The appreciation and extra income are great benefits, and by holding onto it, you can take advantage of the 2.5% interest rate and $2000/month cash flow while avoiding capital gains taxes.Instead of selling or converting the duplex into condos, consider using your HELOC or a home equity loan to buy or build your new single-family home.

As always, you get what you pay for, and the services of a good Realtor is worth the extra few %.

Here is what I proposed:Setup fees : Administration Setup:One Time Fee: $400Guidebook: Using professional photos give the guests a professional tour of the house and how the home works (Wifi passwords // How to use grill // How to use propane fireplace // Hot tub instructions // Sauna instructions //Check in and check out instructions //where extras may be storedOTA (Online Travel Agency) setups: taking professional photos and actively updating your listing on popular platforms;PMS (Property Management System) Setup Smart Pricing Set upWebsite integrationOther (furniture arrangement / design / décor shopping and set up) $50 per hour· Placement fees · Marketing Cost: Variable depending on needs/wants for marketingFacebook AdsGoogle Ads Cleaners: Set up procedures/take pics of expectations· Management fee—30%Guest communicationCleaner communicationSetting Rental rateDealing with small maintenance issuesBooking CoordinationSmart Lock integrationKeeping supplies stocked (TP, paper towel, all cleaning products, coffee, filters, creamer, sugars, teas,)(Receipts would be submitted on a monthly basis for either reimbursement or book keeping purposes)Encouraging guests to leave good reviews by periodically checking in, providing a review template, and ensuring guests receive the amenities they are looking forContinued marketingMajor Maintenance fees—OwnerCleaning and laundry services fees: Cleaning fee to the guest depending on how cleaner wants to charge

Personal guarantees add an extra level of commitment from the borrower.

Evictions usually take an extra two weeks to fix up due to property condition.  

My thought was could I get it under contract and then market it to be sold and at the closing i would just pay them what we agreed upon and i keep the extra.

I pay an extra $100 a month on them and in 2 years one will be paid off and I will only have 1 left.

The reality is the opposite - if it's not in writing then the PMC doesn't have to provide the service or can charge extra for it!

I'd say, if you aren't too far in the negative with the property's expenses and you are able to see growth in the area's future, then go for it and don't get discouraged if you face difficulties in the beginning.

Make sure you have extra keys.You could check on insurance with your STR insurance provider.