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Lexington, KY Short Term Rental Properties for Sale

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Historic Triplex in Woodward Heights
$639,900
3,109 SF

Historic Triplex in Woodward Heights

311 Madison Pl, Lexington, KY 40508

Three apartments near downtown Lexington, suitable for Airbnb or conversion.

  • Historic 1895 home in the desirable Woodward Heights Historic District.
  • Features three separate apartments, ideal for Airbnb, rental income, or multi‑generational living.
  • Prime location within walking distance to Rupp Arena, Gatton Park, downtown Lexington, and universities.
  • Original historic details including tall ceilings, wood flooring, and large windows.
  • Each apartment has a private entrance, kitchen, full bathroom, and living area.
Updated: Jan 16
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Lexington Commercial Live-Work Space
$269,900
958 SF

Lexington Commercial Live-Work Space

117 W Maxwell St, Lexington, KY 40508

Well-maintained, remodeled office space near downtown and University of Kentucky.

  • Zoned B‑1, allowing for business, residential ('live where you work'), or Air B&B use.
  • Well‑located near downtown Lexington and the University of Kentucky.
  • Remodeled property with a blend of historical character and updated features.
  • Features multiple fireplaces, exposed hardwood floors, a remodeled full bath, and a kitchenette.
  • Large, fenced side yard/patio space.
Updated: Feb 19
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Mixed-Use Property in Chevy Chase
$975,000

Mixed-Use Property in Chevy Chase

Turnkey mixed-use property with modern finishes in Lexington's Chevy Chase.

451 South Ashland Ave, Lexington, KY 40502
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Based on your search, we've compiled 7 Potential Opportunities for your consideration. Besides 3 Active listings in Lexington, 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.

Turnkey Investment in Bourbon Country
$489,000
2,703 SF

Turnkey Investment in Bourbon Country

Fully renovated, income-producing short-term rental in downtown Lawrenceburg.

221 E Woodford St, Lawrenceburg, KY 40342
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Turnkey Investment in Bourbon Country
$489,000
2,703 SF

Turnkey Investment in Bourbon Country

Fully renovated, income-producing short-term rental in downtown Lawrenceburg.

221 E Woodford St, Lawrenceburg, KY 40342
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Stanton Multifamily Investment Opportunity
$199,900
1,300 SF

Stanton Multifamily Investment Opportunity

Four duplexes near Red River Gorge with strong rental history.

227-229 Strange St, Stanton, KY 40380
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Stanton Multifamily Investment Opportunity
$199,900
1,300 SF

Stanton Multifamily Investment Opportunity

Portfolio of four duplexes near Red River Gorge.

209-211 Strange St, Stanton, KY 40380
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Lexington, KY Short Term Rental Properties Investment Opportunities Market Analysis

Explore 3 short term rental properties for sale in Lexington, KY, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 7,906 square feet of properties for sale, with an estimated market value of $909,800.

Sale prices for short term rental properties in Lexington, KY start at $269,900, averaging $454,900, and reaching up to $639,900 — 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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