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TRUSTED BY OSPREY, FL HOMEOWNERS

  • Average homeowner rating star icon4.8
    Average homeowner rating
  • Verified reviews icon476
    Verified painting services reviews

Top-Rated Painters in Osprey - Updated Nov 2026

Avatar for Flopro Painting LLC
Flopro Painting LLC
5.0(
43
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 3 - 4 Rooms+1 more

Serving Osprey, FL and surrounding areas

Approved

Super Service Award Winner

In business since 1998

Free estimates

Warranties offered

"He bid using Duration paint, used Super paint instead a cheaper paint. If you hire him, I would recommend asking if he is going to paint this and that at the start. He was not going to paint the concrete floor on the entrance to the house, although everything else was painted. After a heavy discussion about it, he agreed to paint the floor, if I bought the paint. Where I was raised, when you are going to paint the exterior of a house, you painted all the exterior, not just the walls He is a nice man, but he did not inform me of the things, he wasn't painting and he is the pro not me."
Color change
Exterior Painting
Painting - Exterior Project
Painting - Exterior Project
Exterior Painting

+462

Response time9 hrs
Recommended by100%of homeowners
Avatar for Innovation Custom Painting LLC
Innovation Custom Painting LLC
4.9(
193
)
Interior Painting or Staining: 5 + Rooms

Serving Osprey, FL and surrounding areas

Approved

Super Service Award Winner

In business since 2021

Free estimates

Small jobs welcome

"Innovation Custom Painting recently repainted the exterior of my two story home in Venice, FL I hired them based on the recommendation of a neighbor here in the Watercrest subdivision, as well as the great job I saw they did on his home, and the fair, affordable pricing. I was out of town for a month, so was not able to immediately check on the quality of the final painting, relying on the observations of a neighbor and the trustworthy reputation that Freddy, the owner, has earned in this community. Upon returning and carefully inspecting the house I was very impressed with the excellent painting and the reliable execution. Instead of a light coat of paint sprayed quickly on the stucco, Innovation Custom Painting rolled the paint on, giving a thicker, longer lasting coverage than most other painters who only spray. I am confident that this high quality paint job will last much longer than the thin coat that the builder sprayed on. I highly recommend Innovation Custom Painting!!!"
FULL EXTERIOR PAINTING
FULL EXTERIOR PAINTING
FULL EXTERIOR PAINTING
FULL EXTERIOR PAINTING
FULL EXTERIOR PAINTING

+788

Response time3 hrs
Response rate99%
2 neighbors recently requested a quote
Avatar for Southern Painting
Southern Painting
4.9(
41
)
Exterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Osprey, FL and surrounding areas

Approved

In business since 1989

Free estimates

Warranties offered

"We hired Southern Painting to paint the interior of our Siesta Key Condo and could not be happier with the work performed, They were on time, worked quickly and efficiently. Finished ahead of schedule, The work was superb. Ryan even went out of his way to find a paint color that was no longer available. Would highly recommend."
Jones Exterior
Bishop Interior
Gladitsch Interior
Parish Interior
Response time7 hrs
Response rate87%
Recommended by90%of homeowners
Paul Wolfe Painting
4.8(
29
)
Interior Painting or Staining: 5 + RoomsInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms

Serving Osprey, FL and surrounding areas

Approved

In business since 2014

Free estimates

Customers say: Quick response

"Paul did a nice job. Was good with communication. I just had to clean up some places where there was splattered paint on the floor. Otherwise, highly recommend."
Master bedroom
Living room
Den
Kitchen
Response time3 hrs
Response rate89%
12 neighbors recently requested a quote
Affordable Custom Services
4.6(
65
)
Exterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Osprey, FL and surrounding areas

Approved

In business since 1988

Free estimates

Credit card accepted

"Luke was on time every morning 8am. he painted the whole house by himself. he always kept me involved asking me about areas of the house making sure he was doing everything to my specifications. he also stained my pool deck. The owner Peter helped Luke remove an old door on the side of my garage . close up the opening and stuccoed and painted. and this was all done for a very reasonable price. I would recommend this company to anyone looking for very good work and fair pricing.R"
Commercial pharmacy
Church Steeple
Church steeple
Church Steeple
Response time1 day
Recommended by95%of homeowners
Painting Plus & More
5.0(
7
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeInterior Home or Surfaces - Paint or Stain+7 more

Serving Osprey, FL and surrounding areas

Approved

In business since 1998

Free estimates

Emergency services offered

"This was a great experience. I cannot say enough good things about this team. They were responsive, prompt, thorough, meticulous, and very detailed. They were more interested in getting the job done perfectly instead of hurry through it. This is clearly craftmanship in the painting space. I hope to have them back for some internal work next year. Highly recommend."
Response time1 day
Recommended by100%of homeowners
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Showing 1-10 of 725
Painting FAQs, answered by experts

Whether to brush or roll stain on wood depends on the project and your preference. Brushing is ideal for smaller, intricate areas and offers more control over the application, ensuring thorough coverage and penetration into the wood's grain. 

Conversely, rolling is efficient for more extensive, flat surfaces and can save time. However, it is not always the best fit for textured or uneven wood. Some projects may benefit from combining both methods, using a brush for detail work and a roller for broader areas. Ultimately, the choice between brushing and rolling depends on the specific requirements of your staining project.

The best finish for wrought iron railings is either a semi-gloss or a gloss sheen, as each offers good durability against rain, wind, heat, cold, and snow. 

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.

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.

Pressure-treated wood lasts at least 10 years, but with the right care and treatment, it can last as long as 40 years. Painting the boards is one way to increase the lifespan of pressure-treated wood. The layer of paint provides extra protection for the wood against the exterior elements and insects.

The Osprey, FL homeowners’ guide to painting services

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