1203 Winchester AveMiddlesboroKY40965



INVESTMENT ANALYSIS
Investment Verdict
Solid IncomeThe 8.25% yield at 1203 Winchester Ave, Middlesboro, KY, 40965 in Middlesboro is solid, but the $1,079/mo payment compresses net cash flow to $189/mo at $239,900. This is a tight-spread property, income covers debt, with little cushion. For investors who can optimise occupancy, the upside is real: 5% annual appreciation adds $66,280 by year five, and $2,210/yr in loan paydown builds equity. Ziffy Mortgage qualifies this via DSCR (1.53) without U.S. income documentation. Total projected return: $103,041.
| This Property | City Avg | |
|---|---|---|
| Gross Rental Yield | 8.3% | 8.5% |
| Monthly Cash Flow | $189 | $300 |
City averages based on Middlesboro market data in our database. Property projections are estimates.
DSCR Loan Qualification
| Monthly Rental Income | $1,649 |
| Total Monthly Debt Service | $1,365 |
| DSCR Ratio | 1.21x |
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 1966
0.51 Acres lot
$N/A/sqft
No HOA
Neighborhood Data
Neighborhood data shown for ZIP Code: 40965, Middlesboro, KY area.
Housing Distribution
Housing Statistics
| Category | Value |
|---|---|
| Total HU (Housing Units) | 6,051 (100%) |
| Owner Occupied HU | 2,896 (47.9%) |
| Renter Occupied HU | 2,268 (37.5%) |
| Vacant Housing Units | 887 (14.7%) |
| Median Home Value | $97,436 |
| Average Home Value | $152,081 |
Housing Distribution
Address Breakdown
Residential
5,459
Single Family
5,458
Multi-Family
1
Businesses
656



Nearby investment properties with comparable rents
Nearby investment properties with comparable prices

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 1966
0.51 Acres lot
$N/A/sqft
No HOA
Neighborhood Data
Neighborhood data shown for ZIP Code: 40965, Middlesboro, KY area.
Housing Distribution
Housing Statistics
| Category | Value |
|---|---|
| Total HU (Housing Units) | 6,051 (100%) |
| Owner Occupied HU | 2,896 (47.9%) |
| Renter Occupied HU | 2,268 (37.5%) |
| Vacant Housing Units | 887 (14.7%) |
| Median Home Value | $97,436 |
| Average Home Value | $152,081 |
Housing Distribution
Address Breakdown
Residential
5,459
Single Family
5,458
Multi-Family
1
Businesses
656
Nearby investment properties with comparable rents
Nearby investment properties with comparable prices



Listed by: Kevin Bisceglia • Coldwell Banker Bisceglia Realty & Auction Co
Mls Name: Imagine MLS
Mls Provider:
Mls ID: #26004238
Disclaimer: IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.








