$25 Off First Time Customers. Best Gutter repair in Boston !

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High Quality Gutter Installation in Boston, MA

AAA Windows and Gutters is Boston’s most trusted choice for quality gutter products and comprehensive gutter support. We are providing Boston home owners with the best gutter products available on the current market. We are installations, and comprehensive gutter maintenance providers. Our team is dedicated to locating the ideal gutters or gutter protection system for your home or business in the best price available.

Why should choose us ?

One Stop Gutters Solution !
Premier Exterior Home Improvement Solution

AAA Window and Gutters understands the importance of quality gutters as part of your home or business. We've more than two decades of experience putting in gutters and working on complexes and condominiums through the Boston and surrounding areas.

Each of our solutions for gutters is very affordable and guaranteed to work well. In case you've gutters that are out-of- date, it is tough to protectively rain water clears of your house or business.

about us

About Free Estimates

If an estimate cannot be provided on the spot, you will receive a written estimate within 3 days, either via email or regular mail.

Gutters & Downspouts

Contact us for a free estimate on repairing or replacing your aging gutters with new aluminum or copper gutters.


Get custom skylights throughout your home or business and let the sunshine through. Skylights can either be stationary or open and close.

Reliable gutter repair and other services Near You

Winston’s Gutter Service offers effective gutter repair, replacement, and cleaning services. Are you searching for a one-stop-shop for gutter services ? Contact us to set up an appointment.

Oversized downspouts – double the capacity and efficiency of your gutter system. Replace your 2″ x 3″ with 3″ x 4″ to handle twice the volume and dramatically reduce expensive clogs.

Ground-level traps – prevent your underground drains from clogging. Anyone can remove debris from the top of the trap to prevent filling or overflow. Save money from having to use snaking or excavating.

Prevent problems with our products

Count on our fully trained mechanics for renailing, re-pitching, and resealing your gutters. You can also depend on us for reattaching and securing your loose downspouts.

Get your gutters repaired

Let us take the danger out of cleaning and maintaining your gutters. Winston’s Gutter Ranger is on call to both clean and note any needed repairs to your gutters. Our trained and educated employees will see that your gutters are properly cleaned. They will handle minor repairs and report any problems with your gutter system.

Expert gutter replacement

Seamless K-style gutters of heavy-gauge (.032) aluminum or 16 oz. copper that is always attached through to the rafters. This is critical so that the gutters stay secure through our seasonal temperature swings

Installation of half-round gutters where the design of the house requires

Installation of oversize vs. standard downspouts at no additional cost and use zip screws rather than pop rivets on our downspouts. This allows for easier maintenance in case of future blockages.

Seamless & Custom Sizes

We utilize gutters with our own machines to custom cut to the size you require. We’ve a 5K, 6K, and 6’1/2 round sizes to select from with all fitting leaders and accessories (including gutter guards).


Our gutters are all personalized to fit the type of your family’s home. With over 30 shades of gutters to select from, we’ve the ability to customize gutters to your specific needs.

Additional Offers

In addition, we offer many other solutions for gutters which include anything from grime elimination to better drainage options, as well as full-service gutter cleaning. Including cleaning, sealing, and tightening your present gutters to ensure they’re clear of debris, water tight, and secure to your house.

Don't wait around for the snow to ruin your house's gutters ! Call the best gutter replacement service business in Boston in order that your roof and gutters can remain protected and clean !