Get matched with top exterior painters in Winchester, MA
There are 44 highly-rated local exterior painters.
Need a pro for your exterior painting project in Winchester, MA?
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TRUSTED BY WINCHESTER, MA HOMEOWNERS
4.6 Average homeowner rating
235 Verified exterior painting services reviews
Verified Reviews for Exterior Painting pros in Winchester, MA
*The Angi rating for Exterior Painting companies in Winchester, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Exterior Painting needs.
*The HomeAdvisor rating for Exterior Painting companies in Winchester, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Exterior Painting needs.
Last update on November 11, 2025
Find Exterior painters in Winchester
JK Painting Service Corp.
JK Painting Service Corp.
Customers say: Quick response
42 local quotes requested
14 years of experience
JK Painting is a residential contracting company providing quality home painting in Waltham, MA and surrounding areas. We would love to help make your home painting project a reality. Our knowledge, professionalism and experience allow us to meet our clients needs on every project. We pride ourselves on the quality of our workmanship and our prompt professionalism -- our customers come back to us time and time again! We provide unparalleled service.
"JK Painting was prompt, timely, and professional. Well done repair, and painting."
Hamilton G on August 2020
JK Painting is a residential contracting company providing quality home painting in Waltham, MA and surrounding areas. We would love to help make your home painting project a reality. Our knowledge, professionalism and experience allow us to meet our clients needs on every project. We pride ourselves on the quality of our workmanship and our prompt professionalism -- our customers come back to us time and time again! We provide unparalleled service.
"JK Painting was prompt, timely, and professional. Well done repair, and painting."
Hamilton G on August 2020
Affordable Painting
Affordable Painting
Customers say: Terrific value
27 local quotes requested
26 years of experience
Affordable Painting has over 40 years of experience painting and servicing Massachusetts and New Hampshire. e service many of the towns & cities located in the Greater Boston and Central New Hampshire area.
"Mark did an exceptional job on our interior project. He is a hard worker, is there when he said he would be there, very professional, and reasonably priced. We would absolutely hire him again."
Robert D on March 2024
Affordable Painting has over 40 years of experience painting and servicing Massachusetts and New Hampshire. e service many of the towns & cities located in the Greater Boston and Central New Hampshire area.
"Mark did an exceptional job on our interior project. He is a hard worker, is there when he said he would be there, very professional, and reasonably priced. We would absolutely hire him again."
Robert D on March 2024
High Definition Painting Inc
High Definition Painting Inc
Customers say: Quality work
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
50 local quotes requested
We are a commercial painting business that provides the best quality painting to keep your business looking fresh. As a business painting company, we can help you give your business the look you have always desired. We are experts in local commercial & house painting, providing both interior & exterior painting at competitive pricing.
"This is the second time that I’ve used High Definition painting - Fernando and his team did an incredible job painting the third floor of my home and outside shutters. The finished product looks incredible and the team is wonderful. Highly recommend."
Kristi C on October 2025
We are a commercial painting business that provides the best quality painting to keep your business looking fresh. As a business painting company, we can help you give your business the look you have always desired. We are experts in local commercial & house painting, providing both interior & exterior painting at competitive pricing.
"This is the second time that I’ve used High Definition painting - Fernando and his team did an incredible job painting the third floor of my home and outside shutters. The finished product looks incredible and the team is wonderful. Highly recommend."
Kristi C on October 2025
North Shore Painting
North Shore Painting
Customers say: True professional
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
98 local quotes requested
When you need the best painting the area has to offer, turn to us and our 25+ years of experience, as well as our high retention rate with many satisfied customers. Whether you want to build your dream home or you need home improvements, we've got you covered!
"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"
Virginia M on December 2022
When you need the best painting the area has to offer, turn to us and our 25+ years of experience, as well as our high retention rate with many satisfied customers. Whether you want to build your dream home or you need home improvements, we've got you covered!
"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"
Virginia M on December 2022
Suetam Painting and Finishes
Suetam Painting and Finishes
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
47 local quotes requested
“With nearly 100 five-star Google reviews, we’ve been proudly serving homeowners since 2018. Specializing in premium interior painting and cabinet refinishing, we deliver exceptional quality and craftsmanship you can trust.”
"Fabulous! The entire job was done in 1 day. I would recommend Suetam very highly."
Dan C on January 2025
“With nearly 100 five-star Google reviews, we’ve been proudly serving homeowners since 2018. Specializing in premium interior painting and cabinet refinishing, we deliver exceptional quality and craftsmanship you can trust.”
