CONNECTICUT'S TRUSTED ROOFING & SIDING EXPERTS
When wind, storms, or leaks damage your roof, you need fast, reliable help. At Enterprise Roofing & Siding, we provide licensed, insured same-day repairs and full replacements. From your first call, expect clear communication, honest pricing, and expert support—especially with insurance claims. Count on us for quality work and service you can trust.
Same-Day Free Estimates. Real People. Real Results.
Enterprise Roofing & Siding
has served Connecticut homeowners since 2013 with fast, honest roofing and exterior services. As a family-owned company, we handle roof repairs, replacements, storm damage, siding, and gutters—with quality you can trust.
Call today to speak with a real professional and get your free same-day estimate.
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Our Services
Residential Roofing
Your home deserves a roof that’s built to last. At Enterprise Roofing & Siding, we offer expert residential roofing services including repairs, full replacements, and storm damage restoration. Whether you're dealing with missing shingles, a leak, or wear from years of New England weather, our licensed team delivers fast, high-quality results—backed by clear pricing and unbeatable warranties.
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When it’s time to repair or replace your roof, our licensed professionals start with a thorough inspection to identify any damage—whether from age, storms, or wear. We walk you through your options, provide a competitive quote, and complete most jobs within 1–2 days using high-quality materials with industry-leading warranties.
Siding Installation
Enhance your home’s curb appeal and protect it from the elements with expert siding installation from Enterprise Roofing & Siding. We install durable, energy-efficient materials that stand up to New England’s harsh weather while giving your exterior a polished, modern look. From minor repairs to full replacements, we’ll help you choose the right style, fit, and finish—backed by trusted service and long-lasting results.
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Our siding team focuses on both protection and curb appeal. We help you choose the best material and style for your home—whether vinyl, fiber cement, or composite—and install it with precision to improve insulation, prevent moisture damage, and refresh your home’s exterior look.
Gutter Installation
A dependable gutter system is essential for protecting your roof, siding, and foundation. At Enterprise Roofing & Siding, we provide expert gutter installation that ensures proper drainage and long-term performance. Whether you're replacing outdated gutters or installing a new system, we use high-quality materials and precise craftsmanship to keep water where it belongs—away from your home.
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A strong roofing system isn’t complete without reliable gutters. We custom-fit and install seamless gutters that efficiently direct water away from your foundation, protecting your home from water intrusion and long-term damage.
Emergency Roof Repair
Storm damage? Sudden leak? Fallen tree? When disaster strikes, Enterprise Roofing & Siding is ready with same-day emergency roof repair you can count on. Our licensed, insured crew responds fast to secure your home, prevent further damage, and guide you through the insurance process if needed. No delays. No guesswork. Just expert help when you need it most.
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Storm damage? Leaks? We offer fast-response emergency roof repairs. Our team arrives quickly, assesses the issue, and performs the necessary fixes to secure your home—often on the same day you call.
Carpentry Services
From framing repairs to custom trim work, Enterprise Roofing & Siding offers expert carpentry services that strengthen your home’s structure and style. Our skilled team handles everything from roof decking and fascia to detailed exterior woodwork—with precision, durability, and craftsmanship you can see. Whether it’s restoration or new construction, we build it to last.
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From fascia and soft fit repairs to wood rot replacement and structural framing, our carpentry experts handle the details that support your roof and siding systems. We ensure every part of your exterior is solid, functional, and up to code.
Frequently Asked Questions
How do I know if I need a full roof replacement or just a repair?
Signs like widespread shingle damage, sagging, persistent leaks, or a roof older than 20 years usually indicate a full replacement is needed. We offer free inspections to help you decide.
How long does a roof replacement take?
Most residential roof replacements can be completed in 1–2 days, depending on size and weather. We prioritize efficiency without cutting corners.
Do you help with insurance claims for storm damage?
Yes. We guide you through the claims process, meet with adjusters if needed, and ensure your documentation is handled properly.
What kind of roofing materials do you use?
We offer high-quality asphalt shingles and energy-efficient options—backed by a 50-year material warranty from the manufacturing.
Can I stay in my home during the roof replacement?
Yes, most customers remain at home during the process. We work to minimize disruption and clean up thoroughly after the job.
What are the benefits of new siding?
New siding boosts curb appeal, improves energy efficiency, prevents water damage, and can raise your home’s resale value.
How do I choose the right siding material?
We’ll walk you through options like vinyl siding based on your budget, style preferences, and maintenance needs.
How long does siding installation take?
Most homes take 3–5 days, depending on size and weather. We’ll give you a detailed timeline before we start.
Will siding help with my home’s energy efficiency?
Definitely. Quality siding adds insulation and reduces drafts, which can lower your heating and cooling bills.
Who we Work With
Why Enterprise Roofing?
Crystal Clear Pricing
We believe in transparency. Every estimate is clearly explained—no hidden fees, no surprises.
Licensed & Insured
Fully licensed and insured for your protection, with experienced pros you can trust.
Dedicated Project Manager
One point of contact to keep your project organized, on time, and stress-free.
Price-Match Guaranteed
We’ll match any written estimate from a qualified competitor—no sacrifice in quality.
Our Reviews
Get In Touch
Speak with our roofing specialist Hector Cruz, call, text, or complete the form online.
Get A Free Estimate
For more information or to schedule a service, call us at (203) 518-2010 or complete the contact form.
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What Happens After I Send My Message?
Our team will review your information.
A team member will contact you as soon as possible.
We will work with you to schedule your service.
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Enterprise Home Improvement
License #: HIC.0640021
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