Best Roofing Companies Near You in Plymouth, CT (2026)

106 Verified Contractors 4.9 Avg Rating 1,127 Total Reviews AI-Analyzed Reviews Free Estimates Available

Top Roofers in Plymouth, CT

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J.J. Landerman Roofing Company

4.9(153 reviews)
Online EstimatesSpanish SpeakingWomen-Owned
AI Review Summary

JJ Landerman Roofing earns consistent praise for exceptional craftsmanship, with customers highlighting thorough assessments, high-quality installations completed efficiently, and meticulous cleanup. The team is recognized for outstanding communication and responsiveness—particularly from Jennifer, who manages projects personally, offers flexible financing options, and goes above and beyond to coordinate with other contractors and address customer concerns. Customers consistently describe the company as professional, reliable, and dedicated, with multiple five-star reviews recommending them without hesitation for roofing, gutter, and skylight work.

"We first worked with JJ Landerman when we purchased our house and they inspected our roof and gave us an estimate for replacement. They gave us their contact information and came out on a couple occasions to check on some water stains and address some leaks around our chimney. Per their prognosis and with their help we got roughly 5 more years out of the roof. When the water damage picked up this winter and we decided it was time for a new roof…" — Nicholas G.
102R Filley St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 860-419-6579

SJ Winn Construction

4.9(142 reviews)
Online Estimates
AI Review Summary

SJ Winn Construction earns consistent praise for rapid response times, professional workmanship, and fair pricing on emergency roofing services, particularly for ice dam removal and water damage repairs. Customers highlight the team's reliability—including availability six days a week—thorough attention to detail (such as protecting existing installations during work), and follow-up communication to ensure issues are fully resolved. The company's commitment to standing behind their work and going above and beyond customer expectations has made them a trusted choice for homeowners facing urgent roofing emergencies.

"SJ Winn Construction has been outstanding to work with and I can't recommend them enough. A few months after moving into my home in Simsbury, I noticed water leaking into several rooms and called SJ Winn upon a recommendation. The owner, Scott Winn, came right over to assess the issue and explain my options. The roof installation was done professionally, the pricing was very fair, and it is so reassuring to know they stand by their work. Then,…" — Andrea
32 Highland Ave Suite A
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 860-379-8863

Madd Beaver Tree Experts & Stump Grinding Service

4.9(123 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Madd Beaver Tree Services earns consistent praise for expert craftsmanship, with customers highlighting Jeff's meticulous attention to detail, professional crew coordination, and safe handling of complex tree removal—including challenging situations like storm damage and large trees near structures. Clients particularly appreciate the company's strong communication skills, prompt responsiveness, and willingness to go above and beyond, such as completing extra cleanup work and taking extra precautions to protect property. With competitive pricing and consistently spotless job sites, Madd Beaver Tree Services delivers reliable, professional service that leaves customers confident and satisfied.

"Incredible Storm Cleanup with Precision and Care After a recent storm left several trees on my property damaged, I called Madd Beaver Tree—and I’m so glad I did. Jeff and his team were absolutely phenomenal. They removed multiple large trees from mine and my neighbor’s backyards, and I was especially impressed by their use of a crane to safely lift the cut sections over my house to the front yard. It was like watching a well-coordinated ballet…" — Mike N.
628 Oronoque Rd
✓ Licensed✓ Insured✓ 20 yrs in businessWarranty - Not confirmed

+1 203-305-2584

Lifetime Chimney & Roofing Service

4.9(111 reviews)
Open Weekends
AI Review Summary

Lifetime Warranty Roofing consistently delivers a stress-free experience, with customers praising their clear communication throughout the project and straightforward, easy-to-understand process. Clients highlight the team's professionalism, reliability, and attention to detail, including thorough cleanup after completion. Their combination of affordable pricing and quality workmanship has earned strong recommendations from satisfied customers.

"I had a really good experience working with lifetime. The Communication was clear the entire time and the process was easy to understand. Everything went smoothly overall give them a call!" — Arnaldo P.
411 N Main St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed✓ Warranty Offered

+1 860-254-1485

ZN Construction

4.9(109 reviews)
Online Estimates
AI Review Summary

ZN Construction earns consistent praise from customers for exceptional craftsmanship, reliability, and professionalism across diverse projects ranging from bathroom remodels to custom carpentry and storm damage restoration. Clients particularly appreciate the team's clear communication, punctuality, efficiency, and meticulous attention to detail—with work quality so impressive that even an architect homeowner entrusted the team completely with design decisions. The company's courteous, skilled crew consistently delivers flawless execution from planning through completion, making them a trusted choice for homeowners seeking both superior results and a seamless project experience.

"ZN Construction delivered an outstanding experience from start to finish. I worked with Chad, Eric, Anna, and Joe, and the entire team was fantastic. Chad and Eric are exceptionally skilled carpenters. They built custom built‑in bookshelves and a brick fireplace surround for us, a project that was both detailed and challenging. Their discipline shows in everything they do. They work like clockwork and always leave the space as clean as they found…" — Suha A.
5 Albany Turnpike Unit B6
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 860-318-6340

A&D Home Remodeling llc

4.9(106 reviews)
Open Weekends
AI Review Summary

A&D Remodeling consistently delivers exceptional craftsmanship and attention to detail, with customers praising the quality of finished work that matches or exceeds their initial vision. Adam and his team are recognized for their professionalism, responsiveness, and ability to manage projects smoothly from start to finish—staying on schedule, within budget, and handling unexpected challenges with ease. Customers particularly value the respectful, organized approach to their homes, clear communication throughout the process, and the reliability of returning to A&D for repeat projects.

