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Gutters & Siding in Connecticut

Gutters & Siding in Milford

A guide to Milford's 21 gutter and siding contractors: what the work involves, what separates a solid job from a callback, and how to compare pros.

Gutters and siding get lumped together because the same crews usually handle both, and because both jobs are about one thing: keeping water away from your house. Gutters catch roof runoff and route it through downspouts to a spot where it won't pool against your foundation or soak your siding. Siding is the skin that protects the sheathing and framing underneath from that same water, plus wind and sun. When either one fails, the other usually takes the damage with it, which is why Milford homeowners tend to shop for these two services together.

We've collected 21 businesses in Milford that install, repair, or replace gutters and siding, covering seamless aluminum gutters, gutter guards, vinyl and fiber cement siding, and the fascia and soffit work that ties into a roof's edge. Some outfits specialize in one material, others run both crews. Pricing, warranty terms, and how a company handles slope and drainage calculations vary a lot, so it pays to get more than one estimate before you sign anything.

Our scores weigh licensing and insurance, how a company handles warranty claims, review patterns over time, and whether the work matches local code for things like downspout placement and siding fastening in coastal wind zones. See the full breakdown of how we score contractors on the methodology page, or skip straight to our ranked guide to Milford's best gutter services to see how these 21 companies stack up against each other.

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All gutters & siding in Milford, ranked by score and relevance

We found 21 businesses offering gutters & siding in Milford; 11 met the criteria for the scored directory. The order weighs each business's overall score by how much of its reviewed work is gutters & siding, so a lower-scored specialist can rank above a higher-scored generalist.

A Plus Exterior LLC
#1
90

A Plus Exterior LLC

4.9(158)✓ Google-verified

A Plus Exterior earns consistent five-star praise for roof replacement, gutter work, and emergency repairs. Crews show up quickly, communicate clearly on-site, and leave no debris behind. Alex, the owner, quotes same-day and follows up after jobs finish. Their hallmark is thorough cleanup: magnetic sweeps for nails, tarps, and elevated lift equipment to contain shingles. They're honest about what actually needs fixing, which saves money. One minor note: early-stage communication before arrival sometimes needs improvement.

Metal RoofingRoof Inspection & Insurance ClaimsRoof Replacement & Installation
Cooper Modifications
#2
87

Cooper Modifications

5.0(38)✓ Google-verifiedPublishes prices

Over years of repeat work, customers experience consistently professional delivery. Staff like John Daley, Anthony Alvarado, and Matt Miller communicate daily with photos, show up on schedule, and finish to high standards. Quality materials and meticulous detail around windows and corners set the work apart; crews clean up thoroughly each day. Pricing meets budgets without surprise fees, and the team flexes around customer schedules. Projects span roofs, siding, decks, and interior renovations across residential and commercial scopes. Storm and wind damage repairs, roof replacements, and full remodels all earned five-star feedback. The company's 30-plus years combined experience and GAF and James Hardie certifications back the technical depth reviewers praised.

Flat & Commercial RoofingMetal RoofingRoof Repair
PRC Builders
#3
85

PRC Builders

5.0(25)✓ Google-verified

All 25 Google reviews are five-star. Customers praise Pat's quick response: same-day emergency repairs, two-day roof replacements, fair pricing without upselling, and spotless cleanup. Professional communication and courteous crews mark every job.

Gutters & SidingRoof RepairRoof Replacement & Installation
Bay Restorations, Roofing Milford
#4
84

Bay Restorations, Roofing Milford

4.9(43)✓ Google-verified

Bay Restorations earned high marks for roofing and siding work that holds up over time. Crews show up when promised, finish efficiently, clean as they go, and leave no debris. Jessie and his team communicate clearly throughout projects and handle both residential and commercial jobs. One customer was stood up for an estimate, a sharp contrast to the overwhelming consistency elsewhere. The business handles metal, flat, and traditional roofing, gutters, and siding installations. Multiple reviewers praised results years after completion with no leaks or issues. Homeowners and contractors both point to dependable execution and professionalism that matches their A+ BBB rating and bonded status.

