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Find Exterior home or structure paint or stainers in Winchester

Avatar for Pontes Painting, Inc.
Pontes Painting, Inc.
5.0(
89
)

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2014

Free estimates

Emergency services offered

"Rafael and his team did an awesome job painting the interior of my home. Rafael was very patient and explained the job in detail, his crew was very pleasant and hardworking. My home looks beautiful and look forward to engaging them again in spring for the exterior painting of my home. Thank you Pontes Painting!"
Left side
Peabody
Peabody
Peabody
Peabody

+10

Response time10 hrs
Response rate100%
13 neighbors recently requested a quote
Kennedy Painting
5.0(
98
)

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1990

Free estimates

Emergency services offered

"Brian and his team, led by Anthony, did an excellent job in repainting my house. I have an older home with cedar shingles that are probably just as old as the house. One side of the house was so bad I considered residing that side or possibly the whole house. The end result was far better than I expected. The pride that the team put into the work they did was noticeable. They stressed the details from prep to finish which led to a very professional result. Brian was incredibly responsive and flexible throughout the process. I highly recommend Kennedy Painting."
Response time1 day
Response rate92%
1 neighbors recently requested a quote
Avatar for North Shore Painting
North Shore Painting
4.9(
56
)

Serving Winchester, MA and surrounding areas

Approved

In business since 1990

Free estimates

Warranties offered

"My crew from NSP was amazing. Professional, courteous, kind and on point to get the task done. Large 2 story colonial with addition and ovs garage. I believe it took total of 5 days because of early weather in October 22. No paint chips on ground, very conscious of my shrubs and gardens, you would not even know they were painting. I HIGHLY RECOMMEND this outstanding company and would not hesitate to have them paint my home again. The price was very fair, the warranty good but most of all they always stayed in touch to let me know what was going to happen etc. My team, Frank, Benjamin and Valerio were amazing. Peter the owner and coordinator did a great job. Thank you again. My neighbors stopped to tell me how great my home looks and asked for the name of the painters for them in springtime. Thats says much about Northshore Painting. Great job, great professionalism, great job. VCM Billerica Ma"
Before
After
Exterior
Stairs
Dining Room

+5

Response time2 days
3 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Target Painting & Contracting Inc
Target Painting & Contracting Inc
4.9(
84
)

Serving Winchester, MA and surrounding areas

Approved

In business since 2009

Free estimates

Warranties offered

"I can't say enough about how great our experience with Target Painting was. They were professional, courteous and on time. They did an excellent job painting the exterior of our house with attention to detail. Once completed, they did a walk through around the house with us to make sure nothing was missed and that we were totally satisfied. They really cared about the work and made sure we were happy with the job. We would highly recommend Target for any painting projects. We will definitely use them again for any interior painting we may need done."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+92

2 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Urbano Painting, Inc.
Urbano Painting, Inc.
4.9(
19
)

Serving Winchester, MA and surrounding areas

Approved

In business since 1990

Free estimates

Warranties offered

"Urbano painted our 20000 sq ft building and did an excellent job. They repaired any siding that needed to be repaired, repaired some window trim and some concrete stairs leading into the building. They have excellent customer support and did more than was asked of them. If they saw something that needed to be done they took it upon themselves to do it. Excellent work and enjoyed working with them. True professionals."
painting
painting
painting
painting
painting

+24

Response time4 hrs
Response rate89%
Recommended by100%of homeowners
Avatar for Honeydo4you Contractor
Honeydo4you Contractor
5.0(
35
)

Serving Winchester, MA and surrounding areas

Approved

In business since 2013

Free estimates

Emergency services offered

"Mauri and his team were great from start to finish. So good in fact I re-hired him for a 2nd job. He painted 6 rooms in my house after an addition/renovation and I hired him again 6 months later to paint the outside of my house.  Inside of the house was all brand new items: trim, doors, walls, etc. For the outside, in addition to painting I wanted rotting wood replaced, porch railings fixed and new gutters. House now looks top notch, both inside and out. Any big project will cost money if you want it done right, and I feel Mauri's pricing is the middle ground price you expect, which gives great value to the job you receive in return. More importantly, both Mauri and his team are nice and really do care about doing a good job, which is a unique bonus you dont find too often. Would hire again!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+58