"Adam and his team are excellent, from the estimating process all the way through to completion. The attention to detail is impeccable and the craftsmanship was top notch. Adam and his team work with respect for the home, we did a full gut remodel of a bathroom in a 100 year old home so there are always surprises beneath the walls- Adam was able to navigate the unexpected with ease and class, while keeping us as new homeowners comfortable…" — Jason G.
697 Cedar St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 860-488-6091

LT Home Improvement Contracting llc

4.9(99 reviews)
Open WeekendsSpanish Speaking
AI Review Summary

LT Home Improvement LLC earns consistent praise from customers for their exceptional craftsmanship and professionalism, with clients highlighting top-notch roofing and siding work completed with meticulous attention to detail. The team is known for their reliability and punctuality—consistently arriving on time and completing projects within agreed-upon timelines—while maintaining clear communication and respect for customers' homes throughout the process. Customers particularly appreciate the company's commitment to fair pricing, thorough cleanup, and delivering exactly what was promised, making them a trusted choice for roofing and home improvement projects.

"I am extremely satisfied with the work they completed in my home. From day one, they were punctual, professional, and respectful of our space. They took the time to understand exactly what we needed and delivered everything just as promised. The quality of the work is outstanding — the attention to detail, the finishing touches, and the cleanup after the job showed how much they truly care about doing things right. They kept us informed…" — Jennifer V.
46 Padanaram Rd
Licensed - Not confirmed✓ Insured✓ 25 yrs in businessWarranty - Not confirmed

+1 203-449-5000

AI Review Summary

Regan Total Construction earns consistent praise from customers for exceptional craftsmanship, professionalism, and outstanding communication throughout deck and outdoor construction projects. Clients consistently highlight the company's attention to detail, ability to complete projects on time and within budget even in challenging weather conditions, and their proactive approach to updates and problem-solving. The team is also recognized for competitive pricing, thorough estimates, clean worksites, and a patient, responsive approach to customer concerns that instills confidence and satisfaction.

"I first contacted Mike last summer after a referral I received from a family member. First off - my family member has very high standards so that says a lot right there. When I first began the process with Mike I spoke with him over the phone first and did the rest through email, photos of my previous deck. . He sent me numerous photos of Decks he completed previously. I saw a color scheme and several things I liked in one of his decks that I…" — Crystal H.
25 Peters Rd
✓ Licensed✓ Insured✓ 17 yrs in businessWarranty - Not confirmed

+1 860-324-4437

JP Carroll Roofing

4.9(97 reviews)
Open Weekends
AI Review Summary

JP Carroll Roofing earns consistent praise from customers for their exceptional professionalism, responsive communication, and meticulous attention to detail throughout every project phase. Customers particularly appreciate the team's efficiency, quality craftsmanship, and considerate site management—including thorough cleanup and care for surrounding properties and landscaping. The company's fair pricing, combined with project managers who keep clients informed with regular updates and promptly address any concerns, has built strong customer loyalty and repeat business.

"⭐⭐⭐⭐⭐ We recently had JP Carroll Roofing replace our roof and we couldn’t be happier with the experience. From start to finish, the entire team was professional, responsive, and easy to work with. Wil Francis came out to quote the job and was excellent. He provided us with several options, and compared to the other quotes we received, JP Carroll’s pricing was very fair. Wil took the time to walk through everything with my wife and me and then…" — Kevin D.
124 Research Dr Units G/H
Licensed - Not confirmedInsured - Not confirmed✓ 39 yrs in businessWarranty - Not confirmed

+1 203-204-8887

Enterprise Home Improvement

4.9(88 reviews)
Online EstimatesOpen WeekendsMinority-Owned
AI Review Summary

Enterprise Home Improvements, led by owner Mario, is highly regarded by Connecticut homeowners for their expertise in navigating insurance claims, often successfully securing full coverage for roof replacements and water damage repairs. Customers consistently praise Mario's honesty, patience, and persistence—including his willingness to work with public adjusters and appeal denied claims until approval is achieved. The team is commended for their professionalism, efficient workmanship, attention to detail, clear communication, and respect for customers' homes and families throughout the entire project.

"My name is Jennifer , and I live in Hartford, Connecticut. I want to share my experience with Enterprise Home Improvements. For a long time, I had serious leaks in my roof. I contacted several contractors—one was too expensive, another wanted to finance the job but I couldn’t afford the payments, and with another one I did not qualify because of my credit. I felt very stressed because I didn’t see any solution. Then I was referred to Enterprise…" — PEKITA V.
189 Easton Ave
✓ Licensed✓ Insured✓ 13 yrs in businessWarranty - Not confirmed

+1 203-518-2010

Why Hire a Local Roofer in Plymouth?

Local Climate Knowledge

Plymouth roofers understand Connecticut's specific weather patterns and choose materials built to last in local conditions.

Building Code Compliance

Local contractors know Plymouth's permit requirements and code standards, ensuring your repair passes inspection.

Faster Response Times

A local company can respond to emergencies quickly and follow up easily if issues arise after the repair.

Typical Roof Repair Costs in Plymouth

Repair TypeTypical Cost Range
Minor Leak Repair$150 – $400
Shingle Replacement (small area)$300 – $900
Flashing Repair$200 – $600
Gutter Repair / Replacement$150 – $500
Section Repair (large area)$1,500 – $5,000
Emergency Repair$500 – $1,500
Full Roof Replacement$8,000 – $25,000+

* Estimates only. Actual costs vary by scope, materials, and contractor. Get at least 3 quotes.

FAQ: Roof Repair in Plymouth, CT

Roof repair costs in Plymouth typically range from $150–$400 for minor leak repairs to $1,500–$5,000 for extensive section repairs. Emergency repairs can cost more. The exact price depends on the extent of damage, roofing material, roof pitch, and the contractor you choose. Always get 3 quotes before committing.