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    Average homeowner rating
  • Verified reviews icon493
    Verified painting services reviews

Find Painters in Winchester

Avatar for Crystal General Contracting

Crystal General Contracting

123 Lynn Fells Pkwy
4.91(
99
)
Approved Pro

Crystal General Contracting

123 Lynn Fells Pkwy
4.91(
99
)
Approved Pro
Customers say: Quality work
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
70 local quotes requested

**SPRING IS HERE AND WE'RE EXCITED TO CONNECT WITH YOU ABOUT YOUR EXTERIOR PAINTING PROJECT!!**We have been serving clients since 2008 with a full range of high-quality exterior and interior painting services with our team of highly trained and dedicated house painters. Our goal is to deliver top-notch quality and a unique customer service experience in business and home owners. Crystal Painting will offer you a free, personalized quote tailored to the individual needs of your project. We provide a broad range of commercial and residential painting services as well as plastering, carpentry, and wallpaper removal.

"I contacted Crystal General Contracting to repaint my house on short notice as I was preparing to put it on the market. Leonardo was extremely flexible in fitting my project into his schedule and exceeded my expectations. He and his team completed the work on time with great professionalism, and even took care of some light carpentry along the way. I will definitely be reaching out to them again for future projects in my new home."

Robin D on September 2025

**SPRING IS HERE AND WE'RE EXCITED TO CONNECT WITH YOU ABOUT YOUR EXTERIOR PAINTING PROJECT!!**We have been serving clients since 2008 with a full range of high-quality exterior and interior painting services with our team of highly trained and dedicated house painters. Our goal is to deliver top-notch quality and a unique customer service experience in business and home owners. Crystal Painting will offer you a free, personalized quote tailored to the individual needs of your project. We provide a broad range of commercial and residential painting services as well as plastering, carpentry, and wallpaper removal.

"I contacted Crystal General Contracting to repaint my house on short notice as I was preparing to put it on the market. Leonardo was extremely flexible in fitting my project into his schedule and exceeded my expectations. He and his team completed the work on time with great professionalism, and even took care of some light carpentry along the way. I will definitely be reaching out to them again for future projects in my new home."

Robin D on September 2025


JK Painting Service Corp.

12 Tudor St
5.00(
16
)
Approved Pro

JK Painting Service Corp.

12 Tudor St
5.00(
16
)
Approved Pro
Customers say: Quick response
19 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


"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


"Owner promised job would be done well and in a timely manner, and it was!"

JOANNE D on July 2023

Painting Interior and Exterior, Tile, Kitchen and bathroom remodels and more. I am a general contractor striving to provide quality work at a fair price. I have great references and will give you a free quote. Call me for more info 5082944541

"Owner promised job would be done well and in a timely manner, and it was!"

JOANNE D on July 2023


Lighthouse Painting

300 BRICKSTONE SQ
4.79(
14
)
Approved Pro

Lighthouse Painting

300 BRICKSTONE SQ
4.79(
14
)
Approved Pro
Customers say: Quick response
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
534 local quotes requested

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


Avatar for Chilins Painting & Remodeling

Chilins Painting & Remodeling

604 Bay Dr
4.85(
27
)
Approved Pro

Chilins Painting & Remodeling

604 Bay Dr
4.85(
27
)
Approved Pro
Customers say: Quality work
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
77 local quotes requested

Family run business who are ready to start helping owners create the home they have always wanted! We have over 25 years of experience! We get our jobs done as quickly and as efficiently as possible at a reasonable price! Perfection is what we strive for at all times! Our clients satisfaction is what keeps us going throughout our profession. We use the best of the best painting materials along with the best painting brand " Benjamin Moore". Our company is based out of Northborough & Marlborough Massachusetts but we service all of Massachusetts.

