Top-rated painters.

Get matched with top painters in Westport, CT

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Painters in Westport

Avatar for J & S Painting Plus Inc
J & S Painting Plus Inc
4.7(
332
)

Serving Westport, CT and surrounding areas

Approved

In business since 1977

Free estimates

Warranties offered

"From the time I met Sheki, I felt really comfortable hiring J & S Painting to do the work we needed around the house. We have now used them twice in the past year for two large painting projects at our house. Sheki's prices were competitive compared to all the other quotes I got. If I had any questions while the work was going on, Sheki and Pam, the office manager, would respond quickly. I initially hired J&S in Fall of 2019 to paint my basement, sand and paint all the wooden siding and trim on the exterior of my house, paint the window shutters, power wash the exterior of my house, and stain my deck. Jose and the crew did an amazing job over multiple days completing all the work and cleaning up all the materials. I ended up expanding the scope of the project and also had Jose replace the top railings on my deck, which they did for a very fair price. When I also asked Sheki if they could also paint the metal railings on my front steps, he didn't even charge me extra for it. A few months after the initial project was complete, we decided to paint the majority of the interior of the house this summer (July 2020). We went back to Sheki and J & S Painting. They painted the walls, ceilings, trim, and doors in multiple rooms (including a room with cathedral ceilings) with two coats in two days. I also had them paint the risers, stringers, and baluster on our stairs. Work also included painting a portion of the aluminum siding on the side of the house. The crew was quick, efficient, precise, and did excellent work. I will hire J & S Painting again the next time we have a painting project."
Additional Photos
Additional Photos
Before & After
Additional Photos
Additional Photos

+3

Response time1 day
1 neighbors recently requested a quote
Recommended by95%of homeowners
Avatar for SPILOTRAS PAINTING
SPILOTRAS PAINTING
4.7(
151
)

Serving Westport, CT and surrounding areas

Approved

In business since 1992

Free estimates

Warranties offered

"Outstanding job by Spilatras Painting. Power washing was done in a most professional manner. This is the second time we are using this most reliable company."
Bailey's Smokehouse Bar
Englewood Color Update
Bailey's Smokehouse Bar
Before
After

+12

Response time1 day
Response rate100%
Recommended by94%of homeowners
Avatar for Palette Pro Painting & Renovation Inc.
Palette Pro Painting & Renovation Inc.
4.8(
262
)

Serving Westport, CT and surrounding areas

Approved

In business since 2009

Free estimates

Emergency services offered

"My 1995 oak cabinets were painted white and the doors and drawer faces were replaced and then painted. They look beautiful! I also had a custom cabinet built along with a kitchen island. The craftsmanship is on point! My kitchen transformation looks amazing. I would definitely recommend Palette Pro!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+76

Recommended by97%of homeowners
Avatar for Edge Painting
Edge Painting
5.0(
44
)

Serving Westport, CT and surrounding areas

Approved

In business since 2005

Free estimates

Warranties offered

"Edge painting is one of the best subcontractors I have ever used. I have used them several times and they exceeded my expectations every time. They have painted the entire exterior and interior of our home. They are trustworthy and we felt very comfortable having them in our home."
Weston job
Weston Ct
Weston CT
Weston CT
Weston CT

+108

Response time1 day
Response rate91%
10 neighbors recently requested a quote
Avatar for Vozzella Painting
Vozzella Painting
4.9(
97
)

Serving Westport, CT and surrounding areas

Approved

Super Service Award Winner

In business since 1969

Free estimates

Small jobs welcome

"Vozzella Painting stained and did wood repairs for our deck. Very highly recommended! Excellent work, clear communications, responsive to minor additional touch up requests around our home and a reasonable price, with no surprises!"
Response time8 hrs
Response rate94%
14 neighbors recently requested a quote
Avatar for Taylor Painting
Taylor Painting
4.6(
112
)

Serving Westport, CT and surrounding areas

Approved

Super Service Award Winner

In business since 1995

Free estimates

Small jobs welcome

"Great work, great price, reliable and neat. You cannot go wrong hiring Taylor painting for painting and power washing needs. Excellent worker and totally responsible. I will be calling this company back without question."
 home NEW CANAAN
Exterior painting 6
 Interior painting
 Greenwich
 Taylor painting

+51

Response time5 hrs
7 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for Preference Painting, LLC
Preference Painting, LLC
4.8(
39
)

Serving Westport, CT and surrounding areas

Approved

In business since 1990

Free estimates

Warranties offered

"Alex , the owner of Preference Painting was outstanding! I had extremely old cabinets caked with paint... the work involved to restore them and repaint was intensive and he did a wonderful job. He also re-installed the cabinet doors with new hinges and literally spent an entire day making sure everything was as level and straight as possible! Alex is very professional and patient! I can't recommend him highly enough!"
bad shape
poundridge
built in wood to white
before
restored

+46

Response time6 hrs
Recommended by97%of homeowners
...
Showing 1-10 of 1216

FAQs for painting projects in Westport, CT

Most homeowners opt for semi-gloss or high-gloss paint to make the baseboards stand out against the walls. If you’d rather keep things subtle, matching the wall sheen with eggshell or satin also works well. When your trim has nicks or dents, reach for a flatter, matte finish—it hides minor imperfections better than a shiny coat.

Stripping old paint from trim costs $1 to $3 per linear foot. Pros use specialized tools and techniques to lift away existing layers without gouging the wood, then prep the surface for a fresh finish. While it adds to your budget, proper removal protects the molding and sets the stage for a smoother, longer-lasting paint job.

Tackling the baseboards first often leads to crisper lines. Painting trim first lets you tape off the boards instead of the walls, so you’re less likely to splatter color where you don’t want it. Any stray marks on the wall get covered when you roll on the final coat, making the whole process faster and tidier.

You can absolutely paint baseboards in place. Leaving them installed avoids the risk of cracking or misaligning the boards when they’re reattached. With thorough cleaning, light sanding, and careful taping, a pro—or an experienced DIYer—can achieve a sharp, factory-smooth finish while saving you the hassle of prying off and reinstalling trim.

Painting almost always beats replacement in cost. Swapping out baseboards runs about $150 in DIY materials or roughly $1,100 with a pro, while repainting costs about $50 in supplies and $1 to $5 per square foot for labor. Unless the boards are warped or severely damaged, a fresh coat delivers the same visual upgrade for a fraction of the price.

Paintable caulk and wood filler are the go-to fixes for nail holes in baseboards. Wood filler sands flush for a glass-smooth surface, while caulk provides a flexible seal that won’t crack as the house settles. Either way, patching those tiny divots before you prime ensures your finished baseboards look seamless.

The Westport, CT homeowners’ guide to painting services

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