Roofing, Siding, Windows & Gutters in Westport, CT

Welcome to A Plus Exterior, your trusted local team for roofing, siding, window replacement, and gutter services in Westport, Connecticut. We deliver high-quality workmanship, clear communication, and competitive pricing—backed by a 100% satisfaction guarantee.

Westport’s shoreline conditions (wind-driven rain, salt air, snow, and freeze/thaw cycles) can be tough on roofs and drainage systems—especially with mature trees that can clog gutters quickly. Whether you need a small repair or a full exterior upgrade, we focus on durable materials, proper installation, and clean, long-lasting results.


Exterior Home Improvement Services in Westport, Connecticut

Roofing Services in Westport, CT

  • Roof inspections and leak troubleshooting

  • Roof repairs (shingles, flashing, vents, skylight areas)

  • Full roof replacements

  • Storm and wind damage support

Siding Services in Westport, CT

  • Siding repair and full siding replacement

  • Trim and fascia repairs

  • Weatherproofing to help prevent moisture intrusion and drafts

Window Installation & Replacement in Westport, CT

  • Window replacement and new window installation

  • Energy-efficiency upgrades for comfort and lower utility costs

  • Proper sealing and flashing to help prevent leaks and drafts

Gutter Services in Westport, CT

  • Gutter cleaning and routine maintenance

  • Gutter repairs (leaks, loose gutters, pitch issues)

  • New gutter installation and downspout upgrades

  • Drainage improvements to help protect foundations and landscaping


Get a Free Estimate in Westport, CT

If you need roofing, siding, windows, or gutters in Westport, call 203-693-2225 to schedule your free consultation and estimate.

Call now: 203-693-2225


10 Fun Facts About Westport, Connecticut

  1. Westport was officially incorporated as a town on May 28, 1835.

  2. Westport’s population estimate (July 1, 2024) is 27,996.

  3. Compo Beach is a 29-acre park with a long sand beach on Long Island Sound and borders the Saugatuck River.

  4. Compo Beach is a well-known landmark in Westport’s Revolutionary War history (British forces landed there in 1777, per local histories).

  5. Trout Brook Valley Preserve features nearly 14 miles of trails and spans rugged hills and orchards.

  6. Trout Brook Valley also connects to a broader preservation effort in Weston and Easton (the state park reserve is a portion of a larger valley).

  7. Westport is known for its strong arts scene—local history groups highlight how the town blends New England character with culture and community programming.

  8. Westport’s shoreline setting means homes often face wind-driven rain during storms—one reason good roofing, flashing, and ventilation matter. (Local relevance.)

  9. Westport’s mix of coastal exposure + mature trees makes gutter performance especially important for preventing overflow and water damage in fall/spring. (Local relevance.)

  10. Westport’s “town + beach + trails” combo is a big reason it’s a popular destination year-round for residents and visitors.