"Chillins Painting & Remodeling – A Total Disaster of a Company If I could give zero stars, I would. Hiring Chillins Painting & Remodeling was an absolute nightmare from start to finish. This company has no business calling themselves professionals. The paint job they rushed through started peeling within days — not months, not weeks, days. Their siding work was just as bad: they dumped the old siding all over our lawn, killed most of our grass, and then acted like it wasn’t their responsibility. We had to beg them to come back just to clean up their own mess. When it came time to actually finish the job, they offered one ridiculous excuse after another — locked keys, injuries, “other jobs” they chose to prioritize instead of ours. Finally, when the owner begrudgingly returned, he tried to shake us down for more money before doing the work we already paid for. That second attempt was just as careless and pathetic as the first, with peeling paint, visible damage to our siding, and yet another pile of unused materials they dumped on our property for us to pay to remove. Chillins Painting & Remodeling is everything you hope to avoid when hiring a contractor: sloppy, dishonest, condescending, and utterly incompetent. They cut corners at every step, treat their customers with disdain, and leave your property in worse condition than when they started. This company is a scam dressed up as a contractor. If you care about your home, your money, or your sanity, stay far, far away from Chillins Painting & Remodeling. They are a complete embarrassment to their trade."

Robert M on October 2025

Family run business who are ready to start helping owners create the home they have always wanted! We have over 25 years of experience! We get our jobs done as quickly and as efficiently as possible at a reasonable price! Perfection is what we strive for at all times! Our clients satisfaction is what keeps us going throughout our profession. We use the best of the best painting materials along with the best painting brand " Benjamin Moore". Our company is based out of Northborough & Marlborough Massachusetts but we service all of Massachusetts.

"Chillins Painting & Remodeling – A Total Disaster of a Company If I could give zero stars, I would. Hiring Chillins Painting & Remodeling was an absolute nightmare from start to finish. This company has no business calling themselves professionals. The paint job they rushed through started peeling within days — not months, not weeks, days. Their siding work was just as bad: they dumped the old siding all over our lawn, killed most of our grass, and then acted like it wasn’t their responsibility. We had to beg them to come back just to clean up their own mess. When it came time to actually finish the job, they offered one ridiculous excuse after another — locked keys, injuries, “other jobs” they chose to prioritize instead of ours. Finally, when the owner begrudgingly returned, he tried to shake us down for more money before doing the work we already paid for. That second attempt was just as careless and pathetic as the first, with peeling paint, visible damage to our siding, and yet another pile of unused materials they dumped on our property for us to pay to remove. Chillins Painting & Remodeling is everything you hope to avoid when hiring a contractor: sloppy, dishonest, condescending, and utterly incompetent. They cut corners at every step, treat their customers with disdain, and leave your property in worse condition than when they started. This company is a scam dressed up as a contractor. If you care about your home, your money, or your sanity, stay far, far away from Chillins Painting & Remodeling. They are a complete embarrassment to their trade."

Robert M on October 2025


Avatar for Target Painting & Contracting Inc

Target Painting & Contracting Inc

708 Boston Post Rd
4.89(
85
)
Approved Pro

Target Painting & Contracting Inc

708 Boston Post Rd
4.89(
85
)
Approved Pro
Customers say: True professional
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers
53 local quotes requested

With over 200 years of combined experience, we have the skills to deliver a quality home renovation for your needs. We do expert work and use only premium products from manufacturers such as Sherwin Williams, Benjamin Moore, California, and Cabot. Don't let just anyone perform your renovations. Our team of professionals is fully insured for your protection. Certificates of insurance are provided to clients and potential clients, upon request.

"Go with Target. I've used several painters, and I have never had the excellent level of quoting and detailed Statement of Work, customer service responsiveness, crew professionalism, quality of prep work and painting, and ability to deliver on my timeline. I am not easily impressed, but Andy, Gabriella, and team knocked it over the Green Monster!"

