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Yes, siding orientation can affect a home’s resale value, but in what way and by how much really depends on the prospective buyer. For instance, some buyers prefer the more modern appearance that vertical siding offers, so having it can increase your home’s value in their eyes. However, other buyers prefer the classic, more common appearance of horizontal siding, so having vertical siding can decrease your home’s value in their eyes. 

Yes, the thickness of siding is an important factor to consider when replacing it. Siding thickness helps to determine how your home retains and redirects heat. While thicker siding has a premium price, it offers greater strength and durability, stronger insulation, better wind and weather resistance, increased rigidity, and better soundproofing.

You should plan to stain or refinish your home's cedar siding every three to seven years to maintain its appearance and provide maximum protection, though some estimates suggest a range of four to six years. The exact frequency depends on several factors, including your local climate, exposure to severe weather like direct sunlight, rain, and wind, the quality of the initial stain application, the type of stain used, and the overall condition and quality of the wood.

For homes in harsh climates with high humidity and significant sun exposure, you should plan on staining as often as every three years, while those in milder locations may only need to do so every seven years. For the longest-lasting protection in particularly harsh climates, consider using an opaque stain.

If you are looking for a lower-maintenance alternative, you might consider vinyl or aluminum siding. While the initial installation cost can be higher, they do not require as much upkeep and can offer more value over time, especially in areas with excessive rainfall or high humidity.

Some homeowners use caulk on the edges of clapboard siding to help seal it. However, this method invites new problems. With so many gaps sealed, clapboard siding is often unable to drain properly and moisture from rain or other sources can build up inside. This can lead to rot and other issues over time. When repairing clapboards, it’s best to avoid caulking the final product. The exception is trim around windows and doors, which should be caulked to avoid moisture problems.