Response time2 days
Recommended by100%of homeowners
Avatar for Erivan Da Silva Painting
Erivan Da Silva Painting
4.9(
64
)

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1997

Free estimates

Warranties offered

"This is the third time I hired Erivan to paint. Exterior or interior—he is exceptional. Working with just one other person, Erivan always arrives on time, cleans up the space at the end of the day, and does outstanding work. Communication is easy, and I am never disappointed with the results. Highly recommend."
Painting - Exterior Project
Painting - Interior Project
Painting - Interior Project
Painting - Interior Project
Painting - Interior Project

+846

Response time10 hrs
1 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for Fresh Coat Painters of Andover
Fresh Coat Painters of Andover
4.9(
61
)

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2017

Free estimates

Warranties offered

"They did a fantastic job painting our kitchen cabinets white. I had a contractor come in a few weeks later for an estimate on a different project and he couldnâ t believe our cabinets were painted.He was shocked and kept touching them and opening them up. He said that it was one of the best cabinet paint jobs that he had seen. They also put new holes in the cabinets so we could have handles instead of knobs which I am very happy with. Our kitchen looks brand new. Looks like we replaced our cabinets without having to pay the ridiculous price of new kitchen cabinets. Glad we went with painting instead of replacing or refacing. Got the same look for less. They patched a bunch of holes in our walls and painted our daughters room which came out great too! You will be lucky if you get Oscar on your projectâ ¦ he takes pride in his work and pays attention to detail which is hard to come by these days. He is a hard worker.. Works the whole time that he is in your house. The owner also came over and helped out Oscar. Both are great guys! Donâ t hesitate to book them for your next projectâ ¦ We are very happy with the work they did and it was all done at a reasonable price and we had our kitchen back in less than a week."
After
After
Before
Luxury apartment
Before

+22

Response time5 hrs
Response rate95%
3 neighbors recently requested a quote
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FAQs for exterior home or structure paint or stain projects in Winchester, MA

Painting vinyl siding is a budget-friendly way to revive curb appeal without paying for new panels. As long as the boards aren’t warped, cracked, or leaking, a coat of high-quality acrylic paint can buy you another five to 10 years before replacement. 

Stick to lighter shades so the siding doesn’t soak up excess heat, and prep the surface well for the paint to bond. If you’re seeing rot or moisture damage, skip the paint and plan for new siding instead.

High-quality acrylic paint is recommended for vinyl siding. Acrylic paint adheres firmly to vinyl surfaces and resists peeling and fading, providing a sleek and long-lasting finish. Ensure the siding is thoroughly cleaned and prepared for optimal results. Your exterior painting pro has the expertise to properly prepare your siding’s surface to ensure proper adhesion.

Priming is not required if the vinyl siding remains in good condition and is properly cleaned. However, if the original color is severely faded or the panels have become porous, priming becomes essential. Priming provides a smooth, even base that improves paint adhesion and enhances durability, ensuring the acrylic finish adheres properly and lasts longer.

A paint sprayer is the quickest, most consistent way to coat vinyl siding. The fine mist reaches grooves a roller can miss and lays down an even layer in a fraction of the time. You’ll still need a brush for tight corners, but a sprayer slashes labor hours and reduces lap marks. 

If you’re renting equipment, ask the supplier for a tip size made for exterior acrylics so the paint atomizes correctly and sticks to the siding.

Painted vinyl siding lasts between five and 10 years. The durability depends on the quality of the surface preparation and the local climate conditions. When the siding is thoroughly cleaned and prepped, and high-quality acrylic paint is used, the finish endures longer. In hotter regions, the lifespan may be closer to five years, while cooler climates help extend it.

The Winchester, MA homeowners’ guide to exterior home or structure paint or stains

From average costs to expert advice, get all the answers you need to get your job done.