Professionally repainted home exterior, fresh paint protecting siding, trim, and curb appeal

Exterior Painting in Oregon City and Gresham

Your Exterior Painting Project, From Consultation to Completion

From the wooded lots around Boring and Sandy at the foot of Mount Hood to the established streets of Gresham and Fairview, exterior paint in the Portland metro takes a beating from damp, moss, and months of rain.

Project manager performing a free exterior painting walkthrough and substrate inspection
1

Inspection & Estimate. We inspect your home's exterior siding, trim, fascia, and eaves, identify wood rot or surface damage, discuss exterior paint color options, and provide a detailed estimate.

Professional painter spraying a fresh exterior finish coat on residential siding after thorough prep
2

Prep & Paint. Our exterior painting crew power-washes, scrapes, caulks gaps, primes bare surfaces, and applies premium UV-resistant exterior coatings built for Oregon City - Gresham's intense sun and climate.

Homeowner reviewing freshly painted home exterior at the final project walkthrough
3

Final Inspection & Clean-Up. We inspect all painted exterior surfaces together, touch up any areas that need attention, and leave your Oregon City - Gresham property spotless with boosted curb appeal.

Number of Territories

400+

Number of Paint Jobs

20,000+

5-Star Reviews

10,000+

Honest Reviews from Real Homeowners

"I highly recommend this company! From start to finish, they exceeded all expectations. Every day they showed up before s…"

Margo Phelan

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"That 1 Painter did a great job painting the brick on our house. Totally recommend using their service."

Molly Wright

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"That 1 Painter was easy to work with, had good prices and did an exceptional job painting the brick on my house. Mr Jame…"

D. LaPlante

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"Working with Jason and the crew is always a breeze. Whether he is explaining the process or walking you through the job,…"

Chris

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"Great, friendly and reliable service! The painters all worked very hard and did a great job! We are very happy with how…"

Louise P

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"Getting our house painted by That 1 Painter was a very pleasant experience. They were clean, careful, conscientious, and…"

Lisa P

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"Working with Jason was a pleasure. He was prompt, professional, and friendly. We felt no pressure after his initial quot…"

Calvin Stark

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"Extremely thorough and professional from start to finish. Jason and his team are unbelievable and our stucco house and t…"

Abby Jones

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What Exterior Painting Costs in Oregon City and Gresham (2026)

152%

Average pre-sale ROI

HomeLight, 2023

5%

Maximum home value increase

Consumer Reports

7%

More that high curb-appeal homes sell for

NAR

Exterior Painting Portfolio Gallery

Painted brick and stone exterior home in Oregon City - Gresham, OR
Crew member spray painting exterior siding in Oregon City - Gresham
Professional painter spraying exterior soffits and trim
Large two-story painted brick home with dark trim in Oregon City - Gresham
Painted brick backyard exterior with balcony and patio

Trusted Paint Partners

Sherwin-Williams
Benjamin Moore
Behr
PPG
Romabio

Exterior Painting Across Oregon City and Gresham

An exterior repaint across the east Portland metro is a moss, mildew, and moisture job. Homes across Oregon City, Gresham, Happy Valley, Sandy, and Boring take months of steady rain, cool damp nights, and heavy fir-canopy tannin drop that lifts any coating with weak prep. Crews build the schedule around dew point, surface temperature, and the multi-day forecast so primer and finish coats cure the way the manufacturer specs. Our field notes on long-lasting exterior paint apply directly across Clackamas County.

Most of the housing stock repainted here is painted-wood siding, cedar shingle, HardiePlank, and stucco on newer Happy Valley and West Linn builds. Foothill cabins across Sandy, Boring, and Brightwood along the Mt. Hood corridor take heavier moss loads and are washed and treated before any coat goes on. Crews cut, spot-prime, and seal every window and penetration before topcoat, and rot-prone bottom courses from splash and canopy drip are cut back and rebuilt where needed. A full pressure wash is scoped as day one.

Color trends across Happy Valley, Lake Oswego, and West Linn have leaned into warm whites, sandy greiges, and deep charcoal, sage, or navy trim. Historic Oregon City above the Falls carries more traditional palettes with heavier trim contrast. Real drawdowns are staged in full sun and full shade on the actual elevation before final color is locked.

Painter applying a clean finish near a window to represent That 1 Painter's 3-year workmanship warranty

Our 3-Year Warranty

Your peace of mind, at the top of mind with our three-year transferable warranty. Covers the painting job, even if you sell the house.

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Exterior Painting FAQs in Oregon City and Gresham

Our damp, shaded climate in places like Corbett and Eagle Creek is hard on exteriors, so we clean and treat moss, mildew, and mossy north-facing walls before any paint goes on. Skipping that prep is why coatings fail early here, so we never do.

Our drier window from late spring through early fall is ideal for exterior work in Sandy, Beavercreek, and the Boring foothills. We watch the forecast closely and schedule prep and coats around dry stretches so the finish cures properly and lasts.

Housing stock across the east Portland metro ranges from painted-wood clapboard on old-town Oregon City Craftsman bungalows and downtown Gresham historic homes, to cedar shingle on hillside West Linn and Lake Oswego contemporaries, T-111 on 1980s Gresham and Sandy builds, and Hardie on newer Happy Valley and Beaverton subdivisions. Our crews caulk siding seams, spot-prime bare or chalking areas, and address failing wood before topcoat. Coverage is quoted per elevation at the free in-home estimate.

The reliable exterior window runs roughly July through September across the east Portland metro, working around the wet shoulder seasons and fall rain systems. Our crews stage prep during drier stretches and follow the multi-day forecast across Oregon City, Gresham, and Happy Valley homes. The schedule is confirmed at the free in-home estimate.

Long wet winters feed moss and mildew on shaded north elevations across Happy Valley, West Linn, and Lake Oswego, and Cascade foothill rain keeps siding damp for weeks at a time in Sandy, Boring, and Brightwood. A flexible 100% acrylic with a mildew inhibitor built into the film holds cleaner and longer than a bargain product. Every exterior scope carries our 3-year transferable warranty.

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