Best gutters & siding contractors in Connecticut
These are the 15 highest-scoring gutter and siding specialists in Connecticut, ranked by our methodology, which weighs rating, review volume, recency, and sentiment from real jobs. Every company here treats gutters and siding as a core part of the business rather than an occasional add-on.
Several of these companies also handle full roof replacements and appear on our best roofing contractors in Connecticut list too. This page ranks specifically on gutter and siding track record, so the order can shift from that one.
Picks are ranked by score and relevance to gutters & siding, so a lower overall score can rank higher here.
At a glance
| # | Business | Score | Rating | From | Best for |
|---|---|---|---|---|---|
| 1 | Modern Way Roofing & Siding | 94 | 5 (278) | — | Storm damage & insurance claims |
| 2 | Spinelli Exteriors llc - CT GAF roofing, windows, siding, Provia doors, and Gutters | 91 | 5 (100) | — | Historic homes & custom siding/window work |
| 3 | A1 Home Improvement | 93 | 4.9 (705) | — | Large-scale projects with dedicated project managers |
| 4 | Nu-Face Home Improvements | 93 | 4.9 (600) | — | Roofing, siding, windows & gutters bundled together |
| 5 | Carden Home Improvement | 93 | 4.9 (382) | — | Combined roofing, siding & gutter projects |
| 6 | Best Way Roofing LLC | 93 | 4.9 (259) | — | Mixed-scope jobs on older and newer homes |
| 7 | BP Builders | Roofer, Roof Replacement, Roofing Company & General Contractor | 93 | 4.9 (220) | — | Fast turnaround at competitive pricing |
| 8 | Northland Roofing LLC | 93 | 4.9 (196) | — | Straight talk & pricing well below competitors |
| 9 | Flying Colors Roofing LLC | 92 | 5 (135) | — | Complex jobs and detail-heavy siding/gutter work |
| 10 | Artisan RoofWorks | 92 | 5 (131) | — | Quick single-day gutter & roof replacement |
| 11 | Award Roofing | 91 | 5 (101) | — | Structural surprises handled on the fly |
| 12 | Turner Home Improvement Contractors, LLC | 91 | 4.8 (224) | — | Condo associations & multi-property jobs |
| 13 | Affordable Roofing | 91 | 5 (99) | — | Fast, fairly priced roofing, gutter & siding work |
| 14 | LA Barnaby & Sons | 90 | 4.9 (96) | — | Long-term relationships & warranty follow-up |
| 15 | Sensible Home Products LLC | 90 | 4.9 (101) | — | Owner-led siding, gutter & deck projects |
1. Modern Way Roofing & Siding
5 (278 reviews)score 94/100
A perfect 5.0 average across 278 reviews comes largely from how insurance claims get handled: the crew inspects storm damage, deals directly with adjusters, and keeps homeowners informed while the paperwork moves. Named installers Danny, Rick, and Joe show up on schedule and finish full roof and siding jobs in a single day, and one homeowner even received free gutters as part of an insurance settlement.
- Coaches homeowners through insurance claims from inspection to approval
- One-day roof and siding installations
- Named crew (Danny, Rick, Joe) known for punctuality and cleanup
- Free gutter installs when bundled with insurance-approved work
Watch out: One reviewer flagged a minor drip-edge gutter issue after install, though overall cleanup was still called very good.
Services: roof inspection insurance, 24 7 emergency roofing, gutter services, roof repair
2. Spinelli Exteriors llc - CT GAF roofing, windows, siding, Provia doors, and Gutters
5 (100 reviews)score 91/100
Dave and his crew routinely finish siding, gutter, and window jobs same-day or next-day with no debris left behind, even relocating landscaping to protect it during work. Pricing regularly comes in thousands below competing bids, and Dave personally handles calls from early morning through project completion, including custom work like matching window styles in an 1894 home.
