(203) 271-2926 CT HIC #0565252 · Licensed & Insured · In Business Since 1986
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Vinyl Siding Contractor in New Haven County, CT

Durable, low-maintenance vinyl siding in styles and colors that dramatically lift the curb appeal and energy efficiency of your home.

★ 4.9 Stars · [OWNER] Google Reviews
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OC Owens Corning Preferred
CT CT Licensed & Insured · HIC #0565252

The Problem, in Plain English

Painting your home's exterior every 4 to 6 years is an expensive, unending chore. In Connecticut, humid summers, salt air near Long Island Sound, and harsh freezing winters cause paint to blister, peel, and crack. Old wood clapboards and cedar shingles eventually rot, split, and invite termites or moisture into your exterior walls.

Drafty older walls also bleed heated air during winter and air conditioning during summer, driving up your energy bills. Damaged or faded siding drags down your home's appraisal and leaves your property looking weathered.

Kelley Roofing installs modern, heavy-gauge vinyl siding systems with integrated thermal insulation and breathable housewrap. You get the authentic beauty of natural wood grain with zero scraping, painting, or caulking for decades.

Warning Signs Your Home Needs Siding Replacement

Cracked, warped, or brittle siding panels aged vinyl or dried wood clapboards allowing rain to seep into structural wall sheathing
Exhausting 4-to-6 year painting and scraping cycles expensive, never-ending maintenance on older peeling cedar or aluminum siding
Drafty exterior walls and elevated heating bills missing thermal break and degraded insulation bleeding winter warmth outdoors
Mildew, rot, or insect intrusion behind window casings water penetrating behind trim boards due to outdated flashing details
The Kelley Honest Recommendation: We strip down to the substrate, replace rotted sheathing, apply continuous vapor barrier housewrap, and install premium insulated vinyl siding with custom aluminum coil window trim.
Vinyl Siding before Kelley service Vinyl Siding completed by Kelley Roofing
[OWNER PHOTO] Complete exterior transformation in Cheshire, CT High-performance insulated vinyl siding with custom aluminum trim wrapping. Cheshire, CT · Est. 1986

Our Proven Process

No subcontractors, no guesswork. Every project follows our 40-year quality standard from initial inspection to final cleanup.

01

Comprehensive Exterior Wall Inspection

We evaluate existing sheathing, test for moisture or wood rot, and measure all window, door, and corner trim details.

02

Vapor Barrier & Insulation Backing

We install high-performance water-resistant housewrap and rigid foam thermal backing to eliminate wall drafts and seal thermal breaks.

03

Precision Panel Hanging & Expansion Locking

Panels are hung with expansion clearances so vinyl can expand and contract smoothly across CT seasons without buckling or warping.

04

Custom Aluminum Trim & Soffit Finishing

We custom-bend heavy-duty aluminum coil around window casings, eaves, and fascia for a maintenance-free, polished exterior envelope.

Why Cheshire & New Haven County Choose Kelley

With dozens of temporary exterior crews popping up after every storm, here is what 40 years of continuous local ownership delivers:

40 Years of Exterior Craftsmanship

Operating continuously in Cheshire since 1986. We understand how Connecticut coastal humidity and freeze-thaw cycles affect exterior wall envelopes.

  • Over 40 years of continuous New Haven County service
  • Oldest licensed exterior company in Cheshire
  • CT Home Improvement Contractor HIC #0565252

Complete Thermal Insulation Envelope

We wrap your home in breathable weather-resistant housewrap and rigid foam thermal backing to eliminate drafts, reduce outside noise, and lower heating costs.

  • Continuous thermal barrier stops wall drafts
  • Contoured foam backing resists impact and dents
  • Significant savings on winter heating and summer AC

Custom Window & Fascia Trim Details

Our master installers custom-bend heavy-duty aluminum coil around every window casing, corner post, and eave soffit for a completely maintenance-free exterior.

  • Zero scraping or painting ever required
  • Rated for 130 mph coastal hurricane winds
  • Deep selection of architectural colors and profiles
Connecticut Building Envelope Standards

Engineered for Coastal Humidity, Nor'easters & Thermal Efficiency

Connecticut winters bring harsh freezing winds while summers bring coastal humidity. Our vinyl siding systems are engineered for lasting New England curb appeal:

130 MPH Wind Ratings

Double-thick nail hem locking system engineered to withstand coastal nor'easters without unclicking.

Contoured Foam Thermal Barrier

Adds continuous insulation across framing studs, cutting heating loss through exterior walls.

CT Code Moisture Drainage

Breathable weather-resistant housewrap prevents trapped condensation and protects wall framing.

Get Your Free Vinyl Siding Quote

Tell us a little about your home. We will reach out within one business day with honest answers and a complimentary digital inspection. Need immediate help? Give our local Cheshire office a direct call.

Direct Cheshire Line (203) 271-2926
CT HIC #0565252 · Licensed & Insured · Zero Sales Pressure

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Frequently Asked Questions About Vinyl Siding

Straightforward answers to the most common questions Connecticut homeowners ask us.

High-quality, heavy-gauge vinyl siding lasts 30 to 50 years or more. Unlike wood, it will never rot, peel, chip, or require repainting.

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Yes. Insulated siding adds a continuous blanket of rigid foam over exterior wall studs, eliminating 'thermal bridging' where heat escapes through wood framing. It also makes the panels significantly more impact-resistant against hail and stray baseballs.

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Yes. If a section was melted by a grill, cracked by flying debris, or damaged in a storm, individual panels can be replaced without re-siding the entire home, provided matching colors are available.

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Traditional clapboard (double 4-inch or double 5-inch) and Dutch lap are classic New England favorites. In recent years, rich architectural tones like deep pewter gray, navy blue, and forest green with crisp white trim have become extremely popular.

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Ready for a Worry-Free Vinyl Siding?

Schedule your free, zero-pressure inspection. We will measure, inspect your exterior, photograph any problem areas, and give you an exact, honest quote.

Call (203) 271-2926

Direct assistance from our Cheshire team

Licensed & Insured · CT HIC #0565252
40 Years in Business (Est. 1986)
BBB A+ Rating · Verified Active
Owens Corning Preferred Contractor

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No high pressure. Accurate pricing and dependable answers.

Licensed & Insured · CT HIC #0565252 · 40 Years · A+ BBB
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