It is never too late, you just have to think about strategy.The younger you are, the more you can bank on higher loan to value due to appreciation.

You'll attract the guests that will appreciate that and are willing to pay more for it. 

Some of the strategies I've used in the past are:-comparable sales data nearby-take pictures to show damage or deteriorating conditions of the property-show low rental income or conditions if applicableAny advice would be appreciated.

. - Half of REI is about appreciation over time.

But my husbi wants to keep it as he thinks it'd appreciate gradually. 

Unit A is about 100 years old and Unit B is almost completely new.Pros:-The duplex is in a very desirable neighborhood with home value appreciation year over year at about 50+%-Rent is also in high demand within this area-Cash flows well even with high interest rates and increasing property taxes-Home is price below average cost per sq ft-The house has been renovated and some parts of it has been remodeledCons:-All issues are with Unit A, the 100 year old unit.

All advice is greatly appreciated.

The math will tell the tale.When analyzing, assume little/no appreciation for 3-5 years and anticipate rents will stagnate.

On the other hand people keep telling me there’s never a “good or bad time to buy”.Sorry for the barrage of questions but would really appreciate any advice/insight!

@Jonathan SchwartzIt is assumed that the NOI will increase relative to the purchase price of the property, therefore increasing the terminal cap rate.For example:100k NOI @10% cap = 1M valueA 3% increase over 10 years =134,392 NOI134,392 NOI on 1M value = 13.4% CapCommercial property doesn't appreciate like residential properties.