- Same-day or next-day completion with zero-debris cleanup
- Pricing often thousands below competitor quotes
- Owner personally responsive from estimate through install
- Handles specialty and historic-home siding and window work
Services: roof inspection insurance, gutter services, roof repair, roof replacement installation
3. A1 Home Improvement
4.9 (705 reviews)score 93/100
With 705 reviews at a 4.9 average, this is the deepest track record on this list. Project managers Markeese Thompson and Vincent Rossi keep customers updated throughout the workday, and crews are known for finishing on schedule with thorough site cleanup across a five-county central Connecticut service area.
- Named project managers stay on-site and communicate throughout the day
- Owens Corning Platinum Preferred Contractor status
- Thorough jobsite cleanup on every job
- Over 16 years in business with high review volume
Services: roof inspection insurance, metal roofing, roof repair, roof replacement installation
4. Nu-Face Home Improvements
4.9 (600 reviews)score 93/100
Roofing, siding, windows, doors, and gutters all fall under one roof here, with crews reviewers describe as punctual and respectful even in bad weather. Office staff (Alyssa, Tina, Jen) and installers (Danny, Reggie, Edgar, Leo) get named repeatedly for professionalism, and warranty claims are honored within days rather than being stalled.
- Warranty work honored within hours to days at no extra cost
- Named installers consistently praised for professionalism and cleanup
- Zero-pressure sales consultations
- Financing available and seasonal installation discounts
Watch out: A few recent reviews mention minor issues, though office staff resolved them quickly.
Services: gutter services, roof inspection insurance, roof replacement installation, roof repair
5. Carden Home Improvement
4.9 (382 reviews)score 93/100
Technicians here, Keyan, Leo, Kyle, and Denny among them, get singled out for explaining exactly what repairs are needed rather than upselling, and for coordinating roofing, siding, and gutter work into one clean project. Reviewers describe honest pricing and tight timelines with no hidden costs.
- Named technicians build repeat trust with clients
- Transparent, honest pricing with no hidden costs
- Insurance claim coordination included
- Multiple exterior services handled in one project
Services: roof inspection insurance, gutter services, roof repair, roof replacement installation
6. Best Way Roofing LLC
4.9 (259 reviews)score 93/100
Roof, gutter, siding, and chimney work all get handled together here, with crews under Courtland, Luis, Philip P., and Cesar arriving early and finishing complete jobs before dark. Storm damage claims get managed end-to-end, and GAF Master Elite and Owens Corning Preferred credentials back up more than 15 years in business.
- GAF Master Elite and Owens Corning Preferred contractor
- Same-day completion with thorough cleanup
- Handles insurance claims from start to finish
- Reasonable, transparent pricing on mixed-scope jobs
Services: roof inspection insurance, gutter services, roof repair, roof replacement installation
7. BP Builders | Roofer, Roof Replacement, Roofing Company & General Contractor
4.9 (220 reviews)score 93/100
Calls and emails get answered within hours, and roof and siding jobs typically wrap in one to two days, undercutting competitor quotes by hundreds of dollars along the way. Reviewers point to a dedicated long-term crew that walks through every step from estimate to finish.
- Responds to calls and emails within hours
- One to two day project completion
- Pricing consistently below competing bids
- Same dedicated crew across projects
Watch out: This profile carries medium confidence relative to others on this list, so weigh it alongside the higher-volume picks above.
Services: 24 7 emergency roofing, roof replacement installation, flat roofing commercial, roof repair
8. Northland Roofing LLC
4.9 (196 reviews)score 93/100
Darren's crew keeps customers informed with real conversations rather than automated updates, and reviewers regularly report quotes landing about $8,000 below competing bids without cutting corners. Yards and gardens get the same careful treatment as the roofline, and repeat customers send along neighbors, churches, and business contacts.
- Real-person communication at every step
- Quotes often land $8k below competitor bids
- Insurance claim navigation included
- Same-day or next-day cleanup
Services: roof inspection insurance, 24 7 emergency roofing, gutter services, metal roofing
9. Flying Colors Roofing LLC
5 (135 reviews)score 92/100
With a perfect 5.0 average across 135 reviews, pitched roofs, ice dams, flashing, and gutter replacement all get the same careful treatment, led by named foremen Diego and Chris who send daily photo updates. One reviewer noted the crew stuck with a complicated roof that other contractors had walked away from.
