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

106 Verified Contractors 4.9 Avg Rating 2,897 Total Reviews AI-Analyzed Reviews Free Estimates Available

Top Roofers in Plymouth, CT

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Pro Exteriors LLC

4.9(434 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Pro Exteriors earns consistent praise from customers for their exceptional professionalism, meticulous organization, and transparent communication throughout every project phase. Clients particularly appreciate their reliability and accountability—including post-installation follow-ups to ensure quality holds up over time—along with their willingness to tackle unexpected challenges and adapt plans when needed. The company's efficiency, competitive pricing, and responsive leadership have earned strong recommendations from satisfied homeowners who value workmanship they can trust.

"I had my roof done 5 months ago and it’s been holding up extremely well!! I have so much great things to say but my review will turn into a book. lol. No issues, no surprises, and it still looks great. The shingle color hasn’t faded at all. From day one, the level of professionalism was impressive. The team was organized, on time, and kept everything clean and well coordinated throughout the project. There was a team on the roof, a team…" — Patrice L.
90 Hamilton St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 203-909-8075

LA ROOFING LLC

4.9(373 reviews)
24/7 EmergencyOnline EstimatesOpen WeekendsSpanish SpeakingWomen-OwnedMinority-Owned
AI Review Summary

LA Roofing consistently earns praise from customers for professional service, skilled workmanship, and exceptional communication—particularly from project manager Ryan and team members like Luis Alberto and Jeffrey King. The company is known for arriving on time, addressing problems promptly, explaining work clearly, cleaning thoroughly, and going above and beyond, such as completing additional repairs not originally requested. Customers appreciate the company's responsiveness, efficient problem-solving when unexpected issues arise, and competitive pricing that delivers strong value.

"LA Roofing just completed a small Job at my property. Ryan was the lead contact for the job site. The team arrived on time and although the work order pivoted from the original plan, the team adjusted the work efficiently. The Team worked professionally, completed job quickly and also because of work order pivot and leftover supplies, the workmen changed out the vinyl siding that was damaged in some areas of my home. That wasn't a part of the…" — Trai T.
272 S Main St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 860-877-3006

Skyway Roofing

4.9(321 reviews)
Open Weekends
AI Review Summary

Skyway Roofing is a family-owned business with over 35 years of experience that customers consistently praise for exceptional professionalism, quality workmanship, and responsive communication. Clients highlight the crew's efficiency—completing full roof replacements in 1–2 days—competitive pricing relative to multiple quotes, and willingness to stand behind their work with follow-up repairs. The team's respect for customer property, accessibility of staff like Jesse, and courteous service from front office staff like Deborah make customers confident recommending them for roofing and siding projects.

"There are many reasons why I chose Skyway for my project the primary reason was customer service! Skyway rep Jesse came to my home on multiple occasions and I was able to reach him by cell during the whole siding project. Jesse was on site every day during the install and after. Other reasons were business reputation, pricing offers and great financing options. The Skyway installation team were also great! So professional and respectful of my…" — Lisa W.
12 Barnett Dr
✓ Licensed✓ Insured✓ 35 yrs in business✓ Warranty Offered

+1 800-463-7490

Good Roof Co.

4.9(314 reviews)
Online Estimates
AI Review Summary

Millstream Construction earns consistent five-star praise for their meticulous professionalism, responsiveness, and skilled workmanship across roofing projects of all sizes. Customers particularly appreciate the team's thorough inspections, transparent communication about costs and scope of work, and willingness to address details—from flashing precision to same-day finish work coordination and even post-completion touchups like fixing paint scratches. The company's attentive management, competitive pricing relative to quality, comprehensive warranties, and proactive problem-solving throughout projects make them a trusted choice for homeowners seeking reliable, expert roofing service.

"My wife and I were a bit nervous about getting our roof done because of the huge expense, the potential for shoddy work and just the whole mess that it would cause in our yard. We also had no idea how much wood would have to be replaced due to rot (another big expense). We got several estimates, and by far, Millstream was the most professional and meticulous about explaining to us exactly what we needed and how much it would cost. Dave, their…" — Ricky P.
255 Williams St E
Licensed - Not confirmedInsured - Not confirmed✓ 25 yrs in business✓ Warranty Offered

+1 860-530-2302

Carden Home Improvement

4.9(290 reviews)
Open WeekendsSpanish Speaking
AI Review Summary

Carden Home Improvement consistently delivers professional, reliable roofing services with exceptional attention to detail and customer communication. Customers praise the knowledgeable sales team—particularly Bryan, Paul, Nick, and Dylan—for making the process stress-free and transparent, while project managers like Drake ensure work is completed on schedule with meticulous cleanup and quality craftsmanship. The company offers competitive pricing for high-quality work, with customers reporting stunning results and strong follow-through on all promises.

"True to what they say they will do!!! Budget = good price for great quality Professional= friendly respectful and informative Specific mentions- Nick and Drake!!! Carden Home Improvement knocked it out of the park! They replaced my entire roof with stunning rustic black shingles, all in ONE day! I’m beyond impressed with the speed and quality of their work. Nick was incredibly informative and courteous throughout the process, making sure I…" — Kaylamarie B.
120 W Main St
Licensed - Not confirmedInsured - Not confirmed✓ 10 yrs in business✓ Warranty Offered

+1 860-406-7294

Rising Star Roofing

4.9(287 reviews)
24/7 EmergencyOnline EstimatesOpen Weekends
AI Review Summary

Rising Star Roofing earns consistent five-star reviews for their professionalism, expertise, and exceptional customer service throughout every project phase. Customers particularly appreciate Chris and his team's ability to navigate insurance claims on behalf of homeowners, handle complex roofing issues with technical knowledge, and execute jobs efficiently—often completing major work in a single day—while maintaining meticulous attention to detail and cleanup. The crew's reliability, friendliness, and responsiveness to follow-up questions make homeowners feel confident and at ease, even during large-scale projects like full roof replacements.