"Fabulous! The entire job was done in 1 day. I would recommend Suetam very highly."
Dan C on January 2025
Vallen Pro Painters
Vallen Pro Painters
Customers say: Quick response
26 local quotes requested
10 years of experience
Vallen Pro Painters brings high quality, timely delivery, and competitive rates to its clients. Having many years of experience, Vallen Pro Painters ensures high quality service using the best equipment in the market, premium products, materials and trained staff. Customers satisfaction is our top priority- and Vallen Pro Painters is sure to deliver."
"Diego and his crew did an absolutely fabulous job. He checked in regularly with us before starting the job, painted sample colors on our shingles for us to see them in place and power washed the house before starting painting. They took meticulous care, caulking, sanding weathered shingles and repairing a rotted window sill. The price was very reasonable. Diego is outstandingly gracious and personable. We couldn't be happier with the job. We've worked with many contractors over the years we've had our old house, and this was the most favorable experience yet. We highly highly recommend Vallen Pro Painters!"
Tavia M on June 2022
Vallen Pro Painters brings high quality, timely delivery, and competitive rates to its clients. Having many years of experience, Vallen Pro Painters ensures high quality service using the best equipment in the market, premium products, materials and trained staff. Customers satisfaction is our top priority- and Vallen Pro Painters is sure to deliver."
"Diego and his crew did an absolutely fabulous job. He checked in regularly with us before starting the job, painted sample colors on our shingles for us to see them in place and power washed the house before starting painting. They took meticulous care, caulking, sanding weathered shingles and repairing a rotted window sill. The price was very reasonable. Diego is outstandingly gracious and personable. We couldn't be happier with the job. We've worked with many contractors over the years we've had our old house, and this was the most favorable experience yet. We highly highly recommend Vallen Pro Painters!"
Tavia M on June 2022
Urbano Painting, Inc.
Urbano Painting, Inc.
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
35 years of experience
Urbano Painting offers over 28 years of industry experience and will provide you with an unmatched level of experience and commitment to your home improvement project. We have earned a solid reputation for a variety of residential home improvement and repair projects to include painting, cabinetry, decks and more. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building long-term relationships with our clients and guarantee your satisfaction! Give us a call today or visit our website below, and let's get started.
"Hired them to paint the interior of my home. Very attentive and courteous team. Excellent communication and updates about their progress. Iâ m happy with their work and would recommend Urbano Painting to others."
Christina A on May 2024
Urbano Painting offers over 28 years of industry experience and will provide you with an unmatched level of experience and commitment to your home improvement project. We have earned a solid reputation for a variety of residential home improvement and repair projects to include painting, cabinetry, decks and more. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building long-term relationships with our clients and guarantee your satisfaction! Give us a call today or visit our website below, and let's get started.
"Hired them to paint the interior of my home. Very attentive and courteous team. Excellent communication and updates about their progress. Iâ m happy with their work and would recommend Urbano Painting to others."
Christina A on May 2024
ARCH PAINTING
ARCH PAINTING
Customers say: Super punctual
412 local quotes requested
28 years of experience
About Arch Painting® Arch Painting is the nation’s leading commercial paint contractor. Founded by Joe Giacalone in 1997, Arch Painting provides unparalleled painting services that transform spaces from ordinary to extraordinary. Customer service, attention to detail, mastery of technique, and uncompromising commitment to quality are the foundation of each job and partnership served. Learn more at www.archpainting.com. About Paintzen® Paintzen is an Arch Painting Company. Powered by Zenify and backed by three decades of experience from Arch Painting, Paintzen is transforming the residential paint experience, combining high quality service and convenient technology for better, faster results. Using Zenify technology to price, book and manage interior or exterior residential painting projects, Paintzen streamlines the process. With Paintzen you can price and book a paint project in as little as 5 minutes and have a paint crew on location in as few as 5 days. Learn more at www.paintzen.com.
"Start to finish, excellent service and value delivered. Crew & team were extremely professional, great communicators, always went the extra step to ensure the project was done exactly as it was requested. We moved into a new office space and originally just wanted some touch-ups, they transformed the space into something we didn't think was possible, all while meeting our tight deadlines. Wouldn't look anywhere else for any future commercial or residential work to be done."
