20 Best Window Companies in Oxon Hill, MD (2024 Reviews)

Thinking about improving your property’s look? The best window replacement companies can help.

We analyzed all the top-rated window companies in Oxon Hill and selected the best 20 based on:

  • Customer reviews
  • Window installation expertise
  • Popularity with home-owners like you
EcoWatch Local Advisors

By EcoWatch Local Advisors

Updated June 24, 2024

Why you can trust EcoWatch

Our panel of energy experts work tirelessly to create unbiased reviews and informative content to help homeowners make educated decisions. No other windows site has covered energy efficiency and sustainability as long as EcoWatch, which means we're going to help you find windows replacements that will save on your energy bill and put more money back in your wallet.

A guide on the top window installation companies in Oxon Hill may not seem like the most captivating article on EcoWatch, but trust us, windows have more of an impact on your life than you might think. During the summer months, the last thing you want is your cool air to leak out of your drafty windows.

Replacement windows improve the insulation in your home, not only making you more comfortable during the summer and winter, but also saving you some money and helping the environment.

Efficient windows are especially important in Oxon Hill, where the temperature varies throughout the year. According to Energy Star, making the switch to energy-efficient windows can save the average homeowner up to $283 per year.

Best Energy-Efficient Features

Champion

★★★★★
4.5
  • Many years of experience
  • Low prices relative to competitors
  • Limetime warranty
Save 35% + $100 off per window!
Get Estimate

Power Home

★★★★★
4.5
  • Uses eco-friendly materials
  • Well-trained, certified installers
  • Lifetime or lengthy warranty
Next-Day Appointments Available
Get Estimate

Best for Residential Windows

Window Nation

★★★★★
4.0
  • Custom Designs
  • Wide variety of products and services
  • Manufactures products in-house

Best Window Installation & Replacement Companies in Oxon Hill

The EcoWatch Reviews team assessed dozens of providers that service the Oxon Hill area to find the best window installation companies that fit our standards. The installers reviewed in this article scored best in our categories: energy-efficient offerings, customer service, availability, price and more.

Window World logo
FAST QUOTE
as little as 30 seconds
Best Affordability

Window World

★★★★★
BBB Rating: A+
Locations: Nationwide
Founded: 1995
Pros:
  • Pros icon EnergyStar Partner
  • Pros icon Large serice area
  • Pros icon Low prices relative to competitors
  • Pros icon Great industry reputation
  • Pros icon Lifetime warranty
Cons:
  • Pros icon Quality of service will depend on your area

Window World provides windows expertise in Oxon Hill. It's the largest window replacement company in the country, known for its vinyl windows and affordability. Window World has around 27 years of experience in the industry, and it currently serves 200 locations nationwide.

It is certified by the Environmental Protection Agency (EPA) and Energy Star and supports charities like St. Jude Children’s Research Hospital.

Energy Efficiency of Window World Windows

Window World caters to eco-conscious consumers by providing energy-efficient window offerings. Its high-performance Low-E (low-emissivity) coatings and argon gas insulation offer exceptional efficiency and performance for any home.

How much does Window World cost in Oxon Hill?

Prices aren’t mentioned on Window World’s website, but it's known for offering some of the most affordable window installations around. For more detailed information on pricing, you can request a quote from the company.

Renewal by Andersen logo
FAST QUOTE
as little as 30 seconds
Best Overall

Renewal by Andersen

★★★★★
BBB Rating: A
Locations: Nationwide
Founded: 1995
Pros:
  • Pros icon Great industry reputation
  • Pros icon Award-winning company
  • Pros icon Member of US Green Building Council
  • Pros icon Manufactures products in-house
Cons:
  • Pros icon No lifetime warranty
  • Pros icon More expensive than competition

Renewal by Andersen provides the best availability in Oxon Hill. It's a subsidiary of the Andersen Corporation, a major manufacturer of windows and doors. Andersen has around 27 years of experience in the industry, and it currently serves nearly every state except Mississippi and West Virginia.

It uses in-home estimates and advanced digital tools to help you plan and visualize your project before getting started.

Energy Efficiency of Renewal by Andersen Windows

Renewal by Andersen caters to eco-conscious consumers by providing energy-efficient window offerings. A handful of windows manufactured by the Andersen corporation were awarded Energy Star’s “Most Efficient” in 2021, and Andersen was named Energy Star’s Partner of the Year in 2019.

