for Optimal Prime Gutters LLC

Optimal Prime Gutters LLC

5.00(
15
)
Approved Pro

Optimal Prime Gutters LLC

5.00(
15
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
34 local quotes requested

Optimal Prime Gutters LLC is locally owned and operated. We are second generation gutter company, with experience since the 1980's. We specialize in gutter services, installs, replacements, repairs, guards, and more! We guarantee your satisfaction, and we won’t leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Check out all the services we offer below and call -or- click to schedule a free estimate today!

"Bill installed gutters on the back of our house (there were no gutters on the back originally). I was so impressed that I had him remove the old gutters on the front and replace them with the seamless gutters that he makes on site. I also had him add gutter guards so I never have to go on the roof again. Everything was done quickly and professionally. I am very happy with the quality and price."

Dan R on August 2025

Optimal Prime Gutters LLC is locally owned and operated. We are second generation gutter company, with experience since the 1980's. We specialize in gutter services, installs, replacements, repairs, guards, and more! We guarantee your satisfaction, and we won’t leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Check out all the services we offer below and call -or- click to schedule a free estimate today!

"Bill installed gutters on the back of our house (there were no gutters on the back originally). I was so impressed that I had him remove the old gutters on the front and replace them with the seamless gutters that he makes on site. I also had him add gutter guards so I never have to go on the roof again. Everything was done quickly and professionally. I am very happy with the quality and price."

Dan R on August 2025


Bradford Home Services

145 S. Main St
No reviews yet

Bradford Home Services

145 S. Main St
No reviews yet
1 years of experience

Bradford Home Services is your personal maintenance company for your home, condo, rental property, or seasonal property! Born from our sister company Bradford Construction Management, you can trust your home is being reviewed by seasoned home builders! We have over 70 years of experience in the residential construction market, building high end homes, from design to finish. Take advantage of our bi-annual assessments for only $25/Month! We will review your whole home Exterior, Interior, plumbing, electrical, heating etc! we will then send you a detailed report with pictures, videos, and recommendation on fixes! But it doesn't stop there, we can price and repair any aspect of your home!

Bradford Home Services is your personal maintenance company for your home, condo, rental property, or seasonal property! Born from our sister company Bradford Construction Management, you can trust your home is being reviewed by seasoned home builders! We have over 70 years of experience in the residential construction market, building high end homes, from design to finish. Take advantage of our bi-annual assessments for only $25/Month! We will review your whole home Exterior, Interior, plumbing, electrical, heating etc! we will then send you a detailed report with pictures, videos, and recommendation on fixes! But it doesn't stop there, we can price and repair any aspect of your home!


Johnnatan Santos

23 HARBACK RD
No reviews yet

Johnnatan Santos

23 HARBACK RD
No reviews yet
4 years of experience

Golden Gutters, Roofing & Siding is your reliable expert for gutters and siding in Sutton, MA, and the surrounding areas. As top-rated installers and contractors, we deliver premium materials and skilled craftsmanship. Improve your home's exterior with our dependable, customized services designed to suit your specific needs.

Golden Gutters, Roofing & Siding is your reliable expert for gutters and siding in Sutton, MA, and the surrounding areas. As top-rated installers and contractors, we deliver premium materials and skilled craftsmanship. Improve your home's exterior with our dependable, customized services designed to suit your specific needs.


Herman Exterior Homes LLC

737 Saint David's Lane
4.91(
11
)

Herman Exterior Homes LLC

737 Saint David's Lane
4.91(
11
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

We fabricate our own high quality custom seamless gutters in house and offer affordable seamless gutter solutions as well as premium gutter protection. We are a fully insured family owned business that creates its own value by cutting out the big time corporate gutter companies that offer a grossly over priced product with minimal quality.

"Very well including my request to replace unsettled shingled. High quality job performed very quickly and cleanely."

Sergey S on October 2024

We fabricate our own high quality custom seamless gutters in house and offer affordable seamless gutter solutions as well as premium gutter protection. We are a fully insured family owned business that creates its own value by cutting out the big time corporate gutter companies that offer a grossly over priced product with minimal quality.

"Very well including my request to replace unsettled shingled. High quality job performed very quickly and cleanely."

Sergey S on October 2024




Martini's handyman services

No reviews yet

Martini's handyman services

No reviews yet

I specialize in all trades I am very professional and very proud of my work I. I have been doing electrical for about 30 years and plumbing and framing for about 20 years and everything this else in the construction aspect for about 15.I will make sure that u are satisfied with every aspect of the job youneed done. I will also promise that the free quote you get is one of there very best u will get and every job has a one year warranty. I hope to get the chance to show you quality work for a low reasonable price. I thank you for the opportunities. Lonny Martini

I specialize in all trades I am very professional and very proud of my work I. I have been doing electrical for about 30 years and plumbing and framing for about 20 years and everything this else in the construction aspect for about 15.I will make sure that u are satisfied with every aspect of the job youneed done. I will also promise that the free quote you get is one of there very best u will get and every job has a one year warranty. I hope to get the chance to show you quality work for a low reasonable price. I thank you for the opportunities. Lonny Martini


Latham Roofing & Siding

640 Loudon Rd.
No reviews yet

Latham Roofing & Siding

640 Loudon Rd.
No reviews yet
Free onsite estimate

A dependable company that handles roofing and siding. We offer competitive pricing, fantastic service and an overall great experience for homeowners and businesses. Please feel free to reach out for a free quote today!

