Get matched with top painters in Winter, WI

Q: Can you stain over a peeling stain?

• <div><p>You can apply stain over peeling stain, but it&rsquo;s not a good idea. Your old stain will get in the way of your new stain bonding to the wood, so you&rsquo;re likely going to see the same issue again shortly after application. Your best option is to sand off the old stain and clean the surface thoroughly before applying new stain.</p></div>

Q: Do repair services include repainting?

• <div><p>Yes, many repair services include repainting to match the color of the existing siding or walls. Most professionals offer this service to ensure the repaired area blends in seamlessly.</p></div>

Q: What is the most waterproof paint?

• <div><p>There&rsquo;s no single paint that&rsquo;s the most waterproof. Instead, there are several types of waterproof and water-resistant paints that suit different purposes. Epoxy paint, for instance, is commonly used to provide a waterproof coating to floors and decks. Masonry paint is an excellent choice for exterior walls. Meanwhile, there are waterproof acrylic paints that can be used for interior and exterior walls. It&rsquo;s more about choosing the best type for what you&rsquo;re painting instead of the most waterproof paint overall. </p></div>

Q: What happens if it rains after you paint a fence?

• <div><p>If it rains after you paint your fence, you may need to apply another coat of paint after the fence thoroughly dries. This will ensure a good seal if the rain weakened any areas of the paint. However, if your paint had enough time to dry thoroughly before it rained, you should have no problem.</p></div>

Q: What kind of paint do you use on a wrought iron fence?

• <div><p>Acrylic latex paint is the best option to use on your outdoor wrought iron fence, because it holds up well against the elements. Use a high-quality, exterior-grade paint specifically designed for use on metal. You can choose between spray paint or regular liquid paint. As for primer, it's best to use an oil-based and rust inhibiting option before painting your wrought iron fence.</p></div>

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Verified Reviews for Painting pros in Winter, WI

*The Angi rating for Painting companies in Winter, WI is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Painting needs.

*The HomeAdvisor rating for Painting companies in Winter, WI is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Painting needs.

Last update on March 02, 2026

Reviewed in March 2026
Fast and reliable - well done job
Mad City Windows & Baths
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Reviewed in February 2026
The cleaning went great and everything was explained with your heating system
Lakeside Heating Cooling and Solar LLC
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Reviewed in February 2025
Very professional, went above scope to be sure the project was done correctly
Ralston Roofing, LLC
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Reviewed in March 2024
Pleasant and very professional. Work ethic not seen too often anymore. Fast response and considerate to my need. Would not hesitate to use Mike again or recommend to others.
Semperfi Trucking Tree and Debris Service
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Reviewed in December 2023
We hired Joe for our home in the Northwoods of Wisconsin. He was the best man for the job in every way! He arrived early, and spoke to us about the specific removal of very large trees that were dead when we purchased the home. These were over 4 stories tall! He easily tackled the job in two...
Battle Axe Tree Service
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Reviewed in June 2020
Very very excellent crew who did wonderful work in a quick clean manner. Am having them return in the fall for yet more tree removal of some scary trees...so pleased with their work
Keystone Tree Services
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Reviewed in May 2020
cages set but no catch so far-not his fault-animal is not being very cooperative
Nuisance Animal Control-Frank Menini
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Reviewed in May 2019
not very good, they used some leftover shingles from other jobs that did not match and where scratched up, never show up when they said they would every time they nailed shingles on the garage it took finish off the shingles
Bjorkstrand Metal Roofing
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Find Painters in Winter

Jerry's Painting

4.9(

)

Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain

Serving Winter, WI and surrounding areas

Approved

In business since 2020

Free estimates

Small jobs welcome

"Jerry's Painting team was outstanding and professional. Communication was great, choosing colors was easy. I changed my mind last minute on the stain for our porch. The company worked seamisly to make sure our home was exactly as we envisioned. Careful attention to detail was given. We would recommend this company 5 out of 5 stars."

+21

Response time4 days

2 neighbors recently requested a quote

Recommended by75%of homeowners

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Cleancut Drywall & Painting

3.7(

)

Interior Painting or Staining: 1 - 2 RoomsPainting or Staining - Small Projects

Serving Winter, WI and surrounding areas

Approved

In business since 2013

Free estimates

Emergency services offered

"Terry did my entire 5 bedroom texture and paint job on a house I remodeled. It was flawless. He was fast and his work was clean. He did an unbelievable job with it. The guy is extremely detailed and doesn't miss a thing. Highly recommend him."

2 neighbors recently requested a quote

Recommended by100%of homeowners

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Hover Logging and Tree Services

4.3(

)

Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 1 - 2 Rooms+4 more

Serving Winter, WI and surrounding areas

Approved

In business since 2016

Free estimates

Small jobs welcome

"Chris and his staff did an excellent job in taking down a couple of trees and cleaning up afterwards. He also did a side project for us and we were quite pleased. Chris is very professional and easy work to work with. Highly recommend Hover Logging."

