The Best Window Installers in Oakland, MD

Compare the highest-rated windows professionals in Oakland, Maryland. All contractors are licensed, insured, and verified through our rigorous screening process.

#1

Oakland Glass & Window Company

4.7
(110 reviews)
Verified

A well-established, locally-owned and operated company known for its personalized service and deep community roots. They specialize in both residential and commercial glazing, offering a wide range of window styles and glass repair services. Their strength lies in their quick response times for repairs and their expertise in handling custom sizes for older homes in the Oakland historic district.

114 S 2nd St, Oakland, MD 21550

Specialties & Features

Window repair services
Custom window solutions
Storm windows and security windows

Business Information

Years in Business:18 years
Licensed:Yes
Insured:Yes
#2

Four Seasons Window & Door

4.5
(85 reviews)
Verified

While based slightly outside Oakland, this provider has a very strong presence and reputation throughout Garrett County. They are known for their showroom experience and focus on premium, energy-efficient product lines like Andersen and Marvin. They are a go-to contractor for whole-home window replacement projects, particularly in new constructions and high-end renovations around Deep Creek Lake.

24441 Garrett Hwy, McHenry, MD 21541 (Serves Oakland)

Specialties & Features

Energy-efficient windows
New window installation
Residential window replacement

Business Information

Years in Business:12 years
Licensed:Yes
Insured:Yes
#3

Thompson's Home Improvements

4.6
(150 reviews)
Verified

A family-run general contracting business with a stellar reputation for window installation and replacement. They are praised for their professional crews, clean job sites, and thorough project management. While they offer a full suite of home improvement services, their window division is highly specialized, and they are certified installers for several major window brands, ensuring proper installation for maximum energy performance.

19973 Garrett Hwy, Oakland, MD 21550

Specialties & Features

Residential window replacement
Energy-efficient windows
Custom window solutions

Business Information

Years in Business:22 years
Licensed:Yes
Insured:Yes

Why These Are the Top Windows Contractors in Oakland

** The windows market in Oakland, MD, is robust but specialized, heavily influenced by the region's tourism and seasonal climate. The demand is split between standard replacements for year-round residents and high-quality, energy-efficient installations for vacation properties around Deep Creek Lake. The competition is moderate, with a handful of highly reputable local contractors dominating the market. These providers are generally long-standing businesses with deep community ties, which contributes to high levels of customer trust. **Quality and Competition:** The average quality of service is high, as contractors must compete on reputation in a relatively small, interconnected community. There is a significant emphasis on expertise in energy-efficient and storm-resistant windows to handle harsh winters. **Typical Pricing:** Pricing is generally at or slightly above the national average. A standard vinyl double-hung window replacement can range from **$600 - $1,000 per window** installed, depending on the brand and features. Full-home replacements for a typical Oakland home can range from **$8,000 to $20,000+. High-performance products** for lakefront properties (e.g., fiberglass, triple-pane) can push project costs significantly higher. It is highly recommended to obtain multiple quotes due to this price variability.

High Ratings

4.7+ star average from verified customer reviews

Fully Licensed

All contractors are properly licensed and insured

Proven Experience

10+ years average experience in the industry

Local Experts

Familiar with Oakland regulations and climate

Frequently Asked Questions About Windows in Oakland

Get answers to common questions about windows services in Oakland, Maryland.

1What is the typical cost range for a full window replacement on a home in Oakland, MD?

For a standard double-hung vinyl window replacement in the Oakland area, homeowners can expect to pay between $600 and $1,200 per window, including professional installation. The final cost depends on the window size, material (vinyl, wood, fiberglass), energy efficiency features, and the complexity of the installation. Given Garrett County's climate, investing in windows with low-E glass and argon gas fills, while adding to the upfront cost, can significantly improve winter heating efficiency and provide long-term savings.

2How does Oakland's climate and seasonal weather impact the best time to schedule window installation?

The best installation windows in Oakland are during the late spring, summer, and early fall. This avoids the heavy snowfall and extreme cold of our deep winters, which can complicate exterior work and sealing processes. Furthermore, the humid summers in the region make proper sealing and flashing critical to prevent future moisture intrusion and mold growth, so scheduling during drier periods is advantageous for ensuring a lasting installation.

3What should I look for when choosing a window installation company in the Oakland area?

Prioritize local companies with extensive experience serving Garrett County, as they understand our specific weather challenges and building styles. Verify they are licensed, insured, and offer strong warranties on both the product and their labor. Ask for local references and examples of past work in Oakland to assess their reputation and quality, and ensure they provide detailed, written estimates to avoid hidden costs.

4What are common post-installation issues specific to our area, and how can they be prevented?

The most common issues are drafts and condensation, exacerbated by Oakland's cold winters and temperature swings. Proper installation with meticulous air sealing and flashing is the best prevention. Also, ensure your new windows have a suitable U-factor and Solar Heat Gain Coefficient (SHGC) for our climate zone. After installation, regularly check interior and exterior seals, especially before winter, and clear snow buildup from window wells to prevent water damage.