My question is what is the best way to set up out LLC, and should we be taxed as an S-Corp? 

Completing a 1031 Exchange allows you to defer that tax and depreciation liability and invest in another rental property.There are many experts on BP that help investors perform exchanges on a daily basis, here's some more info on a few blogs I've written on this site.https://www.biggerpockets.com/member-blogs/7993/65931-import...https://www.biggerpockets.com/member-blogs/7993/65927-how-a-...

I then have my Chase Business Account linked to Stessa so it will import the payments and still run all the features that I like (Tracking Rental Income, P/L statements, Tax form simple print outs) because it will sync with my Chase Business account.Would love some advice from previous owners and users of Stessa.

It helps to have started when $15k got you $700/mo in rent.haha,Love you to mate.If James was "over sexed" he would have less of an "urge" to bombard us with so many key-words.I hate to love him 😘10+ years ago we got 1 Toledo keyword every other week.Not it's almost 10 per day.Happy for Toledo and always has a special place in my heart.Yeah mate, those $15,000 deals are just a dream now but we had a 10+ year run so can't complain.Cheers to another 10 years and keep being great 🙏 I'm still buying, hell I am still filing tax value appeals so they are below the friggin value there. 

Under the laws of most states, when a corporate entity is dissolved, until a court appoints a receiver, the business and affairs of the entity shall be managed under the direction of the trustees of the entity’s assets to undertake the acts necessary or proper to liquidate the entity and wind up its affairs.In the context of LLCs most state laws permit the remaining members (or sole surviving member) of a limited liability company or, if the LLC has no remaining members, the personal representative, guardian, or other successor to the last remaining member of the LLC to wind up its affairs.The title company needs to do its research and not resort to the "you need to reinstate the LLC" position that many default to.

Private lending is passive but in terms of taxes "ordinary income" and you cannot cancel out with passive losses that you get when you are an equity holder of real estate. 

The house is a 3b/2ba 1,895 sq ft home but an additional sunroom built in which brings sq ft up to 2,055 (based off tax records my agent found).

What I do for my off-market deals is scrape the tax record for all LLC's that bought like-property purchases and then trace their name/number and establish relationships with them and bring them deals.

What will your combined W2 income be after taxes when you get married?

The kids will get a step up in tax basis at that time and will be likely able to get the full benefit of the portfolio tax free.