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Best 5 Painters in Chesapeake, VA

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Written By Callie Marsalisi|Last Updated: February 05, 2024

A new paint job dramatically enhances a home's appearance, whether you're listing it for sale or simply want a change. However, painting on your own is a time-consuming and exhausting job. We put together a list of the best painting companies in Chesapeake to help you find an expert who can get the job done.

5 Best Painters in Chesapeake, VA

⭐ Hughes Painting Logo

⭐ Hughes Painting

Based on 73 customer reviews.

Services Offered

Exterior PaintingPower WashingDecksInterior PaintingCabinets


  • Informative resources
  • Free quote
  • Accessible customer support team
813 Professional Pl W Suite 108a, Chesapeake, VA 757-277-0243 hughespaintinginc.com
Two Koats Painting, LLC Logo

Two Koats Painting

Based on 58 customer reviews.

Services Offered

Interior PaintingDecksWallpaperPower WashingExterior PaintingColor Consultations


  • Free quote
  • Informative resources
  • Prompt service delivery
249 Central Park Ave Suite 300-68, Virginia Beach, VA 757-288-1905 twokoatspainting.com
Wade Brothers Painting Co. Logo

Wade Brothers Painting Co.

Based on 48 customer reviews.

Services Offered

Interior PaintingExterior PaintingWallpaperDecksDrywallPower Washing


  • Free quote
  • Clear pricing policy
  • Accessible customer support team
3817 Bent Branch Dr, Virginia Beach, VA 757-748-4030 wadebrospaintingco.com
The Painter, Inc. Logo

The Painter

Based on 75 customer reviews.

Services Offered

CabinetsInterior PaintingExterior PaintingColor ConsultationsDrywall


  • Clear pricing policy
  • Free quote
  • Accessible customer support team
5732 Curlew Dr, Norfolk, VA 757-450-6239 the-painter-inc.com

More Local Painting Companies

Tidewater Painting

User Reviews: 4.5/5 

319 Great Bridge Blvd B
Chesapeake, VA 23320

McKown Pressure Wash, Painting & Contracting

User Reviews: 4.4/5 

3211 Lafayette Blvd
Norfolk, VA 23509

High quality custom painting

User Reviews: 4.3/5 

171 Holland Dr
Virginia Beach, VA 23462

1st Class Painters, llc

User Reviews: 4.3/5 

111 Castilian Dr
Virginia Beach, VA 23462

Randy Overacre Painting Company

User Reviews: 4.6/5 

3028 Seaboard Rd
Virginia Beach, VA 23456

Waffbear LLC, Painting & Flooring installations

User Reviews: 4.7/5 

500 Bulkeley Pl #20
Newport News, VA 23601

Evia painting

User Reviews: 4.7/5 

1717 Yorktown Rd
Yorktown, VA 23693

Jay's Painting and Pressure Cleaning, Inc.

User Reviews: 4.1/5 

209 Robin Hood Dr
Yorktown, VA 23693

Major League Painting

User Reviews: 4.6/5 

4102 George Washington Memorial Hwy
Yorktown, VA 23692

To share feedback or ask a question about this article, send a note to our Reviews Team at reviewsteam@thisoldhousereviews.com.

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Facts about Chesapeake
Average Max Temp:64°F
Average Min Temp:52°F
Average Daily Sunlight:61%
Average Painting Cost Per Foot:$0.88
Median Year Houses Built:1979

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Services Offered by Professional Painters

Many painting services provide interior, exterior, and other services.

Interior Painting

Professional interior painters will guide you through different types of interior paint, finishes, and maintenance requirements to help you decide which paint is best for your space. They'll prep and paint your moldings, trim, cabinets, door frames, and windows, based on what your project calls for. Some painters will remove any existing wallpaper or textured finishings before painting for an additional fee.

Exterior Painting

Exterior work starts with painters mending weather damaged areas, stripping paint, plugging leaks with caulk, and cleaning. They then apply paint to decks, doors, fences, trim, siding, window frames, and other outdoor features.

Additional Services

Painting contractors may also provide the following additional services, depending on their training and skills:
  • Concrete staining
  • Crown molding installation and repair
  • Drywall and plaster repair
  • Popcorn ceiling removal
  • Pressure washing
  • Wallpaper hanging or removal

How To Choose a Painter in Chesapeake

Below is what you should consider while deciding which residential painter to hire:
  • Cost: Request quotes from at least three contractors. Use caution if one provider's estimates are much lower than the rest.
  • Guarantees: Ask for guarantees in writing and ensure you understand which items are covered and for how long.
  • Paint types: Ask your painting contractor to walk through paint selections in detail, covering the pros and cons of each. This will help you decide on the best option for your project. Some paints have better weather resistance or use more eco-friendly formulas.
  • Qualifications: Painters in Virginia must have a license from the Department of Professional and Occupational Regulation. All painters should be properly bonded and insured, especially if they’re working with power equipment or on ladders. If your home was built before 1978, and you're worried about the possible presence of lead, you might look for a contractor who is licensed by the EPA to work with lead-based paint.
  • Reputation and reviews: Obtain references from family, friends, and neighbors, or review the Better Business Bureau (BBB) profiles of local painters. You can also read customer reviews on websites such as Trustpilot and Google Reviews.

How Much Does Painting Cost in Chesapeake?

Home painting rates differ depending on the square footage, the paint you choose, and seasonal demand changes, with the busy summer months being the most expensive. In Chesapeake, painting jobs for both interiors and exteriors typically cost $0.88 to $3.54 per square foot. Most homes have greater interior square footage, which leads to higher paint costs than when painting the exterior. To paint a 2,000-square-foot house’s exterior runs approximately $4,424, while the interior will run about $1,770 to $7,079. Alternatively, local Chesapeake painters may charge anywhere from $19.17 to $31.96 per hour. Hourly prices may save you money if you choose to bundle services. For example, you'll pay less to have your home's exterior and interior painted together than you would if you’d scheduled the projects separately.

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Frequently Asked Questions About Painting in Chesapeake

How long does painting a room/house take?

It normally takes four to six hours to paint a 12-foot-by-12-foot room. This estimate includes prepping, priming, painting, and cleaning. Multiply this estimate by the number of rooms to be painted to figure out how long it will take to paint your house.

Should you tip professional house painters?

Professional house painters don't expect tips, but leaving a small tip or positive feedback on a reviews website is considered polite. You can offer your painters a small breakfast or lunch to show your appreciation.

Can you negotiate with painters?

You can sometimes negotiate with professional painters, especially if you have a flexible timeline or have gotten multiple quotes to compare. If you plan to negotiate, remember to be friendly and polite.

Is it worth getting a professional painter?

Yes, hiring a professional painter is worth it. While DIY painting can be very straightforward, a professional will get you better results in less time.

What should a painting quote include?

Painting quotes should include a lit of all areas that need to be prepped and painted, the approximate sizes of those surfaces, and the expected cost of labor and materials.

To share feedback or ask a question about this article, send a note to our Reviews Team at reviewsteam@thisoldhousereviews.com.