How much does Renewal by Andersen cost in Oxon Hill?

Prices aren’t mentioned on Andersen’s website, but based on customer feedback, you can expect to pay anywhere between $750 to $1,250 per window for an installation with Andersen. For more detailed information on pricing, you can request a quote from the company.

Aeroseal Windows logo
FAST QUOTE
as little as 30 seconds
Best for Businesses

Aeroseal Windows

★★★★★
BBB Rating: A+
Locations: Regional
Founded: 1999
Pros:
  • Pros icon Many years of experience
  • Pros icon Great industry reputation
  • Pros icon Low number of customer complaints
  • Pros icon Manufactures products in-house
  • Pros icon Custom Designs
Cons:
  • Pros icon No lifetime warranty
  • Pros icon Not ideal for residential installations

Aeroseal Windows provides the best window installation for businesses in Oxon Hill. It's an installer that mainly serves commercial and multifamily properties, and also specializes in railings. If you’re looking for residential window installations, you should probably refer to one of the other companies on this list. Aeroseal has around 23 years of experience in the industry, and it currently serves 13 states and Washington D.C.

It installs windows and doors at businesses across the Eastern U.S.

Energy Efficiency of Aeroseal Windows Windows

Aeroseal Windows caters to eco-conscious consumers by providing energy-efficient window offerings. The company claims it helps businesses save on energy expenses and reduce their carbon footprints with energy-efficient windows, as well as practices like Low-E glass coating, weatherstripping and more.

How much does Aeroseal Windows cost in Oxon Hill?

Prices aren’t mentioned on Aeroseal’s website, but it provides high-quality windows at a competitive price point. For more detailed information on pricing, you can request a quote from the company.

Window Nation logo
FAST QUOTE
as little as 30 seconds
Best for Residential Windows

Window Nation

★★★★★
BBB Rating: A
Locations: Regional
Founded: 2006
Pros:
  • Pros icon Award-winning company
  • Pros icon Manufactures products in-house
  • Pros icon Custom designs
  • Pros icon Wide variety of products and services
Cons:
  • Pros icon Installation not covered by warranty
  • Pros icon Limited service area

Window Nation provides the best residential windows in Oxon Hill. It's a company that serves hundreds of thousands of homeowners, mostly in the mid-Atlantic region of the U.S. Window Nation has around 16 years of experience in the industry, and it currently serves residents within 75 miles of its showrooms, which are in 13 states.

It gives customers the opportunity to view products and to speak to a representative in person in its showrooms.

Energy Efficiency of Window Nation Windows

Window Nation caters to eco-conscious consumers by providing energy-efficient window offerings. Each product has windowpanes coated with a Low-E (low emissivity) glaze that prevents damaging UV rays from heating your home. Plus, the spaces between double- and triple-pane windows are filled with argon gas that’s been proven to improve home insulation.

How much does Window Nation cost in Oxon Hill?

Prices aren’t mentioned on Window Nation’s website, but based on customer feedback, you can expect to pay between $300 and $525 per window installed, making it a more affordable option compared to competitors. For more detailed information on pricing, you can request a quote from the company.

We’ve recommended installers with good reputations, but note that some national companies have independently owned locations in Oxon Hill, so your service may differ depending on your local crew. We have tried to be unbiased and transparent by including pros and cons for each company reviewed.

More Window Companies in Oxon Hill

Champion Replacement Windows of Baltimore

Rosedale, MD
3.3
★★★★★
  • Pros icon Sunrooms
  • Pros icon Free assessment
  • Pros icon Single-source accountability
  • Pros icon Products made in the USA
  • Pros icon Price Transparency
  • Pros icon Good Customer Service

Services Offered

  • Service icon Glass Doors
  • Service icon Bay Windows
  • Service icon Double-Hung
  • Service icon Window Replacement/Installation

Website: https://www.championwindow.com/Baltimore/
Address: 23 Fontana Ln, Rosedale, MD 21237
Phone: (410) 202-8636

Window Nation

Lorton, VA
4.5
★★★★★
  • Pros icon Free assessment
  • Pros icon Good Customer Service
  • Pros icon Educational Website
  • Pros icon Price Transparency

Services Offered

  • Service icon Double-Hung
  • Service icon Glass Doors
  • Service icon Vinyl Frames
  • Service icon Energy-Efficient Options
  • Service icon Bay Windows
  • Service icon Window Replacement/Installation
  • Service icon Custom Window Designs

