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    1 home
      1 home available
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      $1,595,000
      37beds
      19.5bath
      26,124sqft
      0.22acres
      House for Sale

      2 N Main Street, Winchester, KY 40391

      Listing by: Tsubaki Group, LLC
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      © 2025 Imagine MLS
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      Imagine Your Home
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      2 N Main Street, Winchester, KY 40391
      $1,595,000
      37beds
      19full,1half bath
      26,124sqft
      0.22acres

      2 N Main Street, Winchester, KY 40391

      House for Sale by Blanca CheungTsubaki Group, LLC.

      Data checked -. Listing last updated 84 days ago.
      1. Overview
      2. Details
      3. More 

      Major CAPEX in 2022 & 2024 — Facade transformation, fully restored and renovated. Current grossing $168,000 annual rent, with $4,000/month upside — beats the 1% rule! The Kerr Building, the largest downtown historical landmark, features structural repairs, new roofing, brick tuck-pointing, secure key-fob entrances, central HVAC, modern kitchens, updated baths, and new flooring. 18 LIHTC apartments and 2 renovated ground-floor offices totaling 20 income-producing units. Additional space at 4-10 Main Street offers a blank canvas for tenant improvements and added cash flow. Downtown Winchester is thriving — turn-key, stabilized, and priced to sell. Seize this opportunity!

      Details
        Property type
      Residential Income
        Year built
      9999
        Heating
      -
        Cooling
        Garage
      No
        Parking spots
      -
      25017572
      MLS ID
      Active
      Status
      08-09-2025
      On market date
        Laundry features
        Flooring
        Fireplace
      No
        Architectural Style
        Basement
        View
      Interior features
      Exterior features
      Lot features
      Appliances included
      Construction materials
      Monthly taxes
      -
      Yearly taxes
      -
      Community Features
      -
      School district
      Clark County - 7
      Schools
      Justice, Robert Campbell, GRC
      Senior community
      No
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Blanca Cheung
      Blanca Cheung
      Designated REALTOR® Participant, Tsubaki Group, LLC
       
       
      Location
      downtown main and broadway
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      2 N Main Street, Winchester, KY 40391, is a 37 bedroom, 19 bathroom, 26124 sqft. built in 9999. This property is currently available for sale and was listed on Imagine Your Home on 8-9-2025. The MLS# for this is MLS# 25017572.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Copyright ©2025