Massaro Bros. Seamless Gutters knows home improvement. Since 1970 John Massaro has been involved in every aspect of home improvement and custom construction. His vast knowledge of roofing, framing, siding, window installation and replacement, foundation work as well as site work and drainage applications, is invaluable in addressing our customers guttering and gutter-protection needs.

Matt Massaro has been involved in home improvement since 1980. Managing companies involved in residential construction, gutters, roofing, fencing and all related products. Customer care has been Matt’s profession since 1983. His expertise in customer service and care is demonstrated from estimate to job completion and beyond.

Massaro Bros. Seamless Gutters understands that warranties are only as good as the company that stands behind them. Our family business provides superior guttering products, quality service, and the industry’s best warranty to owners of single-family homes, multiple unit dwellings and commercial buildings. We have earned an excellent reputation for our quality seamless gutter and gutter-protection system installations. We have gained the confidence of many of the top builders and contractors throughout Northern Neck, Middle Peninsula, Gloucester, Williamsburg, Newport News, and the surrounding areas. Our success is simple: we offer superior customer service, superior workmanship that is backed by the best warranties in the business.



Founded on January 6, 1929

In Great Neck, New York.

There has been a Massaro Bros. Company in one form or another since “Grand Pa” Giovanni started the ice delivery business in 1929!

Making a Case for Gutters

Today’s gutter systems are designed to mitigate the damage caused by rain, ice and snow on your roof. In colder climes excess moisture next to foundation are your  home’s biggest enemy. Frost heaves and standing water create more damage to more foundations and homes than any other single event in cold climates.

In the Northern Neck, Middle Peninsula and Tide Water area, frost heaves are generally not a threat. However, constant expansion and contraction of Virginia clay can have a damaging cumulative effect, much like that of frost heaves in the cold climates. We have seen custom concrete patios shift or separate from foundations, or get undermined by excess and uncontrolled water running off of roofs. Expensive decking and french or sliding glass door sills prematurely deteriorate. Expensive shrubbery undermined by steep-pitched roof valley run-off. Soffit and window sill rot. Excess moisture leads to mold in crawl spaces or basements, which can be accelerated by improper drainage of roof run-off.

Without properly installed and maintained gutters, custom and expensive landscaping is often required to help absorb and wick away the copious amounts of water produced by the thunderstorms and Nor-Easters we experience in this area. A properly installed and maintained gutter system can address, and even prevent, all the costly damages t0 your home and property caused by excess moisture and unmanaged roof run-off, for pennies on the dollar. Considering the potential cost of repairs to your home. A gutter system pays fr itself in a few year’s time, and is a wise investment in the value of your most valuable asset: Your Home.

Today’s gutter and leaf proofing technologies make the problems of roof run off an easy problem to solve. So contact us at Massaro Bros. Seamless Gutters and let us show you the many options to solve your roof run off problems.