Assess by elevation first
Walk each side separately. South and west sills will be in the worst condition and need the most work; a shaded elevation may need very little. One survey, four different answers.
Period property guide
Most repainted timber windows fail in the same few places for the same few reasons. Understanding why changes what you do before the first coat goes anywhere near them.
The uncomfortable truth
Owners comparing notes on period properties describe the same pattern again and again: the same paint, applied on the same day by the same person, lasting fifteen years on a shaded north elevation and failing within two or three years on a south-facing sill of the same house. One owner reported a modern water-based exterior paint cracking and peeling within two years on south-facing sills, while black paint on a permanently shaded north elevation stayed close to perfect for over fifteen.
South and west elevations take the sun, the heat cycling and the driving rain. Sills take all of that and are horizontal, so water sits on them rather than running off. If your paint is failing on the sills and cills first, that is not necessarily a fault in the product or the preparation — it is where the weather is.
The practical consequence: budget your maintenance by elevation, not by the whole house. The south side will need attention long before the north side does, and treating them as one job on one cycle wastes money on one and neglects the other.
Two different philosophies
This is the real difference, and it is not really about which product is better. Modern exterior systems aim to form a tough, impermeable film that is left untouched for years. When that film fails on an exposed elevation, it fails by cracking and peeling, and water gets behind it — which is worse for the timber than no coating at all.
Linseed oil paint is built around the opposite assumption. It weathers thin rather than cracking, and it is designed to be topped up regularly and lightly. Owners report linseed oil on exposed oak still sound after fifteen years without being touched, and many go back to it after a modern coating has failed early.
Neither approach is wrong. But choosing a modern film and then treating it as maintenance-free on a south-facing sill is how people end up stripping back to bare wood after three years. Decide which model you are signing up to before choosing the paint.
Source and further discussion: Painting timber windows — a verdict and a question on the Period Property forum.
The most common mistake
The instinct on seeing a gap between a casement and its frame is to close it. Often that is exactly wrong. A gap that allows a damp joint to dry out is doing useful work, and the usual approach — running paint across it — creates a thin bridge that cracks with the first season of movement and then holds water behind it.
Where a gap does need closing for weathertightness, the material has to move with the timber. Rigid fillers and hard putty crack as the frame swells and shrinks through the year. Flexible frame sealants, burnt sand mastic and traditional linseed putty all accommodate that movement instead of fighting it.
Expanding foam is the one to avoid completely. It holds moisture against the timber rather than excluding it, cannot move with the frame, and is a common cause of rot appearing a few years later. Finding and removing it is often the first stage of putting an old window right.
Doing it properly
Walk each side separately. South and west sills will be in the worst condition and need the most work; a shaded elevation may need very little. One survey, four different answers.
A deep void will not hold filler on its own. It needs packing first — caulking cotton or a foam backer rod — to give the filler something to bear against, then finishing on top.
Filler over soft timber fails and hides the problem while it spreads. Cut back to sound wood first, even where that turns a decorating job into a repair job.
Plan to revisit the exposed elevations on a shorter cycle. Light, regular attention on the south side is far cheaper than a full strip and rebuild every few years.
Before you start
On a listed building the distinction that matters is repair against replacement. Babergh District Council's listed-building guidance is that replacing windows and doors needs listed building consent, while limited repairs may not, provided they use matching materials and traditional methods. Repainting in the same colour is generally treated as work that does not need consent; changing the colour, or changing the type of coating, is more likely to.
There is a real local example of this in Glemsford. Skates Hill House, a Grade II listed 17th-century timber-framed house, was the subject of listed building consent application DC/26/01145 covering removal of modern paint products from painted brickwork along with sash window and timber-frame repairs — repair-led work on exactly this kind of window, going through consent.
Worth knowing separately: Babergh and Mid Suffolk operate a Local Listed Building Consent Order that grants blanket consent for secondary and double glazing on Grade II listed buildings subject to conditions. It covers glazing rather than repair or redecoration, and does not apply to Grade I or Grade II* buildings, but it is useful to know about if secondary glazing is part of your thinking.
Our planning permission guide covers the consent question in more detail.
Timber windows FAQ
Almost always aspect and standing water. South and west-facing sills take the most sun, heat and driving rain, and being horizontal they hold water rather than shedding it. The same paint on a shaded north elevation of the same house can last many times longer.
Not all of them. A gap that lets a wet joint dry out is doing useful work, and bridging it with paint tends to crack and trap water behind the film. Where a gap genuinely needs closing, use something flexible that moves with the timber, not a rigid filler.
No. It holds moisture against the timber rather than excluding it and cannot move with the frame. On older windows it is a common cause of rot appearing a few years later.
Repainting in the same colour is generally treated as work that does not need consent. Babergh's guidance is that replacing windows and doors needs listed building consent, while limited repairs may not if they use matching materials and traditional methods. Changing colour or coating type is more likely to need consent.
It behaves differently rather than being simply better. It is designed around regular light maintenance instead of infrequent complete repaints, and weathers thin rather than cracking and peeling. Many owners return to it after a modern coating has failed early on an exposed elevation.
Related reading
Timber windows are one part of a wider exterior. See removing non-breathable paint, limewash vs silicate paint and choosing authentic period colours, or browse all the period property guides.
Timber windows needing attention?