Exterior house painting on a clapboard home in Raymond, Maine

Exterior House Painting in Raymond, ME Protect your home from Maine winters.

Paint that actually holds through a hard Maine winter, so you're not redoing the same clapboard next spring.

★★★★★ 5.0 on Google20+ years painting experienceTrusted local Maine crewFully insured
A gray clapboard duplex with crisp white trim and new entry stairs, bare trees and snow still on the ground

Maine weather finds every shortcut.

Paint over peeling clapboard and it lifts again by spring. Skip the back of the house where nobody looks and that's where the rot starts. I see it on wood-sided homes all over Raymond and Greater Portland: our summer painting window is short and the weather is hard on a finish, so the prep is the whole job. A cheap exterior looks fine in September and tired by the next thaw. I work the other way: my crew and I never paint over rot or peeling paint, we prep the clapboard, cedar shake, trim, and doors for salt air, UV, and freeze-thaw, and I write every estimate myself after I look at the actual house.

Your home treated with respect, guaranteed.

Your house is the biggest thing you own and the first thing anyone sees. A bad exterior job is expensive to look at and expensive to redo.

I run Nappi's Painting out of Raymond, Maine, with a trusted crew of local Maine painters I hire and train myself. No out-of-state hires, no rotating subs. I'm direct contact on every project and on site through the job.

I don't swap crews.

I'm on site with my trusted local Maine crew.

No surprise invoices.

The quote is the price you pay.

No ghosting.

If it fails in the first year, I fix it.

A gray-sided cape with white trim, black windows and an attached garage, finished and clear of equipment

Your simple path to a finished exterior.

  1. Get an estimate

    I walk the whole house, every side, and find the prep that matters. Then I write the estimate myself, in my own words. Not a template. Not ChatGPT.

  2. We do the work

    Scrape, sand, prime the bare spots, caulk the gaps, then paint. We don't paint over peeling paint.

  3. Final walkthrough

    We walk the house together. If anything needs another pass, it gets one before I call it done.

Wood siding, Maine weather.

Coastal homes around Casco Bay and Cape Elizabeth take salt air and hard UV on the south-facing walls. Inland around Raymond and Windham it's the freeze-thaw that lifts a finish off bare wood. I work wood surfaces, clapboard, cedar shake, trim, and doors, and prep each for what that side of the house actually takes. I don't paint vinyl, because a wood finish done right is a different job than spraying siding.

Here's a cedar-sided addition we finished. Drag the handle to see the same wall before and after.

The gable end of a cedar-sided addition in bare, unfinished blond wood, ladders leaning against the wall
The same gable end after staining, the cedar now a deep chocolate brown against the evening sky
Before After

What Raymond and Greater Portland are saying.

Reviews from across the work I've done. Service-specific reviews coming as past customers share their stories.

“Best painter in Maine. Did a great job on my exterior. Highly recommend.”
5
Conor Whiting

Google Review · 3 months ago

“Very high quality work. The attention to details and cleanliness of the jobsite is the best of the best.”
5
William Hadlock

Google Review · a year ago

“Sam's work is second to none. I never hesitate to recommend him to my family and friends. His attention to detail and ability to envision a project for your home is without equal.”
5
Bartley Foley

Google Review · 2 years ago

“Reliable service always on time. Easy to work with. Very professional. Was very pleased with the work.”
5
Michelle Bell

Google Review · 4 years ago

Swipe for more
A dark-stained wood cottage with red shutters, fresh deck boards and trimmed shrubs, the finish new and the trim crisp

An exterior that protects the house, not just covers it.

Bad exterior paint isn't just looks. Once water gets behind a failing finish you're paying for wood, not paint, and the repair costs more than the repaint would have.

Done right, a fresh exterior seals the house against another Maine winter and gives you a home you're proud to pull up to. You stop thinking about it, which is the whole point.

Exterior is one piece of it. See all of my residential painting services, or everything Nappi's offers across Greater Portland.

Questions about exterior painting

How much does it cost to paint the exterior of a house in the Portland, Maine area?

Exterior painting cost in the Greater Portland area depends on home size, surface condition, how much prep and trim work is involved, and the paint we use. I write every estimate myself after walking the property in Raymond, Portland, Falmouth, or wherever you are. No software-generated quotes, no surprise upcharges.

When is the best time of year to paint a house exterior in Maine?

In Maine the realistic exterior painting window runs from mid-May through October. I avoid painting when temperatures drop below 50 degrees, when surfaces are damp, or during August's worst humidity stretches. Late spring and early fall tend to give the best cure. If you want a slot during the busy stretch, reaching out early in the year is the safest bet, since the calendar fills up fast.

How often should I repaint the exterior of my house in Maine?

In Maine's climate, most wood-sided homes need a full exterior repaint every 5 to 7 years. Coastal homes in South Portland, Cape Elizabeth, or near Portland can run on the shorter end because salt air and sun are tough on paint. Quality prep, two coats, and minor touch-ups along the way stretch that timeline. If you're seeing peeling, fading on the south side, or chalking, you're due.

Do you paint vinyl siding?

No, I stick to wood exteriors: clapboard, cedar shake, trim, doors, soffits, and fascia. Vinyl can technically be painted, but it voids most siding warranties, has to be a lighter color than the original to avoid warping, and rarely holds up the way a wood paint job does. If your home is vinyl, I'm honest about it and can point you toward someone who specializes in that work.

Ready to give the house a fresh coat?

If you're tired of exterior paint that fails by the next thaw, Nappi's Painting is the right call. Let's talk about your house.