

Roofing & Exterior Contractor in Middletown, NY.
Middletown is one of the largest cities we serve in the Hudson Valley. We handle everything from residential roof tear-offs and siding replacements to storm tarping, board-up and insurance documentation for property owners across the city.
Every service we offer is available in Middletown, NY
Roofing
Asphalt, metal, storm repairs
- GAF Certified Installer · 50-year material warranty
- Full tear-off, deck inspection and replacement as needed
- Architectural, designer, and standing-seam metal options
- Storm response and insurance claim assistance
Siding
Vinyl, fiber cement, wood
- Hardie ColorPlus, vinyl, engineered wood
- House-wrap + window & door re-flashing on every install
- Soffit, fascia and trim color-matched to siding
- Lifetime fade & finish warranty on Hardie ColorPlus
Gutters
Aluminum, vinyl, steel
- On-site seamless gutter machine — no joints, no leaks
- 5" and 6" aluminum in 20+ baked-on colors
- Hidden hangers, leaf guards, downspout extensions
- Free gutter cleaning on every roof we install
Chimneys
Crowns, flashing, liners, caps
- Full chimney rebuilds and tuckpointing
- Stainless step + counter-flashing, never tar patches
- Custom-fabricated chase covers and crickets
- Crown rebuilds with proper overhang and drip edge
Decks
Custom decks built to last
- Composite, PVC, cedar, pressure-treated
- Engineered footings and joist layout
- Hidden fasteners, picture-frame borders
- Permitted and inspected — done right
Railings
Aluminum, composite, wood, cable
- Aluminum, composite, wood, cable, glass panel
- Code-compliant 36" / 42" rail heights
- Hidden post anchors — no surface-mount wobble
- Custom gates and accessibility ramps
Interior Repairs
Drywall, paint, floors, insulation
- Drywall patching, finishing and texture matching
- Painting — interior, exterior, full color consult
- Hardwood and laminate repair / replacement
- Insulation and ceiling restoration after water damage
Painting
Interior, exterior, trim and stain
- Interior walls, ceilings, trim and doors
- Exterior siding, trim, shutters and porches
- Deck and railing stain / solid-color coatings
- Lead-safe prep on pre-1978 homes (RRP certified)
Roof Replacement
Tear-off, new deck, new roof
- Full tear-off down to the deck — never a roof-over
- Rotten sheathing replaced before the new roof goes on
- Architectural shingles or standing-seam metal
- Permit, dumpster and magnetic nail sweep included
Roof Repair
Leaks, missing shingles, flashing
- Leak detection from the roof and the attic
- Shingle, flashing and pipe-boot repairs
- Emergency tarping after storms
- Photo report before and after every repair
Storm Damage Repair
Wind, hail, trees, insurance
- Storm damage inspection with dated photos
- Tarping and board-up to stop further damage
- Adjuster meetings and written repair scope
- Roof, siding and gutter repairs in one visit
Roof Inspection
Condition report, photos, advice
- Roof surface, flashing, vents and gutters checked
- Attic check for leaks, ventilation and moisture
- Photo report with plain-language recommendations
- Estimated remaining life of the roof
Emergency Roof Repair
Active leaks, tarping, fast response
- Active leaks prioritized over regular work
- Tarping and temporary seals the same day when possible
- Photos of the damage for your insurance
- Permanent repair quote after the emergency
What we see in Middletown, NY
Middletown combines urban density, older housing stock and busy service routes — so we prioritize clear scheduling, clean job sites and durable materials rated for Northeast weather.
Residential roofing, siding, gutters and storm restoration
Regional hub with mixed housing ages and active rental and owner-occupied stock
Wind, hail and heavy snow events create recurring repair demand
Multifamily homes, colonials, ranches and commercial-adjacent residential
Major Orange County market roughly 15 minutes from New Windsor HQ
Recent roofing & exterior work


Stone chimney flashing installation on asphalt shingles

Roofer applying sealant to stone chimney flashing
FIVE STARS. EARNED, NOT ASKED.
Real reviews from real homeowners across our service area. We don't run promotions for testimonials — we just do the work right.
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Middletown, NY specific questions
More questions? Call (845) 234-9871 or request an estimate — we don't believe in pressure sales.
Do you work with landlords and property managers in Middletown?
Do you replace roofs on two-family homes in Middletown?
Do you repair roofs on rental properties in Middletown?
Can you side my rental property while tenants live there?
Serving Middletown, NY from New Windsor
Our crews drive out of 77 Lawrence Ave, New Windsor, NY 12553 for every job in Middletown, NY. Free on-site estimates Monday–Saturday, 7 AM–5 PM, plus a 24/7 storm line.
READY WHEN YOU ARE. SAME-DAY QUOTES AVAILABLE.
Tell us about your roof, your storm damage, your siding job — anything. We'll come out, inspect, and put a written estimate in your hand. No pressure, no games.