Winchester, KY Triplexes for sale

Updated: Sep 2

Brick Triplex with Three Apartments

135 E Broadway Street, Winchester, KY 40391

$350,000

2,592 sqft 0.29 AC lot

Triplex with 3 apartments, all currently rented
2,592 square feet on a 0.29‑acre lot
Lower unit includes large living room, kitchen, and bathroom
Two upper units each include a living room, kitchen, bathroom, and bedroom
Rear deck, driveway, and chain‑link fencing

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Updated: May 8

Brick Triplex with Commercial Space

502 W Lexington Avenue, Winchester, KY 40391

$340,000

4,798 sqft 0.18 AC lot

4,798‑square‑foot brick triplex with main‑level commercial space and two upper‑level apartments
Lexington Avenue frontage with approximately 16 parking spaces
Two apartments, each with 2 bedrooms and 1 bath
Commercial area includes 3 half baths; laundry hookups serve all 3 units
Basement storage area with freight elevator

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Three-Unit Property with Carport

221 S Highland Street, Winchester, KY 40391

$239,000

3,007 sqft 0.16 AC lot

Three separately configured residences include kitchens, living areas, laundry space, and rear parking with additional storage.

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Scored against comparables nationwide. These are worth a look.

Cap Rate available after sign in

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Three-Unit Triplex with Rear Deck

135 E Broadway St, Winchester, KY 40391

$350,000

2,592 sqft

Fully rented residential property with separate living areas, kitchens, bathrooms, and a large rear deck.

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Downtown Triplex with Updated Units

130 E Broadway Street, Winchester, KY 40391

$220,000

2,445 sqft 0.17 AC lot

The property combines two refreshed residences with an existing long-term tenancy.

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Based on your search, we've compiled 9 Potential Opportunities for your consideration. Besides 5 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities

Opportunities in Nearby Cities

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

Partially Furnished Triplex

304-306 Ridgeway Road, Lexington, KY 40502

$699,000

2,244 sqft 0.17 AC lot

Multifamily property with one-bedroom units near the University of Kentucky, downtown Lexington, and UK HealthCare.

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Updated Triplex

304-306 Ridgeway Rd, Lexington, KY 40502

$699,000

2,244 sqft

Three one-bedroom, one-bath residences convey with furnishings included in part of the property.

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Multifamily Property With 8 Rental Units

2885 Main St, Clay City, KY 40312

$410,000

1,920 sqft 3.00 AC lot

Multiple residential structures offer diversified rental occupancy across a wooded rural setting.

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Triplex with Updated HVAC

119 Fifth Avenue, Clay City, KY 40312

$360,000

2,784 sqft 0.15 AC lot

Three-unit multifamily property with central air, forced-air heat, and blacktop tenant parking.

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Winchester, KY Triplexes Market Trends and Statistics

Explore 5 triplexes for sale in Winchester, KY, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 15,434 square feet of properties for sale, with an estimated market value of $1,499,000.

Sale prices for three-family homes in Winchester, KY start at $220,000, averaging $299,800, and reaching up to $350,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

Neighborhood	Average Price
40391	$266.3K

Neighborhood

Average Price

40391

$266.3K