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.
For sale
Price cut: $34K (8/20)
$495,000
443 Oxford Dr #445-447-449, Winchester, KY 40391
2beds
1,054sqft
Quadruplex
Built in 1970
-- sqft lot
$476,000 Zestimate®
$470/sqft
$-- HOA
What's special
Updated unitComparable layouts
- 39 days
- 198
- 8
Zillow last checked:
Listing updated:
Listed by:
Tracey Goebel 859-771-1990,
Tom Goebel & Company
Source: Imagine MLS,MLS#: 26019713
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Heating
- Forced Air, Natural Gas
Cooling
- Electric
Interior area
- Total structure area: 1,054
- Total interior livable area: 1,054 sqft
Property
Parking
- Total spaces: 2
- Parking features: On Site
Lot
- Size: 0.31 Acres
Details
- Parcel number: 042200600200
- Zoning: R
- Special conditions: Standard
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Quadruplex
- Attached to another structure: Yes
Materials
- Roof: Composition,Shingle
Condition
- Year built: 1970
Utilities & green energy
- Utilities for property: Electricity Connected, Natural Gas Connected
Community & HOA
Community
- Subdivision: Orchard Hill
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $470/sqft
- Date on market: 7/24/2026
Estimated market value
$476,000
$452,000 - $500,000
$1,110/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/20/2026 | Price change | $495,000-6.4%$470/sqft |
Source: | ||
| 7/24/2026 | Listed for sale | $529,000$502/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 40391
Nearby schools
Schools provided by the listing agent
- Elementary: Strode Station
- Middle: Robert Campbell
- High: GRC
Source: Imagine MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