Response time2 days

2 neighbors recently requested a quote

Recommended by78%of homeowners

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J&BZ Services

New to Angi

Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 1 - 2 Rooms+4 more

Serving Winter, WI and surrounding areas

Approved

Free estimates

Warranties offered

Small jobs welcome

Family owned business my fiance and myself run the company. We’ve have about 20 years of experience with various handyman jobs, flooring installations, painting and gutters. We live in Park Fall and are willing to service Price county and surrounding areas. We firmly believe in doing the job right the first time and if it’s not good enough for my own house it’s not good enough for a customers house. We hope to help you out with any services that you may need!

1 neighbors recently requested a quote

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S&A Interior Paint and Design, LLC

5.0(

)

Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms+2 more

Serving Winter, WI and surrounding areas

In business since 2023

Free estimates

Credit card accepted

"They were very helpful and knowledgeable about what paint types for the rooms. They will be coming back fir another job this spring as I know all my accent wall colors now. I can't wait. They're very understanding about my cats and puppy. They were very neat and expeditious! I love this company!"

Response time1 day

Response rate89%

Recommended by88%of homeowners

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CertaPro Painters of East Central Wisconsin

3.9(

)

Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + RoomsPainting or Staining - Small Projects - For Business

Serving Winter, WI and surrounding areas

In business since 2010

Free estimates

Credit card accepted

"I hired CertaPro to paint my entire main level. They made the process very easy. The job was done quickly and professionally. Jessie always kept me informed on the progress of the job."

Recommended by85%of homeowners

Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Winter, WI and surrounding areas

In business since 2000

Free estimates

"Ed did an excellent job in painting the great room and kitchen in our 20 foot high A frame."

Response time12 hrs

Recommended by100%of homeowners

Painting or Staining - Small ProjectsPainting or Staining - Small Projects - For Business

Serving Winter, WI and surrounding areas

In business since 2009

Free estimates

Warranties offered

"Very cordial customer service, nice group of people willing to go the extra mile."

Response time11 hrs

Recommended by100%of homeowners

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ODonnells Custom Finishes, LLC

5.0(

)

Exterior Home or Structure - Paint or Stain: Large

Serving Winter, WI and surrounding areas

In business since 2004

Free estimates

Credit card accepted

"Very friendly to work with!"

Response time4 days

Recommended by100%of homeowners

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Scott's Sandblasting & Painting - Home Facebook

4.7(

)

Exterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms+1 more

Serving Winter, WI and surrounding areas

In business since 1990

Free estimates

Credit card accepted

"Quite satisfactory - did everything he needed to do. Did not leave a mess, and I was away from the property for most of the time he was doing the project."

Response time10 mins

Recommended by100%of homeowners

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Showing 1-10 of 44

Painting questions, answered by experts

You can apply stain over peeling stain, but it’s not a good idea. Your old stain will get in the way of your new stain bonding to the wood, so you’re likely going to see the same issue again shortly after application. Your best option is to sand off the old stain and clean the surface thoroughly before applying new stain.

Yes, many repair services include repainting to match the color of the existing siding or walls. Most professionals offer this service to ensure the repaired area blends in seamlessly.

There’s no single paint that’s the most waterproof. Instead, there are several types of waterproof and water-resistant paints that suit different purposes. Epoxy paint, for instance, is commonly used to provide a waterproof coating to floors and decks. Masonry paint is an excellent choice for exterior walls. Meanwhile, there are waterproof acrylic paints that can be used for interior and exterior walls. It’s more about choosing the best type for what you’re painting instead of the most waterproof paint overall.

If it rains after you paint your fence, you may need to apply another coat of paint after the fence thoroughly dries. This will ensure a good seal if the rain weakened any areas of the paint. However, if your paint had enough time to dry thoroughly before it rained, you should have no problem.

Acrylic latex paint is the best option to use on your outdoor wrought iron fence, because it holds up well against the elements. Use a high-quality, exterior-grade paint specifically designed for use on metal. You can choose between spray paint or regular liquid paint. As for primer, it's best to use an oil-based and rust inhibiting option before painting your wrought iron fence.

The Winter, WI homeowners’ guide to painting services

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

See all articles

Rachel Hoffman
•
Aug 3, 2026Aug 3, 2026
How Much Does a Gallon of Paint Cost? [2026 Data]
How much is a gallon of paint? Whether latex or oil-based, spray paint, primer, shellac, or lacquer, we’ll tell you what price to expect.
Dan Simms
•
Jul 9, 2026Jul 9, 2026
How Much Does It Cost to Paint the Interior of a House? [2026 Data]
The cost to paint the interior of a house depends on size, layout, type of surface, and more. Learn what factors can influence your total in this guide.
Melissa Graham
•
Jul 9, 2026Jul 9, 2026
How Much Does It Cost to Paint Shutters? [2026 Data]
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.
Rachel Hoffman
•
Jul 9, 2026Jul 9, 2026
Types of Paint: Which Is Best for Your Project?
Knowing what type of paint is ideal for your project will give you the best results. Learn about different types of paint and what to use them for.
Kelly Reilly
•
Jul 8, 2026Jul 8, 2026
Ceiling Paint vs. Wall Paint: What’s the Difference?
Not sure whether to use ceiling or wall paint for your upcoming paint job? Compare ceiling paint vs. wall paint with this informative guide.
Audrey Bruno
•
Jul 9, 2026Jul 9, 2026
How to Texture Walls in Your Home
If your room is falling flat, learning how to texture walls will help bring dimension to your space. Get to know all the different options and how to do them yourself.