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TRUSTED BY WINCHESTER, MA HOMEOWNERS
4.6 Average homeowner rating
257 Verified deck staining services reviews
Verified Reviews for Deck Staining pros in Winchester, MA
*The Angi rating for Deck Staining companies in Winchester, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Deck Staining needs.
*The HomeAdvisor rating for Deck Staining companies in Winchester, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Deck Staining needs.
Last update on December 12, 2025
Find Deck staining pros in Winchester
Roberto's Affordable Landscaping
Roberto's Affordable Landscaping
Customers say: Super punctual
18 years of experience
Free onsite estimate
Roberto Affordable Landscaping proudly serves Waltham, MA. Are you tired of spending time and money trying to keep your grass green to no avail? Let us give it a try! We specialize in providing quality, beautiful landscapes for your home or business. In every job, we strive for 100% customer satisfaction. Our staff will take the time to listen to you and then create a landscape that is designed to meet your individual needs and desires. Meeting and exceeding customer expectations is how “Roberto Affordable Landscaping” has grown to one of the region’s most respected landscaping service firms. Our focus on customer service gives you confidence that your property will be designed, installed, and maintained to industry standards and beyond. With 12 years of experience we know how to get it done right. Please Email or Text us today to schedule an appointment!
"Roberto and his crew did an outstanding job! We usually do all of our hedge abs shrub trimming ourselves, but with a few other projects going on we hadn’t gotten them all season long and they were seriously overgrown. Since we COULD do it ourselves, we had a limit on what we were willing to pay, so we were getting several quotes … most of which were higher than we had hoped. Roberto worked with us on the pricing, which was good news because now it was off of our plate! His crew was there the early next day … fast, friendly, courteous, conscientious and neat! We are now looking to have Roberto and his crew back to take a few more projects off of our plate too! If you want a great job, at great price, by a great crew … we highly recommend Roberto’s Affordable Lands aping!"
James L on September 2025
Roberto Affordable Landscaping proudly serves Waltham, MA. Are you tired of spending time and money trying to keep your grass green to no avail? Let us give it a try! We specialize in providing quality, beautiful landscapes for your home or business. In every job, we strive for 100% customer satisfaction. Our staff will take the time to listen to you and then create a landscape that is designed to meet your individual needs and desires. Meeting and exceeding customer expectations is how “Roberto Affordable Landscaping” has grown to one of the region’s most respected landscaping service firms. Our focus on customer service gives you confidence that your property will be designed, installed, and maintained to industry standards and beyond. With 12 years of experience we know how to get it done right. Please Email or Text us today to schedule an appointment!
"Roberto and his crew did an outstanding job! We usually do all of our hedge abs shrub trimming ourselves, but with a few other projects going on we hadn’t gotten them all season long and they were seriously overgrown. Since we COULD do it ourselves, we had a limit on what we were willing to pay, so we were getting several quotes … most of which were higher than we had hoped. Roberto worked with us on the pricing, which was good news because now it was off of our plate! His crew was there the early next day … fast, friendly, courteous, conscientious and neat! We are now looking to have Roberto and his crew back to take a few more projects off of our plate too! If you want a great job, at great price, by a great crew … we highly recommend Roberto’s Affordable Lands aping!"
James L on September 2025
JK Painting Service
JK Painting Service
Customers say: Quick response
51 local quotes requested
13 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
Junior's Landscaping
Junior's Landscaping
Super Service Award
Customers say: True professional
18 local quotes requested
7 years of experience
Welcome to Junior Landscaping! We are excited to exceed your expectations. As experts, we will handle your needs with the high-quality expertise that your home deserves. We offer competitive prices and customer satisfaction is our number one priority. Call us now!
"They did a beautiful job with a lawn that looked more like a jungle! Friendly, honest and reasonably priced. Thanks 😊 "
DIANA F on August 2025
Welcome to Junior Landscaping! We are excited to exceed your expectations. As experts, we will handle your needs with the high-quality expertise that your home deserves. We offer competitive prices and customer satisfaction is our number one priority. Call us now!
"They did a beautiful job with a lawn that looked more like a jungle! Friendly, honest and reasonably priced. Thanks 😊 "
DIANA F on August 2025
A&E Home Improvement, Inc.
A&E Home Improvement, Inc.
Customers say: Quality work
4 years of experience
Free onsite estimate
We are a locally owned and operated company that values honesty and integrity, and treats your home as if it were our own. We offer a variety of services that are customization to each individual project. You will find us to be competitively priced, paying close attention to the details of each and every project that we are involved with. We look forward to building lasting relationships, and guarantee your satisfaction!
"Excellent work done!"
Roman V on June 2024
We are a locally owned and operated company that values honesty and integrity, and treats your home as if it were our own. We offer a variety of services that are customization to each individual project. You will find us to be competitively priced, paying close attention to the details of each and every project that we are involved with. We look forward to building lasting relationships, and guarantee your satisfaction!
