For Sale
Multi family home for sale at 2 N Main St, Winchester, KY 40391 | MLS# 25017572 | Listing updated on 2026-04-07
Photo 1 of Multi family home for sale at 2 N Main St, Winchester, KY 40391 | MLS# 25017572 | Listing updated on 2026-04-07
Photo 2 of Multi family home for sale at 2 N Main St, Winchester, KY 40391 | MLS# 25017572 | Listing updated on 2026-04-07
Photo 3 of Multi family home for sale at 2 N Main St, Winchester, KY 40391 | MLS# 25017572 | Listing updated on 2026-04-07
Photo 4 of Multi family home for sale at 2 N Main St, Winchester, KY 40391 | MLS# 25017572 | Listing updated on 2026-04-07
33+
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Street View

$1,575,000

Monthly Est:$7,839

  • Beds Icon37 Beds
  • Beds Icon
    20 Baths
  • Beds Icon26,124sqft

2 N Main St, Winchester, KY 40391

$7,839/moEst:

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  • Multi Family

  • Built in 9999

  • $-- HOA

  • 0.22 acre lot

  • $60/sq.ft

Description

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 opportun...

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  • Houzeo last checked: 7 minutes ago
  • Listing updated: April 7, 2026 at 12:10 am
  • Listing Provided by: Blanca Cheung (859) 913-3150 | Tsubaki Group, LLC (859) 913-3150
  • Source: Lexington Bluegrass AOR (Imagine) MLS-KY | MLS#: 25017572 Lexington Bluegrass AOR (Imagine) MLS-KY

Part of

Building
2 N Main St
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Property Details

  • Status

    Active

  • Type

    Multi Family

  • No. of Stories

    4

  • County

    Clark County

  • City

    Winchester

  • Neighborhood

    --

  • Year Built

    9999

  • HOA Fees

    -

  • Finished Area

    26,124 sqft

  • Lot Size

    0.22 acre lot

  • Basement Area

    - sqft

  • MLS Name

    Lexington Bluegrass AOR (Imagine) MLS

  • MLS Number

    25017572

  • MLS Status

    Active

  • Days on Market

    222

  • Cumulative Days on Market

    197

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Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 37

    Bathrooms: 20

Other Features

  • Subdivision Name

    Downtown

Price History

DateEventPrice

02/13/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #25017572

Price Decreased

$1,575,000 -1.25%

$60/sqft

08/09/2025

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #25017572

Listed for Sale

$1,595,000

$61/sqft

Based on information from the IMAGINE MLS® through Sep 23, 2026, 05:30AM. Copyrighted by the Imagine MLS®. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data on this website is deemed reliable but is not guaranteed accurate by the MLS. © 2026 IMAGINE MLS®. All Rights Reserved.

Advertising Broker: Donna Mink | Mink Realty

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