Website: https://www.windownation.com/northern-va-showroom
Address: 8198 Terminal Rd #105, Lorton, VA 22079
Phone: (703) 372-4540

Anderson Glass Contractors - Frameless Shower Door, Glass Door in Alexandria VA

Marlow Heights, MD
5.0
★★★★★
  • Pros icon Price Transparency
  • Pros icon Free in-person consultation
  • Pros icon Custom glass services
  • Pros icon Free assessment
  • Pros icon Good Customer Service
  • Pros icon Educational Website
  • Pros icon 24-hour emergency availability

Services Offered

  • Service icon Mirrors
  • Service icon Glass Showers
  • Service icon Glass Doors
  • Service icon Window Replacement/Installation
  • Service icon Glass Repair
  • Service icon Custom Glass

Website: https://precisionglassexperts.com/
Address: 4570 Beech Rd, Marlow Heights, MD 20748
Phone: (703) 623-2223

Old Town Glass & Window Repair

Alexandria, VA
5.0
★★★★★
  • Pros icon Good Customer Service
  • Pros icon Affordable prices
  • Pros icon Third-generation glassier
  • Pros icon Price Transparency
  • Pros icon Free assessment
  • Pros icon Large online project gallery

Services Offered

  • Service icon Window Replacement/Installation
  • Service icon Custom Glass
  • Service icon Mirrors
  • Service icon Glass Doors
  • Service icon Glass Repair
  • Service icon Glass Showers

Website: http://www.oldtownglassandmirror.com/
Address: 244 S Reynolds St, Alexandria, VA 22304
Phone: (703) 609-3508

DISTRICT CAPITOL GLASS LLC

Alexandria, VA
5.0
★★★★★
  • Pros icon Price Transparency
  • Pros icon Same-day response guarantee
  • Pros icon 24/7 emergency service
  • Pros icon Good Customer Service
  • Pros icon Free assessment
  • Pros icon Warranties available
  • Pros icon Educational Website

Services Offered

  • Service icon Screen Repair
  • Service icon Window Replacement/Installation
  • Service icon Mirrors
  • Service icon Glass Repair
  • Service icon Glass Showers
  • Service icon Glass Doors
  • Service icon Window Repair

Website: https://districtcapitolglass.com/
Address: 205 Yoakum Pkwy #1119, Alexandria, VA 22304
Phone: (571) 344-4416

Metric Windows Shower Doors and Glass Repair

Alexandria, VA
4.9
★★★★★
  • Pros icon Good Customer Service
  • Pros icon Timely Service
  • Pros icon Free assessment
  • Pros icon Educational Website
  • Pros icon Price Transparency

Services Offered

  • Service icon Mirrors
  • Service icon Glass Repair
  • Service icon Tempered Glass
  • Service icon Window Replacement/Installation
  • Service icon Window Repair
  • Service icon Metal Frames
  • Service icon Glass Doors
  • Service icon Glass Showers

Website: https://www.metricwindows.com/
Address: 3917 El Camino Pl, Alexandria, VA 22309
Phone: (571) 218-0759

Supreme Window

Hyattsville, MD
4.7
★★★★★
  • Pros icon Price Transparency
  • Pros icon Timely Service
  • Pros icon Good Customer Service
  • Pros icon Free assessment
  • Pros icon Educational Website

Services Offered

  • Service icon Custom Window Designs
  • Service icon Window Replacement/Installation

Website: https://supreme-window.com/
Address: 5215 Lawrence Pl, Hyattsville, MD 20781
Phone: (301) 322-3450

Thompson Creek Window Company Manufacturing Center

Upper Marlboro, MD
4.3
★★★★★
  • Pros icon Free assessment
  • Pros icon Custom-made products
  • Pros icon Good Customer Service
  • Pros icon Full-service
  • Pros icon Price Transparency
  • Pros icon Educational Website
  • Pros icon Free video consulatation
  • Pros icon Timely Service

Services Offered

  • Service icon Glass Doors
  • Service icon Custom Window Designs
  • Service icon Glass Showers
  • Service icon Double-Hung
  • Service icon Energy-Efficient Options
  • Service icon Window Replacement/Installation
  • Service icon Bay Windows

