Best gutters & siding contractors in Connecticut

★★★★★5 (276 reviews)score 94/100

Modern Way posts the top composite score on this list, backed by a perfect 5.0 average across 276 reviews with zero recent complaints about workmanship or hidden costs. Gutter work often rides along with roof jobs at no extra charge, and named staff like Rick and Danny stay in touch from estimate to cleanup.

• Handles the full insurance claim process for homeowners
• Gutter work often bundled with roof jobs at no extra cost
• Named staff stay available throughout the project
• Crews leave jobsites clean with minimal trace

Watch out: One reviewer mentioned a wait on warranty paperwork after installation.

Services: roof inspection insurance, roof repair, gutter services

★★★★★5 (99 reviews)score 91/100

Owner Dave has run this GAF-certified operation for 20+ years, and reviewers repeatedly cite quotes running well below competing bids alongside spotless jobsite cleanup. The crew has handled tricky work like historic-home installs and a 19-window retrofit without losing that same-day pace.

• GAF-certified roofing and siding contractor
• Quotes often run half of competing bids
• Same-day completion on most projects
• Crew removes all nails and debris before leaving

Services: gutter services, roof repair, roof inspection insurance

★★★★★5 (132 reviews)score 93/100

Flying Colors covers gutters, siding, and full roof replacements with a team that photographs progress and sweeps sites with magnets before leaving. Named project managers Chris and Diego get singled out for explaining options without upselling, and the crew has a track record with tougher jobs like ice dams and custom skylights.

• GAF certified with 17+ years of experience
• Transparent, itemized pricing on every quote
• Named project managers stay on-site through the job
• Handles ice dams and other complex conditions

Services: gutter services

★★★★★4.9 (361 reviews)score 93/100

With 361 reviews, Carden has the largest track record on this list, and nearly all jobs wrap in a single day with crews that leave the property cleaner than they found it. Staff like Keyan Yopp and project manager Matt get named repeatedly for walking homeowners through each step without pressure.

• Most jobs completed in a single day
• Thorough site cleanup after every project
• Named staff consistently praised across reviews
• Financing available starting at $149/month

Watch out: Recent reviews center heavily on roof replacements, so gutter- and siding-specific feedback is thinner than for some peers.

Services: roof inspection insurance, gutter services

★★★★★4.9 (192 reviews)score 93/100

Northland handles siding alongside roofing and storm repair, and reviewers describe crews that show up on schedule and clean up completely. One customer added extra work mid-project after being impressed, and another credited the team with smoothing an insurance claim.

• On-time arrival with thorough cleanup
• Insurance claim navigation support
• Handles complex, multi-service projects smoothly
• Crew known for detail-focused finish work

Services: roof inspection insurance, 24 7 emergency roofing, flat roofing commercial, roof replacement installation

★★★★★4.9 (220 reviews)score 93/100

BP Builders answers calls and emails within hours and typically wraps jobs in one to two days, with reviewers noting pricing that comes in hundreds less than competitors. This pick carries a medium-confidence rating rather than high, so it's worth reading a few reviews directly before booking.

• Responds to inquiries within hours
• Jobs typically finish in one to two days
• Pricing undercuts competitors by hundreds
• Same crew tends to stay on a job start to finish

Services: roof repair, 24 7 emergency roofing, roof inspection insurance, metal roofing

★★★★★5 (129 reviews)score 92/100

Every one of Artisan's 129 reviews lands at five stars, with gutter installation named as a core service alongside roof replacement. Owner Diego personally manages communication while Dominik's crew clears debris the same day work finishes.

• Most jobs completed in a single day
• Consistently the best price among competing quotes
• Zero debris left after projects
• Owner personally manages client communication

Watch out: Coverage centers on eight towns around East Hampton, so confirm they reach your address.

Services: flat roofing commercial, roof inspection insurance, gutter services

★★★★★4.8 (223 reviews)score 91/100

Turner's 223 reviews cover gutters, roofing, siding, and windows, with named crew like Stephen and Desmen earning repeat praise for skill and courtesy. The team has handled multi-unit work for a condo association and a farm community on schedule, and one client returned after seven years for a second project.

