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Winchester, KY Duplexes for Sale

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Winchester Duplex: Income Potential
$299,900
2,072 SF

Winchester Duplex: Income Potential

1128-1130 Dale Drive, Winchester, KY 40391

Duplex with income potential, featuring private backyards and garages.

  • Great income‑producing potential (duplex being sold as a whole).
  • Each unit features 2 bedrooms and 1.5 baths.
  • Each unit includes a 1‑car garage.
  • Each unit has a vaulted Great room that opens to the kitchen.
  • One unit (1130) has a new HVAC system.
Updated: Jan 14
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Winchester Multifamily Investment Opportunity
$251,000
2,302 SF

Winchester Multifamily Investment Opportunity

133 S Highland Street, Winchester, KY 40391

Two-unit property with strong income potential in Winchester, Kentucky.

  • Prime multi‑family investment property
  • Two spacious rental units with strong income potential
  • Unit 1: 3 bedrooms, 2 bathrooms; Unit 2: 3 bedrooms, 1 bathroom
  • Established rental history
  • Great Winchester location
Updated: Aug 8, 2025
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Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities

Explore Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Charming Duplex with Income Potential
$625,000
2,447 SF

Charming Duplex with Income Potential

Well-maintained duplex with remodeled unit and hardwood floors.

440 Henry Clay Boulevard, Lexington, KY 40502
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Duplex and Warehouse Investment Opportunity
$270,000
1,800 SF

Duplex and Warehouse Investment Opportunity

Duplex, warehouse, and additional lot for expansion potential.

149 Richmond Avenue, Mt Sterling, KY 40353
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Spacious Duplex in Mt Sterling
$222,500
2,736 SF

Spacious Duplex in Mt Sterling

Turnkey income opportunity: duplex with 3 beds, 1 bath each.

229 W Main Street unit: 1-2, Mt Sterling, KY 40353
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Kenwick Duplex Investment Opportunity
$499,900
2,160 SF

Kenwick Duplex Investment Opportunity

Well-maintained duplex in Kenwick neighborhood with leases in place.

270 Sherman Avenue, Lexington, KY 40502
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Winchester, KY Duplexes Investment Opportunities Market Analysis

Explore 2 duplexes for sale in Winchester, KY on our real estate platform. These investment opportunities span a total of 10,019 square feet of properties for sale, with an estimated market value of $550,900.

Sale prices for duplexes in Winchester, KY start at $251,000, averaging $275,450, and reaching up to $299,900 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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