"Excellent work done!"
Roman V on June 2024
Rudy's Carpentry & Painting
Rudy's Carpentry & Painting
Super Service Award
Customers say: Terrific value
37 local quotes requested
8 years of experience
Proudly serving the Lynn area, Rudy's Painting is your solution for all your painting needs. We take great pride in our extreme professionalism, timeliness and superior customer service on every job. We make sure to develop a lasting relationship so that the next time service is needed there will be no question on who to call. Satisfaction guaranteed!
"I hired Rudy’s Carpentry & Painting to repair my indoor stairs, and the results were excellent. Rudy and his were professional, courteous, and respected my 300 year home throughout the project. The repair was done with precision — the stairs are now sturdy, safe, and look fantastic. Rudy completed the work on schedule without cutting corners. He listened to my concerns, explained options, and ensured I was completely satisfied before finishing. I highly recommend Rudy’s Carpentry & Painting to anyone needing reliable home repair. In fact, I have additional projects coming soon and Rudy will be my choice. Their combination of skill, professionalism, and attention to detail makes them a standout resource."
Gary E on November 2025
Proudly serving the Lynn area, Rudy's Painting is your solution for all your painting needs. We take great pride in our extreme professionalism, timeliness and superior customer service on every job. We make sure to develop a lasting relationship so that the next time service is needed there will be no question on who to call. Satisfaction guaranteed!
"I hired Rudy’s Carpentry & Painting to repair my indoor stairs, and the results were excellent. Rudy and his were professional, courteous, and respected my 300 year home throughout the project. The repair was done with precision — the stairs are now sturdy, safe, and look fantastic. Rudy completed the work on schedule without cutting corners. He listened to my concerns, explained options, and ensured I was completely satisfied before finishing. I highly recommend Rudy’s Carpentry & Painting to anyone needing reliable home repair. In fact, I have additional projects coming soon and Rudy will be my choice. Their combination of skill, professionalism, and attention to detail makes them a standout resource."
Gary E on November 2025
Cesar Painting
Cesar Painting
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
6 years of experience
Cesar Painting brings over 20 years of experience to the Boston metro area. We specialize in exterior & interior home painting. Cesar Painting offers outstanding customer service, detail-oriented work, and affordable prices to fit any budget. We are neat, honest, and dependable workers. When we leave your home, we leave it immaculate, without a trace of stray paint anywhere to be seen. Give us a call for a free estimate today.
"Cesar's attention to detail and workmanship are incredible. We have worked with him over several years across two houses, including panting our entire interior, staining a deck and painting railings, repairing a wall after a leak from the floor above that bubbled behind the paint, and fixing a 14" square hole in a ceiling cut to investigate a (different) leak. Each time he was thorough, very considerate of protecting our home/furniture, and did exceptional work. He is reliable, responsive and always on time. Can't recommend Cesar more highly!"
Lillian M on July 2024
Cesar Painting brings over 20 years of experience to the Boston metro area. We specialize in exterior & interior home painting. Cesar Painting offers outstanding customer service, detail-oriented work, and affordable prices to fit any budget. We are neat, honest, and dependable workers. When we leave your home, we leave it immaculate, without a trace of stray paint anywhere to be seen. Give us a call for a free estimate today.
"Cesar's attention to detail and workmanship are incredible. We have worked with him over several years across two houses, including panting our entire interior, staining a deck and painting railings, repairing a wall after a leak from the floor above that bubbled behind the paint, and fixing a 14" square hole in a ceiling cut to investigate a (different) leak. Each time he was thorough, very considerate of protecting our home/furniture, and did exceptional work. He is reliable, responsive and always on time. Can't recommend Cesar more highly!"
Lillian M on July 2024
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
Seal-A-Deck
Seal-A-Deck
Customers say: Quick response
Recommended by 90% of Angi customers
Recommended by 90% of HomeAdvisor customers
25 local quotes requested
Massachusetts' Leading Wood Restoration and Maintenance Company. We restore weathered, grimy, moldy, splintered decks back to like new condition. Projects are usually completed within two days!
"We hired this company. I don't mind paying but when they missed so many areas. It's very frustrating and I have to finish the job myself. Anthony promised a great job and so didn't Nicole. I sure didn't even get a good job. The hand railings are super rough, and where the pressure washer chewed up the wood it was never fixed. It was definitely a hack job. I was promised over the phone a walk through at the end. It never happened. Couldn't communicate with the workers. I couldn't understand them. Definitely the pictures that they posted on other jobs don't match what I paid for. A very disappointing experience with this company. I would shop around.. plus I included Anthony in the last few emails and he couldn't even respond back. Awful !!! The handrails was addressed in after the power washing. The owner needs to go back and see the truth. I have the email saved!!!! Give me your email and I would be gladly to send it you!! You shouldn't be sparky when your team hacked my deck. I will be re-doing myself. Such a joke of a company."
