Winchester, VA Triplexes for sale

Updated: Feb 17

Turnkey Winchester Triplex Investment Opportunity

540 MONTICELLO Street, Winchester, VA 22601

$605,000

4,396 sqft · 0.09 AC lot

Turnkey triplex investment property with all units currently leased, providing immediate and reliable income.
Prime downtown Winchester location, offering convenience and commuter access to I‑81, I‑66, and Northern Virginia.
Diverse unit mix: two 2‑bedroom units with updated kitchens, laundry rooms, and a large 5‑bedroom unit with a unique two‑level layout, private patio, and deck.
Recent renovations including LVP flooring, fresh paint, updated kitchens and baths, and newer appliances in each unit.
Newer roof (less than 3 years old) and new HVAC system (installed in 2025).

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Updated: Apr 24

Turnkey Winchester Triplex Investment Opportunity

540 MONTICELLO St, Winchester, VA 22601

$605,000

Turnkey triplex investment property in a prime downtown Winchester location.
Strong cash flow with a gross annual rental income of $45,300.
Convenient access to I‑81 and I‑66, less than an hour from Northern Virginia.
Two 2‑bedroom, 1‑bath units feature updated finishes, laundry rooms, and dedicated outdoor space.
The large 5‑bedroom, 2‑bath unit includes two living rooms, full kitchen, laundry, private patio and deck.

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Turnkey Multi-Family Investment Property

434-434 1/2 FAIRMONT Ave, Winchester, VA 22601

$649,900

Three-unit property, fully rented, well-maintained, close to downtown.

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Turnkey Multifamily Investment Opportunity

434 FAIRMONT Ave, Winchester, VA 22601

$649,900

Three-unit property, fully rented, well-maintained, near downtown.

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Three-Unit Multifamily Property

406-408 S CAMERON St, Winchester, VA 22601

$429,000

Fully occupied three-unit building with defined lease terms through 2027 in central downtown Winchester.

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Based on your search, we've compiled 9 Potential Opportunities for your consideration. Besides 5 Active listings in Winchester, VA, 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.

Hagerstown Triplex: Investment Opportunity

428 VIRGINIA Avenue, Hagerstown, MD 21740

$384,900

2,904 sqft · 0.17 AC lot

Fully occupied triplex across from Hagerstown City Park.

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Fully Occupied Triplex

202 E CHAPLINE Street, Sharpsburg, MD 21782

$374,995

2,122 sqft · 0.14 AC lot

Three rented units generate stated gross income for an immediate rental-payor setup in Sharpsburg, Maryland.

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Fully Rented Triplex Investment

202 E CHAPLINE St, Sharpsburg, MD 21782

$374,995

Fully occupied triplex with established rental income and convenient access to area commuter routes and amenities.

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Fully Occupied Triplex Near City Park

428 VIRGINIA Ave, Hagerstown, MD 21740

$384,900

All-brick triplex across from Hagerstown City Park.

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Winchester, VA Triplexes Market Trends and Statistics

Explore 5 triplexes for sale in Winchester, VA, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 4,396 square feet of properties for sale, with an estimated market value of $605,000.

Sale prices for three-family homes in Winchester, VA start at $605,000, averaging $605,000, and reaching up to $605,000 — 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
22601	$588.2K

Neighborhood

Average Price

22601

$588.2K