




443 Oxford Dr #445-447-449, Winchester, KY, 40391
About This Home
Don't miss this rare quadruplex opportunity in Winchester. Featuring four units (443, 445,447 and 449 Oxford Drive), this property is perfect for investors seeking multiple income streams in one location. Each unit offers a similar layout with approximately 1,054 ft, 2 bedrooms, and 1.5 baths. The photos shown are from one updated unit, and all units have comparable layouts—making this an ideal setup for consistent rental demand. The vacant property (449) can be viewed through scheduling via showing time and sentrikey box is on the back door, the other 3 units are occupied and can be viewed with 48 hours notice given to the tenants.
Getting Around
Schools
Construction
Condition
- Year built: 1970
Materials
- Roof: Composition,Shingle
Type & Style
- Home type: MultiFamily
- Property subType: Quadruplex
Interior
Bedrooms & Bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Heating & Cooling
- Heating features: Forced Air,Natural Gas
- Cooling features: Electric
Interior Area
- Total structure area: 1,054
- Total interior livable area: 1,054 sqft
Property
Details
- Parcel number: 042200600200
- Attached to another structure: Yes
- Zoning: R
- Special condition: Standard
Lot
- Lot size: 0.31 Acres
Parking
- Total spaces: 2
- Parking features: On Site
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Strong Wind
- Lightning
- Tornado
- Winter Weather
- Cold Wave
- Hail
- Ice Storm
How This Home’s Risks Compare
FEMA Declared Disasters Across Kentucky Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $2,674 | $32,088 |
| Home Insurance * | $259 | $3,108 |
| Property Taxes | $330 | $3,960 |
| Electricity | $154 | $1,850 |
| Total | $3,417 | $41,004 |
Income You'd Need if You Spent...
Kentucky FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-07-24 | Listed for sale | $529,000 |
