Top-rated painters.

Get matched with top painters in Winchester, MA

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Painters in Winchester

Avatar for Erivan Da Silva Painting
Erivan Da Silva Painting
4.8(
68
)

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1997

Free estimates

Warranties offered

"Erivan and his team were super responsive and responsible and great to work with. They did really high quality work for us, and I loved the result. They have been painting for years, and were referred to me from a friend who had them paint his historic Somerville home with many details. The team was always on time, and they were great problem solvers when things inevitably came up (we ran out of paint, for example). I was also impressed that they painted all the trim perfectly without painters tape :) Their work included doing some light spackling of wall cracks, and removal of shades before they started. Finally, they were super fast!"
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 by96%of homeowners
Avatar for High Definition Painting Inc
High Definition Painting Inc
4.9(
86
)

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2010

Free estimates

Credit card accepted

"High Definition Painted the entire interior of my home 12 plus rooms. My Wife and I are extremely happy with the results. We also had High Definition paint the exterior of my home several years ago and were very happy with the results. Would highly recommend this Company and will call them for future painting jobs."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+32

Response time8 hrs
Response rate91%
1 neighbors recently requested a quote
Kennedy Painting
5.0(
108
)

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1990

Free estimates

Emergency services offered

"Brian and his team were great. Not only did they do a great job painting, but Brian had us leave all furniture in place and his team moved it to paint and moved it back in place before we got home. Extremely helpful for those of us that don't have time to be rearranging furniture morning and night. They also assisted determining where some stains were coming from by removing drywall and replacing it, in an awkward area of the ceiling. They repaired and looked like new. Highly recommend Brian and his team."
Response time1 day
Response rate92%
1 neighbors recently requested a quote
Avatar for Supreme Painters Inc
Supreme Painters Inc
4.9(
116
)

Serving Winchester, MA and surrounding areas

Approved

In business since 2007

Free estimates

Emergency services offered

"Supreme Painting did an awesome job and in less time than originally estimated. They were also easy to communicate with, professional, and responsive. I would hire them again in the future."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+52

Response time2 days
Recommended by97%of homeowners
Avatar for North Shore Painting
North Shore Painting
4.8(
59
)

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
2 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Pontes Painting, Inc.
Pontes Painting, Inc.
4.9(
100
)

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2014

Free estimates

Emergency services offered

"Pontes Painting recently painted the exterior of my home. Rafael and his crew did an amazing job and exceeded my expectations. I am so pleased with my new house color and appreciated Rafael's suggestions. The entire crew was very polite and professional and always on time. I would absolutely use them for any future painting projects"
Left side
Peabody
Peabody
Peabody
Peabody

+10

Response time10 hrs
Response rate100%
24 neighbors recently requested a quote
Avatar for Target Painting & Contracting Inc
Target Painting & Contracting Inc
4.9(
97
)

Serving Winchester, MA and surrounding areas

Approved

In business since 2009

Free estimates

Warranties offered

"Perfect. This was not a typical job. Normally painters paint flat surfaces. This job was to paint (stain) 62 6-sided boards installed as a pergola. I tried to do it myself but only did 4 boards before I gave up and called Target Painting. (Another company refused the job.) Gene was great, as well as all the crew. At one point, one of the painters went up on the roof to monitor the progress and inspect the hard-to-reach places. Everything was great, including the cleanup."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+92

2 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for ARCH PAINTING
ARCH PAINTING
4.4(
160
)

Serving Winchester, MA and surrounding areas

Approved

In business since 1997

Free estimates

Warranties offered

"Work was performed exactly as discussed and agreed to (match existing paint colors) at estimated cost. Start was delayed at our request due to high heat and humidity, with no complaints. Work was further delayed through no fault of Arch Painting due to continuous wet weather. Once a good weather window finally occurred, the work was performed quickly with no impact on us. We were totally satisfied with the quality of the work and the finished product."
BEFORE
AFTER
Before
After
Before

+17

Response time12 hrs
6 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for Ortiz solutions
Ortiz solutions
5.0(
14
)

Serving Winchester, MA and surrounding areas

Approved

In business since 2000

Free estimates

Customers say: True professional

"They were very professional. They showed up when they said they would. The front and back stairs look fantastic. They even painted the sides of the back exterior stairs which wasn’t included in estimate. Would definitely use them again!"
Ortiz Solutions
Ortiz Solutions
Ortiz Solutions
Additional Photos
Additional Photos

+52

Response time1 day
Response rate100%
Recommended by85%of homeowners
...
Showing 1-10 of 1688

FAQs for painting projects in Winchester, MA

You’ll need 1 gallon of paint per 350 square feet of coverage. Typical amounts per room size:

  • Small room (200-400 sq. ft.): 1 gallon.

  • Medium-sized (400-800 sq. ft.): 2-4 gallons.

  • Large (800-1,200 sq. ft.): 5-gallons or more.

Painters usually make $20 per hour on average or about $40,000 per year. Independent contractors might pocket a little more. However, they must charge for overhead, such as vehicles, equipment, insurance, marketing and association dues.

Specialty painting, like murals and trompe l’oeil, costs $40 to $50 per hour. Paint might range between $75 to $90. The professional’s skill and experience are also determining factors. While a freelance artist might charge $25 to $30 an hour, a very skilled professional might charge $80 or more. Some might also charge $60 or more for a consultation.

Trompe l'oeil creates a realistic image or optical illusion in three dimensions. Murals are composed on a wall of any size. These two projects vary in price, with a trompe l'oeil typically costing more because of its complexity. Both are considered specialty projects.

The Winchester, MA homeowners’ guide to painting services

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