A Plus Exterior – Your Trusted Exterior Home Improvement Contractor in Winchester, CT

Welcome to A Plus Exterior, your trusted local specialist for roofing, siding, windows, and gutters in Winchester, CT. Whether you need a small repair or a full exterior renovation, our experienced team delivers high-quality workmanship, honest recommendations, and competitive pricing for homeowners throughout Winchester and the surrounding Litchfield County area.

Exterior Home Improvement Services in Winchester, CT

We provide a full range of exterior services to help protect, beautify, and add value to your home:

Roofing Services – Repair & Replacement

  • Asphalt shingle roof repair and replacement

  • Storm damage inspections and leak detection

  • Ice dam and ventilation solutions

  • Roof tune-ups to extend the life of your existing roof

Our roofers use top-quality shingles and roofing systems designed for New England’s harsh weather, ensuring your Winchester home stays safe and dry year-round.

Siding Repair & Replacement

  • Vinyl, fiber cement, and composite siding installation

  • Siding repairs for storm, rot, or age-related damage

  • Trim, fascia, and soffit replacement for a clean, finished look

New siding can dramatically improve your home’s curb appeal, energy efficiency, and protection from the elements.

Window Installation & Replacement

  • Energy-efficient replacement windows

  • Professional removal and installation

  • Options for double-pane, Low-E glass, and more

Upgrading your windows helps reduce drafts, lower utility bills, and make your home more comfortable in every season.

Gutter Installation, Cleaning & Repair

  • Seamless gutter installation

  • Gutter repairs and pitch corrections

  • Gutter cleaning and downspout flushing

A properly functioning gutter system helps protect your roof, siding, and foundation from water damage—especially important with New England snow and heavy rain.

Why Winchester, CT Homeowners Choose A Plus Exterior

Choosing the right contractor matters. Here’s why homeowners in Winchester, CT trust A Plus Exterior:

  • Local experience with New England weather, roofing systems, and building codes

  • Top-quality materials from reputable manufacturers

  • Skilled, trained crews focused on safety and craftsmanship

  • Clear communication from estimate to final walkthrough

  • 100% satisfaction guarantee – we’re not done until you’re happy

Your home is one of your biggest investments. We treat every project as if we were working on our own property.

Top 10 Fun Facts About Winchester, CT

Get to know the town we’re proud to serve! Here are ten fun and interesting facts about Winchester, CT:

  1. Historic Roots
    Winchester was officially incorporated in 1771, making it a town with over 250 years of history in Litchfield County.

  2. Home to Winsted
    The city of Winsted is actually a census-designated place within Winchester and serves as the town’s main commercial and historic center.

  3. Lake Paradise for Outdoor Lovers
    Winchester is surrounded by beautiful bodies of water, including Highland Lake, a popular spot for boating, fishing, and lakeside living.

  4. Scenic Natural Beauty
    The town is known for its rolling hills, forests, and nature preserves, offering countless opportunities for hiking, bird-watching, and enjoying New England foliage.

  5. Winchester Center Historic District
    The Winchester Center Historic District features a well-preserved 19th-century village, showcasing charming historic homes and buildings that reflect the town’s early growth.

  6. Convenient Location for Commuters
    Winchester is located near major routes such as Route 8 and Route 44, giving residents easy access to other parts of Connecticut and the Litchfield Hills region.

  7. Strong Sense of Community
    The town is known for its tight-knit community, excellent schools, and friendly neighborhoods—many families have lived in the area for generations.

  8. Local Events & Traditions
    Winchester hosts a variety of annual events and festivals, including local fairs, holiday celebrations, and community gatherings that bring residents together year-round.

  9. Diverse Local Economy
    The town’s economy includes healthcare, education, manufacturing, retail, and small businesses, providing a mix of job opportunities close to home.

  10. Great Food & Local Businesses
    Winchester and nearby Winsted are home to locally owned shops, cafés, and restaurants, giving residents and visitors a genuine small-town New England experience.

Schedule Your Free Exterior Estimate in Winchester, CT

If you’re looking for roofing, siding, window, or gutter services in Winchester, CT, A Plus Exterior is here to help.

📞 Call us today at 203-693-2225 to schedule a free consultation and estimate.

Let us help you protect, beautify, and increase the value of your Winchester home with exterior work you can truly trust.