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Elevate Your Chicago High-Rise: Expert Painting and Drywall Repair
Looking for a professional painter near me in downtown Chicago? From the sleek glass towers of the Loop and Lakeshore East to the historic loft conversions in the West Loop, our team delivers premium craftsmanship tailored to the heart of the city. This recent project in a luxury downtown condo highlights our expertise in blending modern aesthetics with the structural demands of urban living.
We specialize in high-end finishes, utilizing premium Benjamin Moore and Sherwin-Williams coatings specifically selected for Chicago’s unique interior environments. Whether it's refreshing a contemporary penthouse or performing seamless drywall repair in a River North flat, we ensure a flawless finish every time.
OUR PROCESS: PRECISION IN THE HEART OF CHICAGO
1. Expert Drywall Repair & Prep
Living in downtown Chicago means dealing with building vibrations and settling. Our thorough surface inspection often reveals hairline cracks or settling gaps. As a leading Chicago painting contractor, we perform expert drywall repair, patching, and sanding to ensure a perfectly smooth "Level 5" finish before a drop of paint even touches the wall.
2. Specialized Priming
High-rise walls often feature various textures or previous high-gloss finishes. We apply specialized, low-VOC primers to ensure maximum adhesion and color vibrance while keeping your indoor air quality clean—a must for city dwellers.
3. Professional Paint Application
Using a combination of precision brushwork and specialized rollers, we apply multiple coats to achieve rich, even depth. Our techniques are designed to highlight the architectural lines of modern Chicago floor plans.
4. Meticulous Final Review
The "Windy City" standard means no mess left behind. Our team performs a rigorous final inspection and deep cleanup, ensuring your downtown home is move-in ready the moment we finish.
WHY CHICAGO DOWNTOWN HOMES REQUIRE SPECIALISTS
Urban painting presents specific challenges that suburban contractors might miss:
Building Regulations: We navigate strict HOA rules, freight elevator bookings, and insurance requirements (COIs) common in Loop high-rises.
Climate Control: Managing humidity and temperature fluctuations in glass-walled units to ensure proper paint curing.
Drywall Integrity: Addressing cracks caused by the natural swaying and settling of Chicago’s tallest buildings.
Pro Tip: When hiring a Chicago painter, always verify they carry the high-limit liability insurance required by downtown property management companies.
FREQUENTLY ASKED QUESTIONS
Q: Why choose a painter near me for downtown Chicago?
A: Local contractors are familiar with the logistical hurdles of the Loop and Gold Coast, including parking, building access, and specific structural challenges of high-rise units.
Q: Can you handle drywall repair and painting in one project?
A: Yes! As a full-service painting contractor, we handle everything from water damage repair and settling cracks to the final decorative coat, providing a seamless experience.
Q: Are your paints safe for small condo spaces?
A: Absolutely. We prioritize low-VOC and Zero-VOC premium paints that are odorless and safe for high-density living environments.
Q: How do I get an estimate for my downtown unit?
A: We offer flexible scheduling for on-site consultations throughout the West Loop, Streeterville, and the South Loop.
Ready to transform your urban space?
See more of our work and request a free estimate at windypainters.com.
Windy City Painters | Chicago’s Premier Painting & Drywall Specialists

Kim Quigley joined Roundtree in 2015 as our purchasing director. Kim searches far and wide for the best plants at the best value for all our clients. She loves the hunt involved with making sure we have the perfect plants for all our projects. Kim monitors all the vendors who deliver plants and hardgoods to us and ensures everything is on time and running smoothly.
Kim’s roots in the green industry go all the way back to when she was only six years old, when she would spend time at what was then Vickery Florist (now Vickery Wholesale Greenhouse). Her parents were best friends with the founding owners of Vickery. She has fond memories of the greenhouses and spent some time later in her career working in interior plantscaping. Kim has managed landscape installations and worked on the retail side of the horticulture industry. Since 2008 Kim has also designed and installed decorations for the Queen of the Rose Festivals Ball, held during the Tyler rose festival weekend.
After spending 22 years running her own corporate special events company in the convention world, Kim decided she missed working in the plant world. She loves plants and the friendly welcoming feel our industry offers and loves balancing operations and logistics. The position with Roundtree felt like the perfect fit.
When it comes to her favorite part of her job here at Roundtree, Kim says she loves making such a diverse group of people – both at the company and our clients – happy with their projects by finding the very best plants and features. While she does not get to spend a lot of time face to face with our customers, she is always thrilled to hear customer feedback about how much they love their landscapes.
Kim is passionate about building things, working in her yard and her cat Pearl, who she adopted as a stray from the Roundtree office. Because Kim had never had a cat before, only dogs, she said she just went ahead and trained Pearl like a dog. Pearl now responds to commands just like a dog!
A fun fact you might not know about Kim: she is a backyard award winning meat smoking master. Kim learned to smoke meat at a young age with her Dad. She feels learning the patience involved with smoking meat helped teach her patience in other parts of work and life. She also loves the friendly competition when at events. Her signature dish? She says it is probably her smoked brisket, but that her bacon wrapped meatloaf is also quite popular.
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