Metal RoofingGutters & SidingRoof Replacement & Installation
Berkeley Exteriors
#5
78

Berkeley Exteriors

4.8(45)✓ Google-verified

Most customers experience straightforward, professional projects delivered on time and under budget. Chris and Anthony lead crews that stay clean, explain their work, and adjust quotes fairly. One long-standing complaint from 20 years ago flags unresolved window trim and warranty issues under previous leadership, but recent work consistently draws praise for quality materials and care. The family runs a Milford-based operation serving Fairfield and New Haven counties since 1992. Roofing projects frequently mention 50-year warranties and structural fixes handled with transparency. Gutter and siding work pairs well with roof installations. Insurance claims coordination appears reliable, and the team works around client schedules.

Metal RoofingRoof Inspection & Insurance ClaimsRoof Replacement & Installation

Let us match you with gutters & siding in Milford

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A Plus Exterior LLC
#6
72 low data

A Plus Exterior LLC

5.0(11)✓ Google-verified

Five-star reviews consistently praise A Plus Exterior's responsiveness, competitive pricing, and quality siding and roofing work. Reviewers note skilled workmanship, insurance coordination, and attention to customer needs.

Gutters & SidingRoof RepairRoof Replacement & Installation
Rick's Roofing And Siding
#7
67 low data

Rick's Roofing And Siding

4.5(13)✓ Google-verified

Rick's delivers strong execution on major roof and siding projects, with responsive scheduling and fair quotes that beat competitors. Recent communication gaps on smaller work and one long-standing quality complaint temper an otherwise solid track record in the Milford area.

Gutters & SidingRoof RepairMetal Roofing
Seal-Tite Products Inc
#8
66 low data

Seal-Tite Products Inc

5.0(6)✓ Google-verified

All six reviews are five-star. A decade-long client managing 36 historic roofs in Black Rock credits Seal-Tite with consistent maintenance and yearly consultation on roof conditions. Kim's metalwork and welding draw specific praise. Honest service and quick responses underscore the feedback.

Flat & Commercial RoofingMetal RoofingRoof Inspection & Insurance Claims
Advanced Building Solutions
#9
64 low data

Advanced Building Solutions

5.0(15)✓ Google-verified

Fifteen five-star reviews consistently praise on-time work, quality craftsmanship, and fair pricing. Reviews document kitchen and bathroom remodeling rather than roofing and gutter services. Evidence for those categories is limited.

Roof RepairRoof Replacement & InstallationGutters & Siding
Sears Heating and Air Conditioning
#10
30 low data

Sears Heating and Air Conditioning

No rating yet✓ Google-verified

No customer reviews available. Their website lists HVAC services (air conditioning, furnace, heat pump repair), not roofing or gutter work. Review evidence is limited.

Roof Replacement & InstallationRoof RepairGutters & Siding
T.kovalik remodeling
#11
26 low data

T.kovalik remodeling

No rating yet✓ Google-verified

Not enough recent reviews yet to synthesise a reliable sentiment read for this business.

Roof Replacement & InstallationRoof RepairGutters & Siding

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Common questions about gutters & siding

How much does gutter replacement cost in Milford?
Seamless aluminum gutters typically run somewhere in the range of $6 to $12 per linear foot installed, depending on gutter size, downspout count, and whether the old gutters need to be torn off first. A full house replacement often lands in the low thousands. Gutter guards add extra cost per foot but cut down on cleaning.
How often do gutters need to be cleaned or replaced?
Most homes need gutters cleaned at least twice a year, spring and fall, more often if you're under heavy tree cover. Aluminum gutters themselves usually last 20 years or more if they're properly sloped and not damaged by ice or ladders, but seams and end caps can fail sooner and need periodic resealing or patching.
What should I expect during a siding job?
A proper siding job starts with removing the old material, checking the sheathing underneath for rot or water damage, and repairing anything soft before new siding goes up. Expect house wrap or building paper under new siding, and flashing detail around windows and doors. A rushed crew that skips the sheathing inspection is a red flag.
How can I tell if a gutter or siding contractor did good work?
Gutters should be pitched slightly toward the downspouts (roughly a quarter inch of drop per 10 feet) so water doesn't sit and freeze. Hangers should be spaced closely enough that the gutter doesn't sag under a full load of water. For siding, check that panels are fastened loosely enough to expand and contract with temperature, seams are staggered, and corner and trim pieces are tight with no visible gaps.

Last updated 2026-09-25