Website: https://www.thompsoncreek.com/
Address: 8100 Penn Randall Pl, Upper Marlboro, MD 20772
Phone: (301) 917-3467

Medallion Security Door and Window Company

Forestville, MD
4.2
★★★★★
  • Pros icon Educational Website
  • Pros icon Timely Service
  • Pros icon Price Transparency
  • Pros icon Good Customer Service
  • Pros icon Free assessment

Services Offered

  • Service icon Vinyl Frames
  • Service icon Window Replacement/Installation
  • Service icon Glass Doors

Website: http://www.medallionsecurity.com/
Address: 2849 Kaverton Rd, Forestville, MD 20747
Phone: (301) 420-1800

Hodges Windows & Doors

Falls Church, VA
4.4
★★★★★
  • Pros icon Educational Website
  • Pros icon Price Transparency
  • Pros icon Good Customer Service
  • Pros icon Free assessment

Services Offered

  • Service icon Bay Windows
  • Service icon Window Replacement/Installation
  • Service icon Custom Window Designs
  • Service icon Double-Hung

Website: http://www.hodgescompany.com/
Address: 120 W Jefferson St, Falls Church, VA 22046
Phone: (703) 532-0184

See-Thru Windows, Doors & Home Improvements

Waldorf, MD
4.5
★★★★★
  • Pros icon Free assessment
  • Pros icon Good Customer Service
  • Pros icon Price Transparency

Services Offered

  • Service icon Glass Showers
  • Service icon Wood Frames
  • Service icon Glass Doors
  • Service icon Window Replacement/Installation
  • Service icon Double-Hung
  • Service icon Bay Windows

Website: https://www.see-thruwindows.com/
Address: 2640 Crain Hwy, Waldorf, MD 20601
Phone: (877) 733-8478

Renewal by Andersen of the Capital Region

Fairfax, VA
4.9
★★★★★
  • Pros icon Educational Website
  • Pros icon Price Transparency
  • Pros icon Free assessment
  • Pros icon Good Customer Service

Services Offered

  • Service icon Window Replacement/Installation
  • Service icon Skylights
  • Service icon Bay Windows
  • Service icon Glass Doors
  • Service icon Double-Hung

Website: https://www.renewalbyandersen.com/window-company/085-capital-region/about-us
Address: 2814 Merrilee Dr A, Fairfax, VA 22031
Phone: (703) 719-4052

Vinyl-Lite Window Factory and Showroom

Lorton, VA
4.3
★★★★★
  • Pros icon Educational Website
  • Pros icon Price Transparency
  • Pros icon Good Customer Service
  • Pros icon Free assessment

Services Offered

  • Service icon Window Replacement/Installation
  • Service icon Bay Windows
  • Service icon Double-Hung
  • Service icon Glass Doors
  • Service icon Vinyl Frames
  • Service icon Energy-Efficient Options

Website: https://www.vinyl-lite.com/
Address: 8815 Telegraph Rd, Lorton, VA 22079
Phone: (703) 550-7766

Pella Windows & Doors of Tysons Corner

Vienna, VA
4.9
★★★★★
  • Pros icon Free assessment
  • Pros icon Educational Website
  • Pros icon Good Customer Service
  • Pros icon Price Transparency

Services Offered

  • Service icon Window Replacement/Installation
  • Service icon Wood Frames
  • Service icon Vinyl Frames
  • Service icon Glass Doors
  • Service icon Double-Hung

Website: http://www.pellabranch.com/northern-virginia/showrooms/vienna/
Address: 8150 Leesburg Pike Suite 140, Vienna, VA 22182
Phone: (301) 354-3689

District Window & Glass Repair

Oxon Hill, MD
3.3
★★★★★
  • Pros icon Available 24/7
  • Pros icon Full-service installation
  • Pros icon Free assessment
  • Pros icon Free in-person consultation

Services Offered

  • Service icon Glass Repair
  • Service icon Window Repair
  • Service icon Vinyl Frames
  • Service icon Window Replacement/Installation
  • Service icon Storm/Impact Windows

Website: http://districtwindowandglassrepair.com/
Address: 704 Leyte Pl, Oxon Hill, MD 20745
Phone: (202) 489-9100

Penwin Roofing & Windows

Clinton, MD
3.2
★★★★★
  • Pros icon Price Transparency
  • Pros icon Educational Website
  • Pros icon Free assessment
  • Pros icon Good Customer Service

