Window Installation in Westchester - Free In-Home Measure, Written Price

Trusted Window Installation for Westchester Homeowners

Window installation in Westchester, FL typically costs between $450 and $1,800 per window depending on the style, frame material, and whether you’re upgrading to impact-rated glass. Most standard replacements are completed in a single day, with full-home projects taking two to four days from start to finish. Ed Winslow has been installing windows across Westchester and the surrounding communities since 2011, and every job carries the 36500-Day Done Right Promise: if it’s not done right, we make it right.

Call (863) 251-5864

We know Westchester homes because we work on them every week. The houses here, from the original 1950s concrete-block ranches near Bird Road to the newer construction east of Coral Way, each present their own challenges. Salt air, hurricane season, and the relentless August humidity all take a toll on window frames and seals. When you call (863) 251-5864, you’ll reach a live person who knows this neighborhood. Not a call center. Not a voicemail. The one down the road.

What Our Window Installation Service Includes

Every window installation we perform in Westchester starts with a full assessment of the existing opening, framing, and weatherproofing. We don’t just swap glass and walk away. Here’s what we install, and how we approach each style:

Single & Double Hung Windows

Single hung windows keep the top sash fixed while the bottom sash lifts, while double hung allows both sashes to move for better airflow. These are the most common window style in Westchester’s older ranch homes, and they’re often original to the house, meaning failed balances, rotted sashes, and fogged glass. Winslow Windows & Doors installs both styles with heavy-duty extruded aluminum or vinyl frames rated for South Florida wind loads, and we replace the full unit rather than patching hardware onto a failing frame. If your current windows are painted shut or the sash drops when you let go, a full installation is the only real fix.

Horizontal Roller Windows

Horizontal roller windows slide side to side on tracks and are extremely common in mid-century Westchester homes, particularly in kitchens and bathrooms. The rollers wear down over years of use, tracks fill with debris, and the aluminum frames corrode at the corners where Florida humidity never lets up. We install new horizontal rollers with stainless steel hardware and replace the entire track assembly, not just the moving panel. A properly installed horizontal roller glides with one finger, not two hands and a grunt.

3-Panel Sliding (3-Lite Roller) Windows

3-Panel Sliding (3-Lite Roller) Windows span wider openings and give you a nearly uninterrupted view when fully open. They’re heavy, and when the center panel binds or a side panel’s rollers fail, most homeowners start looking at the wall like it’s the problem. Our installers square the entire opening, shim the track perfectly level, and handle the two stationary outer panels plus the operating center panel as a single integrated system. We install these frequently in Westchester living rooms and den conversions where a wide window opening is the room’s focal point.

Casement Windows

Casement Windows are hinged on the side and crank outward, offering the tightest seal of any operable window style. That seal matters in Westchester, where a poorly installed casement will whistle during afternoon thunderstorms and leak during the summer downpours we get almost daily. We install casements with multi-point locking hardware and compression seals, and we use fasteners that won’t pull loose from a 70-year-old concrete opening. If you want to reduce outside noise from the Palmetto Expressway or Bird Road traffic, a properly weather-stripped casement is one of the best options available.

Awning & Hopper Windows

Awning & Hopper Windows hinge at the top and open outward, while hopper styles hinge at the bottom and tip inward. You see them most often in Westchester utility rooms, bathrooms, and above kitchen counters where egress isn’t a concern. These small windows are frequently installed incorrectly by general contractors who treat them as afterthoughts, leaving gaps that let humid air in year-round. We cut these openings precisely, flash them properly, and ensure the hinge direction matches how the room actually gets used, not just how the old window was placed.

Picture & Fixed Windows

Picture windows don’t open, but they’re often the largest and most important window in a Westchester home. They frame the view, bring in natural light, and when installed incorrectly, leak around the entire perimeter. We install fixed windows with steel-reinforced frames where the opening demands it, and we take the time to level and shim the unit before anchoring so the glass never carries structural load. A properly installed picture window in a Westchester living room should feel like a wall of light, not a draft source you have to caulk every spring.

We also install Bay & Bow Windows, which project outward and add interior space, and garden windows, which extend like a small greenhouse box. These are custom projects, and Ed personally measures every one before ordering. No guesswork, no “we’ll make it fit on site.”

Brands We Service for Window Installation

Winslow Windows & Doors is an authorized installer for ES Windows, a manufacturer known for their slim lines and large glass panels that work beautifully in Westchester’s newer construction and mid-century rehabs. We’ve installed enough ES Windows units to know their hardware recoating requirements and their exact rough-opening tolerances. When you buy an ES Windows product through us, it’s installed to their spec, so the factory warranty stays fully intact.

