serving All Of Anne Arundel County

Annapolis Maryland | Roofing & Window Contractor

Get the job done right the first time with Penwin Roofing & Windows – lifetime warranty
and native Marylander craftsmanship.


We Want To Be Your Roofing & Window Contractor In Annapolis!

Welcome to Penwin Roofing & Windows, your reliable home contractor serving Annapolis, Maryland! As a trusted partner for homeowners, our mission is to provide outstanding home renovation services that will transform your living space into a beautiful and functional environment.

Local Contractors For 25 Years

With years of experience under our belts, our team of skilled professionals is committed to delivering the highest quality workmanship while ensuring a smooth and hassle-free experience. Whether you need a new roof, energy-efficient windows, or a complete home makeover, you can count on us to bring your vision to life. For over 25 years, Penwin Roofing & Windows has been a leading local roofing and remodeling contractor proudly serving the Annapolis, MD community. As a family-owned and operated business, we take great pride in our commitment to providing exceptional craftsmanship and unparalleled customer service.

Throughout our journey, we have successfully completed countless roofing and remodeling projects, earning a reputation for quality and reliability. Our team of highly skilled professionals is dedicated to ensuring that each client receives the personalized attention they deserve, working closely with them to bring their home improvement visions to life.

Locally Owned & Family Run

At Penwin Roofing & Windows, our expertise extends beyond roofing to encompass a wide range of remodeling services, including kitchen and bathroom renovations, basement finishing, custom carpentry, and exterior makeovers. We understand that your home is a significant investment, and we strive to protect and enhance its value by using only top-quality materials and employing industry best practices.

We Can Handle All Of Your Home Repair & Renovation Needs In The Annapolis Area!

As a trusted partner in the Annapolis community, we believe in giving back and supporting local causes. Our team actively participates in various community initiatives, helping to make our city an even better place to live.

When you choose Penwin Roofing & Windows for your home improvement needs, you’re not just hiring a contractor – you’re joining a family that’s committed to your satisfaction and the betterment of our community. Let us show you the Penwin difference, and together, we’ll create a home you’ll be proud to call your own.

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More About Annapolis, Maryland

From Google – Annapolis, Maryland’s capital city, is on Chesapeake Bay. Its historic district includes 18th-century brick houses and the domed 1700s Maryland State House. On Church Circle, the Romanesque-style St. Anne’s Episcopal Church has Tiffany glass windows and a historic cemetery. The sprawling waterfront grounds of the United States Naval Academy feature beaux arts architecture, monuments and a naval history museum.

Anne Arundel County

Maryland GOV

Maryland Courts

What is Annapolis MD known for?
For many, Annapolis is synonymous with the United States Naval Academy. However, this world famous institution isn’t even the oldest college in town. That distinction belongs to St. John’s College, founded in 1696 as King William’s School. – From Annapolis Gov

Is Annapolis a good city to live in?
Annapolis is a suburb of Baltimore with a population of 40,581. Annapolis is in Anne Arundel County and is one of the best places to live in Maryland. Living in Annapolis offers residents an urban suburban mix feel and most residents own their homes. In Annapolis there are a lot of restaurants, coffee shops, and parks. – From Niche

Places To Visit In Annapolis Maryland

Annapolis, Maryland, brims with life and energy, presenting a wide array of exciting attractions and activities for tourists or locals to partake in. Here are some popular destinations to explore within this dynamic city:

  1. United States Naval Academy: Tour the iconic Naval Academy campus, where you can learn about its rich history, view midshipmen in action, and visit the Naval Academy Chapel and Museum.
  2. Maryland State House: As the oldest state capitol still in continuous legislative use, the Maryland State House is steeped in history. Explore its beautifully preserved chambers and exhibits.
  3. Annapolis Historic District: Wander through narrow, brick-lined streets, visit charming 18th-century homes, and enjoy the timeless atmosphere of this historic neighborhood.
  4. Naval Academy Chapel: An architectural gem, this beautiful chapel hosts regular services and is a must-see when visiting the Naval Academy.
  5. Ego Alley: Stroll along the Annapolis City Dock and enjoy viewing a parade of boats at “Ego Alley”, a narrow waterway famously used for showing off one’s nautical treasures.
  6. Quiet Waters Park: Explore this 340-acre park featuring hiking and biking trails, picnic spots, an art gallery, and a stunning view of the South River.
  7. St. Anne’s Church: Visit this historic Episcopal church in the heart of Annapolis, renowned for its beautiful stained glass windows and Georgian architecture.
  8. William Paca House and Garden: Tour this restored 18th-century mansion and its beautifully maintained gardens, once home to William Paca, a signer of the Declaration of Independence.
  9. Annapolis Maritime Museum & Park: Discover Annapolis’s rich maritime heritage, view aquatic exhibits, and participate in interactive educational programs at this popular attraction.
  10. Banneker-Douglass Museum: Dive into African American history in Maryland at this museum, which offers a collection of artifacts, art, and rotating exhibits.

These are merely a handful of the numerous attractions that Annapolis, Maryland has in store. Travelers are also invited to indulge in local culinary delights, explore art exhibitions, and partake in vibrant cultural festivities all year round.

Annapolis, Maryland Weather:

Annapolis, Maryland experiences a diverse climate highlighted by its pronounced seasonal changes. Summers are delightfully warm, often with a touch of humidity, with average high temperatures oscillating between the upper 80s and low 90s Fahrenheit (around 30-33 degrees Celsius). On the other hand, winters are typically mild, offering average high temperatures from the 50s to low 60s Fahrenheit (around 10-16 degrees Celsius). While the region may see occasional snowfall during the winter months, it is usually light and sparse.

For the most accurate and up-to-date weather information specific to Annapolis, Maryland, it’s recommended to visit the official National Weather Service (NWS) website for the region. Here, you can access comprehensive forecasts, weather alerts, and detailed climate data to stay informed about the ever-evolving weather conditions in Annapolis. By simply heading to the NWS page for Annapolis, MD, on the National Weather Service website, you can conveniently plan your days in this vibrant city.