Milwaukee, WI Rental Market for Investors
An estimated 70% of Milwaukee's active listings could cash-flow as a short-term rental — here's what the numbers say for investors, as of August 2026.
Homes in Milwaukee that pencil right now
A sample of active Milwaukee listings whose DSCR clears 1.25 using short-term rental income projections we accept as a direct lender. These are spread across the price range, not ranked, and current as of August 2026.
$149,000DSCR 1.804 bed · 1 bath · 1,080 sqft
- STR revenue
- $28,019/yr
- Est. interest-only payment
- $1,039/mo
On the market 47 days · Listed by REALTY EXECUTIVES INTEGRITY Brookfield
Scout this home & market: 4-bed house in Milwaukee
$160,000DSCR 2.014 bed · 2 bath · 1,654 sqft
- STR revenue
- $37,085/yr
- Est. interest-only payment
- $1,230/mo
On the market 21 days · Listed by Soulful Realty LLC
Scout this home & market: 4-bed house in Milwaukee
$175,000DSCR 1.253 bed · 1 bath · 1,575 sqft
- STR revenue
- $24,717/yr
- Est. interest-only payment
- $1,315/mo
On the market 23 days · Listed by Compass RE WI-Northshore
Scout this home & market: 3-bed house in Milwaukee
$200,000DSCR 1.383 bed · 2 bath · 1,467 sqft
- STR revenue
- $29,988/yr
- Est. interest-only payment
- $1,444/mo
On the market 73 days · Listed by Keller Williams Realty-Milwaukee North Shore
Scout this home & market: 3-bed house in Milwaukee
$224,999DSCR 1.293 bed · 2 bath · 1,302 sqft
- STR revenue
- $29,297/yr
- Est. interest-only payment
- $1,515/mo
On the market 20 days · Listed by Premier Point Realty Llc
Scout this home & market: 3-bed house in Milwaukee
$239,900DSCR 1.974 bed · 1.5 bath · 1,291 sqft
- STR revenue
- $47,010/yr
- Est. interest-only payment
- $1,593/mo
On the market 17 days · Listed by eXp Realty - Metro Milwaukee
Scout this home & market: 4-bed house in Milwaukee
$254,999DSCR 1.552 bed · 2 bath · 975 sqft
- STR revenue
- $49,495/yr
- Est. interest-only payment
- $2,131/mo
On the market 72 days · Listed by Cherry Home Realty, Llc
Scout this home & market: 2-bed condo in Milwaukee
$314,640DSCR 1.795 bed · 1.5 bath · 1,901 sqft
- STR revenue
- $58,111/yr
- Est. interest-only payment
- $2,168/mo
On the market 89 days · Listed by Realhome Services And Solutions, In
Scout this home & market: 5-bed house in Milwaukee
$339,900DSCR 1.394 bed · 3 bath · 1,619 sqft
- STR revenue
- $45,708/yr
- Est. interest-only payment
- $2,191/mo
On the market 8 days · Listed by Realty of America LLC
Scout this home & market: 4-bed house in Milwaukee
As of August 2026, we analyzed 816 active for-sale homes in Milwaukee, Wisconsin. The typical listing is priced at $265,000 and is projected to generate about $35,954 a year as a short-term rental.
After setting aside an estimated 20% for operating costs, an estimated 70.2% of those homes could still cover an investor mortgage payment on short-term-rental income — well above the 52.5% median across the 200 major metros we track, ranking Milwaukee #26 of 200 for cash-flow potential.
On market momentum: homes in Milwaukee sit a median of 33 days on the market, and 44% of active listings came on in just the last 30 days — a fast-moving market, which shapes how much room there is to negotiate.
For a DSCR loan — which qualifies on the property's rental income rather than your personal income — that's a relatively healthy setup: in Milwaukee, a meaningful share of listings throw off enough short-term-rental income, after costs, to cover an estimated investor mortgage payment.
What actually works in Milwaukee
Milwaukee is a broad cash-flow market right now: 216 of the 486 Milwaukee homes, condos and townhomes we can price confidently clear a DSCR of 1.25. Nine in ten of them are priced under $325,000.
| Price | 1 bed | 2 bed | 3 bed | 4 bed |
|---|---|---|---|---|
| $150k–$250k | 36%1.09 | 48%1.22 | 78%1.40 | 98%1.86 |
| $250k–$350k | — | 5%0.94 | 28%1.07 | 65%1.38 |
| $350k–$500k | — | 0%0.78 | 15%1.03 | 44%1.24 |
| $500k+ | — | 0%0.47 | 0%0.60 | — |
Darker means a larger share of that group cash-flows. “—” means fewer than 8 active listings — too few to draw a conclusion from.
Milwaukee in full
| Active for-sale homes analyzed | 816 |
|---|---|
| Median list price | $265,000 |
| Median projected STR revenue (annual, gross) | $35,954 |
| Median average daily rate (ADR) | $178 |
| Median occupancy | 54% |
| Median beds | 3 |
| Median size | 1,519 sqft |
| Estimated cash-flow-positive share | 70.2% |
| Median days on market | 33 days |
| New listings (last 30 days) | 43.8% of active |
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