"Super Impressed with Rising Star Roofing and their staff. From beginning to end was flawless. Starting with reaching out to Chris Soverns for a quote and possible insurance claim. They took care of everything including talking to my insurance on 3 way call. Once claim was approved they were in touch with me to guide me thru next steps and what was expected. His crew came over to do job 3 weeks later. Cant say enough of their profesionalism being…" — Julio S.
12 Sea Pave Rd
Licensed - Not confirmedInsured - Not confirmed✓ 19 yrs in businessWarranty - Not confirmed

+1 860-796-5668

Everlast Energy & Roofing

4.9(263 reviews)
Open Weekends
AI Review Summary

Everlast Energy and Roofing earns consistent praise for exceptional communication and professionalism throughout every project phase, with customers particularly highlighting salesman Matt's knowledge, responsiveness, and ability to explain complex processes clearly. The company delivers quality workmanship using premium materials and detailed planning—from ice dam prevention and proper ventilation to seamless coordination between roofing and solar teams—backed by thorough project management that keeps customers informed at every step. Customers appreciate the company's honest, pressure-free approach and reliable follow-through on promises, resulting in high satisfaction with both roof replacements and solar installations.

"I recently had my roof replaced by Everlast and I couldn’t be more pleased with my new roof. The roof was not in good shape and needed replacement ASAP. I was procrastinating for many reasons until I met Matt, an Everlast salesman during a survey on my neighbors house. He took the time to address my concerns about my roof and we set up an appointment to survey the roof and generate a quote. When Matt arrived at my home to survey the roof, he was…" — Scott
135 Sheldon Rd Unit H
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed✓ Warranty Offered

+1 860-362-3129

Best Way Roofing LLC

4.9(244 reviews)
Online EstimatesOpen WeekendsSpanish SpeakingMinority-Owned
AI Review Summary

BESTWAY ROOFING consistently delivers professional service from initial consultation through project completion, with customers praising consultants like Philip and Luis for their thorough explanations, responsiveness, and transparent pricing with no hidden fees. The company's skilled crews complete jobs efficiently—often in a single day—while protecting customer property and producing high-quality results at competitive rates. Customers particularly value the team's clear communication, prompt availability for inspections, and reliable follow-through on promises, making BESTWAY ROOFING a trusted choice for roof replacements and repairs.

"Had my roof fully replaced by BESTWAY ROOFING and honestly it was a great experience my consultant Philip had a great presentation and explained everything properly. Was able to answer all my questions. The day of installation the crew came over very professional cover all my plants and got to work by the end of the day roof was replaced looking great at an affordable price . If you thinking of getting your roof done hands down trust BESTWAY" — J R.
102 Wolcott Rd
Licensed - Not confirmedInsured - Not confirmed✓ 15 yrs in business✓ Warranty Offered

+1 860-855-3218

CMW Roofing & Siding

4.9(188 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

CMW Roofing and Siding earns consistent praise for their transparent communication, patient approach to educating customers about their projects, and skilled craftsmanship that consistently exceeds expectations. Customers particularly value their willingness to listen to specific needs rather than pushing unnecessary work, their efficient project completion, and thorough cleanup—with management led by David standing out for responsiveness and follow-up. The company's organized, professional crews work seamlessly together while maintaining a courteous demeanor, and their straightforward pricing with flexible options has helped customers navigate budget constraints and insurance complications.

"You just won the lottery! I interviewed 8 (!!!) self-proclaimed “siding contractors” before a golden referral to CMW, where I finally found a well-run, organized, and competent management team who listened to what I wanted for the design and function of a new product to replace the worn and damaged wood siding and gutters that covered my contemporary home, and guided me to a solution that met/exceeded my expectations. They did not try to sell…" — bkindexr
440 Main St
✓ Licensed✓ InsuredYears - Not confirmedWarranty - Not confirmed

+1 203-493-7663

Northland Roofing LLC

4.9(183 reviews)
24/7 EmergencyOnline EstimatesOpen Weekends
AI Review Summary

Northland Roofing earns consistent praise for exceptional craftsmanship, meticulous attention to detail, and genuine customer care that sets them apart in the industry. Customers consistently highlight the team's reliability—showing up on time, communicating clearly, and completing projects efficiently while maintaining clean job sites and treating properties with respect. From roofing and siding to decks and gutters, Northland combines professional expertise with personalized service that leaves homeowners confident in recommending them to friends and family.

"Northland Roofing turned a big home project into one of the best experiences a homeowner could ask for, delivering beautiful new siding and a fresh paint job with craftsmanship that really shows. From the first estimate to the final walkthrough, they treated both the house and the homeowner with respect, care, and professionalism.​ Hard work you can see Northland’s crew showed up when they said they would, worked steadily every day, and kept the…" — Anthony C.
11 Stony Hill Rd
✓ LicensedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 203-448-8793

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.