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Willoughby

Painting Downtown Willoughby: Century Homes, Storefronts, and Original Trim

September 25, 2026 · 6 min read

Willoughby is two towns in one paint schedule: the century homes off Ridge Road with plaster walls and real crown molding, and the storefronts around the historic Downtown that have carried commercial cornices and display windows since before the town had a stoplight. Both reward the same thing — careful prep and original detail kept, not covered. Here is how we approach each, and what each part costs.

The century homes: trim is the job

Downtown Willoughby homeowners tend to care about the details other buyers do not notice: original casings, crown molding that has never been stripped to bare wood, built-ins with their factory-tight joints still intact. Decades of repaints can bury that detail under soft, rounded edges. We sand trim back to a crisp profile before any new coat goes on, so the molding reads like molding again instead of a lump under paint.

  • Soffit, fascia, and trim runs, scraped, primed, two coats: $150 per linear foot in two colors, $125 in one
  • Storm door refinished: $300
  • Interior trim and crown molding priced per room from the walkthrough — the same care, indoors

Original wood windows on the older streets

Homes near Downtown and along the older stretches of Ridge Road often still carry their original wood double-hung sash. Sound paint is a repaint; paint lifting off the sash or glazing cracked at the corners is restoration, and either way the storms come off the house for their own pass.

  • Repaint window, one color: $75; two colors: $150
  • Restored window, sash and trim — scrape to sound wood, sand, re-glaze, prime, two brushed coats: $506
  • Storm window or screen refinished off the house: $75 per piece
  • Complete restored unit, sash plus three storm pieces: $731

Storefronts: brushed cornices, protected glass

Downtown storefront work is its own discipline. Cornices and window surrounds get brushed, not sprayed, so the edge against the brick and against the glass stays clean. Display windows and signage are fully masked before anything opens, and we schedule around business hours so a shop does not lose a Saturday to wet paint. Storefront trim prices the same way as house trim, by the linear foot, with masonry cleaning and any masonry coating quoted separately after a look at the substrate.

Siding on the newer streets

Away from Downtown, Willoughby is mostly aluminum and vinyl-sided colonials and capes from the 1960s onward — standard-tier work unless the paint has failed to bare wood.

  • Standard siding, wash-prep-two coats: $281 per 100 square feet
  • Wood siding full restoration, bare-wood tier: $2,700 per 100 square feet
  • Whole-house pressure wash, first on every job: $1,500 flat

Get your number

Whether it is a century home off Ridge Road or a storefront on the square, count your trim in feet and your windows by condition, and the instant estimator on this site runs the same prices above. Send photos to 440-382-5701 and most Willoughby estimates are back within 24 hours.

More guides on the Cavelli Painting blog, or explore our services and service areas.

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