Services Offered

  • Service icon Window Replacement/Installation

Website: http://penwinwindows.com/
Address: 8787 Branch Ave, Clinton, MD 20735
Phone: (301) 296-8444

Select Glass & Windows Inc

Arlington, VA
3.2
★★★★★
  • Pros icon Educational Website
  • Pros icon Affordable prices
  • Pros icon 24-hour availability
  • Pros icon Free assessment
  • Pros icon Free in-person consultation
  • Pros icon Price Transparency
  • Pros icon Good Customer Service
  • Pros icon Timely Service

Services Offered

  • Service icon Window Replacement/Installation
  • Service icon Glass Doors
  • Service icon Glass Repair
  • Service icon Mirrors
  • Service icon Window Repair
  • Service icon Glass Showers

Website: https://selectglasswindows.com/
Address: 2776 S Arlington Mill Dr # 245, Arlington, VA 22206
Phone: (703) 309-4118

Sunbrite Windows and Doors

Alexandria, VA
3.2
★★★★★
  • Pros icon Good Customer Service
  • Pros icon Free assessment
  • Pros icon Price Transparency

Services Offered

  • Service icon Window Replacement/Installation

Website: http://sunbritewindowsanddoors.com/
Address: 631 S Patrick St, Alexandria, VA 22314
Phone: (703) 647-9940

KELEMER BROTHERS REPLACEMENT WINDOWS

Silver Spring, MD
5.0
★★★★★
  • Pros icon Price Transparency
  • Pros icon No sales pressure
  • Pros icon Free assessment
  • Pros icon Educational Website
  • Pros icon Over 50,000 projects completed
  • Pros icon Good Customer Service
  • Pros icon Lifetime warranty

Services Offered

  • Service icon Energy-Efficient Options
  • Service icon Window Replacement/Installation

Website: http://www.kelemerbrothers.com/
Address: 10822 Childs Ct, Silver Spring, MD 20901
Phone: (410) 299-0038

Valor Home

Lanham, MD
4.1
★★★★★
  • Pros icon Free assessment
  • Pros icon Educational Website
  • Pros icon Good Customer Service
  • Pros icon Price Transparency

Services Offered

  • Service icon Window Replacement/Installation

Website: https://valorhome.com/
Address: 4640 Forbes Blvd Suite 110, Lanham, MD 20706
Phone: (833) 838-2567
Oxon Hill Window Cost Calculator

Calculate how much you can expect to pay for window installation and replacement in Oxon Hill, MD using our customized window cost calculator.

Estimated Window Cost:
161 homeowners have requested a free estimate in the last 3 days.

Estimates will vary based on window dimensions and other unique factors to your home. Getting in touch with a local window installer is the best way to get an accurate cost estimate for your home.

How Installing Energy-Efficient Windows in Oxon Hill Saves You Money

There are several perks of switching to energy-efficient windows. Some reasons you may want to consider making the switch are the following:

  • Save money on power bills: According to the Department of Energy, heat gained or lost through windows accounts for about 25-30% of household energy use. Replacing your windows with energy-efficient models can help reduce how much energy is used in your home, therefore saving you about 12% more on your bills.
  • Decrease your carbon footprint: In Oxon Hill, you can lower your indirect greenhouse gas emissions by about 249 pounds per year once you upgrade to energy-efficient windows.
  • Protect your valuables: The low-emissivity coatings on many Energy Star certified windows help reduce damage from the sun's UV rays to your floors, carpets and furniture.
  • Protect your investment: If you have an older home, your windows are most likely outdated. Upgrading your windows can make your home more comfortable and also help increase the value of your house if you decide to sell.

Estimated Cost of Window Replacement in Oxon Hill

Each window installer offers various services and has different costs based on a few factors.

How Much Do New Windows Cost?

Although the typical cost of replacing one window is about $600, it can range from $200 to $1,200. Costs will vary significantly depending on your location, the quality of your products, the current condition of your home and the number of windows you need. Many window companies also offer replacement door installations and other add-ons like shutters, coating, baths and more. Additional services will increase your overall project costs.

Keep in mind that energy-efficient windows may cost more, but Energy Star estimates the upgrade will save you between $101 and $583 a year when you replace single-pane windows and between $27 and $197 a year when you install double-pane, clear glass windows. Your exact savings will vary based on your local climate, energy rates and individual home characteristics.

