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144 Holly Avenue, 
Winchester, KY 40391

$319,500

8

Beds

5

Baths

3,637

Sq Ft

Multi-Family

Active

Listed by

Shane T Underwood

, 

Terra Long

Keller Williams Commonwealth

859-721-2121

Last updated:

February 15, 2026, 03:50 PM

MLS#

26002633

Source:

KY LBAR

About This Home

144 Holly Avenue

Excellent investment opportunity featuring two income-producing buildings on one lot, offered together as a package deal. This unique multifamily property includes a triplex and a separate duplex, making it ideal for investors looking to expand their portfolio with multiple units in one purchase. The triplex (Building A) consists of three units: Unit A-1: 2 bedrooms, 1 bathroom Unit A-2: 1 bedroom, 1 bathroom Unit A-3: Office/studio-style apartment with 1 bedroom and 1 bathroom The duplex (Building B) offers two additional units: Unit B-1: 2 bedrooms, 1 bathroom Unit B-2: 2 bedrooms, 1 bathroom With five total units, this property provides strong income potential and flexibility for a variety of investment strategies. A recent appraisal came in at $320,000, and the property is priced below appraised value, creating built-in equity from day one.Great opportunity for investors seeking a solid multifamily asset with upside. Call today to schedule your private showing.

Home Facts

Multi-Family

5 Baths

8 Bedrooms

Built in 2001

Price Summary

319,500

$87 per Sq. Ft.

MLS #:

26002633

Last Updated:

February 15, 2026, 03:50 PM

Added:

3 day(s) ago

Rooms & Interior

Bedrooms

Total Bedrooms:

8

Bathrooms

Total Bathrooms:

5

Full Bathrooms:

5

Interior

Living Area:

3,637 Sq. Ft.

Structure

Structure

Building Area:

3,637 Sq. Ft.

Year Built:

2001

Lot

Lot Size (Sq. Ft):

9,583

Finances & Disclosures

Finances

Price:

$319,500

Price per Sq. Ft:

$87 per Sq. Ft.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.