Why exterior paint fails
Most peeling starts with water. It gets in through open caulk joints, cracked sills, the bottom edges of clapboards and spots where gutters overflow, then pushes the paint off from behind. Sun does the rest, breaking down the binder until the surface chalks. On houses that face the Hudson, both forces are stronger than on sheltered streets.
A repaint that lasts deals with those causes first. That means finding where water is getting in and fixing it, not just covering it with fresh color.

The prep a painter should describe
Ask each painter to walk you through their preparation steps. On older wood siding, a sound plan usually includes washing to remove dirt and mildew, letting the wood dry, scraping every loose edge, feathering the edges by sanding, setting popped nails, replacing soft boards, priming bare wood and caulking joints that need it. Skipping any of these is the most common reason a new paint job fails early.
- Wash and let the wood dry fully
- Scrape and sand loose or lifting paint
- Repair or replace soft trim and siding
- Prime bare wood and patched areas
- Caulk open joints, then apply finish coats
Access on steep lots
Dobbs Ferry is built on a hillside, and many houses have one side that drops a full story to the yard below. Painters may need taller ladders, ladder levelers, plank staging or a small scaffold to reach those walls safely. That equipment and the extra setup time show up in the estimate. If you know a side of your house is hard to reach, mention it in your request.
Lead and older siding
Exterior scraping on a pre-1978 house can scatter old paint chips into planting beds and lawns. Under the EPA Renovation, Repair and Painting rule, paid contractors working on these homes must be Lead-Safe Certified firms and use practices such as ground sheeting and daily cleanup. Ask how the painter will contain chips on your property.
Timing
Exterior painting in this part of Westchester generally runs from late spring to early fall. Paint needs dry surfaces and temperatures within the range on the label while it cures. Painters often follow the sun around the house so they are not painting a wall in harsh midday heat.
Typical exterior painting costs
Published ranges for exterior work, from This Old House.
| Job | Typical range |
|---|---|
| Per sq ft of home | $2.20 to $4.40 |
| 2,000 sq ft, two stories | $6,900 to $12,700 |
| Wood siding, per sq ft | $1.70 to $3.60 |
| Porch, per sq ft | $1.90 to $3.75 |
| Exterior door, each | $165 to $330 |
Typical published ranges from the sources below, not quotes. Prices in the Rivertowns often run above national averages. Height, slope and the amount of scraping and repair drive most of the difference.
Questions homeowners ask
How often should a Dobbs Ferry house be repainted outside?
There is no fixed schedule. Walls with strong sun or river exposure often need attention sooner than shaded walls. Watch for chalking, cracking and peeling at the bottom edges of siding.
Can a painter only do the worst sides of the house?
Yes, many painters will quote individual elevations. The color may look slightly different from older paint on the other walls, so ask about that before deciding.
Is power washing safe for old wood siding?
High pressure can force water into old wood and damage it. Many painters use low pressure or hand washing and give the siding time to dry. On pre-1978 homes, washing must also follow lead-safe practice.
Will the painter replace rotted wood?
Many painters handle small repairs like sills, trim boards and fascia. Larger repairs may go to a carpenter. Ask how repairs are priced in the estimate.
Other services
House painting
Whole-house painting, inside and out, for Rivertowns homes of every age.
Interior painting
Walls, ceilings, trim and doors, room by room.
Cabinet painting
Refresh kitchen and bath cabinets without replacing them.
Deck and fence staining
Clean, sand and stain decks, railings and wood fences.
Wallpaper removal
Strip old wallpaper and prep the walls for paint.
Trim and siding painting
Window trim, fascia, soffits and siding sections.
Where we take exterior painting requests
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