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TRUSTED BY MIDDLETOWN, DE HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon399
    Verified painting services reviews

Top-Rated Painters in Middletown - Updated Nov 2026

Silvestre Service Painting
4.9(
80
)
Painting or Staining - Small ProjectsPainting or Staining - Small Projects - For Business

Serving Middletown, DE and surrounding areas

Approved

In business since 2014

Free estimates

Customers say: Quick response

"Used them for painting kitchen cabinets. Did a meticulous job prepping and sealing off the work area. Final job was excellent. Cleaned everything up each day and did a beautiful job overall. Also had them paint some outside work and it was well done and reasonably priced. Nice guys too! From now on I wouldn t use anyone else."
Painting
Painting
Painting
garage job
garage job

+11

Response time9 hrs
Recommended by100%of homeowners
Avatar for Sayers Painting
Sayers Painting
4.9(
19
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsPainting or Staining - Small Projects

Serving Middletown, DE and surrounding areas

Approved

In business since 2000

Free estimates

Credit card accepted

"Jim and his crew are true professionals. They over communicated and were on time. Even more importantly they did an amazing job with painting and installing crown molding. I would highly recommend this team of experts for your next painting project."
Sayers Painting
Silver Maple Farms
Silver Maple Farms
Silver Maple Farms
Dickey's  BBQ

+12

Response time6 hrs
Recommended by100%of homeowners
Avatar for Jose's Pro Painting, LLC
Jose's Pro Painting, LLC
5.0(
18
)
Interior Painting or Staining: 1 - 2 Rooms

Serving Middletown, DE and surrounding areas

Approved

In business since 2018

Free estimates

Customers say: Quick response

"When I initially found jose it was just to power wash my back deck, he came the next day and I decided to get the deck redone, stain and paint. He did just that and he replaced my back door! He is extremely reliable, professional, and affordable. Some things I wanted to replace but he gives advice to save you money. He doesn't try to rip you off like some contractors out here and I trust him. So much that he is back 2 months later currently giving my kitchen and bathroom a face-lift. He is always on time and stays to his time frame. He works hard and he goes throughout the weekend and holidays to complete the job. I would def recommend him and JC. He will be contractor for all my needs. I'll be back to talk about my kitchen and bathroom when I finished. Next will be my basement!"
Heres the finished product
Exterior door
Response time3 hrs
Response rate87%
Recommended by82%of homeowners
Avatar for David Docherty Contracting
David Docherty Contracting
4.9(
27
)
Exterior Home or Structure - Paint or Stain

Serving Middletown, DE and surrounding areas

Approved

Super Service Award Winner

In business since 1990

Free estimates

Emergency services offered

"Dave and his son did a terrific job. I first hired him to stain my deck and he did such a wonderful job, I decided to have him paint my whole house. Dave provided a very fair price, communicated clearly and was very efficient. I would highly recommend him for any painting needs."
Deck Maintenance Project
Deck Maintenance Project
Additional Photos
Additional Photos
Additional Photos

+12

10 neighbors recently requested a quote
Recommended by61%of homeowners
Vivid Colors Painting & Restoration
5.0(
12
)
Interior Painting or Staining: 5 + RoomsExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+3 more

Serving Middletown, DE and surrounding areas

Approved

In business since 1987

Free estimates

Customers say: True professional

"It was great! Everything went smoothly and it all came out perfect. Vivid Colors was super professional, accommodating and a great company to work with. Absolutely amazing paint job and carpet cleaning work."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+27

Response time4 hrs
Response rate100%
1 neighbors recently requested a quote
Avatar for Day Painter
Day Painter
4.4(
15
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 1 - 2 Rooms+2 more

Serving Middletown, DE and surrounding areas

Approved

In business since 2014

Free estimates

Warranties offered

"Very responsive, estimate within a day from contact. Readily adjusted estimate with added services. Power washed within 2 days of excepting estimate on Saturday. Sanded, painted and finished on Monday trim, shutters, soffits, gutters, bay window with wall boxes and front door of townhouse. Corrected missed caulking immediately without hesitation. Excellent work overall, would use again!"
paint
paint
Siding
Siding
interior

+9

Response time1 day
Recommended by90%of homeowners
Avatar for A Step Above Painting & Drywall
A Step Above Painting & Drywall
4.9(
12
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + RoomsPainting or Staining - Small Projects - For Business

Serving Middletown, DE and surrounding areas

Approved

Super Service Award Winner

In business since 2023

Customers say: Quick response

"A Step Above Painting and Drywall were very professional, knowledgeable and did an amazing job on my project! Andres was very thorough and ensured that the space was clean when the job was completed. I needed the job done quickly and Tony and Andres got the job done above and beyond my expectations. If you are looking for a company to get the job done efficiently and professionally with excellent customer service, I highly recommend you choose A Step Above Painting and Drywall! I will be using them again soon for my next project!"
Bathroom Smooth Finish
Bathroom Remodeling
Bathroom Demo Project
Before Wallpaper Removal
After the transformation was complete!

+31

Response time1 day
Response rate95%
1 neighbors recently requested a quote
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Painting FAQs, answered by experts

Both a roller and a brush are effective methods for painting a chain link fence. A roller will make the job easier by ensuring symmetrical strokes and reaching the backside of the fence as well, which cuts down on paint time. However, a brush is often necessary for painting the base of the fence and near the posts due to its ease of reaching smaller spaces.

You should repaint your fence every 1 to 3 years, depending on the appearance of wear and tear. Weather and usage will factor into how often you should paint another coat on your fence. If you need to replace a few fence boards or posts, you may want to consider repainting the fence to help protect the rest of the fence as well as the new pieces against damage and deterioration from being exposed to the elements.

Yes, you can paint galvanized chain link, but the process is a bit more difficult as it requires additional prep work. Before applying the primer and paint, you must remove the original coating from the metal, which can be time-consuming. If the original coating is not removed, the primer and paint will not bond properly and cause peeling over time.

You can only change your neighbor's fence with their permission. A neighbor's fence is their property, and altering it without their consent could constitute trespassing or property damage, which may have legal consequences. If you have concerns or disagreements about your neighbor's fence, communicate with them openly and try to reach a mutually agreeable solution. If you believe the fence violates local zoning laws or property regulations, consult with local authorities or seek legal advice to address the issue through proper channels. 

Most gutter painting pros also specialize in complete home exterior painting. You may save by making your gutter painting part of the cost to paint the exterior of a house in its entirety. Many people have all parts of their home exterior painted simultaneously to keep everything looking equally fresh. Consider having walls, trim, porches, shutters, and doors painted as well.

The Middletown, DE homeowners’ guide to painting services

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