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Home Services All Services Roof Replacement Roof Repair Storm Damage Repair New Roof Installation Metal Roofing Shingle Roofing Flat Roofing Commercial Roofing Gutter Installation Roof Inspection Emergency Roof Repair Skylight Installation About Locations All Locations Canterbury, CT East Canaan, CT Haddam, CT Middlefield, CT North Grosvenordale, CT Putnam, CT Southbury, CT Waterford, CT Yantic, CT Reviews Contact (877) 349-1553
★★★★★ 4.9/5 from 231+ reviews

Prospect Area Roofing Contractors. Licensed & Insured

Architectural shingles, metal roofing, flat roof systems. We do it all. On the roof fast. Done right the first time.

📞 (877) 349-1553
13+
Years
500+
Projects
4.9
Rating
13+
Years Experience
500+
Projects Completed
4.9
Star Rating (231+ Reviews)
Licensed & Insured

Our Services

Our Roofing Services

Professional Roofing solutions for residential and commercial properties in Prospect.

roof replacement
FREE ESTIMATE

Roof Replacement

Our Prospect crews tear off and replace 15-20 roofs a month. That kind of volume means tight installs, clean job sites, and no wasted time. Most homes are done in a day. Two-story steep-pitch jobs take two.

roof repair
SAME-DAY

Roof Repair

Missing shingles, cracked flashing, a leak over the kitchen. Whatever it is, we fix it. Our Prospect repair crew runs 6 days a week. Most repairs take half a day.

storm damage repair
LICENSED

Storm Damage Repair

Our storm damage process: free inspection, full photo documentation, direct filing with your insurance carrier, meet the adjuster on-site, and handle the repairs once approved. We don't ask for money upfront on insurance claims.

new roof installation
TOP RATED

New Roof Installation

A new roof installation starts with getting the specs right. Roof pitch determines your material options. Attic space determines ventilation needs. Local code determines underlayment requirements. We handle all of that before the first shingle goes on.

metal roofing
GUARANTEED

Metal Roofing

Standing seam metal roofing with Kynar 500/Hylar 5000 PVDF finish. The coating that keeps color for 40+ years without fading or chalking. We install Sheffield Metals and McElroy Metal panels in 24-gauge Galvalume steel with concealed Z-clips. UL 2218 Class 4 impact resistance. UL 790 Class A fire rating. Wind uplift tested to ASTM E1592. The only roof you'll ever need in Prospect.

shingle roofing
INSURED

Shingle Roofing

Your shingle choice determines your warranty, your curb appeal, and how your roof handles Connecticut weather. We'll show you samples, explain the differences, and let you pick what fits your budget. No pressure.

flat roofing
FREE ESTIMATE

Flat Roofing

Commercial flat roof replacement in Prospect starts with a core sample to check the existing insulation. If it's waterlogged, everything comes off. If it's dry, we can sometimes overlay. Saves you $2-$4 per square foot.

commercial roofing
SAME-DAY

Commercial Roofing

We install Carlisle SynTec TPO and EPDM membrane systems with full Carlisle manufacturer warranties. Our Prospect commercial roofing crews are factory-trained and authorized. TPO seams are hot-air welded at 900+ degrees. The weld is stronger than the membrane itself. Ponding water? We install tapered ISO insulation to create positive drainage per NRCA guidelines.

gutter installation
LICENSED

Gutter Installation

Improperly sized gutters cause fascia board rot and foundation erosion. We calculate gutter capacity using the rainfall intensity formula: roof square footage x pitch factor x rainfall rate (inches/hr for Prospect). Standard 5" K-style handles 5,520 sq ft of effective roof area. Bigger roofs or steeper pitches need 6" gutters with 3x4" downspouts. We hang with hidden hangers screwed into rafter tails every 24".

roof inspection
TOP RATED

Roof Inspection

Roof inspections after a storm are free. Always. We document hail hits, wind damage, and any pre-existing issues so your insurance claim is accurate and complete.

emergency roof repair
GUARANTEED

Emergency Roof Repair

Storm damage, fallen trees, sudden leaks. We handle all roofing emergencies in Prospect. First we stop the water, then we fix the cause. Emergency response available 7 days a week.

skylight installation
INSURED

Skylight Installation

Skylight replacement is often better than repair on units over 15 years old. VELUX FCM curb-mount replacement skylights install on the existing curb frame. No structural modification needed. Low-E laminated glass with argon fill for energy efficiency. Solar-powered blinds available for light control. VELUX No Leak guarantee when installed with the complete flashing system. Your Prospect home gets more light, better insulation, and a proper warranty.