Asking for free quotes from several providers is the best way to find out which one will work best for your budget.

What Services do Window Installers Offer?

The first question to ask yourself when planning to replace your windows is: Should you get a full-frame installation or a pocket installation?

A full-frame installation replaces the full window, including the sill, frame, trim and the window panes. As this kind of installation requires more time, it will be more expensive than a pocket installation. A pocket installation involves replacing a window without replacing the frame. So, instead of removing the whole unit and rebuilding it, the window installer will just put the replacement window (also called a retrofit or insert window) into the frame.

If you’re hiring a reputable window installation company, your company can advise you on the best type for your project. In Oxon Hill, the decision will mostly be based on the efficiency of your home and the age of your existing frames.

Best Energy-Efficient Features

Champion

★★★★★
4.5
  • Many years of experience
  • Low prices relative to competitors
  • Limetime warranty
Save 35% + $100 off per window!
Get Estimate

Power Home

★★★★★
4.5
  • Uses eco-friendly materials
  • Well-trained, certified installers
  • Lifetime or lengthy warranty
Next-Day Appointments Available
Get Estimate

Best for Residential Windows

Window Nation

★★★★★
4.0
  • Custom Designs
  • Wide variety of products and services
  • Manufactures products in-house

How We Choose the Best Window Installers in Oxon Hill

EcoWatch differs from most reviewers, as we’re examining these companies through a sustainability lens. We have assessed the best window installers in Oxon Hill mostly based on their energy efficient offerings, as it’s what’s best for the environment and for you as a homeowner. Energy-efficient windows can reduce your energy bills by hundreds of dollars. Along with energy efficiency, our rating methodology takes the following factors into consideration:

Service Area

Because this is a guide for Oxon Hill, we only included companies that cover the city. There are other reputable providers that didn’t make our list because they wouldn’t be able to serve homeowners in Oxon Hill.

Work Quality

When selecting new windows, the quality and variety of services can often play just as important of a role in overall efficiency and performance as the brand of window you get. We do give window installers more points if they offer high-quality products, but we also factor in workmanship as reflected in customer feedback.

Customer Reviews

We analyzed trends in recent customer feedback to determine the companies with the most customer satisfaction. Customer satisfaction might be the factor we place the most value on, as it indicates the quality of services across nearly every category, including quality of installation, warranty, professionalism, quality of parts, cost and more.

Cost

Cheaper windows certainly don’t mean better windows, but we know many of our readers try to keep costs low when possible. When analyzing the prices of providers, we awarded higher points to companies with reasonable prices and accessible financing rather than “cheaper” services.

Warranty

Protecting your investment in new windows is important to many homeowners. For that reason, window installation companies that offer lengthy warranties for products, parts and installation (aka workmanship) rank higher with EcoWatch.

Years of Experience

Because of Oxon Hill’s climate, homeowners will want to mitigate low efficiency, water damage and rot. We factored in local experience to reflect the ability of Oxon Hill window companies to prepare homes for the climate. If a company has less than 10 years of experience, it loses points in this category.

Oxon Hill, MD Window Replacement FAQs

How much should window installation cost?

The average cost to install a single window ranges between $450 and $650. There are many factors that influence how much it costs, such as the number of windows, local labor costs, styles and sizes of windows, the materials used in designing the windows, your property’s location and how energy-efficient the windows are.

Which type of window should I get?

Generally, double-pane windows are more efficient than single-pane windows and windows that don’t open are more efficient than windows that do. If you want to be sure you’re getting the most energy-efficient windows, look for models with the blue Energy Star certification — they’re certified energy-efficient by the U.S. Department of Energy.

What services do window installation companies offer?

Window installers travel to your house to remove your old windows and replace them with new ones. Some providers install products manufactured by other companies, whereas others are both manufacturers and installation companies combined. The installer will also clean up after the installation is complete.

When is the best time of year to replace windows?

Replacement windows can be installed at any time, but warmer weather is typically better. Regardless of when you install them, the contractors will take steps to ensure that too much hot or cold air doesn’t get into your home, so the temperature outside doesn’t necessarily matter that much. Most importantly, the weather should be dry.

Should I replace all my windows at the same time?

If your windows are more than 20 years old, it’s probably time to replace all of them. By that point, they are often less efficient, leakier and/or more damaged than new windows. Doing your windows all at the same time will involve less paperwork and less stress.