Rob H on June 2023

With over 200 years of combined experience, we have the skills to deliver a quality home renovation for your needs. We do expert work and use only premium products from manufacturers such as Sherwin Williams, Benjamin Moore, California, and Cabot. Don't let just anyone perform your renovations. Our team of professionals is fully insured for your protection. Certificates of insurance are provided to clients and potential clients, upon request.

"Go with Target. I've used several painters, and I have never had the excellent level of quoting and detailed Statement of Work, customer service responsiveness, crew professionalism, quality of prep work and painting, and ability to deliver on my timeline. I am not easily impressed, but Andy, Gabriella, and team knocked it over the Green Monster!"

Rob H on June 2023


Avatar for Erivan Da Silva Painting

Erivan Da Silva Painting

5213 Evergreen Dr
4.94(
64
)
Approved Pro

Erivan Da Silva Painting

5213 Evergreen Dr
4.94(
64
)
Approved Pro
Customers say: Quick response
Recommended by 98% of Angi customers
Recommended by 98% of HomeAdvisor customers
30 local quotes requested

With over 20 years of experience, Erivan Da Silva is your trusted partner for all your painting projects. I have built my reputation and business by providing high quality work at reasonable prices. We are Angi Super Service Award Winners since 2018 and pride ourselves in excellence! Call today and see what a difference my attention to detail makes.

"Erivan and his team were incredible. They were thorough, detailed oriented and left our house looking brand new. We feel very lucky we found home him, and hope to continue to work with him in future house projects. Thank you Erivan!"

Alessandra C on October 2025

With over 20 years of experience, Erivan Da Silva is your trusted partner for all your painting projects. I have built my reputation and business by providing high quality work at reasonable prices. We are Angi Super Service Award Winners since 2018 and pride ourselves in excellence! Call today and see what a difference my attention to detail makes.

"Erivan and his team were incredible. They were thorough, detailed oriented and left our house looking brand new. We feel very lucky we found home him, and hope to continue to work with him in future house projects. Thank you Erivan!"

Alessandra C on October 2025


"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


"Arón and team were great. They refinished our ceilings, painted walls and installed a new attic ladder. Everything was done well and most importantly, I could trust them. I have already recommended to others and will probably have them back in the future."

Jacob S on April 2025

We guarantee your satisfaction, and we won’t leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service. Check out our services offered and call or click to schedule an estimate today!

"Arón and team were great. They refinished our ceilings, painted walls and installed a new attic ladder. Everything was done well and most importantly, I could trust them. I have already recommended to others and will probably have them back in the future."

Jacob S on April 2025

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Painting questions, answered by experts

Choosing the right paint color for a major investment like painting the exterior brick on your house can be a daunting task. Perhaps the most important thing is to find painted brick houses that you like and replicate the look by researching their colors and asking the homeowners for the paint color code. If all else fails, white-painted brick is a timeless, classic look that is unlikely to go out of style.

Assuming you have all of the supplies and materials needed to prep and paint, it will likely be less expensive to paint the room yourself, as it will only cost you the price of paint, which costs an average of $15 to $60 per gallon. Hiring a professional painter to paint a room can cost from $950 to $3,000, or $2 to $6 per square foot, depending on prep and materials involved. If you’re paying for labor only, expect to pay interior painters $20 to $50 per hour.

Painting shutters can increase your home’s value. You’ll see the biggest ROI if you paint shutters that look a little worse for wear, have peeling or flaking, or detract from your home's appearance in any way. Adding a fresh coat of paint is an easy way to boost curb appeal, but you may also need to touch up your entire home’s exterior in some cases. If you paint your shutters but have lackluster exterior paint on your house, it can actually highlight that contrast.

Every 5-7 years, or more frequently in high-traffic areas showing wear.

No, you don’t need to apply paint primer to your wall before hanging paintable wallpaper. Manufacturers design paintable wallpaper so that the paint will adhere effectively, so primer isn’t necessary. Plus, even if you opt for a light shade of paint, you won’t have to worry about the shade underneath showing through because you are painting on a light, white surface.

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.