Winchester, VA Triplexes for sale

Updated: Sep 21

Renovated Triplex with Decks

540 MONTICELLO Street, Winchester, VA 22601

$605,000

4,396 sqft 0.09 AC lot

4,396‑square‑foot triplex on a 0.0918‑acre lot
Unit mix includes two 2‑bedroom, 1‑bath units and one 5‑bedroom, 2‑bath unit
Largest residence spans two finished levels with 2 living rooms and private patio and deck access
New HVAC installed in 2025; roof is less than 3 years old
All three units are currently leased

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Updated: Jun 28

Duplex and Single-Family Rental

211, 213-215 E CLIFFORD Street, Winchester, VA 22601

$339,000

1,654 sqft

Three income‑producing rental units in Winchester City limits: duplex plus a separate single‑family home at 211, 213, and 215 E. Clifford Street
Duplex includes two separate 2‑bedroom, 1‑bath units
Single‑family home offers 2 bedrooms and 1 full bath
Units are on month‑to‑month leases; one unit is vacant as of the listing date
Properties are deeded separately as two parcels (tax #193‑01‑T‑9 and 193‑01‑T‑8)

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Three-Unit Brick Triplex

440 N BRADDOCK Street, Winchester, VA 22601

$529,000

3,688 sqft 0.18 AC lot

Three two-bedroom residences share a backyard and detached garage in Winchester.

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Renovated Triplex Near Downtown

540 MONTICELLO STREET, Winchester, VA 22601

$605,000

4,396 sqft

Three leased units with updated interiors, individual laundry areas, designated parking, and access to major interstate routes.

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Brick Triplex

25 W BOSCAWEN STREET, Winchester, VA 22601

$625,000

All three residences are occupied, with tenants responsible for their utilities.

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Brick 3-Unit Triplex

440 N BRADDOCK St, Winchester, VA 22601

$529,000

Three two-bedroom residences share a backyard and have access to a detached garage.

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Based on your search, we've compiled 10 Potential Opportunities for your consideration. Besides 6 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.

Three-Unit Triplex with Pond Views

45 Judy Dr, Falling Waters, WV 25419

$665,000

3,328 sqft

Rural multifamily property with off-street parking, individual storage, and no HOA restrictions.

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Triplex With Pond Views

45 JUDY Drive, Falling Waters, WV 25419

$665,000

3,328 sqft 0.84 AC lot

Three residential units provide off-street parking and dedicated storage in a rural setting without HOA restrictions.

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Occupied Triplex with Basement

202 E CHAPLINE Street, Sharpsburg, MD 21782

$338,995

2,122 sqft 0.14 AC lot

Three rented units provide established occupancy in a Colonial-style building.

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Fully Rented Triplex Investment

202 E Chapline St, Sharpsburg, MD 21782

$338,995

2,122 sqft

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

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Winchester, VA Triplexes Market Trends and Statistics

Explore 6 triplexes for sale in Winchester, VA, showcased through 6 active listings on our real estate platform. These investment opportunities span a total of 14,134 square feet of properties for sale, with an estimated market value of $3,232,000.

Sale prices for three-family homes in Winchester, VA start at $339,000, averaging $538,666, and reaching up to $625,000 — 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	$538.7K

Neighborhood

Average Price

22601

$538.7K

Featured Winchester Real Estate Agencies

Realmo connects you with licensed Winchester CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

Re/Max Roots

3363 SHAWNEE DR Winchester, VA 22602

Phone: 15406867362