Prime investment opportunity in Winchester! This 4-plex offers four unique 2-bedroom, 1-bath units, each approximately 900 sqft, with washer/dryer hookups and kitchen appliances included. Tenants enjoy a quiet neighborhood setting just steps from College Park, close to the Public Library and downtown. Alley access for parking makes it feel private and secluded. Units feature wide hallways, mudroom entries, and varied layouts. One unit was recently fully renovated with LVP flooring throughout, a stone fireplace, and a dishwasher, while others offer partially covered parking or extra storage space. A double storage shed is on-site as well. This property delivers steady income and long-term potential!
Pending
Price cut: $20K (10/24)
$375,000
23 1/2 Wheeler St, Winchester, KY 40391
8beds
3,706sqft
Est.:
Quadruplex
Built in 1942
-- sqft lot
$353,200 Zestimate®
$101/sqft
$-- HOA
What's special
Stone fireplaceExtra storage spacePartially covered parkingVaried layoutsQuiet neighborhood settingWide hallwaysLvp flooring
- 96 days |
- 81 |
- 6 |
Zillow last checked: 8 hours ago
Listing updated: November 28, 2025 at 09:45am
Listed by:
Michelle R Blackburn 859-707-5955,
RE/MAX Creative, Winchester
Source: Imagine MLS,MLS#: 25500496
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 4
- Full bathrooms: 4
Heating
- Baseboard
Cooling
- Window Unit(s)
Appliances
- Laundry: Electric Dryer Hookup, Main Level, Washer Hookup
Interior area
- Total structure area: 3,706
- Total interior livable area: 3,706 sqft
Property
Parking
- Total spaces: 8
- Parking features: On Site, Paved, Open
- Has uncovered spaces: Yes
Lot
- Size: 0.49 Acres
Details
- Parcel number: 054103403000
- Zoning: R-1C
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Quadruplex
- Attached to another structure: Yes
Materials
- Roof: Shingle
Condition
- Year built: 1942
Utilities & green energy
- Utilities for property: Electricity Connected, Sewer Connected, Water Connected
Community & HOA
Community
- Subdivision: Stuarts Addition
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $101/sqft
- Date on market: 9/5/2025
- Total actual rent: 2450
Estimated market value
$353,200
$336,000 - $371,000
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 11/28/2025 | Pending sale | $375,000$101/sqft |
Source: | ||
| 11/14/2025 | Contingent | $375,000$101/sqft |
Source: | ||
| 10/24/2025 | Price change | $375,000-5.1%$101/sqft |
Source: | ||
| 9/5/2025 | Listed for sale | $395,000$107/sqft |
Source: | ||
Public tax history
Public tax history
Tax history is unavailable.BuyAbility℠ payment
Est. payment
$1,813/mo
Principal & interest
$1454
Property taxes
$228
Home insurance
$131
Climate risks
Neighborhood: 40391
Nearby schools
GreatSchools rating
- 4/10Willis H Justice ElementaryGrades: K-4Distance: 1.4 mi
- 5/10Robert D Campbell Junior High SchoolGrades: 7-8Distance: 0.8 mi
- 6/10George Rogers Clark High SchoolGrades: 9-12Distance: 2.5 mi
Schools provided by the listing agent
- Elementary: Justice
- 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.
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