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Callaway Contracting LLC

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About
Elevate your home with the distinct craftsmanship of Callaway Contracting LLC. We specialize in high-end residential painting and drywall restoration for Northeast Ohio’s most discerning homeowners. Whether refreshing a historic estate in Shaker Heights or modernizing a luxury home in Westlake, our team delivers flawless finishes that stand the test of time. Why Clients Choose Us: The "Worry-Free" Promise: We stand behind our craftsmanship with an industry-leading 2-Year or 5-Year Warranty. Premium Materials Only: We exclusively utilize top-tier paints and materials to ensure durability, washability, and a rich, lasting finish. White-Glove Service: From meticulous prep work to the final walkthrough, we treat your property with the utmost respect, ensuring a clean and non-intrusive experience. Our Services: Luxury Interior & Exterior Painting Seamless Drywall Repair & Finishing "Painter For A Day" (Concierge touch-up service) Cabinet & Trim Refinishing
Overview

Hired 31 times

Background checked

2 employees

6 years in business

Business hours

This pro hasn't listed their business hours.

Payment methods

This pro accepts payments via Cash, Credit card, and Zelle.

Social media

Facebook, Instagram

Top Pro status

Top Pros are among the highest-rated, most popular professionals on Thumbtack.

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2023

Services offered
Cabinet types to paint

Wall cabinets

Base cabinets

Both, wall and base cabinets

Current cabinet finish

Wood stain

Paint

Type of painting

Full repainting lighter color

Full repainting same color

Full repainting darker color

First time painting

Projects and media
Projects and media
Reviews

Customers rated this pro highly for professionalism, work quality, and responsiveness.

Good 4.3

26 reviews

5

81%

4

4%

3

0%

2

0%

1

15%

Read reviews that mention:


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Stephanie M.

Oct 28, 2025

From Google

Jay and his team are amazing! They painted to first floor of my house and we were SO impressed with his professionalism AND attention to detail.
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Milt c.

Apr 18, 2023

Hired on Thumbtack

Jay was great! He communicated with me throughout the entire project. He went above and beyond. I highly recommend Callaway Painting!

Details: Home • Two stories • Entire building • 1,500 - 2,000 sq ft • Aluminum • I’d like the professional to provide the paint • No visible exterior damage

Exterior Painting
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Josh H.

Sep 20, 2021

Hired on Thumbtack

Jay and his team did an incredible job cleaning and painting my porch! I struggled to find someone to do the job well as I went through 5 different contractors to get the job done. Jay was a fantastic communicator and made sure to understand exactly what I needed and brought the project to life. He sent me pictures of the work all along and went above and beyond in cleaning up areas other contractors had missed or over painted. He also asked if he could touch up some areas I hadn’t thought of for no extra charge just to tie everything together for a perfect finish. I will be reaching out to Jay again on many more projects!

Details: Home • Two stories • One part of building • Less than 500 sq ft • Wood • Yes, I will supply the paint to the professional • Peeling or flaking paint

Exterior Painting
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Rachel W.

Apr 29, 2024

Hired on Thumbtack

Jay and his team gave my deck new life. The quality is great, turnaround time was great, and they were extremely professional and easy to work with. I would recommend and hire again.

Details: Home • Two stories • One part of building • Less than 500 sq ft • Wood • No visible exterior damage

Exterior Painting
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Irena H.

Oct 29, 2025

From Google

Excellent work that exceeded my expectations. I will definitely use Callaway Contracting again.
Credentials
Background Check

Jay Callaway