Short-Term Rental Financing in Westport, CT

Short-Term Rental investing in Westport

Short-term rental financing in Westport is a different underwriting product than a long-term DSCR loan even though it carries the same name. The lender is crediting nightly revenue instead of a signed lease, which means the documentation, the reserve requirement, and the permit diligence all change.

At the Westport median of $1,500,000, a short-term rental prices near $1,500,000. Minimum down is 25% ($375,000), leaving a loan of $1,125,000. Estimated all-in PITIA runs about $11,315 per month.

Returns and structure

Return metrics at the Westport median for this product: an estimated cap rate of 2.51%, and monthly cash flow of $5,609 negative at 25% down. Negative cash flow at the minimum down payment is common in appreciation-led markets; investors close the gap with a larger down payment, a purchase below median, an added unit, or a rate buydown. Note that the $1,125,000 loan amount exceeds the $806,500 conforming limit for Fairfield County, so agency pricing is off the table and this is a jumbo DSCR file.