• Named crew consistency across projects
• Project managers walk clients through options without pressure
• Proven on multi-unit jobs like condos and farms
• Handles wood rot and water damage alongside gutters and siding

Services: flat roofing commercial, roof repair, gutter services

★★★★★5 (99 reviews)score 91/100

Matt's crew diagnoses issues like structural rot and ice dams on the spot, then delivers transparent bids with permits included and no pressure to upsell. Full replacements, including gutter work, often finish in a single day with a magnetic sweep for stray nails.

• One-day replacements even with structural surprises
• Transparent pricing with no hidden costs
• On-site structural diagnostics
• Magnetic cleanup sweeps after the job

Services: roof replacement installation, 24 7 emergency roofing, flat roofing commercial, roof repair

★★★★★4.9 (191 reviews)score 88/100

CMW pairs siding with roofing and gutters under owner-led crews with assigned roles, and reviewers mention daily photo updates and straightforward pricing. The company holds GAF and Owens Corning credentials and serves eight counties, though its completeness sub-score trails the top of this list slightly.

• Owner-led crews with fast, organized execution
• Daily photo updates during the project
• Thorough site cleanup and attention to detail
• GAF and Owens Corning credentials across 8 counties

Services: gutter services, roof inspection insurance, flat roofing commercial, roof replacement installation

★★★★★5 (90 reviews)score 91/100

Kyle's crew handles roofing, siding, and gutters around Ridgefield and Danbury, with reviewers noting jobs that finish faster than expected and fair pricing against competing quotes. With 90 reviews, the sample is a bit smaller than some names above it, but 99% land at five stars.

• Fast turnaround, often ahead of schedule
• Owner Kyle communicates directly and promptly
• Fair pricing against multiple quotes
• Flags and repairs venting or structural issues found mid-job

Watch out: One negative review offers no detail, an outlier against an otherwise five-star pattern.

Services: flat roofing commercial, roof replacement installation, roof repair, gutter services

★★★★★4.9 (690 reviews)score 90/100

A1 has the largest review base on this list at 690, with named project managers like Markeese Thompson keeping clients in the loop and an Owens Corning Platinum Preferred credential behind the siding work. Most projects run smoothly, though the sentiment sub-score sits lower than peers due to one serious complaint.

• Owens Corning Platinum Preferred Contractor
• Named project managers stay communicative throughout
• Handles insurance claim negotiation
• Covers storm and hail damage repair

Watch out: One reviewer reported asbestos-containing siding debris left on their property and no response to a follow-up email about it.

Services: metal roofing, roof inspection insurance, roof repair, gutter services

★★★★★4.9 (95 reviews)score 90/100

Jeremy's team is known for a signature picture-frame trim style on siding and windows, with daily photo updates and honest options at different budget levels. Reviewers describe a crew that addresses discoveries like rot or water damage with solutions on the spot rather than upselling.

• Signature picture-frame trim style on siding and windows
• Handles large exterior renovations start to finish
• Owner prioritizes transparency at every budget level
• Crew addresses unexpected damage professionally on-site

Watch out: Review base is smaller (95) than several names above it, though the rating holds at 4.9.

Services: gutter services

★★★★★4.9 (95 reviews)score 90/100

Family-owned since 1947, this GAF Master Elite and CertainTeed 5-Star Green certified crew brings 15+ years of documented reliability on roofing, siding, gutters, and trim. Reviewers consistently mention daily debris cleanup and follow-up visits when repairs need a second look.

• Family-owned since 1947
• GAF Master Elite and CertainTeed 5-Star Green certified
• Daily cleanup and debris removal included
• Follows through on promised timelines

Services: flat roofing commercial, metal roofing, roof replacement installation, roof repair

★★★★★4.9 (93 reviews)score 89/100

Owners Justin and Estefania run a detail-focused team known for free, thorough inspections and honest advice on what actually needs fixing versus what doesn't. This pick carries medium confidence with a smaller review count (93) than most others on the list, so it's worth a closer look before committing to a large job.

• On-schedule completion with clean final results
• Fair pricing with honest upfront consultation
• Free thorough roof and gutter inspections
• Owners directly available to customers

Services: roof inspection insurance, gutter services