Bought a house on the upper range on several acres that required extra money and labor to maintain, about 1/3 of the house was hardly used, yadda-yadda.

Yes- unfortunately, pools and hot tubs, although great amenities for STR's and MTR's can be a hassle to maintain.

And I would have quick easy access to maintain and upkeep.

One property manager, one handyman, one set of books, one address/property to maintain, etc.

At least you sold your properties at an optimal time.

Title insurers spend much of the income they receive as premium for the cost of maintaining title plants which are used to conduct the title search and paying professionals to examine the documents found in the search to determine what requirements to make and exceptions to take for the issuance of the title commitment. 

@Nathan Gesner your eager optimism of enforcement is admired but misplaced.

I just had an offer accepted on a second property for $50k that really only needs lipstick to achieve optimal rents.

Some factors that can affect rental rates include:Economic conditions: During economic downturns, demand for rental housing may decrease, which could lead to lower rental rates as landlords try to attract tenants.Market conditions: If there is a surplus of available rental units in a particular market, landlords may need to lower their rental rates to compete with other properties and attract tenants.Property location: Properties located in desirable areas or with desirable amenities may command higher rental rates, while properties in less desirable locations or with fewer amenities may have lower rental rates.Property condition: Well-maintained properties with modern features and finishes may be able to command higher rental rates compared to properties that are in poor condition or have outdated features.Competition from other housing options: If there are other housing options available in a particular market, such as single-family homes or apartments, this can affect the rental rates for housing units.Overall, rental rates for housing may fall for a variety of reasons, but it is difficult to predict with certainty when this may occur.

But if can operate well under pressure and you like building systems to optimize efficiency then you can mitigate a lot of the stress that would otherwise be involved.