Sean W on June 2024
Massachusetts' Leading Wood Restoration and Maintenance Company. We restore weathered, grimy, moldy, splintered decks back to like new condition. Projects are usually completed within two days!
"We hired this company. I don't mind paying but when they missed so many areas. It's very frustrating and I have to finish the job myself. Anthony promised a great job and so didn't Nicole. I sure didn't even get a good job. The hand railings are super rough, and where the pressure washer chewed up the wood it was never fixed. It was definitely a hack job. I was promised over the phone a walk through at the end. It never happened. Couldn't communicate with the workers. I couldn't understand them. Definitely the pictures that they posted on other jobs don't match what I paid for. A very disappointing experience with this company. I would shop around.. plus I included Anthony in the last few emails and he couldn't even respond back. Awful !!! The handrails was addressed in after the power washing. The owner needs to go back and see the truth. I have the email saved!!!! Give me your email and I would be gladly to send it you!! You shouldn't be sparky when your team hacked my deck. I will be re-doing myself. Such a joke of a company."
Sean W on June 2024
Paul Chalifour Jr Painting Contractor
Paul Chalifour Jr Painting Contractor
Super Service Award
Customers say: Quick response
54 local quotes requested
30 years of experience
We're a locally owned and operated company with 40 years of industry experience. We value honesty and integrity, and stand behind our work. We specialize in both interior and exterior residential and commercial painting projects. 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!
"Paul and his whole team were friendly and professional and did a great job finishing the big hallway, bedrooms and stairs in the house. It was a big job and they were able to complete it quickly and to a high standard! "
Nivetha M on November 2025
We're a locally owned and operated company with 40 years of industry experience. We value honesty and integrity, and stand behind our work. We specialize in both interior and exterior residential and commercial painting projects. 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!
"Paul and his whole team were friendly and professional and did a great job finishing the big hallway, bedrooms and stairs in the house. It was a big job and they were able to complete it quickly and to a high standard! "
Nivetha M on November 2025
Target Painting & Contracting Inc
Target Painting & Contracting Inc
Customers say: True professional
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
47 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
FAQs for deck staining projects in Winchester, MA
You should paint your home exterior every five to 10 years, on average. Climate and surroundings can affect how well paint holds up. Wood siding will likely need a fresh coat of paint every three to seven years. Paint on brick tends to last about eight to 17 years, on average.
There are a few ways to make your deck look new without professional power washing. First, you can use either store-bought cleaners or dish soap and water to mop your deck regularly to clean off accumulated dirt. To clean your deck and remove mold, mix two gallons of warm water with a ½ cup of distilled white vinegar or apple cider vinegar, rinse the area, and then scrub with a stiff-bristled broom.
The cost to professionally pressure wash your deck is $150 on average. This cost can range from $100 to $600, depending on the size of your deck and its condition.
For an average deck of about 300 square feet, you can expect to pay around $100. However, if you have a spacious 1,000-square-foot deck or more, expect that cost to be closer to $300 to $400. Likewise, if it’s been a long time since you deep cleaned your deck, the deck professional might need extra time and to use deck-specific detergent, which will increase the overall cost.
To calculate the square footage of a home exterior, painters multiply the length of the wall by the height of the wall to be painted. Then they add the total square footage for all of the walls to be painted. To calculate the price, they multiply the total square footage by their cost per square foot to prep and paint. Additional costs may factor in such as repairs, additional trim, and walls higher than the first story.
The cost to paint the exterior of a house ranges from $1,900 to $4,500 or about $1.50 to $4 per square foot, depending on the size, height, and complexity of the home layout. Other cost factors include your location, the type of siding (e.g., wood, aluminum, brick, stucco, etc.), and the kind of paint (e.g. oil-based, latex, acrylic, etc.). Painting the trim a different color or painting intricately designed trim can also increase the cost.
The Winchester, MA homeowners’ guide to deck staining services
From average costs to expert advice, get all the answers you need to get your job done.
The cost to paint aluminum siding depends on several factors, including type of paint and labor cost. What are the pros and cons of DIY or hiring a painter?
Painting a brick house typically costs between $1.40 and $4.20 per square foot. Your total cost will depend on where you live and the finish you use.
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.
If you’re looking for a quick and easy way to make your home’s exterior shine, find out how to paint shutters to give these essential features a facelift.
Whether you opt for low-luster or high-gloss depends on budget, skill, aesthetics, and material. Learn how to pick the best sheen for exterior paint projects.
In need of some stylish exterior window trim ideas? Explore 16 must-try styles and colors and find out what window material will suit your aesthetic.
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