
Gutter Installation
Full gutter installation for new construction, additions, or homes that never had a proper gutter system in place.
Get a Free Estimate →Custom-fabricated 5" and 6" seamless gutters, gutter replacement, repair and roofing for Westchester homes. Licensed, insured, family-owned since 2011.
From seamless gutter installation on a new build, to gutter replacement for an aging system, to repairs and roofing — we help keep your Westchester home's drainage system working properly.

Full gutter installation for new construction, additions, or homes that never had a proper gutter system in place.
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Old, corroded or repeatedly damaged systems removed and replaced with a new seamless setup, sized in 5" or 6".
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Custom-fabricated on-site with no seams — fewer joints for leaks and debris to catch on.
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Repair for leaking, sagging, separated, loose or damaged gutters and drainage components.
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Remove leaves, dirt and debris that can cause clogged gutters and overflow.
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Repair and replacement of downspouts to move water safely away from your foundation.
Get an Estimate →Because Westchester's planned-community layout includes a mix of home sizes and roof styles, we size every job individually — many homes do well with 5-inch gutters, while larger properties along the wider curved streets often need 6-inch systems.
Standard choice for many Westchester homes, providing effective rainwater drainage for moderate rooflines.
Recommended for larger rooflines and steeper pitches, moving more water faster during heavy Midwest storms.
Westchester was developed in the 1920s through 1950s as one of the Chicago area's early planned communities, laid out with curving streets rather than a strict grid. That means roof shapes and gutter runs vary more from block to block than in a typical subdivision, and many homes still carry gutter systems installed decades ago that were never upgraded to seamless construction.
As a family-owned company founded in 2011, we're based a short drive from Westchester in Chicago, meaning fast response for repairs and free on-site estimates for gutter and roofing work alike.
From seamless gutter installation to full gutter replacement, we serve Westchester and these surrounding Chicagoland communities:
Fill out the form and we'll follow up with a free, no-obligation estimate for your Westchester gutter installation, replacement, repair or roofing project. Prefer to talk it through first? Give us a call directly.
Clear answers to common questions Westchester homeowners ask before installing or repairing gutters.
Gutter Santiago provides seamless gutter installation, gutter replacement, gutter repair, gutter cleaning, downspout repair and leaf guard installation for residential properties in Westchester and surrounding Chicagoland communities.
Because Westchester's planned-community layout includes a mix of home sizes and roof styles, we size every job individually — many homes do well with 5-inch gutters, while larger properties along the wider curved streets often need 6-inch systems.
Yes. We serve all of Westchester, including the original 1920s–1950s planned sections with curving streets, where many homes still have outdated, non-seamless gutter systems we can replace.
Cost depends on total linear feet, gutter size (5" or 6"), material and downspout configuration. Gutter Santiago provides free on-site estimates for Westchester, IL homeowners.
Yes. Gutter Santiago also provides residential roofing installation and repair in Westchester, IL and surrounding Chicagoland communities.
Monday–Saturday, 6AM–6PM · (312) 545-4909 · guttersantiago1@gmail.com
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