Roofing, Siding, Windows & Gutters in Middletown, CT

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

Middletown’s four-season weather (wind, heavy rain, snow loads, and freeze/thaw cycles) plus seasonal leaf debris can be tough on roofs and drainage systems. Whether you need a quick repair or a full exterior upgrade, we focus on durable materials, proper installation, and long-lasting results.

Exterior Home Improvement Services in Middletown, Connecticut

Roofing Services in Middletown, CT

  • Roof inspections and leak troubleshooting

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

  • Full roof replacements

  • Storm and wind damage support

Siding Services in Middletown, CT

  • Siding repair and full siding replacement

  • Trim and fascia repairs

  • Weatherproofing to help prevent moisture intrusion and drafts

Window Installation & Replacement in Middletown, 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 Middletown, 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 Middletown, CT

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

Call now: 203-693-2225

10 Fun Facts About Middletown, Connecticut

  1. Middletown’s settlement began in 1650, and it was established as “Mattabesett” in 1651 before being renamed Middletown in 1653.

  2. Middletown’s population estimate (July 1, 2024) is 48,616.

  3. Middletown sits along the Connecticut River, about 16 miles south of Hartford, according to the city’s history page.

  4. Wesleyan University was founded in 1831 by Middletown citizens and Methodist leaders.

  5. Wadsworth Falls State Park spans Middlefield/Middletown and features 4.5 miles of trails plus the park’s namesake falls.

  6. Middletown’s original Native name is frequently cited as Mattabeseck/Mattabesett in historical sources.

  7. The city notes Middletown’s central settlement was incorporated as a city in 1784 and later consolidated with the town in 1923.

  8. Wadsworth Falls is also one of the state parks that can draw large crowds in hot weather (it’s been reported as closing to new visitors when lots reach capacity).

  9. Middletown’s river-valley setting supports outdoor recreation—hiking, picnicking, and fishing are popular locally.

  10. With New England storms + tree cover, Middletown homeowners often prioritize strong roofing systems and properly pitched gutters/downspouts to manage runoff and seasonal debris (especially fall and spring).