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Exterior Painting













Why Choose HomeSquarePro for Your Exterior Painting Needs?
100% Satisfaction Guarantee
Free, no-pressure estimates
On-time arrivals
Work that stays on budget and on schedule
Our Exterior Painting Projectsin Westchester, Putnam and Fairfield Counties
How We Deliver Exceptional Work On Time and Budget
CONTACT
Within one business day our team will reach out to you to set up an appointment with our expert technicians for a free estimate

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PLAN
We will meet with you and understand the unique needs of your project, your budget and timeline.

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ON TIME! ON BUDGET!
Our team will provide you with a detailed proposal of the work needed to be done and the price. We don’t want there to be any surprises.

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CREATE
Once you approve the proposal, or expert craftsman will finalize a start date and keep you informed throughout the project until completion.

We'll let our customers do the talking
Why Choose HomeSquarePro for Exterior Painting
From Pleasantville to Westport, we’re the name on speed dial when the paint starts to peel. Since 1978, we’ve combined fine craftsmanship with down-to-earth service—showing up when we say we will and standing behind every brushstroke. From the first color swatch to the last ladder coming down, your project is handled by people who treat your home like their own.
Ready to love your house again? Call (475) 445-1347 or (914) 256-1477, or contact us online to reserve your spot on the calendar.
Why a Fresh Exterior Paint Job Matters
Request A FREE Estimate
Professional Exterior Painting in West: Our 5-Step Process
Color Consultation & Planning
We start with a walk-around and a chat. We look at the architecture, the surrounding landscape and suggest color palettes that fit your environment. If you’re unsure we can create sample boards so you can see the color on your own siding before any paint is ordered.
Surface Preparation & Repairs
A great paint job starts with proper preparation. We soft-wash dirt and mildew, scrape loose paint, sand rough edges, and caulk gaps. Rotten trim or damaged clapboards? Our carpenters replace them so the finish goes on solid wood.
Masking & Protection
We are diligent in covering all windows, landscaping, and hardscapes. Drop cloths go down before any primer goes up. We won’t leave soil stains or overspray on your azaleas.
Professional Application
Licensed, insured crews spray, back-roll, and brush as the surface demands, using premium exterior primers and topcoats from trusted brands. Even coverage, straight cut-in lines, and two full-finish coats are our standard.
Final Walk-Through & Touch-Ups
The crew leader will walk around the house with you to ensure complete satisfaction. Anything less than perfect is addressed immediately, and you receive care tips to help the paint last.
Get Exterior Painting Services in Your Neighborhood
From Pleasantville to Westport, HomeSquarePro proudly serves Westchester, Putnam, and Fairfield counties with expert exterior painting and carpentry services. Contact us to get started.
Frequently Asked Questions
How often should I repaint my home’s exterior?
Most wood siding benefits from a new coat every 3–7 years, while brick can go a decade or longer. Exposure to sun, salt air, and moisture—and the quality of the previous job—all affect that timeline.
Do you handle lead-based paint?
Yes. Homes built before 1978 may have lead paint. We’re EPA-certified for safe removal and containment.
What brands of paint do you use?
We specify premium lines from Sherwin-Williams and Benjamin Moore for their color retention and warranty support. If you have a favorite brand, let us know.
Can you paint in cold or damp weather?
We schedule most projects between late March and early November, but low-temp formulations let us stretch the season when daytime highs stay above 45 °F.
Is financing available for exterior painting services?
Ask during your estimate—we have payment options that spread the cost without delaying the project.
Resources

As a HomeSquare Client, your part of a family. A family of experts who are here to help you with any home or commercial project, no matter the size or complexity. Our experts are here to care for your home like it was theirs – so before you start your next project, call us first. We are here to help.