Summary:
Plaster surface: In relatively good condition for its age (~21 years old). Appears relatively smooth and mostly pit-free. Some excess wire visible in the deep end between the two main drains, but overall nothing too abnormal. Some excess wear on the steps, but still all in relatively good shape for its age. Does not need resurfacing at this time.
Only areas of concern are in the deep end. These areas may be able to be patched if it becomes an issue, to help prolong the remaining life of the plaster.
Cost estimates:
• Patching (if needed): around $500
• Full re-plaster for a pool this size: $10,000 to $14,000 depending on options (likely needed in about 10 years, not in 1-2 years)

Summary:
Waterline tile (including raised wall tile): All in very good condition for ~21 years old, appears relatively new. Fresh seal between tile and coping in good condition. Mostly free of calcium.
Coping stone: Original. Loose/missing mortar joints and cracks present, especially northwest and east sides. East stones will likely need re-mortaring in next 1-10 years. Gap between concrete and coping may need filling (mastic or mortar) and/or concrete grinding to prevent trip hazards.
Handrail area: Loose coping stones around handrail; handrail not secured.
Cost estimates:
• Re-mortaring affected coping: $500–$1,000
• Filling gaps (mastic option with grinding): $1,000–$1,500+
• Handrail securing/repairs: $500+

The water quality isn’t showing a large organic growth occurring in here, likely due to ongoing maintenance. But still slight adjustments will be needed: likely slightly lowering pH and alkalinity, increasing CYA and calcium hardness, and doing standard phosphate treatments due to the mass amount of organic matter present in the pool.
Cost estimates:
• Adjustments and treatments to ensure the pool stays ideal for summer: $300 to $400

The skimmer itself is damaged. It has a main drain line that is likely re sealed, with water loss likely has been seen in that line, in the past and an essential band aid was applied to it (current "repair" using putty - this repair was performed to the pipe run to the equipment / pump also reducing the size of this pipe (creating a danger point). This skimmer overall is in very bad damaged condition, indicating that the skimmer should likely be cut out and replaced in the next 1 - 10 years (when water loss occurs, replacement would be required).

The skimmer has lifted and moved at least a half an inch up with the concrete and caused likely separation of the plumbing to a potential plumbing crack underneath.

Again this issue will need to be repaired likely much sooner than later. NOTE = The best time to do this is at the time of plaster as it is the most efficient and most guaranteed way to create a perfect environment for the new plaster.

The main drain line (RED FLAG = that appears to not being used at the movement - likely due to issue with that line under the plaster) may have a situation where at time of re-plaster it can easily be updated, whereas at this time it might be more difficult. There is a potential need to just hold off until the surface is re-plastered, but note that if done now this is likely closer to a $5500+ repair due to the issues seen.

Cost estimates:
• Skimmer cut out and replacement: $3,500 to $5,500 depending on severity of issues seen (likely closer to $5,500)

• The main drain is likely plugged and less than ideal, this line should be repaired, likely best to be done at time of replaster for most cost effective $3,500 to $5,500 depending on severity of issues seen (likely closer to $5,500+ if running a new 2.5"+ line with a channel in laid drain cover maybe 2x)

Also the main drain covers are not compliant and will need to be updated to prevent injury to feet / body ($100x2).

Working, new-ish. Signs of high chlorine abuse (yellowinf / browning) but could also be due to high iron of overhead redwood tree.

I would expect more life from this unit after minor updates / tune up in the next 6 months = likely tail, bag, tires, etc. Not now. Just tail sponge / end

There are no leaks currently at the homes valve body / manual valve, but the installation / parts quality is poor - and will likely be of issue. Will likely require updates in the next 1-10 years ($125-250+).

Significant dimming , and it appears there is condensation present inside the light lens. Old light can, heavy algae present, recommend cleaning behind the can ($50)

Also the pool light should be updated for safety = new can due to age and condition

-Low Cost Amazon Color 12v Light $150
-Incandescent $500
-Pentair High Quality LED Color Architectural 12v convertor $1500 +

Installation labor $400

Summary:
The filter is next. The filter is an older filter, original, with a band that is heavily decomposing, indicating that it will likely fail soon. A new band is around $200. Additionally, we do have some leaks present at the union coupler, so there’s another $300 repair. As well as the filter itself not being in the best condition overall.
It may be wise to just consider updating the filter completely. In my opinion a sand filter would be a much better option — a TA 100 D Pentair would be a great option here at around $1500 installed compared to this filter. It will also likely need some filter elements soon if it hasn’t been done in the past 2 to 5 years — that might be another $300. You’ll probably also need a new tank ring as well soon, as well as a new pressure gauge — both of those around $50 each.
Again, I just think overall the best value would be to just cut this old filter out and update to a new one.
Cost estimates:
• New band: ~$200
• Union coupler leak repair: ~$300
• Filter elements (if needed): ~$300
• Tank ring: ~$50
• Pressure gauge: ~$50
• Complete filter replacement (Pentair TA 100 D sand filter installed): ~$1,500

Like new, without issue, just slightly short conduit, but all items are present.

The panel appears to be in good condition overall, with some old pieces that likely are no longer being used at all, including the red dial timer and the upper mechanisms. It is possible that they’re hooked up to the pool light.
There is something funky going on with the pool light: when power is turned on to it, it doesn’t turn on right away but then eventually turns on. It will likely need an updating of the breakers to GFCI, the light switches as well, and the GFI outlet to GFCI. This includes updating all of this, especially for the variable speed breaker.
Cost estimates:
• Parts: around $500
• Electrician install: around $400

Some leaking plumbing / fittings. Recommend minor repairs to these areas ($300-500) also covering from UV from later afternoon sun.