Winchester, KY Quadplexes for sale

$290,000

4,010 SF

Winchester Quad Plex Income Property

149 Winn Ave, Winchester, KY 40391

Income-producing quad plex with four 3-bed, 1-bath units.

Income‑producing quad plex property.
Four units, each with 3 beds and 1 bath.
Large lot, set back from the road.
Ample parking for tenants and guests.
Existing tenants in upper units with rental history.

Updated: Jan 6

View details

$600,000

5,046 SF

Renovated 4-Plex in Downtown Winchester

101 4Th St, Winchester, KY 40391

Restored 4-unit building in downtown Winchester with strong rental potential.

Fully renovated 4‑plex in 2021 with updated interiors and a new roof
Prime downtown Winchester location, walkable to shops, dining, and attractions
Each unit is approximately 1,296 sq ft, offering spacious living
Historic building with restored charm
Includes 4 parking spots (1 per unit) and additional off‑street parking

Updated: Dec 8, 2025

View details

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.

Well-Maintained Lexington Quadplex For Sale

$842,500

5,000 SF

Well-Maintained Lexington Quadplex For Sale

Four identical units, low expenses, strong investment potential.

2860 Ryan Cir, Lexington, KY 40509

View details

Lexington Multifamily Investment Opportunity

$725,000

3,772 SF

Lexington Multifamily Investment Opportunity

Fully occupied 4-plex in Chevy Chase area with consistent income.

108 Cochran Rd, Lexington, KY 40502

View details

Income-Producing Fourplex in Richmond, KY

$280,000

3,000 SF

Income-Producing Fourplex in Richmond, KY

Fourplex in good condition with long-term tenants and recent updates.

403 Turpin Dr, Richmond, KY 40475

View details

Pending

$329,900

2,800 SF

Richmond Kentucky Fourplex For Sale

Well-kept fourplex in Richmond, near EKU, with income potential.

228 Magnolia Dr, Richmond, KY 40475

View details

Winchester, KY Quadplexes Investment Opportunities Market Analysis

Explore 2 quadplexes for sale in Winchester, KY on our real estate platform. These investment opportunities span a total of 265,646,740 square feet of properties for sale, with an estimated market value of $890,000.

Prices for four-unit buildings in Winchester, KY start at $290,000, averaging $445,000, and reaching up to $600,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

Winchester, KY Quadplexes for Sale

Winchester Quad Plex Income Property

Income-producing quad plex with four 3-bed, 1-bath units.

Renovated 4-Plex in Downtown Winchester

Restored 4-unit building in downtown Winchester with strong rental potential.

Explore Opportunities in Nearby Cities

Well-Maintained Lexington Quadplex For Sale

Lexington Multifamily Investment Opportunity

Income-Producing Fourplex in Richmond, KY

Richmond Kentucky Fourplex For Sale

Winchester, KY Quadplexes Investment Opportunities Market Analysis

Popular Searches in Winchester, KY

Most Searched ZIP Codes in Winchester, KY

Winchester, KY Quadplexes for Sale

Winchester Quad Plex Income Property

Income-producing quad plex with four 3-bed, 1-bath units.

Renovated 4-Plex in Downtown Winchester

Restored 4-unit building in downtown Winchester with strong rental potential.

Explore Opportunities in Nearby Cities

Well-Maintained Lexington Quadplex For Sale

Lexington Multifamily Investment Opportunity

Income-Producing Fourplex in Richmond, KY

Richmond Kentucky Fourplex For Sale

Winchester, KY Quadplexes Investment Opportunities Market Analysis

Popular Searches in Winchester, KY

Most Searched ZIP Codes in Winchester, KY

Select Neighborhood