5958 S Winchester AveChicagoIL60636



INVESTMENT ANALYSIS
Investment Verdict
Solid IncomeTight but positive: 5958 S Winchester Ave, Chicago, IL, 60636 in Chicago at $140,000 earns $1,070/mo in rent and nets $99/mo after the $630/mo payment, a 9.17% yield with limited short-term income headroom. The equity story offsets the thin monthly spread: 5% annual appreciation adds $38,679 over five years. Ziffy Mortgage underwrites this on a 1.70 DSCR without U.S. credit history. With $1,289/yr in principal paydown, total projected return reaches $59,916.
| This Property | City Avg | |
|---|---|---|
| Gross Rental Yield | 9.2% | 6.1% |
| Monthly Cash Flow | $99 | $850 |
City averages based on Chicago market data in our database. Property projections are estimates.
DSCR Loan Qualification
| Monthly Rental Income | $1,070 |
| Total Monthly Debt Service | $915 |
| DSCR Ratio | 1.17x |
Ziffy Mortgage: Your DSCR most likely meets our 1.0+ requirement, so you'll most probably qualify for our standard DSCR investment loan program. To pre-qualify, book time with your loan officer →
Estimates assume 6.0% rate / 30-yr fixed, 30% down, 1% tax, 0.5% insurance. Not a commitment to lend.
Single Family
Built in 1908
3,125 sqft lot
$N/A/sqft
No HOA
Neighborhood Data
Neighborhood data shown for ZIP Code: 60636, Chicago, IL area.
Housing Distribution
Housing Statistics
| Category | Value |
|---|---|
| Total HU (Housing Units) | 13,966 (100%) |
| Owner Occupied HU | 5,286 (37.8%) |
| Renter Occupied HU | 5,949 (42.6%) |
| Vacant Housing Units | 2,731 (19.6%) |
| Median Home Value | $159,879 |
| Average Home Value | $197,840 |
Housing Distribution
Address Breakdown
Residential
10,205
Single Family
8,881
Multi-Family
1,324
Businesses
752



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Ziffy AI Summary
A quick, investor-focused snapshot highlighting income strength, yield potential.
| Key metrics | Value |
|---|---|
| Price | $399,900 |
| Est. Rent | $3,200/mo |
| ROI | 18% |
- Attractive rent-to-price ratio for income stability
- Good fit for DSCR financing with healthy coverage


Single Family
Built in 1908
3,125 sqft lot
$N/A/sqft
No HOA
Neighborhood Data
Neighborhood data shown for ZIP Code: 60636, Chicago, IL area.
Housing Distribution
Housing Statistics
| Category | Value |
|---|---|
| Total HU (Housing Units) | 13,966 (100%) |
| Owner Occupied HU | 5,286 (37.8%) |
| Renter Occupied HU | 5,949 (42.6%) |
| Vacant Housing Units | 2,731 (19.6%) |
| Median Home Value | $159,879 |
| Average Home Value | $197,840 |
Housing Distribution
Address Breakdown
Residential
10,205
Single Family
8,881
Multi-Family
1,324
Businesses
752
Nearby investment properties with comparable rents
Nearby investment properties with comparable prices











