For Sale
Photo 1 of Multi family home for sale at 133 S Highland St, Winchester, KY 40391 | MLS# 25017462 | Listing updated on 2026-03-18
Photo 2 of Multi family home for sale at 133 S Highland St, Winchester, KY 40391 | MLS# 25017462 | Listing updated on 2026-03-18
1+
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Street View

$251,000

Monthly Est:$1,249

  • Beds Icon6 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,302sqft

133 S Highland St, Winchester, KY 40391

$1,249/moEst:

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  • Multi Family

  • Built in 1940

  • $-- HOA

  • 0.08 acre lot

  • $109/sq.ft

Description

16 Central Ave, Winchester, KY 40391 Prime multi-family investment in a great Winchester location! This 2-story property features two spacious rental units, both offering strong income potential. The first unit includes 3 bedrooms and 2 bathrooms, while the second unit offers 3 bedrooms and 1 bathroom—ideal for accommodating a range of tenant needs. With an established rental history and close proximity to schools, shopping, and downtown, this property is a smart choice for investors looking to expand their portfolio. Opportunities like this don't come often—schedule your showing today!

  • Houzeo last checked: 7 minutes ago
  • Listing updated: March 18, 2026 at 1:15 pm
  • Listing Provided by: David Espinosa (270) 390-2420 |
  • Source: Lexington Bluegrass AOR (Imagine) MLS-KY | MLS#: 25017462 Lexington Bluegrass AOR (Imagine) MLS-KY

Part of

Building
133 S Highland St
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Property Details

  • Status

    Active

  • Type

    Multi Family

  • No. of Stories

    2

  • County

    Clark County

  • City

    Winchester

  • Neighborhood

    --

  • Year Built

    1940

  • HOA Fees

    -

  • Finished Area

    2,302 sqft

  • Lot Size

    0.08 acre lot

  • Basement Area

    - sqft

  • MLS Name

    Lexington Bluegrass AOR (Imagine) MLS

  • MLS Number

    25017462

  • MLS Status

    Active

  • Days on Market

    206

  • Cumulative Days on Market

    32

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 6

    Bathrooms: 3

Other Features

  • Subdivision Name

    Aldridge

Price History

DateEventPrice

03/18/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #25017462

Listed for Sale

$251,000

$109/sqft

02/24/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #25017462

Pending

$251,000 +527.50%

$109/sqft

05/10/2017

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #1625289

Sold

$40,000

$17/sqft

Nearby Homes

Based on information from the IMAGINE MLS® through Oct 10, 2026, 03:15PM. 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.

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