Sell [to make cash work harder elsewhere] or not ?

[David C.]

15 months ago we moved out of 3-bed/2-bath condo in Chicago to a 4-bed house. Rented the condo out rather than sold, but now I'm wondering if the potential cash in it can be working harder as I look towards building a cash-flowing portfolio of REI with long-term ROI/appreciation as focus on buy/hold rentals out of state - probably turnkey SFR in TX, OK, OH, FL, AL at first.

Should I sell, stick, cash-out-refinance?

(I do have enough cash to make 2-3 purchases without this, but thinking ahead for financing after that)

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Property value: $525,000 (bought for 495k in 2015)

Renting for 3600/month

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Mortgage Payment (Principal and Interest): $2361.60/month

Property Tax: 651/month

HOA: 299/month

Property Management: 0

Occupancy: 4% / Tenant Placement: 1 month rent.

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Loan Principal Owing: $286,000

3 years into 15yr fixed-rate loan @ 2.75% 

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Ideas, thoughts, considerations, links to articles and calcuilators most welcomed. Thank you!