Guillaume B on February 2025
About Arch Painting® Arch Painting is the nation’s leading commercial paint contractor. Founded by Joe Giacalone in 1997, Arch Painting provides unparalleled painting services that transform spaces from ordinary to extraordinary. Customer service, attention to detail, mastery of technique, and uncompromising commitment to quality are the foundation of each job and partnership served. Learn more at www.archpainting.com. About Paintzen® Paintzen is an Arch Painting Company. Powered by Zenify and backed by three decades of experience from Arch Painting, Paintzen is transforming the residential paint experience, combining high quality service and convenient technology for better, faster results. Using Zenify technology to price, book and manage interior or exterior residential painting projects, Paintzen streamlines the process. With Paintzen you can price and book a paint project in as little as 5 minutes and have a paint crew on location in as few as 5 days. Learn more at www.paintzen.com.
"Start to finish, excellent service and value delivered. Crew & team were extremely professional, great communicators, always went the extra step to ensure the project was done exactly as it was requested. We moved into a new office space and originally just wanted some touch-ups, they transformed the space into something we didn't think was possible, all while meeting our tight deadlines. Wouldn't look anywhere else for any future commercial or residential work to be done."
Guillaume B on February 2025
North Shore Building Services
North Shore Building Services
Customers say: True professional
Recommended by 93% of Angi customers
Recommended by 93% of HomeAdvisor customers
19 local quotes requested
Welcome to North Building Services. We take pride in our outstanding record of quality workmanship and dependable service. Our excellent reputation and long list of satisfied clients attest to our superior craftsmanship, attention to detail, clear communication, honesty and integrity. We are fully licensed and insured. Just take a look at our client references and reviews. You will also get many years of experience and exceptional service when you choose us for your painting project. Give Peter a call today! *NOW ACCEPTING CREDIT CARDS!*
"Nice job they did."
Lajos B on October 2025
Welcome to North Building Services. We take pride in our outstanding record of quality workmanship and dependable service. Our excellent reputation and long list of satisfied clients attest to our superior craftsmanship, attention to detail, clear communication, honesty and integrity. We are fully licensed and insured. Just take a look at our client references and reviews. You will also get many years of experience and exceptional service when you choose us for your painting project. Give Peter a call today! *NOW ACCEPTING CREDIT CARDS!*
"Nice job they did."
Lajos B on October 2025
Lighthouse Painting
Lighthouse Painting
Customers say: Quick response
528 local quotes requested
8 years of experience
With over 40+ years of combined experience throughout our team, Lighthouse Painting is ready to paint your vision! With over 1500+ completed projects, we strive towards providing unparalleled customer service - and it starts with communication. Our staff is prompt, courteous, and are ready to provide you with quality results on your painting project every step of the way. Call or message us today to schedule your complimentary estimate!
"Very professional. job completed per contract specifications. Workers completed tasks with a pleasant “can do”attitude. Maintained a clean work area during the work. Would hire again"
Paul G on June 2025
With over 40+ years of combined experience throughout our team, Lighthouse Painting is ready to paint your vision! With over 1500+ completed projects, we strive towards providing unparalleled customer service - and it starts with communication. Our staff is prompt, courteous, and are ready to provide you with quality results on your painting project every step of the way. Call or message us today to schedule your complimentary estimate!
"Very professional. job completed per contract specifications. Workers completed tasks with a pleasant “can do”attitude. Maintained a clean work area during the work. Would hire again"
Paul G on June 2025
Exterior Painting questions, answered by experts
The Winchester, MA homeowners’ guide to exterior painting services
From average costs to expert advice, get all the answers you need to get your job done.
The average cost to paint shutters is $350, depending on the size, number of shutters, and labor. Read this guide to learn more about shutter costs.
The cost of materials and labor all factor into your overall brick staining cost, but what other factors impact the bottom line? Our guide covers this and more.
The cost to paint a stucco house depends on its size, the type of paint used, and any required repairs. This guide will help you budget for the painting project.
Stain protects your wood and enhances its natural beauty. Learn how long it takes for stains to dry based on your project, the type of stain, and the weather.
How much stain do I need for my deck? It’s one of the most important parts of any deck revival project. Here’s how to calculate what you need.
Can brick be stained? With proper preparation, you can stain your home’s brick and give it a major refresh. Here’s what to know about this beautification project.
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What do you need done? We’ll find top pros.
- 🌱 "Mow a small front yard"
- 🛠 "Fix a leaking pipe under the sink"
- 🏠 "Repair shingles on an asphalt roof"