10-year guarantee on every exterior paint job · See why 5.0 on Google · (781) 933-0469
Free estimate

House Painter in Chestnut Hill, MA

Colonial Revival, Tudor and shingle-style homes in Chestnut Hill, restored and painted by hand. We do not spray.

Your Chestnut Hill Painting Contractor

Chestnut Hill spans parts of Newton, Brookline and Boston, and it is known for large older homes: Colonial Revivals, Tudors, shingle-style houses and estates on winding streets near the reservoir. These are houses where detailed trim, original windows and fine woodwork deserve real restoration, not a quick coat.

We remove failing paint, repair and prime original wood, and repaint by hand, inside and out. Joe Stanley is EPA Lead-Safe certified, so older homes with lead paint are scraped and sanded following the EPA's lead-safe work practices.

House exterior painted by Stanley Painting in the Greater Boston area

Recent Stanley Painting Projects

See the full project gallery →
Historic 1846 house on Sunset Road in Winchester, restored by Stanley PaintingParish House at Saint John's Episcopal Church after restorationSt. Mary Roman Catholic Church exterior restoration by Stanley Painting

Painting Services in Chestnut Hill

01House PaintingExteriors washed, scraped, sanded, primed and caulked by hand. Never sprayed.Yellow house repainted by Stanley Painting, ten years later02Residential PaintingInteriors, exteriors, woodwork and drywall for homes of every age.Stained wood ceiling finished by Stanley Painting03Commercial PaintingStorefronts, restaurants, offices, hotels and medical facilities.Retail storefront in Salem, NH, painted by Stanley Painting04Historic Home Exterior RestorationPeriod homes and churches restored to their original character.Historic 1846 house on Sunset Road in Winchester, restored by Stanley Painting05Painting ContractorOne owner-run crew for the whole job, from walkthrough to cleanup.House exterior painted by Stanley Painting in the Greater Boston area
All painting services →

How We Paint a House, in Five Steps

Why prep matters →
  1. 1

    Wash

    The whole exterior is washed so primer and paint can bond to a clean surface.

  2. 2

    Scrape and Sand

    Loose and failing paint comes off, using orbital sanders where needed. Nothing gets buried underneath.

  3. 3

    Prime

    A good oil-based primer seals bare and weathered wood.

  4. 4

    Fill and Caulk

    Open seams and imperfections are filled and caulked so moisture can't get behind the paint.

  5. 5

    Finish

    Premium paint, applied by hand. Then a 10-year guarantee.

Also Serving Near Chestnut Hill

We paint homes and businesses across Greater Boston, the North Shore, the South Shore and MetroWest.

See all service areas →

Rated 5.0 on Google

5.0 Google rating
Read them on GoogleLeave a review
5 out of 5 stars
Stanley Painting just painted our house, and we're so happy with both the experience and the outcome. Joe is friendly, knowledgeable, and responsive, and the work was done quickly and thoroughly. Strongly recommended!!
Jesse KrollGoogle review
5 out of 5 stars
Stanley painting did a great job at our brownstone in the back bay with a range of interior and exterior painting jobs - including bedrooms, window trim/sashes/casings, railings, and stairs. The team was professional, courteous and reliable and delivered on a high quality of workmanship. All of the owners were extremely happy. We highly recommend the team and will be using them again on the next project.
Craig FairfieldGoogle review
5 out of 5 stars
My husband and I couldn’t be happier with the outstanding paint job provided by Stanley Painting for our older home. From the initial contact with Joe, who responded in a timely manner throughout the entire process, to the amazing crew he had do the work. This was an older house, so we needed some TLC which they provided. They were a wonderful team who really paid attention to details, helped us make decisions and were all a pleasure to work with. We highly recommend this company.
AnneGoogle review
5 out of 5 stars
They did a great job in my bathroom and bedroom. The painter was fast, but precise and very helpful and friendly!
Sara DaceyGoogle review
5 out of 5 stars
Joe and his crew are the best around! Not only they paint to perfection but they were also neat and clean. I would use their services again!
louisa burnsGoogle review

Read all reviews →

Ready for Paint That Lasts?

Joe will walk the job with you, explain the prep it needs and give you a clear price.

Get a free estimateCall (781) 933-0469

Frequently Asked Questions

Straight answers about how Joe and his crew work.

Still have a question?

Joe is happy to talk it through.

Call (781) 933-0469or send a message →
Do you work in all parts of Chestnut Hill?

Yes. We paint homes in the Newton, Brookline and Boston sides of Chestnut Hill.

Do you paint interiors as well as exteriors?

Yes. Walls, ceilings, trim and woodwork, with protection for floors and furniture and cleanup at the end of each day.

Are estimates free in Chestnut Hill?

Yes. Call 781-933-0469 or send the estimate form, and Joe will set up a free walkthrough and estimate at your Chestnut Hill home or business.

Call (781) 933-0469Free estimate