- GAF certified with 17+ years experience
- Daily photo updates from project managers
- Thorough cleanup including magnetic nail collection
- Transparent, itemized pricing
Services: gutter services, roof replacement installation, roof repair, flat roofing commercial
10. Artisan RoofWorks
5 (131 reviews)score 92/100
Diego and Dominiyk's crew typically finish single-story roof and gutter replacements in a day or less, arriving early and explaining the work upfront. Reviewers who compared multiple quotes found this pricing among the most competitive, with no surprise costs added later.
- Same-day or one-day project completion
- Competitive pricing versus multiple quotes
- Spotless cleanup after every job
- Regular updates with photos during work
Services: flat roofing commercial, gutter services, roof inspection insurance, roof repair
11. Award Roofing
5 (101 reviews)score 91/100
A run of five-star reviews over a year and a half credits Matt, Brian, and Ed with catching and fixing structural problems like plywood rot mid-job without derailing the timeline. Estimates include permits upfront, follow-up calls happen within 24 hours, and homeowners report zero leaks after heavy rain.
- Single-day roof installation and repair
- Detailed estimates with permits included
- Handles structural surprises without delay
- Careful nail sweep and cleanup after every job
Services: roof replacement installation, 24 7 emergency roofing, gutter services, roof repair
12. Turner Home Improvement Contractors, LLC
4.8 (224 reviews)score 91/100
Crews here, George, Carlos, Stephen, Damique, Desmen, Troy, and Max among them, handle everything from condo association roof and skylight replacement to new gutters, siding repair, and wood rot remediation. Estimates run accurate and reviewers report returning for repeat work over multiple years.
- GAF Master Elite and ProVia Platinum Dealer
- Handles condo and multi-property projects at scale
- Accurate estimates with on-time completion
- Named crew leaders known for organized, clean jobsites
Services: roof repair, roof replacement installation, flat roofing commercial, gutter services
13. Affordable Roofing
5 (99 reviews)score 91/100
Kyle and his crew consistently finish roofing, gutter, and siding jobs ahead of schedule, and reviewers point to fair, responsive quotes as a standout. The team also flags issues like roof venting problems proactively during routine work rather than waiting to be asked.
- Same-day emergency quotes and repairs
- Owner directly involved on projects
- Proactively identifies and fixes underlying issues
- Consistent on-time delivery with clean jobsites
Services: roof repair, gutter services, roof replacement installation, metal roofing
14. LA Barnaby & Sons
4.9 (96 reviews)score 90/100
Family-run since 1947, this company has kept some customers coming back across 15-year stretches for roof, gutter, siding, and window work. Brian, Kiryl, and Leon install with GAF materials and transparent pricing, and warranty claims get backed by real return visits to adjust the work rather than being left to chance.
- GAF Master Elite and President's Club Award
- Warranty backed by real follow-up visits
- Transparent pricing with no upsell pressure
- Family-run since 1947 with long customer tenure
Services: metal roofing, roof replacement installation, roof repair, gutter services
15. Sensible Home Products LLC
4.9 (101 reviews)score 90/100
Jeremy attends site visits personally, pushes permits along, and will shop for doors mid-project if a homeowner changes their mind, a level of hands-on ownership that comes up often in reviews. Named crew members Victor, Alec, Vladimir, Dave, Matt, and Diego handle siding, gutters, roofing, and deck work with daily cleanup and honest disclosure when they find rot or water damage.
- Owner personally involved from estimate to completion
- Honest disclosure of hidden issues like rot or water damage
- Careful trim and picture-frame window detailing
- Daily jobsite cleanup
Services: gutter services, roof inspection insurance, roof replacement installation, roof repair
How these rankings are worked out
| Signal | Weight |
|---|---|
| Review sentiment | 28% |
| Google rating | 26% |
| Review volume | 20% |
| Profile completeness | 16% |
| Review recency | 10% |
Ranking data checked 2026-09-25 · Full methodology ›
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Guides before you choose
- Gutter installation in Connecticut: how it works and how long it takes
What a new gutter installation actually involves, from measuring to hanging, and how long the job takes for a typical Connecticut home.