A dependable company that handles roofing and siding. We offer competitive pricing, fantastic service and an overall great experience for homeowners and businesses. Please feel free to reach out for a free quote today!


SageWood Home Exteriors

PO Box 25
4.50(
8
)

SageWood Home Exteriors

PO Box 25
4.50(
8
)
Customers say: Quality work
12 years of experience

"Choose the One That Loves What They Do" SageWood Home Exteriors is a family owned business nestled in the Hilltowns, serving all of Western MA and CT. We pride on beautifying your curb appeal by offering different options and design consultation. We believe all homeowners deserve to have a home they can be proud of if it is affordable. Our goal is to build relationships with our clients so they continue to reach when there is a new project or need. We don't cut corners and we get the job done right, so you don't have to worry. SageWood Home Exteriors was founded on the principle of offering designer quality exterior installations using durable products and skilled craftsmen at an affordable price. You will not find us in TV commercials because ultimately, it reflects on those higher quotes for comparable quality work. We keep our costs of doing business low so you can save on your next home project. That means more money is left in your pocket! Last of all, we believe in maintaining great communication, in having integrity and being fair. After a scheduled visit from one of our project managers, you will feel empowered to make the right decision for you, your family and your home. ​Thank you for visiting our website! https://sagewoodhome.com/index.html

"I couldn’t be happier with SageWood. They were responsive, efficient, reasonably priced, clean and professional. My neighbors called to tell me they were watching and how great they were. 5 stars."

Dan R on August 2023

"Choose the One That Loves What They Do" SageWood Home Exteriors is a family owned business nestled in the Hilltowns, serving all of Western MA and CT. We pride on beautifying your curb appeal by offering different options and design consultation. We believe all homeowners deserve to have a home they can be proud of if it is affordable. Our goal is to build relationships with our clients so they continue to reach when there is a new project or need. We don't cut corners and we get the job done right, so you don't have to worry. SageWood Home Exteriors was founded on the principle of offering designer quality exterior installations using durable products and skilled craftsmen at an affordable price. You will not find us in TV commercials because ultimately, it reflects on those higher quotes for comparable quality work. We keep our costs of doing business low so you can save on your next home project. That means more money is left in your pocket! Last of all, we believe in maintaining great communication, in having integrity and being fair. After a scheduled visit from one of our project managers, you will feel empowered to make the right decision for you, your family and your home. ​Thank you for visiting our website! https://sagewoodhome.com/index.html

"I couldn’t be happier with SageWood. They were responsive, efficient, reasonably priced, clean and professional. My neighbors called to tell me they were watching and how great they were. 5 stars."

Dan R on August 2023


Bethlehem Seamless Gutters

134 Trinity Pl
No reviews yet

Bethlehem Seamless Gutters

134 Trinity Pl
No reviews yet
18 years of experience

Professional, experienced, and fully insured - Installation of seamless gutters and downspouts (if replacing existing gutters, we will gladly remove and dispose of the old gutters) - We use the heaviest gauge aluminum (.032) and hidden hangers attached with screws (NOT nails) - Cleaning of gutters and downspouts - We also offer effective, affordable leaf protection in new or existing gutters -- Call or text us anytime at 518-301-3299.

Professional, experienced, and fully insured - Installation of seamless gutters and downspouts (if replacing existing gutters, we will gladly remove and dispose of the old gutters) - We use the heaviest gauge aluminum (.032) and hidden hangers attached with screws (NOT nails) - Cleaning of gutters and downspouts - We also offer effective, affordable leaf protection in new or existing gutters -- Call or text us anytime at 518-301-3299.

...
Showing 1-10 of 101
Gutter Repair and Replacement questions, answered by experts

Yes, caulking or sealing your vinyl gutters is a good way to help prevent gutter leaks. When you’re installing gutters, it’s important to overlap the sections to help avoid issues like leaks or drips, but they can still happen. In this case, adding caulk can help. Make sure to use a caulk designed for multiple surfaces, like a silicone-based caulk. You can also purchase a gutter sealant as well, which is specifically designed for this purpose.

If you don't repair your home’s gutter leaks, water or the gutters themselves can damage your home’s siding, roofing, foundation, and landscaping. Untreated leaks encourage mildew, mold, and rot, depending on the type of siding material. The foundation, chimney, window frames, and drywall can also crack over time, leading to costly repairs. 

Whether it’s better to repaint or replace gutters will depend on their overall state. One or two small damages can easily be fixed and covered up with a fresh coat of paint for minimal additional costs. On the other hand, you’ll likely pay less to install a new set-up rather than fixing one that’s heavily damaged.

Yes, gutter repair is almost always worth the investment. Some homeowners believe that gutter repairs are only to improve the home’s curb appeal, but gutters play a pivotal role in protecting your foundation from damage and structural instability, and they also prevent water damage to your soffits, fascia, roof, and exterior walls. You will pay an average of around $400 to have your gutters professionally repaired, but it’s worth it even for the peace of mind of knowing that one of your largest investments is adequately protected from the elements.

Icicles can form if your gutters are clogged, but that’s not always the issue. You could also have an ice dam on your roof from poor insulation inside. In that case, the melting snow can refreeze in the gutter even if there isn’t a clog. If you’re unsure of the underlying problem, call in a roofing company to assess the issue and implement a permanent solution for you.

By submitting this question, I acknowledge and agree that Angi may publicly display my name, city, state, and question on the website for professionals and others to see.

The Pittsfield, MA homeowners’ guide to gutter repairs and replacements

From average costs to expert advice, get all the answers you need to get your job done.