Many advisors recommend at least one year so that it straddles at least two tax years, but if you are taking a more aggressive position you might want to hold for two years that will straddle three tax years. 

For example, if the current building is “front and center” - as it probably is - then it would be straddling any proposed subdivision dividing line between the two new lots, which wouldn’t work at all.On the other hand, if there is a back street that the new lot would have frontage on instead, then it definitely could work.

Most advisors recommend at least one year, but in a rebuild I would recommend a longer holding period of 18 to 24 months (hopefully straddling three tax years).  

@Terry M Jordan Is the physical property straddling both parcels?

Straddling the Fence: A Real Estate Investor’s Guide to Mastering the Mid-Term Rental3. 30-Day Stay: A Real Estate Investor’s Guide to Mastering the Mid-Term Rental

Rock toilet with your knees (straddle it an move it side to side) to look for soft flooring. 

You have enough to do without straddling yourself with collecting money for a bill the utility company will do and not cost you.They are more responsible with the usage when it is coming out of their pocket. 

(1) The term "Security": means any note, stock, treasury stock, security future, security-based swap, bond, debenture, evidence of indebtedness, certificate of interest or participation in any profit-sharing agreement, collateral-trust certificate, preorganization certificate or subscription, transferable share, investment contract, voting-trust certificate, certificate of deposit for a security, fractional undivided interest in oil, gas, or other mineral rights, any put, call, straddle, option, or privilege on any security, certificate of deposit, or group or index of securities (including any interest therein or based on the value thereof), or any put, call, traddle, option, or privilege entered into on a national securities exchange relating to foreign currency, or, in general, any interest or instrument commonly known as a ‘‘security’’, or any certificate of interest or participation in, temporary or interim certificate for, receipt for, guarantee of, or warrant or right to subscribe to or purchase, any of the foregoing.(2) The term ‘‘Person’’ means an individual, a corporation, a partnership, an association, a joint-stock company, a trust, any unincorporated organization, or a government or political subdivision thereof.

. - Artist neighborhoods in BK getting pushed out almost all the way out to the borders of Long Island, and the next options become Jersey and Bronx but unfortunately Jersey still has cultural stigma for most arts culture and Bronx has been straddling.

I have an opportunity to purchase a parcel of land that straddles two counties on the outskirts of the RDU area.One of the counties has strict zoning ordinances, and the other has no zoning at all (except in municipal areas).