Ready to Get Started?

(877) 349-1553

Free Estimates • Available 24/7 • Licensed & Insured

Why Choose Prospect Roofing & Maintenance?

Trusted by homeowners and businesses across Prospect.

4.9-Star Google Rating

231+ homeowners reviewed us. We don't pay for reviews or offer discounts for them. Those are real people who hired us and took the time to say we did a good job.

Clean Job Sites

We run magnetic nail sweeps three times. Once during tear-off, once after install, once before we leave. Tarps on the ground, dump trailer in the driveway. Your yard looks the same when we're done.

Financing Available

A new roof is a big expense. We offer 12-month same-as-cash and low-interest financing through GreenSky and Hearth. Get your roof done now, pay over time.

Licensed & Insured

Fully licensed, bonded, and insured in Connecticut. We carry $2M in general liability. Workers' comp on every crew member. Your property is protected if anything goes sideways.

Our Work

Recent Projects

View All Projects →

Simple Process

How It Works

1

Roof Evaluation

Our inspector walks the roof looking at shingle condition, flashing integrity, vent function, and signs of moisture underneath. 30-45 minutes for most Prospect homes.

2

No-Surprise Quote

You get a written proposal with material specs, labor breakdown, timeline, and total cost. The number on the quote is the number you pay. No change orders, no hidden fees.

3

Installation Day

No subcontractors. Our crews, our equipment, our supervision. A project manager checks in throughout the day and does a final quality inspection before cleanup.

4

Inspection & Cleanup

Our project manager does a final inspection against the manufacturer's installation checklist. We register your warranty the same day. You get the paperwork within a week.

Verified Reviews

What Our Customers Say

★★★★★ 4.9/5 from 231+ reviews
★★★★★

"Our roof was 22 years old and starting to curl. They did a full tear-off and installed Timberline HDZ in Weathered Wood. Looks incredible. Crew was fast and cleaned up everything."

E
Eric K.
Prospect
★★★★★

"I got a new metal roof. Standing seam in charcoal. Not cheap, but it looks like a completely different house. Their metal crew clearly knows what they're doing. Seams are dead straight."

R
Rachel O.
Prospect
★★★★★

"They replaced our gutters along with the roof. Seamless aluminum, everything matches. No more overflow when it rains hard. Wish I'd done this years ago."

J
Jennifer L.
Prospect

Service Areas

Areas We Serve

Our service area includes Prospect and all surrounding communities within Woodstock Valley, Canterbury, East Canaan, Haddam, Middlefield. We don't charge extra for travel.

Woodstock Valley Canterbury East Canaan Haddam Middlefield North Grosvenordale Putnam Southbury Waterford Yantic

FAQ

Frequently Asked Questions

We partner with GreenSky and Hearth for roofing financing. Options include 12-month same-as-cash (0% if paid in full within 12 months), 5-year fixed rate, and 7-10 year extended plans. Monthly payments on a $15,000 roof run about $150-$250/month depending on the term. Apply during the estimate.

Most residential roof replacements in Prospect cost between $8,500 and $24,000. The price depends on your roof size (measured in squares, where 1 square = 100 sq ft), pitch, accessibility, and material choice. Architectural shingles are $350-$550 per square installed. We give free estimates with exact pricing.

Yes. We handle insurance claims regularly. It's a big part of what we do in Prospect. Free inspection, photo documentation, claim filing assistance, and we meet the adjuster on-site. If the claim is approved, we do the work at the insurance-approved price. You pay your deductible and we handle the rest.

Call (877) 349-1553 immediately. While you wait, put containers under any drips and move furniture and electronics away from the affected area. Take photos of the damage for insurance. Our Prospect crew will tarp the leak source and schedule a permanent repair. Most emergency calls get same-day or next-day response.

Common signs: curling or cracking shingles, missing shingles after wind events, granule loss (look in your gutters), daylight visible through the attic, sagging roof deck, and age. Most asphalt roofs last 20-30 years in Connecticut. If you see any of these, call (877) 349-1553 for a free inspection. We'll be honest about whether you need a replacement or just a repair.

Have more questions? Call (877) 349-1553

SAME-DAY APPOINTMENTS AVAILABLE

Get Your Free Roof Inspection Today

24/7 emergency service. Most appointments available within 48 hours.

Call Now — Free Estimate
📞 (877) 349-1553

★★★★★ 4.9/5 from 231+ Reviews  ·  Licensed  ·  Insured

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