But first things first--I need to estimate rehab costs for the entire project undertaking before I can even move forward with this daydream of mine.

The rates on a 203k loan are higher than other owner-occupied loans due to the higher risk the lender is undertaking, so if your plan is to hold long term, it's best to get out of that loan and into something else sooner rather than later.

Like Karen said, this is a huge undertaking.

Conventional lenders in Canada will require you personally guarantee any financing to the corporation, but we've never encountered a problem obtaining mortgages due to the properties being in a corporation.Now, if the corporation is undertaking a JV with an individual, we have encountered lenders who will not allow a corporation and individual to jointly take title or hold the financing {there is no legal restriction here, it is just an internal lender policy} when financing residential properties.Similarly, if you have more than 2-3 shareowners or partners, our experience has been longer vetting and approval processes from lenders when pursuing residential financing.    

You'll have to record a new deed and there is a deed redecoration fee that is $60 in most counties in MD. 

(A) "Real estate broker" includes any person, partnership, association, limited liability company, limited liability partnership, or corporation, foreign or domestic, who for another, whether pursuant to a power of attorney or otherwise, and who for a fee, commission, or other valuable consideration, or with the intention, or in the expectation, or upon the promise of receiving or collecting a fee, commission, or other valuable consideration does any of the following:(1) Sells, exchanges, purchases, rents, or leases, or negotiates the sale, exchange, purchase, rental, or leasing of any real estate;(2) Offers, attempts, or agrees to negotiate the sale, exchange, purchase, rental, or leasing of any real estate;(3) Lists, or offers, attempts, or agrees to list, or auctions, or offers, attempts, or agrees to auction, any real estate;(4) Buys or offers to buy, sells or offers to sell, or otherwise deals in options on real estate;(5) Operates, manages, or rents, or offers or attempts to operate, manage, or rent, other than as custodian, caretaker, or janitor, any building or portions of buildings to the public as tenants;(6) Advertises or holds self out as engaged in the business of selling, exchanging, purchasing, renting, or leasing real estate;(7) Directs or assists in the procuring of prospects or the negotiation of any transaction, other than mortgage financing, which does or is calculated to result in the sale, exchange, leasing, or renting of any real estate;(8) Is engaged in the business of charging an advance fee or contracting for collection of a fee in connection with any contract whereby the broker undertakes primarily to promote the sale, exchange, purchase, rental, or leasing of real estate through its listing in a publication issued primarily for such purpose, or for referral of information concerning such real estate to brokers, or both, except that this division does not apply to a publisher of listings or compilations of sales of real estate by their owners;(9) Collects rental information for purposes of referring prospective tenants to rental units or locations of such units and charges the prospective tenants a fee.As you can see from the above law that act of "wholesaling" would fall under 7 of the 9 legal definitions of acting as a Real Estate Broker.

That means putting in the effort to undertake a comprehensive search.

First of all, thank you for undertaking a difficult job at a particularly difficult time in history. 

Don't underestimate this is a big undertaking but if the location and price are right could be very good.  

A 100 lot subdivision on 50 acres is a HUGE undertaking for a novice developer.