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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

11 neighbors recently requested a quote
Recommended by61%of homeowners
Vivid Colors Painting & Restoration
5.0(
12
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 5 + RoomsExterior Home or Structure - Paint or Stain+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%
2 neighbors recently requested a quote
Avatar for Day Painter
Day Painter
4.4(
15
)
Interior Painting or Staining: 3 - 4 RoomsExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+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
1 neighbors recently requested a quote
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

Wood stains last anywhere from two to five years, depending on exposure to the elements, your local climate, the type of stain, and the surface it’s on. For instance, vertical surfaces last longer than horizontal surfaces. Some types of woods, like dense hardwoods, will require a recoat yearly, as they are too dense for the stain to absorb. In any event, apply a recoat every 2 to 4 years. As for storage, a can of unopened stain can last up to 5 years, though results may vary.

If you paint a vinyl fence, it will likely stick to it for only a brief amount of time. This is because vinyl is not a porous material, so it's not an ideal surface for holding paint. Initially, paint will stick to your fence, but it will eventually peel off. Applying primer before painting your vinyl fence will help paint last longer. Certain primers are well-suited to vinyl, which means you can paint vinyl siding with the proper preparation.

Generally, these steps are included in exterior house painting:

  • Prepping and protecting the areas not being painted

  • Scraping away loose paint

  • Cleaning off dirt, grease, and debris

  • Caulking gaps and openings

  • Priming with a quality paint primer

  • Painting the prepared areas, including trim and accents with chosen paint finish

  • Adding a second coat

  • Cleaning up the site and disposing of tape, plastic, and drop cloths

A five-gallon bucket of deck stain will cover roughly 875 square feet in a single coat. Actual coverage will vary based on the type of wood you’re staining and the number of coats. If you plan on doing multiple coats, multiply the square footage by the number of coats to calculate how many buckets of stain you’ll need.

The best type of paint to use for chain link fences is an oil-based paint. Oil-based paints are durable and will withstand the elements well. Search for an oil-based paint with rust protection and aluminum flakes to further protect the longevity of the fence.

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.