If you can get a local agent to pull a list of recent transactions, you should be able to estimate, based on the photos, what your target property will sell for post-renovation.The repair budget is the list of repairs (with estimated costs) required to make your target property look like the "ARV homes" you found above.

our first exit strategy was to sell own a wrap around mortgage creating a second note and financing our desired equity position but to find the end buyer was a challenge so we decided to rent it out after 3 months of vacancy Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

I'd focus on 150,000 sq ft and up deals so you get the densities you need. we just proposed 84 units on a lot that is 4500 square feet in Columbus Ohio with reduction in parking from 111 cars to 0 and we will lease off site parking. shift parking off site to save money on garages or push it into public garages. if the numbers work build structured parking which most the time they do it just depends on the deal size. if you want to sell to institutional investors you need at least 100 units in my opinion but the sweet spot is like 150+. in downtown columbus our market you can get about downtown unlimited height land for 1.5 million an acre.

Any recommendations in Boston area for flip?

That is why I would stay away from a condo.I know someone that just had to sell their condo because the ever increasing HOA fees made it unprofitable on a property they had owns for years.

It's an exciting but complex decision, and I'm reaching out to this community to gain insights, advice, and maybe learn from personal experiences.Pros and Cons:I've identified several potential pros and cons but would love to hear your perspectives.

You should get more than one estimate, if only to see if the problem identified is the likely one.

Local banks who don't re-sell these are typically your best bet, they like relationships.  

I'd like to sell one of my rentals and put the proceeds into stocks instead, but if the tax hit is too high, I'd do a 1031 exchange.  

As soon as the house is built, I want to start a new build on this lot to sell as a spec house, budgeting approx $450k build cost, sale price is estimated $750k, supported by comps.