We also install extensively with ECO Window Systems and Therma-Tru. ECO Window Systems is a Florida-based manufacturer that builds specifically for our climate, and their impact products hold up well on Westchester homes that face direct exposure. Therma-Tru we know as the door manufacturer, but their window line sits alongside their entry systems, and we install their products in homes where the entry door and windows need to match in profile and finish. Whether you have an existing brand you want to match, or you’re starting from zero and want Ed’s recommendation on what fits your opening and your budget, we can help.

Signs You Need Window Installation Right Now

Westchester homes don’t always announce window failure loudly. Often it’s a slow decline that costs you money every single month in air conditioning loss. Here’s what we see most often:

• Fog or condensation between the panes. This means the seal on your insulated glass unit has failed, and there’s no way to repair it from the outside. The glass is now working against you, not for you, and in a Westchester summer that means your AC runs longer and your electric bill climbs. Replacement of the sash or the full unit is the only permanent fix.
• Windows that stick, bind, or won’t stay open. Failed balances in double hung windows and worn rollers in horizontal sliders are more than an annoyance. When a window won’t lock properly, it becomes a security gap, and a window that’s stuck shut is an egress hazard in an emergency. If you’re having to prop a window open with a book, the hardware is done.
• Drafts you can feel from across the room. Walk past your window on a breezy night and you shouldn’t feel it inside. If you do, the weatherstripping is gone, the frame has moved, or the original installation was never flashed correctly. That draft is humid outside air entering your home, and in Westchester that means mold risk and a constant battle against dampness.
• Visible rot or corrosion on the frame or sill. Wood frames rot, aluminum frames corrode, and once the structural integrity of the frame is compromised, the window is no longer keeping water out. Patching with epoxy or caulk buys you months, not years. A proper installation replaces the entire affected section.
• Water staining on interior walls or flooring below a window. This is the late-stage warning. Water has already found a path through the window assembly and into your wall cavity. By the time you see a stain, the window has been leaking for a while. In Westchester’s rainy season this gets expensive fast. Call us before the drywall needs to come out, too.

Our Window Installation Process - Step by Step

We’re methodical about window installation because a window that’s installed 95% correctly is still a window that leaks. Here’s exactly what happens when you hire Winslow Windows & Doors in Westchester:

1. 1
   Free on-site assessment and measurement. Ed or one of our senior installers visits your home, measures every opening to the sixteenth of an inch, and checks the condition of the rough opening itself. We look for rotted framing, termite damage, and water intrusion that would be hidden once the new window goes in. This is also when we give you the exact line-item quote, not an estimate stitched to a disclaimer.
2. 2
   Product selection and ordering. We review what you have now, what you want the new windows to do (storm protection, noise reduction, energy savings), and what fits the architectural style of your Westchester home. All materials are ordered to the opening size we measured, from the brands we’re authorized to install.
3. 3
   Removal of the existing window. On install day, we cover the work area, remove the old window carefully enough that we can see what’s behind it, and address any rotten or damaged framing before the new unit goes in. We don’t install over bad framing, and we don’t hide problems behind the new window. If we find something unexpected, we show it to you with photos.
4. 4
   Installation, flashing, and leveling. We set the new window, shim it level and square, anchor it with fasteners rated for South Florida wind loads, and flash the exterior with waterproof tape and sealant at every junction. The goal is a watertight installation that routes moisture away from the opening, not toward it. We also insulate the gap between frame and rough opening, which is a step a lot of crews skip to save fifteen minutes.
5. 5
   Interior trim, caulking, and cleanup. We install or replace interior trim as needed, caulk every joint, and clean up the work area completely, including hauling away the old windows. Before we leave, we walk through every window with you, show you how each lock and operator works, and make sure you’re happy with the install. If something isn’t right, that’s the moment to say so; Ed expects to hear about it.

How Much Does Window Installation Cost in Westchester?

Window Installation Near Westchester - Our Service Area

We’re based close enough to Westchester that our trucks are rolling through Bird Road, Coral Way, and the Palmetto corridor every day. We serve all of Westchester plus Miami, Coral Gables, South Miami, Kendall, Tamiami, Sweetwater, Olympia Heights, Sunset, Glenvar Heights, Coral Terrace, and Doral. Most window installation projects in Westchester are scheduled within five to seven business days of the approved quote. We’re also on call around the clock for storm-related board-up and emergency glass replacement when a window has been broken out entirely. Check our home page for the full list of what we install and repair.

Frequently Asked Questions - Window Installation in Westchester

Schedule Your Window Installation Service in Westchester Today

If your windows are fogged, sticking, leaking, or just showing their age, now’s the time to get them replaced before the next storm season tests them. Call (863) 251-5864 to schedule a free, no-obligation estimate. We’ll come out, measure everything, and hand you a written quote that won’t change. Ed’s name is on the door, and on every job we do in Westchester. The one down the road.

Written by Ed Winslow, Owner at Winslow Windows & Doors, serving Westchester since 2011.