Using the 50% rule (taxes, insurance, Capex, maintenance, vacancies, property-management), that should give us ~19K/month in pre-tax profits that achieves our 10k/month financial goal after-tax and adjusting for inflation.Our assumption is that building new-construction would reduce capex & maintenance the first few years. 

So presuming you are on the "add one rental a year plan" after maybe buying 4 with the money you have, I would think it would take a number of years to achieve that retirement goal - but your mileage could vary depending on how much income you need to live on. 

And, Side-X-Side is the hardest and rarest layout to achieve when converting from a SFH into a small-multi. 

Highest ROI, especially in markets that appreciate faster than inflation, is achieved at highest leverage.  

Take a step back to look at the bigger picture of what you want to achieve and break it down into smaller, achievable steps.

These options allow them to control expenses better, attract similar tenants, and often achieve higher rents with lower costs.I believe there is a promising market for purpose-built attached single-family homes for rent in Worcester.

•Financing challenges: Extracting equity and taking on new mortgages require careful financial management to avoid over-leveraging.My Questions 1.Do you think this plan is realistic and achievable?

For some, simply holding the portfolio you own and paying down the debt satisfies their investment objectives but someone like yourself who is looking to scale can't achieve that at the pace you may necessarily want if your real estate is stagnant on appreciation unless you have additional sources of cash you can throw at new acquisitions.

If a seller is being this stubborn they 1) have very little motivation to sell, and 2) don't like to listen to professional advice.

In that respect, you will have achieved a higher basis for depreciation and exclude the gain.