Investing in Oshkosh, WI — Market Analysis
Oshkosh is one of the lower-basis entry points in Wisconsin, with a median home price around $235,000. Oshkosh is a college-town market. Student and faculty demand creates reliable occupancy, but leasing is seasonal — most of the year's placements happen in a narrow summer window, and per-bedroom leasing often produces more gross rent than a single whole-house lease.
Buying a rental property in Oshkosh on a DSCR loan means putting a minimum of $47,000 down (20% of purchase price), leaving a loan amount of $188,000 at 80% LTV. At current DSCR investor pricing near 7.50%, principal and interest on that loan runs about $1,315 per month. Add Winnebago County property taxes of roughly $315/month and landlord insurance of about $94/month, and your all-in PITIA lands near $1,724/month. That PITIA figure — not the P&I — is what the lender divides your rent into.
A long-term lease in Oshkosh should generate roughly $1,725/month in gross rent. Against a PITIA of $1,724, that produces an estimated DSCR ratio of 1.00x. That clears the standard 1.0 minimum, which is the threshold most DSCR shelves require for their base pricing. There's not much cushion, so a tax reassessment or an insurance increase could push the file into a lower tier — worth stress-testing before you write the offer.
Two Wisconsin-specific items to build into your model: Wisconsin has high effective property tax rates, and state law preempts most municipal short-term rental bans while still allowing a seven-consecutive-night minimum in some jurisdictions — worth confirming before underwriting on nightly revenue. Door County and the Dells are the state's dominant vacation rental markets. In Oshkosh specifically, effective property tax on investment property runs around 1.61% of value annually — about $3,784 a year at the median price — and landlord insurance near $1,128 a year.
On return metrics, Oshkosh pencils to an estimated cap rate of 5.46% using a 62% NOI margin, and a gross rent multiplier of 11.4. Monthly cash flow on a long-term lease at 20% down is estimated at $1 positive. A cash-flowing file at 20% down is the exception in most markets right now, and it gives you room to absorb a rate that doesn't come down.

